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Oak Bluffs is known for its whimsical "gingerbread" houses, many of which were built in the nineteenth century. A popular family vacation area, Oak Bluffs has several public parks, including Ocean Park with its live music throughout the summer.

185 Vacation Properties in Oak Bluffs
A fee-based feature highlighting availability within the next 4 weeks.

Oak Bluffs vacation rentals that sleep 20

Oak Bluffs
ID 5533
9 BR
4 baths
Sleeps 20
Magnificent Historic Waterfront Victorian Mansion 1875 Gem
Magnificent Historic Waterfront Victorian Mansion 1875 Gem
Distance to beach: Across the street (no obstruction) Oak Bluffs Town Beach and 5 min drive, 15 min bike State Beach
5 reviews read reviews
Summer:
$25,000/wk
$90,000 - $115,000/mo
Off Season:
$2,286 - $2,715/night
$16,000 - $19,000/wk
$65,000 - $80,000/mo

Oak Bluffs vacation rentals that sleep 16

Historic Copeland District of
ID 35193
8 BR
2 ½ baths
Sleeps 16
8 BR Grand Victorian near Inkwell Beach sleeps 16 people!
8 BR Grand Victorian near Inkwell Beach sleeps 16 people!
Distance to beach: 2/10 mi to Oak Bluffs Town Beach
Summer:
$9,800 - $15,000/wk
Off Season:
$6,000 - $10,000/wk
East Chop-Oak Bluffs
ID 14646
8 BR
3 baths
Sleeps 16
Classic East Chop Beach House
Classic East Chop Beach House
Distance to beach: 300 ft to Jetty Beach
3 reviews read reviews
Summer:
$9,500 - $12,000/wk
Off Season:
$9,500/wk
Oak Bluffs
ID 28357
6 BR
4 ½ baths
Sleeps 16
Beautiful, Newly Updated, Spacious 6 BR Home
Beautiful, Newly Updated, Spacious 6 BR Home
Distance to beach: 3 miles to Oak Bluffs Town Beach
10 reviews read reviews
Summer:
$10,000 - $15,000/wk
Off Season:
$8,500 - $12,000/wk
3
East Chop
ID 26587
6 BR
4 ½ baths
Sleeps 16
East Chop Waterview Farmhouse With Dip Pool and Privacy
East Chop Waterview Farmhouse With Dip Pool and Privacy
Distance to beach: Walk 1/2 mile to Eastville Beach
6 reviews read reviews
OWNER SPECIAL:
Two Prime Summer Weeks Available! Reach out for a great rate!
Summer:
$14,000 - $17,000/wk
Off Season:
$950 - $1,200/night
$7,000 - $17,000/wk

Oak Bluffs vacation rentals that sleep 15

Oak Bluffs
ID 11056
6 BR
2 ½ baths
Sleeps 15
Beach, Town, and Tennis -- Huge Renovated Home
Beach, Town, and Tennis -- Huge Renovated Home
Distance to beach: 3/10 mi to beach near Oak Bluffs Harbor
11 reviews read reviews
Summer:
$6,500 - $7,600/wk
Off Season:
$3,500 - $5,900/wk

Oak Bluffs vacation rentals that sleep 14

Oak Bluffs
ID 27190
7 BR
2 ½ baths
Sleeps 14
Beautiful Victorian: ''The Yellow House''
Beautiful Victorian: ''The Yellow House''
Distance to beach: Town/Inkwell Beach approx 100 yards
OWNER SPECIAL:
AUGUST 6th 2022 JUST OPENED UP BOOK AS QUICKLY AS YOU CAN !!!
Summer:
$7,500 - $14,500/wk
Off Season:
$6,950 - $7,500/wk
Oak Bluffs
ID 35126
Summer:
$12,000 - $18,900/wk
Off Season:
$7,850 - $12,000/wk
Oak Bluffs
ID 26970
5 BR
2 ½ baths
Sleeps 14
AMENITIES GALORE, DOCK/TENNIS/AC IN PRIVATE COMMUNITY
AMENITIES GALORE, DOCK/TENNIS/AC IN PRIVATE COMMUNITY
Distance to beach: 3 miles to Joseph Sylvia State Beach
3 reviews read reviews
Summer:
$6,300 - $10,000/wk
Off Season:
$4,550 - $6,300/wk
2

Oak Bluffs vacation rentals that sleep 13

Oak Bluffs
ID 35660
7 BR
3 ½ baths
Sleeps 13
Ocean Park House
Ocean Park House
Distance to beach: 0.2 mi to Oak Bluffs Town Beach and 4 Beaches within a Half Mile
Summer:
$7,000 - $13,000/wk
Off Season:
$7,000 - $8,330/wk
2
02557
ID 34229
Summer:
$7,000 - $8,500/wk
Off Season:
$1,000 - $1,500/night
$5,000 - $7,000/wk
Oak Bluffs
ID 35046
6 BR
2 baths
Sleeps 13
Elegant Oak Bluffs Waterview Victorian; steps to the beach
Elegant Oak Bluffs Waterview Victorian; steps to the beach
Distance to beach: 2/10 mi to Oak Bluffs Town Beach
2 reviews read reviews
Summer:
$7,000 - $9,500/wk
Off Season:
$379 - $572/night
$5,000 - $6,500/wk

Oak Bluffs vacation rentals that sleep 12

Oak Bluffs
ID 32999
7 BR
2 ½ baths
Sleeps 12
In Town Oak Bluffs w/AC Beautifully Renovated Victorian
In Town Oak Bluffs w/AC Beautifully Renovated Victorian
Distance to beach: 3/10 mile To Oak Bluffs Town Beach
7 reviews read reviews
Summer:
$7,000 - $9,000/wk
Off Season:
$700 - $1,250/night
$6,000 - $7,000/wk
Oak Bluffs
ID 31454
7 BR
2 baths
Sleeps 12
Walk to Everything from ~ Historic 7 Bedroom Home with AC
Walk to Everything from ~ Historic 7 Bedroom Home with AC
Distance to beach: .5 The Jetty Beach and Under one mile to Inkwell Beach
Summer:
$6,000 - $7,000/wk
Off Season:
$600 - $800/night
$5,000 - $6,000/wk
Highlands Section of East Chop
ID 8766
6 BR
2 baths
Sleeps 12
Oak Bluffs Harbor view...walk to town & beach
Oak Bluffs Harbor view...walk to town & beach
Distance to beach: 6/10 mile to Oak Bluffs Town Beach and 3/10 mile to public Jetty Beach
20 reviews read reviews
Summer:
$5,000/wk
Off Season:
$575 - $675/night
$5,000/wk
Oak Bluffs (East Chop)
ID 11709
6 BR
4 baths
Sleeps 12
Martha's Vineyard Memories, 1860 Sea Captain's Beach Home!
Martha's Vineyard Memories, 1860 Sea Captain's Beach Home!
Distance to beach: 5 minute bike ride to Sunny Jetty Beach!
9 reviews read reviews
OWNER SPECIAL:
AMAZING JULY CANCELLATION SPECIAL $1500 OFF PER WEEK! $2000 OFF MULTIPLE WEEKS.
Summer:
$5,499 - $7,999/wk
Off Season:
$5,999 - $6,999/wk
2
Oak Bluffs
ID 22593
6 BR
3 baths
Sleeps 12
Charming 5+ BR Renovated Camp on Lagoon Pond w/ Guest Cabin
Charming 5+ BR Renovated Camp on Lagoon Pond w/ Guest Cabin
Distance to beach: Private beach on the Lagoon
9 reviews read reviews
OWNER SPECIAL:
Multi-week discounts available! Flexible turnover days. Possible car rental. Please inquire!
Summer:
$7,500 - $9,000/wk
Off Season:
$500 - $800/night
$5,000 - $7,500/wk
East Chop
ID 23099
6 BR
4 ½ baths
Sleeps 12
Martha's Vineyard Family Compound on East Chop
Martha's Vineyard Family Compound on East Chop
Distance to beach: two tenths mile to lovely Jetty Beach
2 reviews read reviews
Summer:
$5,000 - $5,800/wk
Off Season:
$600 - $650/night
$4,000 - $5,000/wk
East Chop
ID 23424
6 BR
4 ½ baths
Sleeps 12
BOOK LABOR DAY Weekend! Newly Renovated Large Home!
BOOK LABOR DAY Weekend! Newly Renovated Large Home!
Distance to beach: 3/10 of a mile, 5 minute walk The Jetty Beach
Summer:
$7,000 - $10,000/wk
Off Season:
$400 - $1,000/night
$1,500 - $6,000/wk
4
Oak Bluffs
ID 33717
Summer:
$13,900/wk
Off Season:
$1,275 - $1,595/night
$7,900 - $9,625/wk
2
Oak Bluffs
ID 34066
6 BR
3 baths
Sleeps 12
Beautiful Victorian 6 BR home in the heart of Oak Bluffs
Beautiful Victorian 6 BR home in the heart of Oak Bluffs
Distance to beach: 0.2 mi to Oak Bluffs Town Beach
OWNER SPECIAL:
Don't miss this opportunity to book this home! 2 weeks left July 10, & 24 2022.
Summer:
$12,500 - $18,500/wk
Off Season:
$10,000 - $11,500/wk
Oak Bluffs
ID 11575
Summer:
$3,325 - $4,025/wk
Off Season:
$1,800 - $3,500/wk
3
Oak Bluffs
ID 31220
Summer:
$7,000 - $7,700/wk
Off Season:
$850/night
$5,000/wk
3
Harthaven
ID 31261
5 BR
3 ½ baths
Sleeps 12
The Beach House: Historic Harthaven Gem on a Private Beach
The Beach House: Historic Harthaven Gem on a Private Beach
Distance to beach: On a private beach & next to an association beach
1 review read review
Summer:
$8,000/wk
Off Season:
$6,500 - $7,000/wk
Oak Bluffs
ID 32994
5 BR
3 baths
Sleeps 12
Walk to Town & Beach from this Beautiful Waban Park Cottage
Walk to Town & Beach from this Beautiful Waban Park Cottage
Distance to beach: 2 blocks to Oak Bluffs Town Beach
8 reviews read reviews
Summer:
$5,500 - $6,000/wk
Off Season:
$4,000 - $5,000/wk
Lagoon Pond Waterfront - salt
ID 27817
4 BR
3 ½ baths
Sleeps 12
Glorious Sunsets On and Over the Water
Glorious Sunsets On and Over the Water
Distance to beach: Private beach,2-kayaks,4-SUPs, beach chairs & toys
17 reviews read reviews
LAST MINUTE ALERT 5/28 - 6/4
OWNER SPECIAL:
Memorial Day: 3 night weekend, 27-30th, only $4000. Make it a week for $1500 more!
Summer:
$10,000 - $18,000/wk
Off Season:
$1,500 - $2,500/night
$5,500 - $12,000/wk

