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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.

171 Vacation Properties in Oak Bluffs

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

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
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
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:
$12,000 - $15,000/wk
Off Season:
$8,000 - $13,500/wk
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
Summer:
$14,000/wk
Off Season:
$950 - $1,200/night
$6,000 - $14,000/wk

Oak Bluffs vacation rentals that sleep 15

OBT2089
ID 33751
7 BR
5 baths
Sleeps 15
Perfect Oak Bluffs Town Location
Perfect Oak Bluffs Town Location
Distance to beach: 1/10 mi to Oak Bluffs Town Beach
Summer:
$14,000 - $16,000/wk
Off Season:
$12,000 - $14,000/wk
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:
$6,950 - $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
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

Oak Bluffs vacation rentals that sleep 13

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 from beach
Elegant Oak Bluffs Waterview Victorian; steps from beach
Distance to beach: 2/10 mi to Oak Bluffs Town Beach
1 review read review
Summer:
$7,000 - $9,500/wk
Off Season:
$379 - $572/night
$3,000 - $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:
$7,500 - $8,750/wk
Off Season:
$500 - $1,000/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!
8 reviews read reviews
Summer:
$5,999 - $6,999/wk
Off Season:
$5,999 - $6,999/wk
East Chop
ID 23424
6 BR
4 ½ baths
Sleeps 12
Booking 2022~Newly Renovated Large Home! Walk to Town& Beach
Booking 2022~Newly Renovated Large Home! Walk to Town& Beach
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
Oak Bluffs
ID 33717
Summer:
$13,900 - $15,900/wk
Off Season:
$1,275 - $1,595/night
$7,900 - $10,900/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
Off Season:
$500 - $650/night
$2,500 - $4,000/wk
Oak Bluffs
ID 11575
Summer:
$3,325 - $4,025/wk
Off Season:
$1,800 - $3,500/wk
Oak Bluffs
ID 31220
Summer:
$7,000 - $7,300/wk
Off Season:
$850/night
$5,000/wk
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:
$6,000/wk
Off Season:
$3,500 - $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-paddle boards, kids bea
17 reviews read reviews
Summer:
$10,000 - $16,000/wk
Off Season:
$2,250 - $2,500/night
$6,750 - $10,000/wk
Oak Bluffs
ID 33381
3 BR
3 baths
Sleeps 12
Wonderful Oak Bluffs Condo with pool
Wonderful Oak Bluffs Condo with pool
Distance to beach: 3.8 mi to State Beach (Joseph Sylvia State Beach)
Summer:
$5,225 - $5,995/wk
Off Season:
$3,025 - $4,950/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
Summer:
$900 - $1,600/night
$5,000 - $8,000/wk
$24 - $30,000/mo
Off Season:
$500 - $1,000/night
$3,200 - $4,800/wk
$12,000 - $20,000/mo
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
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:
$2,950 - $4,000/wk
Oak Bluffs
ID 7396
Summer:
$4,000 - $4,500/wk
Off Season:
$2,500 - $3,500/wk
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

