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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.

158 Vacation Properties in Oak Bluffs

Oak Bluffs vacation rentals that sleep 20

Oak Bluffs
ID 6696
9 BR
7 ½ baths
Sleeps 20
In-town Victorian, 9 Bedroom, 7.5 Bath, Walk to Beach
In-town Victorian, 9 Bedroom, 7.5 Bath, Walk to Beach
Distance to beach: 200 yards to Inkwell and Town Beach
Off Season:
$500 - $5,000/wk

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
2 reviews read reviews
Summer:
$8,500 - $9,500/wk
Off Season:
$5,000 - $7,500/wk
Oak Bluffs
ID 19801
6 BR
4 ½ baths
Sleeps 16
Modern Renovated Brand New 4+BR 4BA with Beautiful Pond
Modern Renovated Brand New 4+BR 4BA with Beautiful Pond
Distance to beach: 15 Minutes to State Beach
4 reviews read reviews
Off Season:
$300 - $1,000/night
$3,000 - $9,000/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:
$6,700 - $6,900/wk
Off Season:
$2,990 - $4,900/wk

Oak Bluffs vacation rentals that sleep 14

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
OWNER SPECIAL:
ASK ABOUT MULTIPLE WEEK DISCOUNTS - WEEKS ARE FILLING UP FAST!
Summer:
$5,950 - $7,000/wk
Off Season:
$4,550 - $5,250/wk
Oak Bluffs
ID 31591
5 BR
3 ½ baths
Sleeps 14
Oceanfront Family Compound, Walk to Everything!
Oceanfront Family Compound, Walk to Everything!
Distance to beach: Oak Bluffs Town Beach (ocean) across the street; s
6 reviews read reviews
OWNER SPECIAL:
Open for Summer 2021 bookings!
Summer:
$11,000 - $14,500/wk
$38,000 - $60,000/mo
Off Season:
$1,200 - $1,500/night
$5,500 - $11,000/wk
$11,000 - $40,000/mo

Oak Bluffs vacation rentals that sleep 13

Narragansett Cottage
ID 33854
6 BR
2 baths
Sleeps 13
Narragansett Cottage: 2 Minutes To Beach
Narragansett Cottage: 2 Minutes To Beach
Distance to beach: 2/10 mi to Oak Bluffs Town Beach
Summer:
$5,000 - $8,000/wk
Off Season:
$500 - $600/night
$2,450 - $4,500/wk
Oak Bluffs
ID 28460
5 BR
4 ½ baths
Sleeps 13
Pirate's Reef - NEW 5-bed, 4.5-bath w/full basement!
Pirate's Reef - NEW 5-bed, 4.5-bath w/full basement!
Distance to beach: 0.5 mile The Jetty Beach and 0.9 mile Oak Bluffs Town Beach
Summer:
$7,875 - $13,000/wk
Off Season:
$850 - $1,125/night
$5,000 - $7,875/wk
$4,500 - $8,000/mo

