The Vale, Massachusetts Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in The Vale, Massachusetts on RentalSaver.com!

The Vale Rentals

From $959 per night (USD)
VRBO
Multiple Ensuites, Central Air, Perfect Location
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Our home is approximate 2200sf and has 4 bedrooms including 3 bedrooms with en-suite bathrooms (all on second floor) an ...
From $959 per night (USD)
VRBO
From $1053 per night (USD)
VRBO
Gingerbread cottage with stunning Oak Bluffs Harbor View
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Amazing vacation spot Enjoy beautiful views of Oak Bluffs Harbor and beyond Historic gingerbread cottage Large front por ...
From $1053 per night (USD)
VRBO
From $750 per night (USD)
VRBO
Location, Location, Location- Updated East Chop Year Round Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Oak Bluffs: Located in East Chop! Beautiful year round home steps to Oak Bluffs Harbor, East Chop Beach Club, Jetty Beac ...
From $750 per night (USD)
VRBO
From $498 per night (USD)
VRBO
Lovely Home Prvt Apt- 2 bedrms1.5 baths full kitch living /dining rm 2 car prkng
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Lovely private first floor of raised ranch house. Sleeps Four in 2 bedrooms (queen and two singles). One and a half bat ...
From $498 per night (USD)
VRBO
$A BRILLANT WAY\nCentral Location To Beach/Shops/Restaurants/Arcade/Family Bowling$
From $598 per night (USD)
VRBO
A BRILLANT WAY\nCentral Location To Beach/Shops/Restaurants/Arcade/Family Bowling
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
A Brillant Way is a Brilliant Condo located in the heart of Oak Bluffs. Second level has 2 bedrooms - Queen size bed in ...
From $598 per night (USD)
VRBO
From $391 per night (USD)
VRBO
Oak Bluffs Cutie Near Beach + Town Center! Ferry tix available for some dates!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Enjoy both worlds - a peaceful atmosphere with many comfortable places to escape to read, nap or chat, near the heart of ...
From $391 per night (USD)
VRBO
From $666 per night (USD)
VRBO
Oak Bluffs Gingerbread Cottage near Downtown, Beach, Ferry and Ocean Park!
Bedrooms:
1
Bathrooms:
5
Sleeps:
8
- Magnificent front porch for rocking and peaceful island observations! - All furniture is whimsical and light to match ...
From $666 per night (USD)
VRBO
From $529 per night (USD)
VRBO
Perfect Home For A Family Vacation With All The Amenities
Bedrooms:
4
Bathrooms:
4
Sleeps:
13
This professionally designed & decorated vacation home is great for a quiet get away for one or two couples/families or ...
From $529 per night (USD)
VRBO
From $467 per night (USD)
VRBO
Spacious family house, short walk to the Lagoon & close to Oak Bluffs center
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
The 'Anchor Inn' on Carole Avenue is the perfect spot for your family to relax and enjoy the Vineyard! The home is a 4 ...
From $467 per night (USD)
VRBO
From $319 per night (USD)
VRBO
Held July weeks open & discounted! Updated Oak Bluffs home! Close to everything!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
This home was updated in 2023! Beautiful detached 2 bedroom within walking distance to the center of Oak Bluffs. The ext ...
From $319 per night (USD)
VRBO
From $415 per night (USD)
VRBO
Martha's Vineyard Beachfront Condo in Oak Bluffs
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy all that Martha's Vineyard has to offer in this spacious two bedroom, two full bath beautifully furnished condo ov ...
From $415 per night (USD)
VRBO
From $772 per night (USD)
Expedia
Spacious Waterview Condo - Steps To The Beach, Right Across The Street!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Prime location close to the center of town in the fabulous SeaView Condo building in the heart of Oak Bluffs. Highly des ...
From $772 per night (USD)
Expedia
From $1851 per night (USD)
VRBO
7/6-7/13 AVAILABLE DUE TO LAST MINUTE CANCELLATION! Walk to Beach!
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
LAST MINUTE CANCELLATION FOR JULY 6TH - 13TH, 2025!! This charming Vineyard home just completed a large renovation incl ...
From $1851 per night (USD)
VRBO
From $879 per night (USD)
Expedia
The quintessential MV home. Now booking for 2025!
Bedrooms:
4
Bathrooms:
4
Sleeps:
9
Pirate's Cove is a young, Victorian-style home, designer-decorated and nestled on a quiet lane in East Chop, located jus ...
