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Oak Bluffs
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Cottages, Villas, Apartments in Oak Bluffs
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USA
Massachusetts (MA)
Martha's Vineyard
Cottages, Villas, Apartments in Oak Bluffs
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Kid friendly (121)
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240 rentals
in Oak Bluffs.
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New construction w/ patio & yard - walk to the ferry, downtown & beaches!
37 reviews
4 bedrooms
3 bathrooms
Sleeps 10
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Classic Oak Bluffs Beach House | Excellent Harbor Views | Near Shops & Dining
5 bedrooms
1 bathroom
Sleeps 8
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THOMS - New Modern Farmhouse Design, Great Location!, Wrap Around Farmers Porch
4 bedrooms
3 bathrooms
Sleeps 8
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Walk to Lagoon from this Cute Cottage
4 bedrooms
2 bathrooms
Sleeps 8
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THORB - Contemporary 5 Bedroom 4 Bath, Multiple Living Spaces, Walk to Oak Bluff
4 bedrooms
4 bathrooms
Sleeps 8
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New Four Bedroom in-town Oak Bluffs Home
4 bedrooms
3 bathrooms
Sleeps 8
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Private Family Home, Heated Backyard Pool,Outdoor Shower, AC,Pet Friendly, 5 br
48 reviews
3 bedrooms
5 bathrooms
Sleeps 17
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In-Town Historic Property on Martha's Vineyard
72 reviews
2 bedrooms
1 bathroom
Sleeps 5
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Perfect for Family, Friends, or a Romantic Getaway
56 reviews
4 bedrooms
2 bathrooms
Sleeps 7
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Make Lasting Memories In This Adorable Vineyard Cottage!
70 reviews
1 bedroom
1 bathroom
Sleeps 4
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Your 'Vineyard Dream' Vacation (OAK BLUFFS)-Sunny Open Floor Plan Close to Town
49 reviews
4 bedrooms
2 bathrooms
Sleeps 8
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Adorable cottage w/ access to a shared pool, tennis courts, & picnic area
35 reviews
2 bedrooms
2 bathrooms
Sleeps 6
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'The Carousel House' - Ocean Park - Featured in New York Times
36 reviews
7 bedrooms
3 bathrooms
Sleeps 12
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Cozy, exceptional view, quiet, comfortable, yet close to all island attractions
35 reviews
3 bedrooms
3 bathrooms
Sleeps 8
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Walk to Downtown & Beach ❤️ Firepit & s'mores, stocked groceries, experiences!
23 reviews
3 bedrooms
3 bathrooms
Sleeps 6
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Charming Cottage Located In Heart Of Oak Bluffs
21 reviews
2 bedrooms
3 bathrooms
Sleeps 4
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Historic Renovated Home in East Chop
27 reviews
4 bedrooms
2 bathrooms
Sleeps 8
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Charming Artsy Apartment
20 reviews
2 bedrooms
1 bathroom
Sleeps 4
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Arrowsmith Cottage - Near Eastville Point Beach, Oak Bluffs, Martha's Vineyard
19 reviews
2 bedrooms
2 bathrooms
Sleeps 4
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Cozy, Clean, Bikes, Kayaks, Laundry, Ferry Tickets, Near Bike Path and Town
29 reviews
3 bedrooms
2 bathrooms
Sleeps 7
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Comfortable Island Home, Easy Access to Beaches and Town
33 reviews
2 bedrooms
1 bathroom
Sleeps 8
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Location & Charm -- Central AC
21 reviews
4 bedrooms
2 bathrooms
Sleeps 8
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Lovely retreat 1/2 mile from the beach - shared pool, 3 tennis courts, & WiFi
17 reviews
1 bedroom
2 bathrooms
Sleeps 6
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Perfect Family Home- Amazing Oak Bluffs
12 reviews
3 bedrooms
4 bathrooms
Sleeps 10
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Ob Watrfront 4+ BR. Quiet/Walk to Town. Beachy, classic, great ocean/pond views.
12 reviews
4 bedrooms
2 bathrooms
Sleeps 8
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Dog-friendly seaside cottage w/access to a shared pool, tennis courts, & more
21 reviews
1 bedroom
1 bathroom
Sleeps 4
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Comfortable townhouse close to town & the beach w/ shared outdoor pool & tennis
14 reviews
2 bedrooms
2 bathrooms
Sleeps 6
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Dog-friendly condo with shared pool - explore the parks & hit the beach
29 reviews
1 bedroom
1 bathroom
Sleeps 4
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Sunny coastal retreat w/ shared pool & tennis - 1/2 mile to beach
13 reviews
2 bedrooms
2 bathrooms
Sleeps 4
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Oak Bluffs! Renovated and close to everything!
18 reviews
2 bedrooms
2 bathrooms
Sleeps 5
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Stylish townhouse 1/2 mile from the beach - tennis courts & shared pool onsite!