Oak Bluffs vacation rentals that sleep 12

Oak Bluffs
ID 27947
8 BR
2 ½ baths
Sleeps 12
Large Gingerbread Home, Walk to Town and Beach
Large Gingerbread Home, Walk to Town and Beach
Distance to beach: 2/10 to Inkwell Beach
Summer:
$6,600 - $7,200/wk
Off Season:
$4,600 - $5,900/wk
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
2 reviews read reviews
Summer:
$6,500 - $7,500/wk
Off Season:
$500 - $750/night
$3,500 - $6,500/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
18 reviews read reviews
Summer:
$4,500/wk
Off Season:
$475 - $575/night
$3,500 - $4,500/wk
Oak Bluffs
ID 28357
6 BR
4 ½ baths
Sleeps 12
Beautiful, Newly Renovated, Spacious 6 BR Home
Beautiful, Newly Renovated, Spacious 6 BR Home
Distance to beach: 3 miles to Oak Bluffs Town Beach
8 reviews read reviews
Summer:
$9,000 - $9,500/wk
Off Season:
$1,000 - $1,300/night
$8,000 - $9,000/wk
East Chop
ID 23424
6 BR
4 ½ baths
Sleeps 12
Book Now 2021~ Large Home walk to town/beach!
Book Now 2021~ Large Home walk to town/beach!
Distance to beach: East Chop Beach is 5 minute walk (3/10 of a mile)
Summer:
$6,000 - $8,000/wk
Off Season:
$250 - $800/night
$1,500 - $3,200/wk
Oak Bluffs
ID 29321
6 BR
4 baths
Sleeps 12
Oak Bluffs Victorian Home Across from Town Beach
Oak Bluffs Victorian Home Across from Town Beach
Distance to beach: Across the street from Town Beach
2 reviews read reviews
Summer:
$10,000/wk
Oak Bluffs
ID 33448
6 BR
2 ½ baths
Sleeps 12
''Pennacook House'' in the heart of the Historial District
''Pennacook House'' in the heart of the Historial District
Distance to beach: 0.4 mi Oak Bluffs Town Beach
OWNER SPECIAL:
GREAT LOCATION! JUNE & JULY ARE STILL OPEN! BOOK EARLY!
Summer:
$5,900 - $8,400/wk
Off Season:
$3,600 - $5,500/wk
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:
Great Location,Waterview, and in town June & July are open... Book Early.
Summer:
$9,000 - $15,000/wk
Off Season:
$8,500 - $9,000/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:
$5,499 - $5,999/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 - $5,500/wk
Off Season:
$500 - $650/night
$3,000 - $4,000/wk
Oak Bluffs
ID 33717
Summer:
$9,900 - $18,500/wk
Off Season:
$850 - $1,495/night
$6,900 - $9,900/wk
Lagoon Pond Waterfront - saltw
ID 27817
5 BR
3 ½ baths
Sleeps 12
On the Water/beach - Glorious Sunsets
On the Water/beach - Glorious Sunsets
Distance to beach: Private beach, 2-kayaks, 2-paddle boards,
10 reviews read reviews
Summer:
$10,000 - $14,000/wk
Off Season:
$2,250/night
$6,000 - $6,750/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:
$6,500 - $7,500/wk
Off Season:
$6,500/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
6 reviews read reviews
Summer:
$5,000 - $6,000/wk
Off Season:
$500 - $600/night
$3,500 - $5,000/wk
Oak Bluffs
ID 33366
5 BR
4 ½ baths
Sleeps 12
Victorian 5 BR Home located in the heart of East Chop
Victorian 5 BR Home located in the heart of East Chop
Distance to beach: 492 ft to The Jetty Beach
OWNER SPECIAL:
WATERVIEW, WALK TO BEACH. WEEKS ARE STILL OPEN! HURRY BEFORE THEY ARE GONE!
Summer:
$8,500 - $11,200/wk
Off Season:
$6,000 - $8,000/wk
Oak Bluffs
ID 11575
Summer:
$3,000 - $3,500/wk
Off Season:
$450 - $750/night
$1,800 - $3,200/wk
Oak Bluffs
ID 31220
5 BR
2 ½ baths
Sleeps 12
CENTRAL AC! Walk 2 Town and Beach
CENTRAL AC! Walk 2 Town and Beach
Distance to beach: 1/2 mile to Jetty beach
16 reviews read reviews
Summer:
$6,000 - $7,000/wk
Off Season:
$650/night
$4,000 - $6,000/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)
4 reviews read reviews
Off Season:
$700 - $1,500/night
$3,000 - $3,500/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:
$5,000/wk
Off Season:
$2,950 - $4,500/wk
Oak Bluffs
ID 7396
Summer:
$3,500 - $4,000/wk
Off Season:
$2,500 - $3,000/wk
Oak Bluffs
ID 9660
4 BR
2 ½ baths
Sleeps 11
You don't have to look any further!
You don't have to look any further!
Distance to beach: approximately half a mile to Inkwell beach
1 review read review
Summer:
$2,700 - $3,700/wk
$14,500/mo
Off Season:
$750 - $1,500/night
$1,500 - $2,700/wk
$4,500 - $10,500/mo