Oak Bluffs vacation rentals that sleep 11

Oak Bluffs
ID 29386
6 BR
2 baths
Sleeps 11
Charming House on Waban Park, Walk to Beach, Town, & Ferry!
Charming House on Waban Park, Walk to Beach, Town, & Ferry!
Distance to beach: 2 blocks from the Inkwell (Town Beach)
6 reviews read reviews
LAST MINUTE ALERT 6/5 - 6/12, 6/12 - 6/19 and 6/19 - 6/26
OWNER SPECIAL:
15% off all weeks in June!! (see calendar for reduced prices).
Summer:
$900 - $1,600/night
$4,250 - $8,000/wk
$24 - $30,000/mo
Off Season:
$500 - $1,000/night
$3,200 - $4,500/wk
$12,000 - $20,000/mo
3
Oak Bluffs
ID 23337
6 BR
3 baths
Sleeps 11
Ideal Setting with Porches, Deck, Balconies & Garden
Ideal Setting with Porches, Deck, Balconies & Garden
Distance to beach: Exactly one block to Inkwell Beach
LAST MINUTE ALERT 5/28 - 6/4 and 6/4 - 6/11
OWNER SPECIAL:
PRICE REDUCTION! Plus 10% off if you book more than one continuous week.
Summer:
$4,900 - $18,900/wk
Off Season:
$4,200 - $4,900/wk
2
Oak Bluffs
ID 33881
5 BR
1 ½ bath
Sleeps 11
Beach and downtown OB walkable! 5 Bedroom Victorian.
Beach and downtown OB walkable! 5 Bedroom Victorian.
Distance to beach: 3/10 mi to Oak Bluffs Town Beach
2 reviews read reviews
Summer:
$4,500 - $8,000/wk
Off Season:
$3,500 - $4,000/wk
Oak Bluffs
ID 35433
5 BR
4 baths
Sleeps 11
Quiet, Newly Renovated Family Home, AC, Large Patio & Yard
Quiet, Newly Renovated Family Home, AC, Large Patio & Yard
Distance to beach: 2.9 mi to Oak Bluffs Town Beach and 4.0 mi to State Beach
Summer:
$6,700 - $7,300/wk
Off Season:
$700 - $875/night
$3,200 - $6,600/wk
2
East Chop
ID 34601
4 BR
3 baths
Sleeps 11
Dempster Park of East Chop: Walk to Beach & Town!
Dempster Park of East Chop: Walk to Beach & Town!
Distance to beach: Jetty Beach Oak Bluffs Town Beach
Summer:
$5,950 - $7,800/wk
Off Season:
$3,500 - $7,000/wk
5

Oak Bluffs vacation rentals that sleep 10

Oak Bluffs
ID 12900
6 BR
3 baths
Sleeps 10
Classic Vineyard Ocean, Harbor, Lake & Parkview Cottage w/AC
Classic Vineyard Ocean, Harbor, Lake & Parkview Cottage w/AC
Distance to beach: 3/10 mi to Jetty Beach
3 reviews read reviews
OWNER SPECIAL:
Last Summer week 8/30/22-9/6/22 @$4000/wk.
Summer:
$4,000 - $5,300/wk
Off Season:
$800/night
$3,200 - $4,000/wk
2
Oak Bluffs
ID 18823
6 BR
2 baths
Sleeps 10
Charming, 6 Bedroom Victorian Gingerbread
Charming, 6 Bedroom Victorian Gingerbread
Distance to beach: One block to Sea View Ave & Town Beach.
10 reviews read reviews
Summer:
$5,000 - $6,000/wk
Off Season:
$5,400/wk
3
Oak Bluffs
ID 4132
5 BR
3 baths
Sleeps 10
Waterfront with its own Private Sandy Beach ! ! !
Waterfront with its own Private Sandy Beach ! ! !
Distance to beach: 0 feet to our beach; 1-1/2 miles to Vinyd beaches
6 reviews read reviews
Summer:
$5,600 - $7,400/wk
Off Season:
$3,000 - $4,800/wk
Oak Bluffs
ID 3540
5 BR
3 baths
Sleeps 10
Magnificent Spacious Modern Home
Magnificent Spacious Modern Home
Distance to beach: About a half mile to beach
Summer:
$3,500 - $5,500/wk
$3,500 - $4,000/mo
Off Season:
$1,500 - $4,000/wk
$3,500 - $4,500/mo
Oak Bluffs
ID 11040
5 BR
2 baths
Sleeps 10
Ocean Peek Cottage
Ocean Peek Cottage
Distance to beach: Two blocks
3 reviews read reviews
Summer:
$4,000 - $4,400/wk
Off Season:
$350 - $450/night
$1,500 - $4,000/wk
Oak Bluffs
ID 19414
Summer:
$7,700 - $9,900/wk
Off Season:
$800 - $1,100/night
$5,700 - $7,800/wk
3
Oak Bluffs
ID 26885
Summer:
$7,500 - $8,500/wk
Off Season:
$7,500 - $8,000/wk
Oak Bluffs
ID 33204
5 BR
3 baths
Sleeps 10
Akwaaba Manor Elegant Oak Bluffs Victorian Home
Akwaaba Manor Elegant Oak Bluffs Victorian Home
Distance to beach: 1/10 mi to Oak Bluffs Town Beach
Summer:
$10,000 - $145,000/wk
$15,000 - $60,000/mo
Off Season:
$1,000 - $3,100/night
$6,500 - $10,900/wk
$12,000 - $35,000/mo
2
Oak Bluffs
ID 33370
5 BR
3 baths
Sleeps 10
5BR 3BA w/central AC walking distance to Oak Bluffs center!!
5BR 3BA w/central AC walking distance to Oak Bluffs center!!
Distance to beach: 15 minute walk to (5/10 of a mile) State Beach
9 reviews read reviews
Summer:
$6,000 - $9,000/wk
Off Season:
$3,500 - $6,500/wk
3
Historic Copeland District
ID 34083
5 BR
2 baths
Sleeps 10
''The Legacy House'' - A Historic Beauty near beach & town
''The Legacy House'' - A Historic Beauty near beach & town
Distance to beach: 1/10 mi to Oak Bluffs Town Beach
1 review read review
Summer:
$5,500 - $8,100/wk
Off Season:
$3,500 - $5,600/wk
4
Oak Bluffs
ID 34390
5 BR
3 baths
Sleeps 10
This is one Summer School you won't want to miss!
This is one Summer School you won't want to miss!
Distance to beach: 7/10 mi to Oak Bluffs Town Beach
Summer:
$7,000 - $9,500/wk
Off Season:
$575 - $1,000/night
$3,500 - $7,500/wk
Oak Bluffs
ID 35217
5 BR
3 baths
Sleeps 10
The Summer Wind House WILL BE READY JUNE 2022!!
The Summer Wind House WILL BE READY JUNE 2022!!
Distance to beach: 3/10 mi to Oak Bluffs Town Beach
Summer:
$9,000 - $14,000/wk
Off Season:
$5,000 - $9,000/wk
Oak Bluffs
ID 27415
5 BR
2 baths
Sleeps 10
Last Week Available 9-16 July, Don't Wait.
Last Week Available 9-16 July, Don't Wait.
Distance to beach: Inkwell beach under a 1/2 mile
20 reviews read reviews
Summer:
$3,750 - $4,500/wk
Off Season:
$375/night
$2,350 - $2,750/wk
3
Oak Bluffs
ID 33878
5 BR
3 baths
Sleeps 10
Amazing Gem w/AC, Guest House, Mooring & Private Sandy Beach
Amazing Gem w/AC, Guest House, Mooring & Private Sandy Beach
Distance to beach: House is on Lagoon Pond; 137 feet of private, sand
Summer:
$13,000 - $15,000/wk
Off Season:
$7,000 - $14,000/wk
Preserves
ID 33665
5 BR
5 ½ baths
Sleeps 10
New five bedroom home w/AC at the Preserve Woodlands
New five bedroom home w/AC at the Preserve Woodlands
Distance to beach: 3.4 mi to Oak Bluffs Town Beach
Summer:
$10,000 - $12,500/wk
Oak Bluffs
ID 33947
5 BR
3 ½ baths
Sleeps 10
5 Bedroom Victorian steps from the Beach
5 Bedroom Victorian steps from the Beach
Distance to beach: 1 block to Inkwell Beach
Summer:
$7,000 - $10,000/wk
Off Season:
$750 - $1,000/night
$4,000 - $10,000/wk
Oak Bluffs
ID 34051
5 BR
2 baths
Sleeps 10
5 BR on Quiet East Chop Street, Steps to Beach
5 BR on Quiet East Chop Street, Steps to Beach
Distance to beach: 0.3 mi to The Jetty Beach
3 reviews read reviews
Summer:
$3,625 - $5,500/wk
Off Season:
$4,025/wk
3
Oak Bluffs
ID 34661
Summer:
$27,000 - $28,000/wk
East Chop
ID 34693
Summer:
$6,200 - $6,800/wk
Off Season:
$5,600/wk
2
Oak Bluffs
ID 34873
5 BR
2 baths
Sleeps 10
5 BR Victorian Home in great location in Oak Bluffs
5 BR Victorian Home in great location in Oak Bluffs
Distance to beach: 2/10 mi to Oak Bluffs Town Beach
Summer:
$8,500 - $11,000/wk
Off Season:
$7,000 - $8,500/wk
Oak Bluffs
ID 31349
4 BR
2 baths
Sleeps 10
Steps to Beach! Updated OB Cottage, Walk to Town/Ferries, AC
Steps to Beach! Updated OB Cottage, Walk to Town/Ferries, AC
Distance to beach: 1/10 Mile to beach. ~150 feet Oak Bluffs Town Beach and The Inkwell Beach is steps away
6 reviews read reviews
Summer:
$7,000 - $8,500/wk
$25,000 - $40,000/mo
Off Season:
$500 - $800/night
$4,000 - $7,000/wk
$15,000 - $25,000/mo
Oak Bluffs
ID 33937
Summer:
$5,500 - $6,825/wk
Off Season:
$900/night
$4,000 - $5,500/wk
Oak Bluffs
ID 27205
4 BR
4 ½ baths
Sleeps 10
Contemporary Home with Heated Pool/Spa - Pay No Room Tax
Contemporary Home with Heated Pool/Spa - Pay No Room Tax
Distance to beach: Inkwell Beach is 1.5 miles away
Summer:
$16,000 - $17,000/wk
Heart of Oak Bluffs
ID 34321
4 BR
5 ½ baths
Sleeps 10
Beautiful, Fully Renovated Gingerbread House on Ocean Park
Beautiful, Fully Renovated Gingerbread House on Ocean Park
Distance to beach: 2/10 mi to Oak Bluffs Town Beach
4 reviews read reviews
Summer:
$8,000 - $16,000/wk
Off Season:
$700 - $1,200/night
$6,000 - $8,500/wk
4
Oak Bluffs
ID 35171
4 BR
2 ½ baths
Sleeps 10
Wishing Well MV - NEWLY Renovated Oak Bluffs Retreat
Wishing Well MV - NEWLY Renovated Oak Bluffs Retreat
Distance to beach: 2.0 miles State Beach and 1/2 miles Eastville Beach
Summer:
$5,000 - $8,500/wk
Off Season:
$350 - $550/night
$3,500 - $5,500/wk
3
Oak Bluffs
ID 35269
4 BR
3 ½ baths
Sleeps 10
Contemporaty 4 BR with central AC, tennis, kayaks, bikes
Contemporaty 4 BR with central AC, tennis, kayaks, bikes
Distance to beach: 3.8 mi to Oak Bluffs Town Beach
OWNER SPECIAL:
Owner has transferrable ferry tickets for purchase - weeks of 6/26 and 7/10.
Summer:
$5,000 - $6,800/wk
Off Season:
$450 - $800/night
$2,500 - $5,000/wk
Oak Bluffs
ID 32791
4 BR
4 baths
Sleeps 10
Spacious Barnes Road Beach House w/Attached Studio Apt.
Spacious Barnes Road Beach House w/Attached Studio Apt.
Distance to beach: 1.8 mi To Oak Bluffs Town Beach
10 reviews read reviews
Summer:
$3,400 - $6,000/wk
Off Season:
$3,100 - $4,900/wk
3
Meadow View Farms
ID 33786
4 BR
2 ½ baths
Sleeps 10
Peaceful Meadows
Peaceful Meadows
Distance to beach: 2.6 mi to Oak Bluffs Town Beach
4 reviews read reviews
Summer:
$4,000 - $4,800/wk
Off Season:
$400 - $450/night
$3,000 - $4,000/wk
4