Oak Bluffs vacation rentals that sleep 10

Oak Bluffs
ID 12900
Summer:
$4,000 - $5,300/wk
Off Season:
$800/night
$3,200/wk
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
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 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
Oak Bluffs
ID 26885
Summer:
$7,500/wk
Off Season:
$7,500/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
Oak Bluffs
ID 28697
5 BR
2 ½ baths
Sleeps 10
Great Location. Central AC. Easy walk to town & beach!
Great Location. Central AC. Easy walk to town & beach!
Distance to beach: Town / Inkwell Beach yards away
1 review read review
Summer:
$7,800 - $12,500/wk
Off Season:
$7,800/wk
Oak Bluffs
ID 33204
5 BR
3 baths
Sleeps 10
Akwaaba Manor Elegant Oak Bluffs In Town Victorian
Akwaaba Manor Elegant Oak Bluffs In Town Victorian
Distance to beach: 1/10 mi to Oak Bluffs Town Beach
Summer:
$10,900 - $17,500/wk
$20,000 - $45,000/mo
Off Season:
$1,500 - $3,100/night
$6,000 - $10,900/wk
$12,000 - $30,000/mo
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: 20 minute walk to Inkwell Beach (9/10th of a mile) State Beach
9 reviews read reviews
Summer:
$6,000 - $7,500/wk
Off Season:
$2,000 - $6,000/wk
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
OWNER SPECIAL:
Special rates for long weekend.
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
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:
$3,000 - $5,600/wk
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
$4,000 - $7,500/wk
Oak Bluffs
ID 34661
5 BR
5 ½ baths
Sleeps 10
Luxury 5 BR Home w/ heated saltwater pool at the Preserves
Luxury 5 BR Home w/ heated saltwater pool at the Preserves
Distance to beach: 3.3 mi to Oak Bluffs Town Beach
OWNER SPECIAL:
July for 2022 has just opened up at this beautful home with Pool! Book Now !!!
Summer:
$27,000 - $28,000/wk
East Chop
ID 34693
Summer:
$6,200 - $6,800/wk
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
OWNER SPECIAL:
The month of June 2022 is still available! Book now! Weeks are going very quickly!
Summer:
$8,500 - $11,000/wk
Off Season:
$7,000 - $8,500/wk
Oak Bluffs
ID 35217
5 BR
3 baths
Sleeps 10
The Summer Wind House WILL BE READY SUMMER 2022!!
The Summer Wind House WILL BE READY SUMMER 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 22593
Summer:
$7,500 - $9,000/wk
Off Season:
$500 - $700/night
$5,000 - $7,000/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
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
Oak Bluffs
ID 33937
Summer:
$5,500 - $6,825/wk
Off Season:
$900/night
$4,000 - $5,500/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
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:
$6,500 - $8,500/wk
Off Season:
$350 - $500/night
$3,500 - $6,500/wk
Oak Bluffs
ID 35269
4 BR
3 ½ baths
Sleeps 10
Contemporary 4 BR with central AC, tennis, kayaks, bikes
Contemporary 4 BR with central AC, tennis, kayaks, bikes
Distance to beach: 3.8 mi to Oak Bluffs Town Beach
Summer:
$5,800 - $6,800/wk
Off Season:
$450 - $800/night
$2,500 - $5,000/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:
$6,000 - $8,500/wk
$25,000 - $40,000/mo
Off Season:
$300 - $700/night
$3,000 - $7,000/wk
$10,000 - $25,000/mo

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:
$4,500 - $5,800/wk
Off Season:
$3,800 - $4,000/wk
$4,500/mo
Oak Bluffs
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: 3 miles to State Beach and Jaws Bridge with plenty of parking available. State Beach and Inkwell Beach is 1 short block away
17 reviews read reviews
Summer:
$5,500 - $8,950/wk
Off Season:
$700 - $900/night
$3,500 - $7,500/wk
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:
$8,000 - $12,000/wk
Off Season:
$600 - $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:
Transferrable auto ferry tix for 7/2, 7/16, 8/20 weeks!
Summer:
$11,500 - $15,100/wk
$50,000 - $70,000/mo
Off Season:
$1,200 - $1,500/night
$6,200 - $12,000/wk
$11,000 - $32,000/mo
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
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
$1,900 - $3,700/wk
Oak Bluffs
ID 20575
3 BR
3 baths
Sleeps 9
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 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
OWNER SPECIAL:
Weeks of July 31, August 21 & 28, 2022 are still available! POOL//Waterview! BOOK NOW!
Summer:
$14,500/wk
Off Season:
$12,500 - $14,500/wk