Oak Bluffs vacation rentals that sleep 10

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:
$4,600/wk
Off Season:
$700/night
$4,500/wk
Oak Bluffs
ID 12900
Summer:
$3,600 - $4,800/wk
Off Season:
$600/night
$2,600 - $4,200/wk
$6,000/mo
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
5 reviews read reviews
Summer:
$5,600 - $7,400/wk
Off Season:
$2,500 - $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
6 reviews read reviews
Summer:
$3,000 - $5,000/wk
Off Season:
$3,000/wk
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 - $4,200/wk
Off Season:
$350 - $450/night
$1,500 - $3,800/wk
Oak Bluffs
ID 22593
Summer:
$6,000 - $7,500/wk
Off Season:
$500 - $700/night
$3,500 - $6,000/wk
Oak Bluffs
ID 19414
Summer:
$7,500 - $9,500/wk
Off Season:
$800 - $1,200/night
$5,500 - $7,500/wk
Oak Bluffs
ID 26885
Summer:
$6,500/wk
Off Season:
$5,500 - $6,500/wk
Oak Bluffs
ID 27415
5 BR
2 baths
Sleeps 10
Don't wait, only three weeks left.
Don't wait, only three weeks left.
Distance to beach: Inkwell beach under a 1/2 mile
15 reviews read reviews
Summer:
$2,700 - $4,000/wk
Off Season:
$375/night
$2,250 - $2,500/wk
East Chop
ID 29421
5 BR
3 ½ baths
Sleeps 10
East Chop Fantastic Ocean Views-Private Neighborhood
East Chop Fantastic Ocean Views-Private Neighborhood
Distance to beach: 3/4 mile Oak Bluffs Town Beach, E Chop Beach Club
Summer:
$6,500 - $7,000/wk
$27,000 - $28,000/mo
Off Season:
$400 - $700/night
$3,000 - $5,000/wk
$10,000 - $18,000/mo
East Chop
ID 33179
5 BR
3 baths
Sleeps 10
East Chop Home with Central Air: Steps from Beach and OB!
East Chop Home with Central Air: Steps from Beach and OB!
Distance to beach: 4/10 of a mile The Jetty Beach and 3.3 miles State Beach
5 reviews read reviews
Summer:
$5,000 - $6,500/wk
Off Season:
$600/night
$4,500 - $5,000/wk
Oak Bluffs
ID 33370
Summer:
$4,500 - $5,500/wk
Off Season:
$4,000/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
OWNER SPECIAL:
WEEKS OF JUNE, JULY & LAST WEEK OF AUGUST ARE STILL OPEN! HURRY BEFORE THEY ARE GONE!
Summer:
$7,500 - $12,000/wk
Off Season:
$7,500/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:
$5,000 - $7,000/wk
Off Season:
$750/night
$3,000 - $4,500/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
OWNER SPECIAL:
We are willing to offer a discount for multiple week stays. Contact us for details.
Summer:
$3,225 - $4,750/wk
$13,000 - $15,000/mo
Off Season:
$2,250 - $3,575/wk
$9,000/mo
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
OWNER SPECIAL:
Confirming Summer 2021 Now!
Summer:
$5,500 - $7,500/wk
Off Season:
$2,800 - $5,500/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
Summer:
$12,000 - $14,000/wk
Off Season:
$7,000 - $12,000/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
4 reviews read reviews
OWNER SPECIAL:
Summer 2021 Early Bird Special - Cleaning Fee Waived!!!
Summer:
$5,500 - $7,500/wk
$20,000 - $30,000/mo
Off Season:
$300 - $700/night
$3,000 - $6,000/wk
$10,000 - $20,000/mo
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
5 reviews read reviews
Summer:
$3,200 - $5,400/wk
Off Season:
$395/night
$3,900/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
3 reviews read reviews
Summer:
$4,000 - $4,800/wk
Off Season:
$3,800 - $4,000/wk
East Chop
ID 26587
4 BR
2 ½ baths
Sleeps 10
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:
$8,000 - $9,000/wk
Off Season:
$3,500 - $8,000/wk
Oak Bluffs
ID 30643
4 BR
2 ½ baths
Sleeps 10
Oak Bluffs Retreat with In-ground Pool
Oak Bluffs Retreat with In-ground Pool
Distance to beach: 6 Miles South Beach - Katama and 3 miles to State Beach and 5 miles to South Beach
Summer:
$6,400/wk
Off Season:
$3,400 - $5,800/wk
Oak Bluffs
ID 33937
Summer:
$5,000 - $5,900/wk
Off Season:
$500/night
$2,000 - $5,000/wk