Oak Bluffs vacation rentals that sleep 9

OBT2012
ID 34157
6 BR
2 baths
Sleeps 9
Charming OB 1885 Victorian Cottage
Charming OB 1885 Victorian Cottage
Distance to beach: 0.4 mi to The Jetty Beach
Summer:
$5,200 - $7,500/wk
Off Season:
$5,000 - $6,000/wk
$4,500/mo
Oak Bluffs
ID 29209
Summer:
$3,800 - $4,000/wk
Off Season:
$3,400 - $3,600/wk
Oak Bluffs
ID 29856
4 BR
3 baths
Sleeps 9
Newly Renovated! Walk to Town Oak Bluffs 4 BR/3Bath A/C
Newly Renovated! Walk to Town Oak Bluffs 4 BR/3Bath A/C
Distance to beach: 1/2 m. to State Beach and 1/2 m. to East Chop Beach
Summer:
$7,000 - $12,000/wk
Off Season:
$650 - $800/night
$4,550 - $8,000/wk
Oak Bluffs
ID 31591
4 BR
2 ½ baths
Sleeps 9
Oceanfront Home, Walk to Everything!
Oceanfront Home, Walk to Everything!
Distance to beach: 1/10 Oak Bluffs Town Beach and Oak Bluffs Town Beach (ocean) across the street
7 reviews read reviews
OWNER SPECIAL:
July 30 - August 6 just opened!
Summer:
$11,500 - $15,100/wk
$50,000 - $70,000/mo
Off Season:
$1,200 - $1,500/night
$6,000 - $11,000/wk
$15,000 - $32,000/mo
5
Oak Bluffs
ID 35803
4 BR
2 ½ baths
Sleeps 9
Tranquility in Oak Bluffs
Tranquility in Oak Bluffs
Distance to beach: 4.2 mi to Oak Bluffs Town Beach and 5.3 mi to State Beach
Summer:
$6,500 - $8,500/wk
$1,800 - $3,125,000/mo
Off Season:
$400 - $600/night
$2,000 - $6,500/wk
$7,000 - $17,000/mo
Oak Bluffs
ID 35957
4 BR
2 ½ baths
Sleeps 9
Waterview Summer Beach House on the Lagoon in Oak Bluff
Waterview Summer Beach House on the Lagoon in Oak Bluff
Distance to beach: .5 MILE Eastville Beach and Walk to Private Bch on Lagoon; Town Beach 1.7 OB
OWNER SPECIAL:
August 2022 has just opened up. 2 weeks minimum stay. Book now!
Summer:
$8,000/wk
Oak Bluffs, Copeland Historica
ID 22456
4 BR
3 baths
Sleeps 9
Solera - Ocean Views, Steps to Inkwell Beach
Solera - Ocean Views, Steps to Inkwell Beach
Distance to beach: Inkwell Beach is 1 short block away
17 reviews read reviews
Summer:
$5,500 - $9,950/wk
Off Season:
$700 - $900/night
$4,750 - $7,500/wk
4
Oak Bluffs
ID 31301
4 BR
2 ½ baths
Sleeps 9
Ocean Park Victorian Gem w/Sweeping Water Views
Ocean Park Victorian Gem w/Sweeping Water Views
Distance to beach: 30 yards from Oak Bluffs Town Beach and 150 yards to downtown.
1 review read review
Summer:
$5,500 - $5,700/wk
Off Season:
$4,500 - $5,500/wk
Oak Bluffs
ID 33354
4 BR
3 baths
Sleeps 9
Enchanting Cottage with Central AC & Lagoon pond views
Enchanting Cottage with Central AC & Lagoon pond views
Distance to beach: 1.4 mi to Eastville Beach
OWNER SPECIAL:
HURRAY! Week of July 17, 2022 is now available!
Summer:
$7,000 - $9,000/wk
Off Season:
$6,000 - $6,500/wk
Oak Bluffs
ID 22799
3 BR
3 baths
Sleeps 9
MV Peace of Pie - Short 15 min walk to OB center, AC
MV Peace of Pie - Short 15 min walk to OB center, AC
Distance to beach: 1.1 miles to Oak Bluffs Town Beach
9 reviews read reviews
Summer:
$4,500 - $5,200/wk
Off Season:
$500 - $575/night
$3,500 - $3,700/wk
Oak Bluffs
ID 35107
3 BR
3 ½ baths
Sleeps 9
Stately Home, Heated Pool, Breathtaking Waterview
Stately Home, Heated Pool, Breathtaking Waterview
Distance to beach: 1 mi to Jetty (Marinelli) Beach, 0.3 mi to Eastvi
Summer:
$14,500/wk
Off Season:
$12,500 - $14,500/wk