Oak Bluffs vacation rentals that sleep 8

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 - $33,700/wk
Off Season:
$250 - $350/night
$1,500 - $3,500/wk
Oak Bluffs
ID 19225
Summer:
$6,000 - $8,000/wk
Off Season:
$495/night
$3,000 - $5,000/wk
Oak Bluffs
ID 19626
Summer:
$2,600 - $3,200/wk
Off Season:
$225 - $500/night
$1,850 - $3,000/wk
$7,000/mo
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
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
Summer:
$26,000/mo
Off Season:
$2,000 - $26,000/mo
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
$2,000 - $3,100/wk
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 - $4,300/wk
Off Season:
$480 - $550/night
$2,000 - $4,100/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 - $4,300/wk
Off Season:
$325 - $450/night
$3,000 - $3,200/wk
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
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:
$4,500 - $5,500/wk
Off Season:
$550 - $575/night
$3,800 - $4,800/wk
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
$4,000 - $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:
$3,800 - $4,400/wk
$15,000 - $16,000/mo
Off Season:
$285 - $470/night
$3,200 - $3,300/wk
$12,000 - $12,900/mo
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 - $6,300/wk
$7,000 - $10,000/mo
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:
Offering deals for weekly or extended stays in May, June and September. Inquire within.
Summer:
$3,500 - $7,500/wk
Off Season:
$350 - $500/night
$2,500 - $3,500/wk
$2,800 - $3,200/mo
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
Oak Bluffs
ID 32868
Summer:
$6,000 - $7,000/wk
Off Season:
$5,500 - $7,000/wk
Oak Bluffs
ID 32448
Summer:
$6,000 - $9,000/wk
Off Season:
$857/night
$4,000 - $6,000/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 26201
4 BR
2 baths
Sleeps 8
Charming Cape near Lagoon and Town
Charming Cape near Lagoon and Town
Distance to beach: 3 Miles State Beach and 1 Mile Eastville Beach
Summer:
$2,500/wk
Off Season:
$300 - $500/night
$2,000 - $2,200/wk
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:
$2,000 - $5,500/wk
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
1 review read review
Summer:
$3,300/wk
Off Season:
$3,300/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 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:
$20,000 - $21,000/wk
Off Season:
$12,000 - $15,500/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:
Luxury Home, Waterfall pool, Sauna, Fitness room, June, July & week of August 21, 2022 are Open!
Summer:
$29,500 - $34,000/wk
Off Season:
$17,000 - $29,500/wk
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
OWNER SPECIAL:
Winter Special! Work remotely from the island/escape for a month. Special $5000/ month!!
Summer:
$7,500 - $9,000/wk
Off Season:
$500 - $1,000/night
$3,000 - $8,000/wk
Oak Bluffs
ID 35279
4 BR
2 ½ baths
Sleeps 8
Your Own Peaceful Getaway w/AC in Oak Bluffs
Your Own Peaceful Getaway w/AC in Oak Bluffs
Distance to beach: 1.5 mi to Oak Bluffs Town Beach
OWNER SPECIAL:
New Rental Rates!!
Summer:
$6,000 - $8,000/wk
Off Season:
$4,000 - $6,000/wk
Oak Bluffs
ID 35358
4 BR
4 baths
Sleeps 8
Newly Renovated In Town-Oak Bluffs
Newly Renovated In Town-Oak Bluffs
Distance to beach: 0.8 mi to State Beach
Summer:
$15,000 - $17,000/wk
Off Season:
$2,100 - $2,500/night
$15,000/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 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
Oak Bluffs
ID 10137
4 BR
2 baths
Sleeps 8
Panoramic Ocean View, Walk to Town, 5-Star Home
Panoramic Ocean View, Walk to Town, 5-Star Home
Distance to beach: 1/2 mi to East Chop beach
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:
$371 - $535/night
$2,600 - $3,500/wk
Oak Bluffs
ID 12643
Summer:
$5,100 - $5,500/wk
Off Season:
$1,990 - $4,400/wk
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
Oak Bluffs
ID 29717
Summer:
$600 - $650/night
$3,500 - $4,200/wk
Off Season:
$500 - $650/night
$2,800 - $3,500/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
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 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
Oak Bluffs
ID 33550
3 BR
3 baths
Sleeps 8
The Vineyards Own Chip & Joanna Escape!
The Vineyards Own Chip & Joanna Escape!
Distance to beach: 2 miles Oak Bluffs Town Beach and 1.5 miles Eastville Beach
11 reviews read reviews
Summer:
$5,700 - $6,400/wk
Off Season:
$700 - $1,200/night
$5,300 - $5,700/wk
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
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
Oak Bluffs
ID 35161
Summer:
$5,000/wk
Off Season:
$500 - $650/night
$3,000 - $3,500/wk
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 - $450/night
$2,250 - $6,500/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
Oak Bluffs
ID 27711
4 BR
2 baths
Sleeps 7
Oak Bluffs Cottage sleeps 6
Oak Bluffs Cottage sleeps 6
Distance to beach: 1 mile to Owen Beach 1.5 miles to Inkwell
1 review read review
Summer:
$3,500 - $3,850/wk
$15,000/mo
Off Season:
$500 - $550/night
$3,500/wk
$14,000/mo
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 - $3,500/wk
$1,200 - $13,000/mo
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
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
Summer:
$525 - $550/night
$3,000 - $3,800/wk
$14,000/mo
Off Season:
$425 - $475/night
$1,500 - $3,000/wk
$6,000 - $12,000/mo
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 - $3,000/wk
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:
$2,500 - $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 - $3,500/wk
Off Season:
$2,600 - $2,800/wk