16 reviews
2 bedrooms
2 bathrooms
Sleeps 6
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Cozy seaside escape with onsite tennis, communal pool, and prime location
13 reviews
1 bedroom
1 bathroom
Sleeps 4
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NEW Oak Bluffs apartment, walk to town and beaches!
9 reviews
2 bedrooms
2 bathrooms
Sleeps 4
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Seaside suite w/tennis courts and a shared pool, perfect for romantic getaways!
34 reviews
0 bedrooms
1 bathroom
Sleeps 4
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ART FILLED BEACH COTTAGE IN THE PRIVATE WATERFRONT COMMUNITY OF WATERVIEW FARMS!
11 reviews
4 bedrooms
2 bathrooms
Sleeps 7
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Charming townhouse w/ deck, shared pool & on-site tennis - walk to the beach!
24 reviews
2 bedrooms
2 bathrooms
Sleeps 6
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Luxury home w/pool & foosball-near 3 towns & many beaches
18 reviews
5 bedrooms
5 bathrooms
Sleeps 10
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BEST LOCATION * Walk to Town/Beaches * Fun and Relaxing
8 reviews
3 bedrooms
2 bathrooms
Sleeps 6
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Cozy townhouse w/ shared pool, tennis & great location close to the beach!
25 reviews
2 bedrooms
2 bathrooms
Sleeps 6
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Premium Cleaned | Dog-friendly townhouse w/ shared pool, tennis & more - easy wa
13 reviews
2 bedrooms
2 bathrooms
Sleeps 6
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New Home in Oak Bluffs near everything you want! Walk to Inkwell Beach in 7 min.
8 reviews
4 bedrooms
3 bathrooms
Sleeps 9
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The Oak bluffs cottage, Martha’s Vineyard Island.
15 reviews
2 bedrooms
1 bathroom
Sleeps 4
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Sunny, dog-friendly suite with tennis, shared pool - close to golf & beach
22 reviews
1 bedroom
2 bathrooms
Sleeps 6
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Cozy, dog-friendly condo by the sea with a shared pool, tennis, picnic area
18 reviews
0 bedrooms
1 bathroom
Sleeps 4
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Comfortable, dog-friendly condo with shared pool & tennis - perfect location!
31 reviews
2 bedrooms
1 bathroom
Sleeps 6
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Cozy condo with shared pool & tennis - close to beaches, golf, & parks!
25 reviews
0 bedrooms
1 bathroom
Sleeps 4
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Romantic seaside getaway w/ shared pool and community tennis courts - dogs OK!
16 reviews
0 bedrooms
1 bathroom
Sleeps 4
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Newly renovated home w/ deck & amazing location near town/beach - 1 dog OK!
13 reviews
3 bedrooms
2 bathrooms
Sleeps 6
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Comfortable condo with shared tennis courts & pool - close to beaches
33 reviews
0 bedrooms
1 bathroom
Sleeps 4
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Charming Gingerbread Cottage in Historic Campgrounds in Oak Bluffs Sleeps Nine
8 reviews
5 bedrooms
3 bathrooms
Sleeps 9
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Frequently Asked Questions about Oak Bluffs
Do any holiday rentals in Oak Bluffs have a pool?
Yes, here are some popular holiday rentals in Oak Bluffs that have a pool:
Heated Pool, AC, WiFi, Sleeps 22, 2 mi to beach!
Private Family Home, Heated Backyard Pool,Outdoor Shower, AC,Pet Friendly, 5 br
Spectacular Martha's Vineyard Island Home!
See all holiday rentals with a pool in Oak Bluffs on Tripadvisor
Do any holiday rentals in Oak Bluffs have internet access?
Yes, here are some popular holiday rentals in Oak Bluffs that have internet access:
ENJOY WATERVIEWS OF SENGENKONTACKET POND FROM THE WONDERFUL DECK
CLASSIC AND CHARMING COTTAGE WALKING DISTANCE TO THE BEACH AND TOWN
QUINTESSENTIAL VINEYARD SUMMER HOME
See all holiday rentals in Oak Bluffs on Tripadvisor
What are the best pet friendly rentals in Oak Bluffs?
The best pet friendly rentals in Oak Bluffs are:
In-Town Historic Property on Martha's Vineyard
Clean, comfortable ranch with lots of amenities
Heated Pool, AC, WiFi, Sleeps 22, 2 mi to beach!
See all pet friendly holiday rentals in Oak Bluffs on Tripadvisor
What are some great rentals in Oak Bluffs that are kid friendly?
Some of the most popular kid friendly rentals in Oak Bluffs are:
Summer Vacation Rental
In-Town Historic Property on Martha's Vineyard
Oak Bluffs Contemporary Summer Home
See all kid friendly holiday rentals in Oak Bluffs on Tripadvisor