Oak Bluffs vacation rentals that sleep 8

Oak Bluffs
ID 21269
5 BR
1 ½ bath
Sleeps 8
Timeless Victorian w/Picturesque Waterviews, Walk to Town
Timeless Victorian w/Picturesque Waterviews, Walk to Town
Distance to beach: 100 feet to Inkwell Beach
OWNER SPECIAL:
One week left July 17, 2022 BOOK NOW BEFORE IT GOES !
Summer:
$6,000 - $7,000/wk
Off Season:
$5,650/wk
Oak Bluffs
ID 30926
5 BR
2 baths
Sleeps 8
Walk to OB center & harbor from this renovated home with AC!
Walk to OB center & harbor from this renovated home with AC!
Distance to beach: East Chop Beach (Linda Marinelli Beach)
3 reviews read reviews
Summer:
$4,200 - $4,700/wk
Off Season:
$600/night
$3,500 - $4,200/wk
Oak Bluffs
ID 12116
4 BR
2 baths
Sleeps 8
Cape Style Home - has A/C ! short walk to Lagoon Beach
Cape Style Home - has A/C ! short walk to Lagoon Beach
Distance to beach: 4 minute walk to Lagoon Beach
5 reviews read reviews
Summer:
$3,700/wk
Off Season:
$250 - $350/night
$1,500 - $3,500/wk
Oak Bluffs
ID 19225
4 BR
2 baths
Sleeps 8
PRIME WEEKS AVAILABLE: JULY 9-16, AUG 27-SEPT 3 & SEPT 3-10
PRIME WEEKS AVAILABLE: JULY 9-16, AUG 27-SEPT 3 & SEPT 3-10
Distance to beach: 1.1 mile to Inkwell Beach
13 reviews read reviews
OWNER SPECIAL:
Discount Available for All Leases Booked by May 31st.
Summer:
$6,000 - $8,000/wk
Off Season:
$495/night
$3,000 - $5,000/wk
Oak Bluffs
ID 19626
Summer:
$2,600 - $3,500/wk
Off Season:
$225 - $500/night
$1,850 - $3,000/wk
$7,000/mo
3
Oak Bluffs
ID 25225
4 BR
1 ½ bath
Sleeps 8
Charmingly renovated house across from the Beach
Charmingly renovated house across from the Beach
Distance to beach: 2/10 mile to Oak Bluffs Town Beach and 200 feet to Inkwell Beach
16 reviews read reviews
OWNER SPECIAL:
Price drop for June save $1500.00. Save $1000.00 in September see calendar.
Summer:
$5,000 - $6,500/wk
$26,000/mo
Off Season:
$5,000 - $5,500/wk
$14,000 - $26,000/mo
Oak Bluffs
ID 25368
4 BR
3 baths
Sleeps 8
Spacious retreat, just steps to Lagoon Beach.
Spacious retreat, just steps to Lagoon Beach.
Distance to beach: Lagoon Beach, approx. 500 feet
2 reviews read reviews
Summer:
$428 - $542/night
$3,000 - $3,700/wk
Off Season:
$375 - $535/night
$2,800 - $3,500/wk
3
Oak Bluffs
ID 12643
4 BR
2 baths
Sleeps 8
Charming, Steps to Town & Beach, Central Air
Charming, Steps to Town & Beach, Central Air
Distance to beach: 10 minute walk
12 reviews read reviews
OWNER SPECIAL:
June 5-12 @$2800.
Summer:
$5,100 - $5,500/wk
Off Season:
$1,990 - $4,400/wk
Waban Park
ID 25820
4 BR
2 baths
Sleeps 8
Water-view Victorian on Waban Park, Sleeps 7- 8
Water-view Victorian on Waban Park, Sleeps 7- 8
Distance to beach: 1/10 mile to Inkwell/Oak Bluffs beaches
1 review read review
Summer:
$3,000 - $3,400/wk
Off Season:
$450 - $650/night
$2,500 - $3,100/wk
3
Oak Bluffs
ID 9007
4 BR
3 ½ baths
Sleeps 8
Spacious Contemporary Cape in Private Cul de Sac
Spacious Contemporary Cape in Private Cul de Sac
Distance to beach: Ink Well 5 miles, State Beach 6, VH beaches 4
3 reviews read reviews
Summer:
$3,500 - $4,700/wk
Off Season:
$550 - $750/night
$2,200 - $4,700/wk
Oak Bluffs
ID 26262
4 BR
1 ½ bath
Sleeps 8
La Sirena, The Mermaid Of Oak Bluffs
La Sirena, The Mermaid Of Oak Bluffs
Distance to beach: less than a mile Oak Bluffs Town Beach
4 reviews read reviews
Summer:
$3,200 - $4,400/wk
Off Season:
$450 - $475/night
$3,000 - $3,200/wk
3
East Chop
ID 28974
4 BR
2 baths
Sleeps 8
Adorable Oak Bluffs Cottage with AC on East Chop
Adorable Oak Bluffs Cottage with AC on East Chop
Distance to beach: 1/2 mile to Eastville Beach
4 reviews read reviews
Summer:
$3,780/wk
Off Season:
$450/night
$2,800 - $3,150/wk
4
Oak Bluffs
ID 29717
4 BR
2 baths
Sleeps 8
Cozy home...walk to Oak Bluffs Marina & Gingerbread Houses
Cozy home...walk to Oak Bluffs Marina & Gingerbread Houses
Distance to beach: Inkwell Beach approx. 1/2 a mile
6 reviews read reviews
OWNER SPECIAL:
Last Week of August 8/28-9/4 is Available!!!
Summer:
$600 - $650/night
$3,500 - $4,200/wk
Off Season:
$500 - $650/night
$3,000 - $3,500/wk
Oak Bluffs - Meadow View Farms
ID 29775
Summer:
$4,000 - $5,500/wk
Off Season:
$400 - $575/night
$2,800 - $5,500/wk
Oak Bluffs
ID 28871
4 BR
2 baths
Sleeps 8
Walk To Everything Oak Bluffs! 4bedrms, 2bath A/C, Pets
Walk To Everything Oak Bluffs! 4bedrms, 2bath A/C, Pets
Distance to beach: Under 1/2 mile to Inkwell, Jetty and Pay Beach
3 reviews read reviews
Summer:
$4,800 - $6,000/wk
Off Season:
$550 - $575/night
$4,000 - $4,800/wk
4
Oak Bluffs
ID 30502
4 BR
2 ½ baths
Sleeps 8
Relaxing & Central Location!
Relaxing & Central Location!
Distance to beach: 7-10 Minute Drive to OB & Edgartown Beaches
3 reviews read reviews
Summer:
$5,200 - $6,143/wk
Off Season:
$500 - $800/night
$5,200 - $5,600/wk
Oak Bluffs
ID 30339
4 BR
2 baths
Sleeps 8
Classic 4 B Cape in Eastville-Central AC & Heat!
Classic 4 B Cape in Eastville-Central AC & Heat!
Distance to beach: 1.5 miles Oak Bluffs Town Beach
8 reviews read reviews
Summer:
$3,500 - $4,400/wk
$15,000 - $16,000/mo
Off Season:
$285 - $470/night
$2,000 - $3,300/wk
$12,000 - $12,900/mo
4
Oak Bluffs
ID 19178
4 BR
2 baths
Sleeps 8
Renovated Victorian Home - 2 Blocks to Beach, Town & Parks
Renovated Victorian Home - 2 Blocks to Beach, Town & Parks
Distance to beach: 2 Blocks Oak Bluffs Town Beach and 2 Blocks The Jetty Beach
2 reviews read reviews
OWNER SPECIAL:
Weeks of May 15 & 22, avail $2500 ~ Enjoy the Spring! Wks of June 5th & August 28th still available.
Summer:
$3,500 - $7,500/wk
Off Season:
$350 - $500/night
$2,500 - $3,500/wk
$2,800 - $3,200/mo
5
Oak Bluffs
ID 32817
4 BR
3 ½ baths
Sleeps 8
Exquisite Family Home w/Central AC & Heated Pool!
Exquisite Family Home w/Central AC & Heated Pool!
Distance to beach: 1 and 2/10 mile Oak Bluffs Town Beach and 3 miles State Beach
6 reviews read reviews
Summer:
$8,000 - $15,250/wk
Off Season:
$6,000 - $8,000/wk
Oak Bluffs
ID 33286
4 BR
2 baths
Sleeps 8
Lagoon Chic 4 Bedroom Family Home
Lagoon Chic 4 Bedroom Family Home
Distance to beach: 500 steps Eastville Beach and Inkwell Beach 1.2 miles
11 reviews read reviews
Summer:
$3,150 - $4,200/wk
Off Season:
$400 - $450/night
$2,800 - $3,150/wk
3
Oak Bluffs
ID 32448
Summer:
$6,000 - $9,000/wk
Off Season:
$857/night
$4,000 - $6,000/wk
4
Oak Bluffs
ID 34079
4 BR
4 baths
Sleeps 8
Remodeled 4 BR/4 BA Modern Victorian: The Mack on Winemack
Remodeled 4 BR/4 BA Modern Victorian: The Mack on Winemack
Distance to beach: 1.1 mi to The Jetty Beach and 1.3 to Inkwell Beach
3 reviews read reviews
Summer:
$5,000 - $6,500/wk
Off Season:
$300 - $785/night
$2,500 - $5,500/wk
5
Oak Bluffs
ID 32692
4 BR
4 ½ baths
Sleeps 8
Tranquility in Meadow View Farms - 4 BR with Central Air
Tranquility in Meadow View Farms - 4 BR with Central Air
Distance to beach: 2 miles to Oak Bluffs Town Beach
Summer:
$7,500 - $9,000/wk
Off Season:
$5,000 - $8,000/wk
2
Oak Bluffs
ID 34211
4 BR
2 ½ baths
Sleeps 8
Charming Martha's Vineyard family cottage
Charming Martha's Vineyard family cottage
Distance to beach: 0.5 mi to The Jetty Beach and 1-2 mi to Oak Bluffs Town Beach
2 reviews read reviews
Summer:
$3,300/wk