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
ID 33826
Summer:
$3,500 - $3,900/wk
Off Season:
$450/night
$3,000 - $3,500/wk
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:
$9,000 - $9,500/wk
$33,000 - $38,000/mo
Off Season:
$7,500 - $9,000/wk
$2,925 - $33,000/mo
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 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 - $3,100/wk
$10,000 - $15,000/mo
Off Season:
$500 - $700/night
$1,500 - $2,800/wk
$1,500 - $11,000/mo
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
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:
$3,700 - $4,500/wk
Off Season:
$3,700/wk
Oak Bluffs
ID 4217
Summer:
$3,500 - $4,800/wk
Off Season:
$450 - $550/night
$2,500 - $3,500/wk
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
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:
$1,250/night
$4,300 - $8,750/wk
Oak Bluffs
ID 19888
Summer:
$2,400 - $3,350/wk
Off Season:
$275 - $300/night
$1,800 - $2,500/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
Oak Bluffs
ID 33125
Summer:
$2,800 - $3,100/wk
Off Season:
$2,000 - $2,300/wk
East Chop
ID 32946
Summer:
$4,000 - $4,500/wk
Off Season:
$1,500 - $3,500/wk
$3,500/mo
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
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 33465
Summer:
$5,500 - $6,500/wk
Off Season:
$5,500/wk
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:
$3,500 - $4,500/wk
Off Season:
$495 - $700/night
$2,000 - $3,600/wk
Oak Bluffs
ID 34180
3 BR
2 baths
Sleeps 6
A/C, Assoc. tennis courts & dock, confirmed FERRY TIX
A/C, Assoc. tennis courts & dock, confirmed 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:
$2,800 - $3,850/wk
Oak Bluffs
ID 34492
3 BR
2 baths
Sleeps 6
Heated pool, stunning Lagoon sunsets, 2 kayaks!
Heated pool, stunning Lagoon sunsets, 2 kayaks!
Distance to beach: 3/10 mi to Lagoon Pond Public Beach Oak Bluffs Town Beach
3 reviews read reviews
OWNER SPECIAL:
TRANSFERABLE FERRY TICKETS AVAILABLE FOR 7/10, 7/17, 7/24, 7/31, 8/21 and 8/28.
Summer:
$8,000 - $11,000/wk
Off Season:
$8,000 - $9,000/wk
Oak Bluffs
ID 34484
3 BR
3 baths
Sleeps 6
Charming MV Waterfront Cottage on the Lagoon ~ Sleeps 6
Charming MV Waterfront Cottage on the Lagoon ~ Sleeps 6
Distance to beach: Sandy waterfront, 1/2 mile to Eastville Beach
Summer:
$5,000/wk
Off Season:
$395 - $575/night
$4,000 - $4,500/wk
Oak Bluffs
ID 35123
3 BR
2 baths
Sleeps 6
Newly Renovated, Close To Town And Beaches
Newly Renovated, Close To Town And Beaches
Distance to beach: 0.7 mi to Oak Bluffs Town Beach
Summer:
$4,500 - $5,000/wk
Off Season:
$3,500 - $5,000/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
OWNER SPECIAL:
July 30th open & August weeks are still available Book now before there gone !
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! Newly built! 3 Good weeks in July are still available!
Summer:
$8,000 - $9,500/wk
Off Season:
$7,500/wk
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
Summer:
$3,000 - $4,000/wk
Off Season:
$2,500 - $3,000/wk
Oak Bluffs
ID 9028
3 BR
2 baths
Sleeps 6
Vineyard Retreat- Late September weeks now available!
Vineyard Retreat- Late September weeks 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:
$3,000 - $3,600/wk
$12,000/mo
Off Season:
$2,000 - $2,600/wk
$8,500 - $11,500/mo
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
Off Season:
$2,750 - $3,500/wk
Oak Bluffs
ID 29854
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:
$4,200 - $4,550/wk
Off Season:
$428 - $510/night
$3,150 - $3,600/wk
Oak Bluffs
ID 27087
2 BR
1 bath
Sleeps 6
Oak Bluffs Getaway
Oak Bluffs Getaway
Distance to beach: Lagoon