From $879 per night (USD)
Expedia
From $503 per night (USD)
VRBO
WALK TO BEACHES,HARBOR,EVERYTHING!! IN-TOWN OB! A/C,Large Deck,Gazebo,Yard
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
***IMPORTANT--PLEASE "MESSAGE " HOST FIRST----BEFORE SENDING A BOOKING REQUEST!! ( JUST CLICK ON " CONTACT HOST" (you ...
From $503 per night (USD)
VRBO
From $980 per night (USD)
VRBO
Large, Charming Vintage Cape Cod Cottage, 2 Blocks to Town and Beaches!
Bedrooms:
1
Bathrooms:
5
Sleeps:
10
Victorian Cape Cod Cottage located in the highly desired Oak Bluffs Copeland District in Martha's Vineyard. Large family ...
From $980 per night (USD)
VRBO
From $397 per night (USD)
VRBO
Charming Oak Bluffs Cottage: Prime Location, Stylish Comfort & Serene Privacy
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to your Vineyard getaway! Nestled in a peaceful neighborhood in Oak Bluffs, this cozy two-bedroom, one-bath cott ...
From $397 per night (USD)
VRBO
From $586 per night (USD)
VRBO
Historic Home in East Chop
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Renovated home in East Chop, Oak Bluffs, Martha’s Vineyard. Built in 1872 by my great, great grandfather, the house has ...
From $586 per night (USD)
VRBO
From $1179 per night (USD)
VRBO
Modern, luxury 5-bed, 4.5-bath w/full basement! Now booking for 2025!
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Pirate's Reef is a NEW and beautifully decorated residence that offers 5 spacious bedrooms (2 master suites!) with 4.5 b ...
From $1179 per night (USD)
VRBO
From $606 per night (USD)
VRBO
Lovely vacation home within walking distance to Oak Bluffs and the beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your summer vacation home! This is a 3 bedroom 2 1/2 bath home located less than a mile from downtown Oak Bl ...
From $606 per night (USD)
VRBO
From $577 per night (USD)
VRBO
Oak Bluffs - Quiet neighborhood
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Less than a mile from downtown, harbor and beach. Located in a quiet neighborhood, guests are sure to enjoy a memorable ...
From $577 per night (USD)
VRBO
From $1201 per night (USD)
Expedia
Oak Bluff's Victorian Walk to Town & Beaches
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
About this space First floor has AC and hosts windowed living, dining, work space, kitchen and garden apartment that sle ...
From $1201 per night (USD)
Expedia
From $1097 per night (USD)
VRBO
Heart of Oak Bluffs - A Newly Renovated Gem, 5 Minute Walk to Town!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Discover the perfect blend of location and luxury in this beautifully renovated charmer, centrally situated in Oak Bluff ...
From $1097 per night (USD)
VRBO
From $887 per night (USD)
Expedia
Charming home near downtown & beach with patio, outdoor shower, grill, & W/D
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Blissful Island Haven Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $887 per night (USD)
Expedia
From $726 per night (USD)
VRBO
Cozy vineyard cottage close to downtown with outdoor living space and amentiies.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
2 Decks, hot tub and close to everything. Has all new stainless appliances, wi-fi, cable, grill, about one mile walk t ...
From $726 per night (USD)
VRBO
From $335 per night (USD)
Expedia
Dog-Friendly Downtown Home w/Free WiFi, Deck, Water Views, & Partial A/C
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Marsh Walk Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $335 per night (USD)
Expedia
From $706 per night (USD)
VRBO
Location , Location , Location ! Walking distance to the beach.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Bellavista at the Seaview. This oceanfront condo is a coveted two bedroom , two bathroom home that was comple ...
From $706 per night (USD)
VRBO
From $1122 per night (USD)
Expedia
Spacious 5-bedroom house with AC and WiFi in brilliant Oak Bluffs
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Perched on a grassy hill, this majestic home has sweeping views of Oak Bluffs Harbor and is just minutes from East Chop ...
From $1122 per night (USD)
Expedia
From $902 per night (USD)
VRBO
New to the rental market! Air conditioned family home, 1 mile from Circuit Ave
Bedrooms:
0
Bathrooms:
4
Sleeps:
10
New rental! Get away from it all in this Oak Bluffs secluded family friendly home offering 4 bedrooms, 2 full bathrooms, ...