Off Season:
$3,300/wk
3
Oak Bluffs
ID 35109
4 BR
3 ½ baths
Sleeps 8
Luxury Getaway At The Preserve
Luxury Getaway At The Preserve
Distance to beach: 2.5 mi to Oak Bluffs Town Beach
Summer:
$19,900 - $21,000/wk
Off Season:
$12,000 - $15,500/wk
3
Oak Bluffs
ID 35166
4 BR
2 ½ baths
Sleeps 8
Fully Renovated Victorian 4 Br /2.5 Baths Steps To Inkwell
Fully Renovated Victorian 4 Br /2.5 Baths Steps To Inkwell
Distance to beach: 0.1 mi to Oak Bluffs Town Beach
1 review read review
Summer:
$7,500 - $9,000/wk
Off Season:
$500 - $1,000/night
$3,000 - $8,000/wk
Oak Bluffs
ID 35279
Summer:
$6,000 - $8,000/wk
Off Season:
$4,000 - $6,000/wk
4
Oak Bluffs
ID 35483
4 BR
1 ½ bath
Sleeps 8
La Bella Sorella (The Beautiful Sister)
La Bella Sorella (The Beautiful Sister)
Distance to beach: 4/10 mi to Oak Bluffs Town Beach
Summer:
$785/night
$5,000 - $6,000/wk
Off Season:
$644/night
$4,500 - $5,000/wk
3
Oak Bluffs
ID 35682
4 BR
2 ½ baths
Sleeps 8
Eastville Antique Farmhouse
Eastville Antique Farmhouse
Distance to beach: 0.4 mile Eastville Beach
Summer:
$5,000 - $6,000/wk
Off Season:
$500 - $1,000/night
$4,500 - $5,000/wk
Oak Bluffs
ID 35858
4 BR
2 ½ baths
Sleeps 8
Brendas Cottage
Brendas Cottage
Distance to beach: 0.9 State Beach
1 review read review
Summer:
$4,000 - $5,400/wk
Off Season:
$350 - $400/night
$4,000 - $5,400/wk
$15,000/mo
2
Oak Bluffs
ID 5820
4 BR
2 ½ baths
Sleeps 8
Walk to Beach and Town from Charming, Spacious House
Walk to Beach and Town from Charming, Spacious House
Distance to beach: 5 min. walk to Inkwell Beach, sandy, child-safe,
10 reviews read reviews
Summer:
$4,500/wk
5
Waterview Farm
ID 21484
4 BR
1 ½ bath
Sleeps 8
Upper Water View w/Small Private Beach
Upper Water View w/Small Private Beach
Distance to beach: 1/2 mi to small private Waterview Farm beach
4 reviews read reviews
Summer:
$2,300 - $3,000/wk
$11,500/mo
Off Season:
$1,500 - $2,300/wk
$7,000 - $8,000/mo
3
Oak Bluffs
ID 27675
4 BR
3 ½ baths
Sleeps 8
Stunning Modern Wooded Retreat; Abuts State Forest Bike Loop
Stunning Modern Wooded Retreat; Abuts State Forest Bike Loop
Distance to beach: 5 miles to Inkwell or State Beaches
1 review read review
Summer:
$6,500 - $8,000/wk
Off Season:
$6,500/wk
4
Oak Bluffs
ID 31304
4 BR
2 baths
Sleeps 8
Classic waterfront Vict. cottage, walk to town; huge porch
Classic waterfront Vict. cottage, walk to town; huge porch
Distance to beach: Two blocks to Inkwell & OB town beach, Harthaven
14 reviews read reviews
Summer:
$6,000 - $7,700/wk
Off Season:
$750 - $950/night
$3,500 - $7,700/wk
$7,000 - $10,000/mo
3
Oak Bluffs
ID 32868
Summer:
$6,000 - $7,000/wk
Off Season:
$5,500 - $7,000/wk
Oak Bluffs
ID 33852
4 BR
2 baths
Sleeps 8
Great Family Rental in Oak Bluffs: Walk to Everything
Great Family Rental in Oak Bluffs: Walk to Everything
Distance to beach: Walking Distance to Inkwell Beach in OB
Summer:
$4,000 - $4,500/wk
Off Season:
$3,500/wk
Oak Bluffs
ID 32194
4 BR
3 baths
Sleeps 8
Historical J. A. Norton House
Historical J. A. Norton House
Distance to beach: 1/10 mile Oak Bluffs Town Beach and 1 mile State Beach (Joseph Sylvia State Beach)
Summer:
$4,000 - $7,000/wk
Off Season:
$3,500 - $5,600/wk
Oak Bluffs
ID 35168
4 BR
6 ½ baths
Sleeps 8
Luxury Contemporary Vacation Home W/ Heated Pool
Luxury Contemporary Vacation Home W/ Heated Pool
Distance to beach: 3.3 mi to Oak Bluffs Town Beach
OWNER SPECIAL:
BEAUTIFUL LUXURY HOME WITH POOL3 weeks left in JULY 3,10,23 BOOK NOW !
Summer:
$29,500 - $34,000/wk
Off Season:
$17,000 - $29,500/wk
Oak Bluffs
ID 35412
4 BR
2 ½ baths
Sleeps 8
Charming 19Th Century Victorian Cottage In Oak Bluffs
Charming 19Th Century Victorian Cottage In Oak Bluffs
Distance to beach: 0.5 mi to The Jetty Beach and 0.8 mi to Oak Bluffs Town Beach
Summer:
$4,500 - $5,500/wk
Off Season:
$3,700 - $4,500/wk
Oak Bluffs
ID 21366
3 BR
2 baths
Sleeps 8
Charming Oak Bluffs Home
Charming Oak Bluffs Home
Distance to beach: 1 mile Oak Bluffs Town Beach
5 reviews read reviews
Summer:
$3,200 - $3,650/wk
Off Season:
$3,000 - $3,200/wk
2
East Chop, Oak Bluffs
ID 19425
3 BR
2 baths
Sleeps 8
3 Bedroom, 2 Bath Home for Rent Now in Oak Bluffs
3 Bedroom, 2 Bath Home for Rent Now in Oak Bluffs
Distance to beach: 1/4 mile to Eastville Beach
2 reviews read reviews
Off Season:
$355/night
$2,000/wk
3
Oak Bluffs
ID 21172
3 BR
2 baths
Sleeps 8
Mae House: Water View, Walk to Water, Central Air, Pets OK
Mae House: Water View, Walk to Water, Central Air, Pets OK
Distance to beach: 2-minute walk, 300 feet, to Lagoon footbeach
2 reviews read reviews
Summer:
$4,500 - $5,500/wk
Off Season:
$450 - $600/night
$4,500/wk
4
Oak Bluffs
ID 30265
3 BR
3 ½ baths
Sleeps 8
Spectacular New Home!
Spectacular New Home!
Distance to beach: 2/10 mi to Sailing Camp beach. 2 mi toTown beach
1 review read review
Summer:
$6,500 - $7,500/wk
Off Season:
$3,000 - $6,500/wk
5
Oak Bluffs
ID 33550
3 BR
3 baths
Sleeps 8
Weve done all the work so YOU can relax!
Weve done all the work so YOU can relax!
Distance to beach: 2 miles Oak Bluffs Town Beach and 1.5 Eastville Beach
11 reviews read reviews
OWNER SPECIAL:
Outdoor shower ready for Summer 2022!
Summer:
$750 - $1,200/night
$5,700 - $6,400/wk
Off Season:
$700 - $1,200/night
$5,300 - $5,700/wk
5
Oak Bluffs
ID 35115
3 BR
3 ½ baths
Sleeps 8
Experience A Luxury Getaway By The Lagoon
Experience A Luxury Getaway By The Lagoon
Distance to beach: 0.3 mi to Oak Bluffs Town Beach
Summer:
$6,020 - $8,400/wk
Off Season:
$3,500 - $6,020/wk
2
Oak Bluffs
ID 35161
Summer:
$5,000/wk
Off Season:
$500 - $650/night
$3,500/wk
2
Historic Copeland District
ID 35575
3 BR
2 ½ baths
Sleeps 8
The Cinderella Cottage Oak Bluffs
The Cinderella Cottage Oak Bluffs
Distance to beach: 0.2 mi to Oak Bluffs Town Beach and Steps to Inkwell Beach
OWNER SPECIAL:
Owner has reduced weekly rates by $500!!. Rate on calendar reflects discount.
Summer:
$8,000 - $10,000/wk
Off Season:
$600 - $1,100/night
$7,500 - $8,000/wk
Oak Bluffs
ID 35791
3 BR
2 ½ baths
Sleeps 8
3 BR Cottage in Oak Bluffs Minutes Away from Town & Beach
3 BR Cottage in Oak Bluffs Minutes Away from Town & Beach
Distance to beach: 0.4 mi to Oak Bluffs Town Beach
OWNER SPECIAL:
The weeks in June & July 2022 are still available Book now, weeks are going very quickly!
Summer:
$6,800 - $8,800/wk
Off Season:
$6,800/wk
Oak Bluffs
ID 35694
3 BR
3 baths
Sleeps 8
Close to Downtown Oak Bluffs
Close to Downtown Oak Bluffs
Distance to beach: .7 mile The Jetty Beach and 1.3 miles Eastville Beach
Summer:
$6,300 - $7,600/wk
Off Season:
$749 - $900/night
$3,500 - $6,500/wk
Oak Bluffs
ID 20575
3 BR
3 baths
Sleeps 8
Bright Modern House Sleeps 9 Walk to Beach & Shops
Bright Modern House Sleeps 9 Walk to Beach & Shops
Distance to beach: Lagoon Beach-end of block;15 min bike- State Beach
2 reviews read reviews
Summer:
$4,200/wk
Off Season:
$3,150 - $3,850/wk
$3,200 - $12,000/mo
Oak Bluffs
ID 34878
2 BR
2 baths
Sleeps 8
Pondfront Coastal Chic
Pondfront Coastal Chic
Distance to beach: 3 mi to Eastville Beach and 4.5 State Beach
1 review read review
Summer:
$6,250 - $7,000/wk
Off Season:
$300 - $750/night
$2,750 - $6,250/wk