Oak Bluffs vacation rentals that sleep 9

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
16 reviews read reviews
Summer:
$5,000 - $8,750/wk
Off Season:
$500 - $750/night
$3,500 - $5,000/wk
Oak Bluffs
ID 29209
Summer:
$3,600 - $3,800/wk
Off Season:
$300 - $400/night
$2,400 - $3,400/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 - $9,996/wk
Off Season:
$600 - $800/night
$3,150 - $7,000/wk
Oak Bluffs
ID 30502
4 BR
2 ½ baths
Sleeps 9
Relaxing & Central Location!
Relaxing & Central Location!
Distance to beach: 5-7 Minute Drive to OB & Edgartown Beaches
3 reviews read reviews
Summer:
$4,600 - $5,500/wk
Off Season:
$450 - $600/night
$3,600 - $4,600/wk
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 30 yards to Oak Bluffs Town Beach.
Summer:
$5,500/wk
Off Season:
$2,500 - $5,200/wk
Oak Bluffs
ID 33074
4 BR
4 baths
Sleeps 9
Now booking for Summer 2021! Classic, 4-bed,4-bath MV home
Now booking for Summer 2021! Classic, 4-bed,4-bath MV home
Distance to beach: 6/10 mile The Jetty Beach and 1.1 miles Oak Bluffs Town Beach
1 review read review
Summer:
$5,000 - $9,000/wk
Off Season:
$550 - $700/night
$3,500 - $4,500/wk
$3,500 - $7,000/mo
Oak Bluffs
ID 33354
Summer:
$6,000 - $7,500/wk
Off Season:
$4,500 - $5,000/wk
In Town near Niantic
ID 34089
4 BR
1 ½ bath
Sleeps 9
In-Town Victorian near Niantic Park
In-Town Victorian near Niantic Park
Distance to beach: 3/10 mi to Inkwell Oak Bluffs Town Beach
OWNER SPECIAL:
Come spend Thanksgiving holiday on MV(Monday-Saturday 5 nights -ONLY $1800* plus cleaning & tax.
Off Season:
$250 - $550/night
$1,500 - $2,500/wk
$1,500 - $5,500/mo
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:
$2,800 - $4,550/wk
Off Season:
$1,200 - $3,500/wk
$2,300 - $8,000/mo
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
5 reviews read reviews
Summer:
$3,500 - $4,500/wk
Off Season:
$1,900 - $3,500/wk