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
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 35306
3 BR
1 ½ bath
Sleeps 5
Vineyard Style 3 Br Oak Bluffs Cottage W/Ac On Private Beach
Vineyard Style 3 Br Oak Bluffs Cottage W/Ac On Private Beach
Distance to beach: 2.4 mi to Oak Bluffs Town Beach and your own Private Beach on Lagoon Pond
OWNER SPECIAL:
July 3 & 10 are open. Great weeks in August are still available. Book now before they are gone!
Summer:
$6,400 - $8,500/wk
Off Season:
$4,000 - $6,500/wk
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:
$275 - $300/night
$1,700 - $2,400/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

Oak Bluffs vacation rentals that sleep 4

Oak Bluffs
ID 30504
2 BR
1 bath
Sleeps 4
OAK BLUFFS! Now booking Summer 2022.
OAK BLUFFS! Now booking Summer 2022.
Distance to beach: 9/10 mile to Inkwell Beach
6 reviews read reviews
Summer:
$3,000 - $5,000/wk
Off Season:
$3,000/wk
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
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
Summer:
$350 - $410/night
$2,730/wk
Off Season:
$175 - $375/night
$1,225/wk
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
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
$1,400 - $2,300/wk
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
$1,365 - $3,125/wk

Oak Bluffs vacation rentals that sleep 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
East Chop, Oak Bluffs
ID 17396
1 BR
1 bath
Sleeps 3
East Chop Perfect Hide-Away
East Chop Perfect Hide-Away
Distance to beach: 1/2 mile to Oak Bluffs Beach on East Chop Drive
Off Season:
$650 - $850/wk
$1,500 - $2,500/mo

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 21977
1 BR
1 bath
Sleeps 2
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
15 reviews read reviews
Summer:
$2,800 - $3,300/wk
$2,000 - $12,500/mo
Off Season:
$250 - $450/night
$800 - $2,815/wk
$1,500 - $6,000/mo
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:
$2,600 - $3,400/wk
$5,000 - $8,000/mo
Off Season:
$1,800 - $2,800/wk
$3,000 - $6,000/mo