Oak Bluffs vacation rentals that sleep 7

Oak Bluffs
ID 6969
4 BR
2 ½ baths
Sleeps 7
Hillside Harborview
Hillside Harborview
Distance to beach: 3/10th of a mile Oak Bluffs Town Beach and 3/10 of a mile to East Chop Beach
1 review read review
Summer:
$1,800 - $3,800/wk
Off Season:
$1,800/wk
East Chop
ID 35529
4 BR
1 ½ bath
Sleeps 7
Homey, Quiet Mid-Modern in Heart of East Chop
Homey, Quiet Mid-Modern in Heart of East Chop
Distance to beach: 0.5 mi to The Jetty Beach
Summer:
$3,900 - $4,500/wk
Off Season:
$3,500/wk
3
Oak Bluffs
ID 35901
4 BR
1 ½ bath
Sleeps 7
Oak Bluffs Charmer
Oak Bluffs Charmer
Distance to beach: 0.9 mi to Oak Bluffs Town Beach
Summer:
$2,200 - $2,700/wk
Off Season:
$300 - $500/night
$1,800 - $2,500/wk
Oak Bluffs
ID 35023
4 BR
1 ½ bath
Sleeps 7
Beach cottage close to everything!
Beach cottage close to everything!
Distance to beach: 6/10 mi Eastville Beach
Summer:
$500 - $570/night
$3,200 - $4,000/wk
$15,000 - $17,000/mo
Off Season:
$500/night
$3,000 - $3,200/wk
$12,000 - $13,000/mo
2
Oak Bluffs
ID 6897
3 BR
1 ½ bath
Sleeps 7
Comfortable Cape within walking distance to Downtown
Comfortable Cape within walking distance to Downtown
Distance to beach: 8/10 miles to Oak Bluffs Town Beach
6 reviews read reviews
Summer:
$2,400 - $2,450/wk
Off Season:
$335/night
$2,300 - $2,400/wk
Historic Downtown Copeland Dis
ID 13640
3 BR
2 ½ baths
Sleeps 7
Lovely In-town Victorian ~ walk to beach & ferry
Lovely In-town Victorian ~ walk to beach & ferry
Distance to beach: 2 1/2 blocks Oak Bluffs Town Beach and The Inkwell
13 reviews read reviews
Summer:
$3,300 - $3,800/wk
Off Season:
$2,800 - $3,200/wk
5
Oak Bluffs
ID 21147
3 BR
2 baths
Sleeps 7
Oak Bluffs ''Quaint Victorian Home''
Oak Bluffs ''Quaint Victorian Home''
Distance to beach: One and a quarter mile State Beach and 1/4 mile, Eastville--1 1/2 Oak Bluffs town beach
2 reviews read reviews
OWNER SPECIAL:
Price reduction for week of July 24-31st to $2800.
Summer:
$3,000 - $3,800/wk
$12,000 - $14,000/mo
Off Season:
$450 - $500/night
$2,200 - $3,000/wk
$8,000 - $12,000/mo
3
Oak Bluffs
ID 32945
3 BR
2 baths
Sleeps 7
Walk to Private Gull Landing Lagoon Beach
Walk to Private Gull Landing Lagoon Beach
Distance to beach: Short walk to deeded beach
Summer:
$3,500 - $4,000/wk
Off Season:
$300 - $425/night
$2,500 - $3,500/wk
Oak Bluffs-MCVMA
ID 35732
3 BR
1 ½ bath
Sleeps 7
OB Harbor-Front Ginger-Bread Cottage ''Tight Squeeze''
OB Harbor-Front Ginger-Bread Cottage ''Tight Squeeze''
Distance to beach: 4/10 mi to Oak Bluffs Town Beach and 5/10 mi to The Jetty Beach
Summer:
$4,950 - $6,250/wk
Off Season:
$2,950 - $4,500/wk
2
Historic Copeland District/ In
ID 28831
3 BR
2 ½ baths
Sleeps 7
Perfect! 7 houses from the Beach-Walk to Ferry & Town!
Perfect! 7 houses from the Beach-Walk to Ferry & Town!
Distance to beach: 500 ft to Town Beach, Inkwell, State Beach
1 review read review
Summer:
$6,000 - $8,000/wk
Off Season:
$4,000 - $5,500/wk
Oak Bluffs
ID 28887
2 BR
1 ½ bath
Sleeps 7
2+BR ''Gingerbread'' Cottage - Walk to ALL!
2+BR ''Gingerbread'' Cottage - Walk to ALL!
Distance to beach: 10 minute walk to Oak Bluffs Town Beach and 10 minute walk to The Jetty Beach
9 reviews read reviews
Summer:
$2,800 - $3,950/wk
Off Season:
$2,600 - $3,500/wk
3