Oak Bluffs vacation rentals that sleep 8

East Chop
ID 5746
6 BR
1 ½ bath
Sleeps 8
Ocean View East Chop Victorian Cottage - 6 Bedrooms Sleeps 8
Ocean View East Chop Victorian Cottage - 6 Bedrooms Sleeps 8
Distance to beach: 5-8 minute walk to sandy East Chop Beaches
36 reviews read reviews
Summer:
$4,900 - $5,900/wk
Off Season:
$3,900/wk
$16,000/mo
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:
$4,000/wk
Off Season:
$600/night
$3,500/wk
Oak Bluffs
ID 33204
5 BR
3 baths
Sleeps 8
AKWAABA (''Welcome'') House
AKWAABA (''Welcome'') House
Distance to beach: 1/10 mi to Oak Bluffs Town Beach
Summer:
$8,999 - $12,500/wk
$35,000 - $50,000/mo
Off Season:
$900 - $1,700/night
$6,200 - $9,800/wk
$800 - $35,000/mo
Oak Bluffs
ID 12116
Summer:
$2,800 - $2,900/wk
Off Season:
$250 - $350/night
$1,200 - $2,800/wk
Oak Bluffs
ID 19225
Summer:
$4,000 - $8,000/wk
Off Season:
$495/night
$3,000 - $5,000/wk
Oak Bluffs
ID 19626
Summer:
$2,550 - $2,950/wk
Off Season:
$200 - $500/night
$1,600 - $2,100/wk
$7,000 - $7,500/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
13 reviews read reviews
Summer:
$6,000/wk
$24,000/mo
Off Season:
$500 - $875/night
$3,500/wk
$14,000/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:
$480 - $535/night
$3,100 - $3,800/wk
Off Season:
$375 - $480/night
$1,800 - $3,300/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 - $3,300/wk
Off Season:
$450 - $650/night
$2,000 - $3,000/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
2 reviews read reviews
Summer:
$3,500 - $3,600/wk
Off Season:
$350 - $550/night
$2,500 - $3,600/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
3 reviews read reviews
Summer:
$2,800 - $3,100/wk
Off Season:
$325 - $400/night
$2,600 - $2,900/wk
Oak Bluffs
ID 27560
4 BR
2 baths
Sleeps 8
4BR, AC, Home away from Home,Oak Bluffs,Walk to Beach & Town
4BR, AC, Home away from Home,Oak Bluffs,Walk to Beach & Town
Distance to beach: 1.5 miles to Inkwell Beach (25 minute walk)
6 reviews read reviews
Summer:
$3,000 - $4,500/wk
Off Season:
$250/night
$2,500 - $3,000/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:
$5,200 - $6,900/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
3 reviews read reviews
Summer:
$3,500/wk
Off Season:
$400/night
$2,800/wk
Oak Bluffs
ID 30339
4 BR
2 baths
Sleeps 8
Classic Cape in East Chop Highlands-Heat & AC!
Classic Cape in East Chop Highlands-Heat & AC!
Distance to beach: Under 10 minute walk (1.5 miles) to Inkwell Beach
7 reviews read reviews
Summer:
$3,400 - $3,900/wk
$14,000 - $14,800/mo
Off Season:
$285 - $420/night
$2,000 - $3,400/wk
$13,000 - $13,600/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
Summer:
$3,500 - $6,500/wk
Off Season:
$250 - $350/night
$3,500/wk
$1,500 - $2,600/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: 1.2 mi To Oak Bluffs Town Beach
Summer:
$7,000 - $15,000/wk
Off Season:
$5,000 - $7,000/wk
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:
$3,500 - $6,500/wk
Oak Bluffs
ID 33075
Summer:
$3,100/wk
Off Season:
$300 - $400/night
$2,500 - $3,100/wk
East Chop
ID 33664
4 BR
3 baths
Sleeps 8
Timeless East Chop Renovated 1920 Cottage w/AC
Timeless East Chop Renovated 1920 Cottage w/AC
Distance to beach: 8/10 mi to The Jetty Beach
OWNER SPECIAL:
WEEKS OF JUNE, JULY & LAST WEEK OF AUGUST ARE STILL OPEN! HURRY BEFORE THEY ARE GONE!
Summer:
$7,000 - $8,750/wk
Off Season:
$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:
$3,800/wk
Off Season:
$3,500 - $3,600/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
Summer:
$4,000 - $5,500/wk
Off Season:
$285/night
$2,000 - $5,000/wk
Oak Bluffs
ID 34103
4 BR
3 baths
Sleeps 8
Stylish Contemporary 4 BR Farmhouse in Oak Bluffs
Stylish Contemporary 4 BR Farmhouse in Oak Bluffs
Distance to beach: 0.7 mi to The Jetty Beach and 0.9 mi to Oak Bluffs Town Beach
OWNER SPECIAL:
WEEKS ARE STILL AVAILABLE! HURRY BEFORE THEY ARE GONE!
Summer:
$6,250 - $9,000/wk
Off Season:
$3,675 - $6,250/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:
$4,300/wk
Off Season:
$4,300/wk
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
3 reviews read reviews
Off Season:
$1,500 - $2,500/wk
$6,000 - $8,000/mo
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 12643
Summer:
$4,900/wk
Off Season:
$1,990 - $4,200/wk
Oak Bluffs
ID 29717
Off Season:
$550 - $600/night
$3,300/wk
$3,300 - $13,000/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
11 reviews read reviews
Summer:
$5,600 - $7,595/wk
Off Season:
$500 - $800/night
$2,000 - $5,900/wk
East Chop
ID 31640
4 BR
2 baths
Sleeps 8
Lovely East Chop Home Close to Lighthouse
Lovely East Chop Home Close to Lighthouse
Distance to beach: 1 mile to Town Beach
Off Season:
$2,500/wk
On Farm Pond
ID 32214
4 BR
1 ½ bath
Sleeps 8
Stunning Waterfront in Oak Bluffs
Stunning Waterfront in Oak Bluffs
Distance to beach: 2/10 mi walk (or kayak across the pond!) to Oak Bluffs Town Beach
3 reviews read reviews
Summer:
$4,000 - $6,650/wk
Off Season:
$500 - $700/night
$2,500 - $5,000/wk
Oak Bluffs
ID 30698
4 BR
3 ½ baths
Sleeps 8
Fabulous Four Bedroom Cape w/ AC in Harthaven
Fabulous Four Bedroom Cape w/ AC in Harthaven
Distance to beach: Harthaven Association beach 6/10 mile
Summer:
$6,000 - $7,000/wk
Off Season:
$5,000 - $7,000/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: 1.5 Eastville Beach and Inkwell Beach 1.2 miles
7 reviews read reviews
Summer:
$340/night
$2,380/wk
Off Season:
$250 - $340/night
$1,750/wk
Oak Bluffs
ID 32448
Summer:
$6,000 - $8,000/wk
Off Season:
$600/night
$4,000 - $6,000/wk
Oak Bluffs
ID 16846
Summer:
$5,500/wk
Off Season:
$5,500/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:
$4,000 - $5,000/wk
Off Season:
$450 - $600/night
$2,500 - $3,500/wk
Oak Bluffs
ID 19888
Summer:
$1,850 - $3,350/wk
$275 - $425/mo
Off Season:
$275 - $300/night
$1,650 - $1,950/wk
$275 - $375/mo
Oak Bluffs - Meadow View Farms
ID 29775
Summer:
$3,800 - $4,900/wk
Off Season:
$450 - $550/night
$2,000 - $4,000/wk
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
1 review read review
Off Season:
$350/night
$1,500 - $2,000/wk
$5,000/mo
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
Off Season:
$3,000 - $7,500/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
6 reviews read reviews
Summer:
$4,500 - $4,700/wk
Off Season:
$550 - $750/night
$3,200 - $4,200/wk
Oak Bluffs
ID 21366
2 BR
1 bath
Sleeps 8
Charming Oak Bluffs Home
Charming Oak Bluffs Home
Distance to beach: 1/2 mile to Lagoon Beach
5 reviews read reviews
Summer:
$2,000/wk
Off Season:
$1,800/wk
$7,000/mo

