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House Rentals - Oak Bluffs, MA
Holiday Rentals
USA
Massachusetts (MA)
Martha's Vineyard
Oak Bluffs
Oak Bluffs House Rentals
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Bedrooms
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Amenities
Internet or Wifi (231)
Air Conditioning (216)
Washer/Dryer (215)
Grill (207)
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Suitability
Kid friendly (226)
Pet friendly (45)
Smoking allowed (5)
Elder access (1)
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Property type
Holiday Rental House (234)
Condominium/Apartment (0)
Cabin Holiday Rental (0)
Private Room (0)
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Distinctive Features
Waterfront (30)
Boat Available (3)
Private Chef (0)
Private Beach (0)
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Distance from
5 km
Martha's Vineyard Camp meeting Association (MVCMA)
Inkwell Beach
Ocean Park
Flying Horses Carousel
Circuit Avenue
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234 rentals
in Oak Bluffs.
Close to town, beautifully updated
23
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 8
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Sleeps, Holiday Rental House
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Modern 4 bed/3.5 bath Farmhouse, private HEATED POOL and AC on bike path
18
Holiday Rental House
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6 bedrooms
4 bathrooms
Sleeps 10
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Charming, cozy spacious home within 1 mile walking distance to Oak Bluffs
24
Holiday Rental House
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5 bedrooms
2 bathrooms
Sleeps 8
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Perfect for Family, Friends, or a Romantic Getaway - Newly Renovated!
3
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 7
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Fully Renovated & Spacious home walking distance to downtown Oak Bluffs/Beaches
11
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
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Private Meadow View Family Retreat - 4 BR, AC, Large Yard, Tennis, on Bike Path
22
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 8
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Sleeps, Holiday Rental House
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Please let us know in advance which ferry you’re on and arrival time.
18
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
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Sleeps, Holiday Rental House
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Cozy, exceptional view, quiet, high speed WIFI, close to all island attractions
12
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 8
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Make Lasting Memories In This Adorable Vineyard Cottage!
30
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
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Sleeps, Holiday Rental House
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New Construction with Patio & Yard - Downtown & Beaches
64
Holiday Rental House
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5 bedrooms
3 bathrooms
Sleeps 10
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Sleeps, Holiday Rental House
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ART FILLED BEACH COTTAGE IN THE PRIVATE WATERFRONT COMMUNITY OF WATERVIEW FARMS!
25
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 6
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Luxury Loft Historic Center Oak Bluffs
8
Holiday Rental House
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6 bedrooms
3 bathrooms
Sleeps 13
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Wonderful three-story home with lovely decks, firepit, fast WiFi & washer/dryer
8
Holiday Rental House
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5 bedrooms
2 bathrooms
Sleeps 10
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Multiple Ensuites, Central Air, Perfect Location
38
Holiday Rental House
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4 bedrooms
4 bathrooms
Sleeps 8
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Cozy cottage 3/4 mile from Oak Bluffs harbor
14
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Location & Charm -- Central AC, 100% Renewable Energy
40
Holiday Rental House
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5 bedrooms
2 bathrooms
Sleeps 8
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Comfortable Island Home, Easy Access to Beaches and Town
69
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 8
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Carriage House, Swimming, Boating, Kayaking, just steps from your door...
5
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 5
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Great location, happy house 0.5 mile Nancy’s & Jetty Beach.
12
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
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Historic Oak Bluffs home, short walk to town, beach, and harbor.
10
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 6
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Cute & cozy cottage with a patio & gas grill in the heart of Martha's Vineyard
11
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 6
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Classic Oak Bluffs Beach House | Excellent Harbor Views | Near Shops & Dining
6
Holiday Rental House
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5 bedrooms
1 bathroom
Sleeps 8
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,Artist Guest House on beautiful estate open concept King Sized Bunk Beds
2
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 3
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Sweet Get Away Suite, Private Beach &Tennis
13
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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Sleeps, Holiday Rental House
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Quintessential Martha's Vineyard cottage with yard/patio - walk to Inkwell
4
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
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GingerBread Cottage at Oak Bluffs
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 6
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Vineyard Cottage Charm, Walk to Beach, On Bike Path, Near Town
7
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 6
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Sweet Little Post&Beam
10
Holiday Rental House
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1 bedroom
2 bathrooms
Sleeps 2
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Family home located near everything needed for the perfect vacation.
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 7
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New to the rental market! Air conditioned family home, 1 mile from Circuit Ave
Holiday Rental House
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4 bedrooms
0 bathrooms
Sleeps 10
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OB Cozy-Cottage-Glam off Circuit with Great Outdoor living
7
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 5
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Sleeps, Holiday Rental House
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#CozyBluffs #OakBluffs #EastChop 1 BD, 1.5 bath home-Walk to Town-Ferries-Beach!
6
Holiday Rental House
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1 bedroom
2 bathrooms
Sleeps 2
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2025 NOW OPEN! Updated Oak Bluffs home! Close to everything!
2
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 5
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Rustic circa 1870s home w/outdoor shower, 3 decks & private grill - 1 dog OK
12
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 6
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Cozy Beach Cottage
17
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 3
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Sleeps, Holiday Rental House
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Delilah & Joseph Pierce House
10
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 6
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Lakefront Cottage with a Deck, Free WiFi, Gas Grill - Close to Ferries & Beaches
5
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
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Sleeps, Holiday Rental House
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Oak Bluffs Retreat - The perfect getaway!
9
Holiday Rental House
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2 bedrooms
3 bathrooms
Sleeps 6
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Sleeps, Holiday Rental House
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Dog-Friendly Downtown Home w/Free WiFi, Deck, Water Views, & Partial A/C
13
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 6
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Serene Sengekontacket Pond Getaway
10
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 5
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Sleeps, Holiday Rental House
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Fabulous Waterfront 3-Bedroom Martha's Vineyard Cottage
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Sleeps, Holiday Rental House
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Beautiful Carriage House on the Chop
8
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 6
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Brick Ranch on Cul-de-sac, with Fireplace and Central Air Conditioning !
5
Holiday Rental House
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5 bedrooms
2 bathrooms
Sleeps 8
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Sleeps, Holiday Rental House
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Convenient In-Town (Oak Bluffs) Location
8
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 4
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Sleeps, Holiday Rental House
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Lovely Home Prvt Apt- 2 bedrms1.5 baths full kitch living /dining rm 2 car
15
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 4
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Sleeps, Holiday Rental House
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Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs
31
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 4
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Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat
1
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 7
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Sleeps, Holiday Rental House
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Peaceful Summer Oasis
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 8
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Sleeps, Holiday Rental House
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Oak Bluffs Martha Vineyard
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 9
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Sleeps, Holiday Rental House
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Arrowsmith Cottage - Oak Bluffs - 1 mi to Eastville Point Beach via bike path.
21
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 4
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Sleeps, Holiday Rental House
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