Oak Bluffs vacation rentals that sleep 6

Downtown Oak Bluffs
ID 33833
5 BR
1 ½ bath
Sleeps 6
Victorian Gingerbread Home. Walk to Town and Beach!
Victorian Gingerbread Home. Walk to Town and Beach!
Distance to beach: 3 blocks to Oak Bluffs Town Beach
Summer:
$3,500 - $4,200/wk
Off Season:
$3,500/wk
Oak Bluffs harbor In-town
ID 29080
4 BR
2 baths
Sleeps 6
Walk to harbor and town. Renovated cottage with AC
Walk to harbor and town. Renovated cottage with AC
Distance to beach: Oak Bluffs State Beach and 1/2 mile to Oak Bluffs town beach, East Chop beach
3 reviews read reviews
Summer:
$3,200 - $6,500/wk
Off Season:
$500/night
$2,000 - $6,500/wk
Oak Bluffs
ID 31734
4 BR
1 ½ bath
Sleeps 6
4 Bedroom Gingerbread Cottage on Oak Bluffs Harbor
4 Bedroom Gingerbread Cottage on Oak Bluffs Harbor
Distance to beach: 2-3 blocks to the Inkwell Town Beach
Summer:
$5,000/wk
Oak Bluffs
ID 33826
Summer:
$3,500 - $3,900/wk
Off Season:
$450/night
$3,000 - $3,500/wk
2
Oak Bluffs
ID 29086
4 BR
1 ½ bath
Sleeps 6
Quaint Historic Cottage: Walk to Beach, Harbor, Circuit Ave
Quaint Historic Cottage: Walk to Beach, Harbor, Circuit Ave
Distance to beach: 1/4 mile The Jetty Beach and 1/2 mile Oak Bluffs Town Beach
Summer:
$8,000 - $9,500/wk
$33,000 - $47,500/mo
Off Season:
$7,500 - $9,000/wk
$29,000 - $37,500/mo
3
Oak Bluffs
ID 9028
3 BR
2 ½ baths
Sleeps 6
Vineyard Retreat - 6/11-6/18 & 6/25-7/2 now Available!
Vineyard Retreat - 6/11-6/18 & 6/25-7/2 now Available!
Distance to beach: 3 miles to State Beach and 2/10 mile to a beach on a large 3,968 acre salt wa
13 reviews read reviews
Summer:
$3,200 - $3,800/wk
$12,000 - $13,400/mo
Off Season:
$2,000 - $2,800/wk
$9,500 - $11,500/mo
4
Oak Bluffs
ID 9098
3 BR
2 baths
Sleeps 6
Waterfront Cottage on Oak Bluffs Harbor w/ Small Beach!
Waterfront Cottage on Oak Bluffs Harbor w/ Small Beach!
Distance to beach: 5 min walk The Jetty Beach and On harbor w/sandy beach; 5 min walk to ocean beach
14 reviews read reviews
Summer:
$6,300/wk
Off Season:
$3,500/wk
Oak Bluffs
ID 9553
3 BR
2 baths
Sleeps 6
Oak Bluffs Family Vacation Home
Oak Bluffs Family Vacation Home
Distance to beach: Lagoon Eastville Beach and 3 Miles State Beach (Joseph Sylvia State Beach)
3 reviews read reviews
Summer:
$700 - $800/night
$2,700 - $3,500/wk
$10,000 - $15,000/mo
Off Season:
$500 - $700/night
$1,500 - $2,800/wk
$1,500 - $11,000/mo
Sea View Ave. just out of town
ID 19701
3 BR
2 baths
Sleeps 6
Charming 1800's Victorian Cottage Fronting the Sound
Charming 1800's Victorian Cottage Fronting the Sound
Distance to beach: 500 feet to inkwell beach
9 reviews read reviews
Summer:
$3,500 - $4,800/wk
$6,500/mo
Off Season:
$3,400/wk
$5,000 - $6,500/mo
Oak Bluffs
ID 4217
Summer:
$3,500 - $4,800/wk
Off Season:
$450 - $550/night
$2,500 - $3,500/wk
2
Oak Bluffs
ID 21790
3 BR
1 ½ bath
Sleeps 6
Ideal location, short walk to Town,Beach, ferry reservations
Ideal location, short walk to Town,Beach, ferry reservations
Distance to beach: 7 min walk Oak Bluffs Town Beach and 7-minute walk to Inkwell Beach
8 reviews read reviews
Summer:
$2,795 - $3,695/wk
Off Season:
$425 - $450/night
$2,795 - $2,995/wk
Oak Bluffs Lagoon Pond area
ID 23542
3 BR
2 baths
Sleeps 6
Contemporary 3 BR Just 300 Yds from the Lagoon in Oak Bluffs
Contemporary 3 BR Just 300 Yds from the Lagoon in Oak Bluffs
Distance to beach: Lagoon Beach 1/2 mile, Eastville Beach < 1 mile
9 reviews read reviews
Summer:
$2,600 - $3,000/wk
2
Oak Bluffs
ID 24822
3 BR
2 baths
Sleeps 6
Pristine Retreat - Blue Stone Patio - Fire Pit
Pristine Retreat - Blue Stone Patio - Fire Pit
Distance to beach: Less than 2 miles to Sailing Camp Park
23 reviews read reviews
Summer:
$4,900 - $6,300/wk
Off Season:
$785 - $1,250/night
$4,300 - $8,750/wk
32 County Road, Oak Bluffs
ID 31344
3 BR
2 baths
Sleeps 6
OB-POSH with Central A/C
OB-POSH with Central A/C
Distance to beach: Eastville Beach about 1/2 a mile
Summer:
$5,000 - $7,500/wk
Off Season:
$4,000 - $5,000/wk
Oak Bluffs
ID 32157
Summer:
$3,500 - $4,200/wk
Off Season:
$380 - $500/night
$2,800 - $3,500/wk
2
Oak Bluffs
ID 33125
Summer:
$2,800 - $3,100/wk
Off Season:
$2,000 - $2,300/wk
East Chop
ID 32946
Summer:
$3,000 - $4,000/wk
Off Season:
$1,500 - $2,500/wk
5
Walk to town- quiet location
ID 33701
3 BR
2 baths
Sleeps 6
Quiet Oak Bluffs Neighborhood walk to Harbor, Beach,Village
Quiet Oak Bluffs Neighborhood walk to Harbor, Beach,Village
Distance to beach: 6/10 mi to The Jetty Beach and 1 mi Oak Bluffs Town Beach
Summer:
$2,800 - $3,500/wk
Off Season:
$2,500 - $3,000/wk
$2,200 - $2,800/mo
Oak Bluffs
ID 34172
3 BR
2 ½ baths
Sleeps 6
Vineyard Get-Away
Vineyard Get-Away
Distance to beach: 2.6 mi to Oak Bluffs Town Beach
5 reviews read reviews
Summer:
$3,850 - $4,500/wk
Off Season:
$495 - $700/night
$2,000 - $3,850/wk
3
Oak Bluffs
ID 34180
3 BR
2 baths
Sleeps 6
A/C, Assoc. tennis courts & dock, 8/28-9/04 FERRY TIX
A/C, Assoc. tennis courts & dock, 8/28-9/04 FERRY TIX
Distance to beach: 3 & 4/10 mi Oak Bluffs Town Beach and 5 miles State Beach
Summer:
$3,450 - $5,000/wk
Off Season:
$2,100 - $3,850/wk
Oak Bluffs
ID 34492
3 BR
2 baths
Sleeps 6
Heated saltwater pool, stunning sunsets, 2 kayaks!
Heated saltwater pool, stunning sunsets, 2 kayaks!
Distance to beach: 3/10 mi to Lagoon Pond Public Beach Oak Bluffs Town Beach
3 reviews read reviews
OWNER SPECIAL:
FERRY TICKETS AVAILABLE WEEKS 8/28 and 9/4.
Summer:
$8,000 - $11,000/wk
Off Season:
$1,000 - $1,200/night
$6,500 - $8,000/wk
5
Oak Bluffs
ID 34548
3 BR
2 baths
Sleeps 6
Jupiter House: Recently Renovated, Open-concept 3 BR Home
Jupiter House: Recently Renovated, Open-concept 3 BR Home
Distance to beach: 1.5 miles to Oak Bluffs Town Beach and 0.7 miles to Eastville Beach
OWNER SPECIAL:
15% off for week of June 26-July 3rd.
Summer:
$3,000 - $4,000/wk
Off Season:
$500/night
$2,500 - $3,000/wk
Oak Bluffs
ID 35485
3 BR
2 ½ baths
Sleeps 6
Welcome to our Happy Place
Welcome to our Happy Place
Distance to beach: 1.5 mi to State Beach and 1/2 mi to Lagoon Pond at Sailing Camp Park
Summer:
$5,500 - $7,350/wk
Oak Bluffs
ID 33380
3 BR
1 ½ bath
Sleeps 6
Irresistible Beach House - The Perfect Vacation Escape
Irresistible Beach House - The Perfect Vacation Escape
Distance to beach: 1.6 mi to Oak Bluffs Town Beach
Summer:
$3,000 - $3,200/wk
Off Season:
$2,800 - $3,200/wk
Oak Bluffs
ID 35125
3 BR
2 baths
Sleeps 6
Beautiful Oak Bluffs Cottage Close to Town
Beautiful Oak Bluffs Cottage Close to Town
Distance to beach: 0.5 mi to The Jetty Beach
OWNER SPECIAL:
*** JUST TWO WEEKS LEFT: RT Car Ferry Ticket Incl. for Remaining Summer Weeks ***.
Summer:
$5,250 - $5,500/wk
Off Season:
$350 - $750/night
$2,500 - $3,500/wk
Oak Bluffs
ID 35638
3 BR
2 ½ baths
Sleeps 6
Modern Gingerbread Home, Walking Distance to Lagoon
Modern Gingerbread Home, Walking Distance to Lagoon
Distance to beach: 1.5 mi to Oak Bluffs Town Beach and 1.0 mi to Eastville Beach
Summer:
$5,000 - $6,500/wk
Off Season:
$3,500 - $5,500/wk
3
Oak Bluffs
ID 35637
3 BR
3 baths
Sleeps 6
Oak Bluffs
Oak Bluffs
Distance to beach: 3.0 mi to Oak Bluffs Town Beach
Summer:
$4,500 - $6,000/wk
Off Season:
$4,600 - $5,000/wk
Oak Bluffs
ID 12452
3 BR
1 ½ bath
Sleeps 6
Simple, easy and comfortable Island home
Simple, easy and comfortable Island home
Distance to beach: 1/4 mile to Eastville Beach
4 reviews read reviews
Summer:
$2,650 - $2,950/wk
Off Season:
$275 - $375/night
$2,100 - $2,750/wk
3
Oak Bluffs
ID 19888
Summer:
$2,400 - $3,350/wk
Off Season:
$275 - $300/night
$1,800 - $2,500/wk
Copeland District
ID 33960
3 BR
2 baths
Sleeps 6
Romantic Victorian Cottage steps from the Beach!
Romantic Victorian Cottage steps from the Beach!
Distance to beach: 3/10 mi to Oak Bluffs Town Beach
Summer:
$4,000 - $5,000/wk
Off Season:
$350 - $400/night
$2,500 - $3,500/wk
Oak Bluffs
ID 34650
3 BR
1 bath
Sleeps 6
3 bedroom ranch with a small private beach on Lagoon Pond
3 bedroom ranch with a small private beach on Lagoon Pond
Distance to beach: on private beach; 1.6 m to Oak Bluffs Town Beach
Summer:
$7,000 - $9,000/wk
Oak Bluffs
ID 35304
3 BR
3 ½ baths
Sleeps 6
Beautiful Newly-Built 3 Bedroom Home w/AC in Oak Bluffs
Beautiful Newly-Built 3 Bedroom Home w/AC in Oak Bluffs
Distance to beach: 1.9 mi to Oak Bluffs Town Beach
OWNER SPECIAL:
BOOK NOW! JULY IS OPEN BEAUTIFUL 3 BEDROOM 3 BATHS AWAITS YOU !
Summer:
$8,000 - $9,500/wk
Off Season:
$7,500/wk
Oak Bluffs
ID 27087
2 BR
1 bath
Sleeps 6
Oak Bluffs Getaway
Oak Bluffs Getaway
Distance to beach: Lagoon
Summer:
$1,900/wk
Oak Bluffs
ID 29854
2 BR
2 baths
Sleeps 6
Martha's Vineyard Sea View Condo. Steps from the Beach!
Martha's Vineyard Sea View Condo. Steps from the Beach!
Distance to beach: 30 yards Oak Bluffs Town Beach and 10 yards to Inkwell Beach
Summer:
$3,650 - $3,800/wk
Off Season:
$275 - $450/night
$1,925 - $3,150/wk
Oak Bluffs
ID 33919
2 BR
2 ½ baths
Sleeps 6
Oak Bluffs Retreat - The perfect getaway!
Oak Bluffs Retreat - The perfect getaway!
Distance to beach: 1.3 mi to Oak Bluffs Town Beach
2 reviews read reviews
Summer:
$3,575 - $4,550/wk
Off Season:
$428 - $510/night
$3,225 - $3,600/wk