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: three tenths mile to East Chop Beach
1 review read review
Summer:
$3,500/wk
Off Season:
$1,500/wk
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:
$2,200 - $2,350/wk
Off Season:
$325 - $335/night
$2,200/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
11 reviews read reviews
Summer:
$3,200 - $3,400/wk
Off Season:
$2,600 - $3,000/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:
$3,200 - $3,600/wk
$13,000 - $14,000/mo
Off Season:
$425 - $450/night
$1,500 - $3,600/wk
$6,000 - $12,600/mo
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
OWNER SPECIAL:
Prime August 2021 - just opened! Book before 12/31 for DISCOUNT! (Book 2+ weeks for added savings).
Summer:
$5,500 - $7,500/wk
$15,000 - $20,000/mo
Off Season:
$2,500 - $5,500/wk
$4,500/mo
Downtown Oak Bluffs
ID 32850
Summer:
$399 - $699/night
$3,200 - $4,999/wk
$12,000 - $22,000/mo
Off Season:
$295 - $499/night
$1,500 - $3,995/wk
$8,000 - $15,000/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:
$2,700 - $3,200/wk
Off Season:
$250 - $325/night
$2,250 - $2,500/wk
Oak Bluffs
ID 33063
3 BR
2 ½ baths
Sleeps 7
Cozy, REMODELED Vineyard home. 10-min walk to Downtown OB.
Cozy, REMODELED Vineyard home. 10-min walk to Downtown OB.
Distance to beach: 7/10 mile The Jetty Beach and 7/10 mile Oak Bluffs Town Beach
3 reviews read reviews
Summer:
$3,500 - $9,000/wk
Off Season:
$425 - $525/night
$2,500 - $3,500/wk
$3,000 - $6,000/mo

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:
$3,325 - $3,700/wk
Off Season:
$450 - $500/night
$3,000/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:
$4,500/wk
Oak Bluffs
ID 33826
Off Season:
$350 - $400/night
$3,000 - $3,700/wk
Oak Bluffs
ID 16251
3 BR
2 baths
Sleeps 6
OB Farmhouse/Enclosed Pet Yard/Walk to Town/Near Beaches A/C
OB Farmhouse/Enclosed Pet Yard/Walk to Town/Near Beaches A/C
Distance to beach: Walk or drive 7/10 mile to Inkwell Beach
14 reviews read reviews
Summer:
$3,450 - $5,200/wk
Off Season:
$2,100 - $3,500/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:
$2,750 - $3,400/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
1 review read review
Summer:
$2,500 - $2,700/wk
Off Season:
$275 - $375/night
$2,100 - $2,500/wk
Oak Bluffs
ID 4217
Summer:
$2,200 - $2,800/wk
Off Season:
$1,600 - $2,100/wk
Oak Bluffs
ID 21231
3 BR
1 bath
Sleeps 6
Charming Martha's Vineyard Cottage
Charming Martha's Vineyard Cottage
Distance to beach: 1/2 mile to Lagoon/Eastville Beach
17 reviews read reviews
Summer:
$1,500 - $2,000/wk
Off Season:
$1,200 - $1,500/wk
$3,000/mo
Oak Bluffs
ID 21790
3 BR
1 ½ bath
Sleeps 6
The Ginger Bread House, Ideal Location - Town & Beach
The Ginger Bread House, Ideal Location - Town & Beach
Distance to beach: 7-minute walk to Inkwell Beach
8 reviews read reviews
Summer:
$2,695 - $3,395/wk
Off Season:
$375/night
$1,995 - $2,595/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:
$2,000 - $2,400/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
18 reviews read reviews
Summer:
$4,600 - $6,000/wk
Off Season:
$4,000 - $5,200/wk
Oak Bluffs
ID 25332
3 BR
1 bath
Sleeps 6
Rountree's Dream: Near Town Beach & Circuit Ave.
Rountree's Dream: Near Town Beach & Circuit Ave.
Distance to beach: 2 1/2 blocks to the Inkwell/Town Beach
4 reviews read reviews
Summer:
$3,000/wk
Off Season:
$2,500 - $2,750/wk
Oak Bluffs harbor In-town
ID 29080
3 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
2 reviews read reviews
Off Season:
$300 - $400/night
$1,800 - $2,800/wk
Oak Bluffs
ID 29090
3 BR
3 ½ baths
Sleeps 6
Contemporary Farmhouse with Central AC in Oak Bluffs
Contemporary Farmhouse with Central AC in Oak Bluffs
Distance to beach: Inkwell Beach is 1.5 miles away
1 review read review
Summer:
$3,600 - $4,900/wk
Off Season:
$395 - $595/night
$3,600/wk
Oak Bluffs
ID 28871
3 BR
1 bath
Sleeps 6
Walk To Everything Oak Bluffs! Now Booking Summer 2021
Walk To Everything Oak Bluffs! Now Booking Summer 2021
Distance to beach: Under 1/2 mile to Inkwell, Jetty and Pay Beach
3 reviews read reviews
Summer:
$3,200 - $3,600/wk
Off Season:
$2,850 - $3,000/wk
$2,000 - $2,400/mo
East Chop
ID 32946
Summer:
$4,000/wk
Off Season:
$1,500 - $3,500/wk
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:
$3,000 - $3,500/wk
Off Season:
$2,500 - $3,000/wk
Oak Bluffs
ID 33465
Summer:
$5,000 - $6,000/wk
Off Season:
$3,500 - $5,000/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:
$3,500 - $4,500/wk
Off Season:
$350 - $400/night
$2,000 - $3,500/wk
Oak Bluffs
ID 9028
3 BR
2 ½ baths
Sleeps 6
Vineyard Retreat-August 22 to 29th & Sept weeks Available!
Vineyard Retreat-August 22 to 29th & Sept weeks Available!
Distance to beach: 3 miles to State Beach and 2/10 mile to a large 3,968 acre salt water pond
13 reviews read reviews
Summer:
$2,400 - $3,600/wk
$10,000/mo
Off Season:
$2,000 - $2,400/wk
$7,500 - $8,000/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: On harbor w/sandy beach; 4 min walk to ocean beach
12 reviews read reviews
Off Season:
$2,500 - $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 1/2 mi sm beach on the Lagoon, 2 miles to Inkwell
1 review read review
Summer:
$800 - $900/night
$2,600 - $3,100/wk
$14,000 - $15,000/mo
Off Season:
$700 - $900/night
$1,500 - $2,800/wk
$1,500 - $11,000/mo
Oak Bluffs
ID 21893
3 BR
2 baths
Sleeps 6
Downtown Convenience In Quiet Neighborhood
Downtown Convenience In Quiet Neighborhood
Distance to beach: 1 mile to Oak Bluffs Town Beach and .8 miles to Inkwell Beach
28 reviews read reviews
Off Season:
$1,600 - $1,850/wk
Oak Bluffs
ID 22397
3 BR
2 baths
Sleeps 6
Charming light-filled home on bike bath and close to beach
Charming light-filled home on bike bath and close to beach
Distance to beach: .6 mile to Eastville Beach. Lagoon beaches nearby
14 reviews read reviews
Off Season:
$300/night
$2,150/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
Off Season:
$4,750 - $5,000/wk
Oak Bluffs
ID 32157
Summer:
$2,600 - $4,000/wk
Off Season:
$371/night
$2,300 - $2,600/wk
Oak Bluffs
ID 27558
Summer:
$3,000 - $4,500/wk
Off Season:
$250/night
$2,500 - $3,000/wk
Oak Bluffs
ID 28887
2 BR
1 ½ bath
Sleeps 6
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
7 reviews read reviews
Summer:
$2,800 - $3,500/wk
Off Season:
$295/night
$2,500 - $2,800/wk
Oak Bluffs
ID 29854
Summer:
$3,150 - $3,800/wk
Off Season:
$275 - $450/night
$1,925 - $3,150/wk
Oak Bluffs
ID 30921
2 BR
1 bath
Sleeps 6
Oak Bluffs Harborfront 2 BR Main Level Apt. on beach w/Dock
Oak Bluffs Harborfront 2 BR Main Level Apt. on beach w/Dock
Distance to beach: Beachfront or walk to public Jetty Beach
3 reviews read reviews
Summer:
$4,000/wk
Off Season:
$4,000/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
Summer:
$4,500 - $4,750/wk
Off Season:
$425 - $600/night
$3,500 - $3,750/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
Off Season:
$2,895 - $2,995/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
Off Season:
$2,000 - $2,500/wk
Oak Bluffs
ID 10417
2 BR
1 bath
Sleeps 5
Cozy Cottage
Cozy Cottage
Distance to beach: Inkwell/Town Beach Oak Bluffs Town Beach and 700 ft to town beach
Off Season:
$275 - $300/night
Oak Bluffs walk to town
ID 29465
2 BR
1 bath
Sleeps 5
Rear half of duplex
Rear half of duplex
Distance to beach: 1/2 mile to Inkwell Beach
7 reviews read reviews
Summer:
$2,000 - $2,200/wk
Off Season:
$600 - $2,000/wk