Oak Bluffs vacation rentals that sleep 5

Oak Bluffs
ID 16588
3 BR
1 ½ bath
Sleeps 5
Vanessa's Hide-Away on Farm Pond
Vanessa's Hide-Away on Farm Pond
Distance to beach: 2 minute walk to Oak Bluffs Beaches
5 reviews read reviews
Summer:
$3,595 - $4,395/wk
Off Season:
$550 - $600/night
$3,595 - $3,995/wk
Oak Bluffs
ID 35015
3 BR
1 bath
Sleeps 5
Oak Bluffs Cottage in the Campgrounds!
Oak Bluffs Cottage in the Campgrounds!
Distance to beach: 0.4 m (10-min. walk) to Inkwell Beach
Summer:
$777/night
$5,000/wk
Off Season:
$777/night
$5,000/wk
Near MV Hospital
ID 33461
3 BR
1 bath
Sleeps 5
3 Bedrooms on OB's Towanticut
3 Bedrooms on OB's Towanticut
Distance to beach: 7/10 mi to The Jetty Beach and 1/2 mi to Eastville Beach
Summer:
$2,350 - $2,950/wk
Off Season:
$2,250 - $2,950/wk
Oak Bluffs
ID 34708
2 BR
1 bath
Sleeps 5
Charming Oak Bluffs Cottage, Short walk to Lagoon Sunset!
Charming Oak Bluffs Cottage, Short walk to Lagoon Sunset!
Distance to beach: 1.4 mi to Oak Bluffs Town Beach and 1.4 mi to Eastville Beach
Summer:
$3,500 - $4,500/wk
Off Season:
$3,000 - $3,500/wk
Copeland Historic District
ID 35333
2 BR
1 bath
Sleeps 5
5 Minute Walk to Circuit Ave and Town Beach
5 Minute Walk to Circuit Ave and Town Beach
Distance to beach: 3/10 mi to Oak Bluffs Town Beach
3 reviews read reviews
Summer:
$2,200/wk
4
Oak Bluffs
ID 10417
2 BR
1 bath
Sleeps 5
Cozy cottage about 700 ft from the Inkwell Beach
Cozy cottage about 700 ft from the Inkwell Beach
Distance to beach: Inkwell/Town Beach Oak Bluffs Town Beach and 700 ft to town beach
Summer:
$325 - $350/night
$2,400/wk
Off Season:
$325 - $350/night
$1,700 - $2,400/wk
2

Oak Bluffs vacation rentals that sleep 4

Oak Bluffs
ID 30504
2 BR
1 bath
Sleeps 4
2 SUMMER WEEKS LEFT: JUNE 18-25 & AUG 27-SEPT 3
2 SUMMER WEEKS LEFT: JUNE 18-25 & AUG 27-SEPT 3
Distance to beach: 9/10 mile to Inkwell Beach
6 reviews read reviews
LAST MINUTE ALERT 6/18 - 6/25
OWNER SPECIAL:
JUNE 18-25: Reduced from $3,000 to $2,500 for week. Book by May 31.
Summer:
$3,000 - $5,000/wk
Off Season:
$2,500 - $3,000/wk
3
Oak Bluffs
ID 35127
2 BR
2 ½ baths
Sleeps 4
Charming Cottage Located in Heart of Oak Bluffs
Charming Cottage Located in Heart of Oak Bluffs
Distance to beach: 0.2 mi to Oak Bluffs Town Beach
Summer:
$4,100 - $6,100/wk
Off Season:
$3,100 - $4,100/wk
Brush Pond/Eastville
ID 34575
2 BR
1 bath
Sleeps 4
Sunset House: Central AC and Water Views
Sunset House: Central AC and Water Views
Distance to beach: 1.0 Oak Bluffs Town Beach and 1/4 mile Eastville Beach
Summer:
$350 - $400/night
$2,900 - $3,600/wk
$16,000 - $17,000/mo
Off Season:
$275 - $380/night
$1,000 - $2,800/wk
Oak Bluffs
ID 35331
2 BR
1 bath
Sleeps 4
Charming 2 BR Oak Bluffs Cottage Close to Town
Charming 2 BR Oak Bluffs Cottage Close to Town
Distance to beach: 7/10 miles to saltwater beach The Jetty Beach and 1 mile to Eastville beach, salt water
OWNER SPECIAL:
One night minimum stays available - Prices on calendar include State & Local Taxes.
Summer:
$375 - $390/night
$2,625 - $2,730/wk
Off Season:
$175 - $375/night
$1,225 - $2,625/wk
3
Oak Bluffs
ID 35852
2 BR
1 bath
Sleeps 4
Downtown Condo- Walk to Everything
Downtown Condo- Walk to Everything
Distance to beach: 3/10 mi to Oak Bluffs Town Beach
Summer:
$2,600 - $3,800/wk
Off Season:
$300 - $500/night
$1,800 - $2,500/wk
Oak Bluffs
ID 29424
1 BR
1 bath
Sleeps 4
Mermaid Cottage in Oak Bluffs w/Central AC & a Hot Tub
Mermaid Cottage in Oak Bluffs w/Central AC & a Hot Tub
Distance to beach: Under 1/2 mile toLagoon beach
2 reviews read reviews
Summer:
$2,000 - $2,400/wk
Off Season:
$250 - $300/night
$1,800 - $2,300/wk
3
Oak Bluffs
ID 33806
1 BR
1 bath
Sleeps 4
2nd floor of Historic Home: In-Town, By Beach, Pet Friendly
2nd floor of Historic Home: In-Town, By Beach, Pet Friendly
Distance to beach: .1 mi to Oak Bluffs Town Beach and 2 mi State Beach
2 reviews read reviews
Summer:
$275 - $695/night
$2,725 - $4,865/wk
Off Season:
$195 - $395/night
$1,015 - $3,125/wk
2
East Chop (Oak Bluffs)
ID 4096
1 BR
1 bath
Sleeps 4
Beautiful Cottage Retreat: Reminiscent of Summer Traditions
Beautiful Cottage Retreat: Reminiscent of Summer Traditions
Distance to beach: 2/10 mile to Oak Buffs Harbor/Marina Beach
3 reviews read reviews
Summer:
$7,000/mo
Off Season:
$6,000/mo

Oak Bluffs vacation rentals that sleep 3

Oak Bluffs
ID 21977
1 BR
1 bath
Sleeps 3
Wooded Haven, Martha's Vineyard Oasis
Wooded Haven, Martha's Vineyard Oasis
Distance to beach: 1.5 miles to Oak Bluffs Town Beach and 5/10 mile to Eastville Beach
17 reviews read reviews
Summer:
$2,425 - $3,800/wk
$2,000 - $12,500/mo
Off Season:
$250 - $450/night
$800 - $3,200/wk
$1,500 - $6,000/mo
3
Oak Bluffs
ID 34153
1 BR
1 bath
Sleeps 3
Perfect One Bedroom Garage Apartment w/AC
Perfect One Bedroom Garage Apartment w/AC
Distance to beach: 1.1 mi to The Jetty Beach and 1.3 to Inkwell Beach
3 reviews read reviews
Summer:
$1,750 - $1,850/wk
Off Season:
$150/night
$1,000 - $1,750/wk
3

Oak Bluffs vacation rentals that sleep 2

Oak Bluffs
ID 11609
1 BR
1 bath
Sleeps 2
Sweet Pea Cottage, Walk To Beach
Sweet Pea Cottage, Walk To Beach
Distance to beach: 1/10 mile
69 reviews read reviews
Summer:
$1,850 - $2,350/wk
Off Season:
$300 - $350/night
$1,000 - $1,850/wk
Oak Bluffs
ID 32208
1 BR
1 bath
Sleeps 2
Guest House, Steps to Beach, Water Views!
Guest House, Steps to Beach, Water Views!
Distance to beach: 1/10 of a mile to Oak Bluffs Town Beach and a short bike ride on the path State Beach
6 reviews read reviews
Summer:
$2,500 - $3,400/wk
$5,000 - $8,000/mo
Off Season:
$1,800 - $2,600/wk
$3,500 - $7,500/mo
3