Oak Bluffs vacation rentals that sleep 4

Oak Bluffs
ID 10327
3 BR
1 bath
Sleeps 4
Walk to Lagoon beach from The Sea Star, a cheerful stay
Walk to Lagoon beach from The Sea Star, a cheerful stay
Distance to beach: Lagoon 200 yards; Eastville 1 mile; Town 1.5 mile
Oak Bluffs
ID 33125
Summer:
$2,300 - $2,600/wk
Off Season:
$1,400 - $2,300/wk
Oak Bluffs
ID 22568
2 BR
1 bath
Sleeps 4
Small Cottage close to golf and Island bike path
Small Cottage close to golf and Island bike path
Distance to beach: 1 mile to State Beach
3 reviews read reviews
Off Season:
$1,250 - $1,400/wk
$4,000 - $5,000/mo
Oak Bluffs
ID 30504
2 BR
1 bath
Sleeps 4
Oak Bluffs renovated cottage, great location!
Oak Bluffs renovated cottage, great location!
Distance to beach: 9/10 mile to Inkwell Beach
2 reviews read reviews
Summer:
$3,000 - $4,000/wk
Off Season:
$2,500/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:
$6,125/mo
Off Season:
$4,400/mo
Oak Bluffs
ID 33806
Summer:
$275 - $495/night
$2,425 - $3,465/wk
Off Season:
$135 - $375/night
$1,295 - $2,765/wk
Oak Bluffs
ID 29424
1 BR
1 bath
Sleeps 4
New Oak Bluffs Cottage w/Central AC & a Hot Tub
New Oak Bluffs Cottage w/Central AC & a Hot Tub
Distance to beach: Under 1/2 mile toLagoon beach
2 reviews read reviews
Off Season:
$225 - $250/night
$1,700 - $2,000/wk

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
15 reviews read reviews
Summer:
$1,550 - $2,000/wk
$6,000 - $8,000/mo
Off Season:
$150 - $350/night
$800 - $1,600/wk
$1,000 - $5,600/mo
Oak Bluffs
ID 32208
1 BR
1 bath
Sleeps 3
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
3 reviews read reviews
Summer:
$2,500 - $3,800/wk
$8,000 - $12,000/mo
Off Season:
$1,000 - $3,000/wk
$3,000 - $9,500/mo

Oak Bluffs vacation rentals that sleep 2

Oak Bluffs
ID 13623
Off Season:
$2,195/wk