From $902 per night (USD)
VRBO
From $809 per night (USD)
Expedia
Family friendly, walking distance to town, harbor, shops, restaurants, beaches
Bedrooms:
2
Bathrooms:
5
Sleeps:
6
Canary Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $809 per night (USD)
Expedia
From $642 per night (USD)
VRBO
Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Nestled in the charming town of East Chop, this 3-bedroom vacation home offers the perfect escape for your next getaway. ...
From $642 per night (USD)
VRBO
Click For Pricing
Expedia
Vineyard charm island memories
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
Great location,wonderful front porch,incredible kitchen,outdoor gas grill,walking distance to downtown,beaches,A/C,Marth ...
Click For Pricing
Expedia
From $617 per night (USD)
VRBO
Quintessential Martha's Vineyard cottage with yard/patio - walk to Inkwell Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The Pinkletink Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $617 per night (USD)
VRBO
From $508 per night (USD)
VRBO
In the heart of East Chop. Walks on East Chop Dr. Then relax on the private deck
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Great East Chop (Oak Bluffs) location! Take morning walks on world famous East Chop Drive, or watch the sunset from ther ...
From $508 per night (USD)
VRBO
From $612 per night (USD)
VRBO
Bright Modern House AC 3full baths, 3+ bedrooms, 2 balconies, deck & parking
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Bright air conditioned house has common space living TV room, dining and kitchen together. 1st floor has 1 bedroom with ...
From $612 per night (USD)
VRBO
Click For Pricing
Expedia
Cozy Family Cottage Circuit Ave OB Walk to Everything
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Stay comfortably in Oak Bluffs at this 4-bedroom cottage. With 2 full beds a twin beds, this quaint property is perfect ...
Click For Pricing
Expedia
From $468 per night (USD)
VRBO
Charming studio with amazing location near town & beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Sankofa Studio Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $468 per night (USD)
VRBO
From $846 per night (USD)
Expedia
House with guest studio close to town and beach with grill, games, AC & patio
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Sankofa Martha's Vineyard Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $846 per night (USD)
Expedia
From $793 per night (USD)
VRBO
Charming 3-bedroom w/loft.New Construction home with AC,WiFi. Short walk to town
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This Oak Bluffs home boasts 3 inviting bedrooms and a cozy loft, including 2 king beds, 2 full beds and a queen sofa bed ...
From $793 per night (USD)
VRBO
From $391 per night (USD)
Expedia
Oak Bluffs 3-Bedroom Victorian Cottage, Steps from Sunset Lake/Park
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Step Into Vineyard history—with a modern twist. Originally part of the historic Methodist Campground in Oak Bluffs, this ...
From $391 per night (USD)
Expedia
From $1201 per night (USD)
VRBO
Modern Cottage Walk To Town & Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Enjoy one of Oak Bluffs’ newest accommodations perched at the peak of the Highlands boasting just a 10 minute walk to to ...
From $1201 per night (USD)
VRBO
From $642 per night (USD)
Expedia
Charming 3-Bedroom Home in the Heart of Oak Bluffs
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your perfect Martha’s Vineyard getaway! Nestled in the heart of Oak Bluffs, this charming 3-bedroom home offe ...
From $642 per night (USD)
Expedia
From $429 per night (USD)
VRBO
1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Dogs Welcome w/ Fee | Beach Across Street | Postcard-Worthy Sunsets Easy island living awaits at this 3-bedroom, 1-bath ...
From $429 per night (USD)
VRBO
From $465 per night (USD)
Expedia
Walk to Beach & Lighthouse: Oak Bluffs Studio!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Pets Welcome w/ Fee | Solo Getaway or Couple's Retreat Island charm meets laid-back comfort at this 1-bathroom studio i ...
From $465 per night (USD)
Expedia
From $977 per night (USD)
VRBO
Peaceful East Chop Vineyard 5-BR 3-BA home, AC, large yard, Guest apt add-on.
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Located in exclusive East Chop area of Oak Bluffs, enjoy what this 5-bedroom house has to offer. Walk to beach, a safe, ...
From $977 per night (USD)
VRBO
From $361 per night (USD)
Expedia
Quaint, ranch style home in Oak Bluffs with central air
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
The Rootskeller Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $361 per night (USD)
Expedia
From $701 per night (USD)
VRBO
Walk to Beach Spacious Retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Escape to our vineyard home, a charming haven nestled on 1/3 acre of land within steps to the center of town. This retre ...
From $701 per night (USD)
VRBO
From $3468 per night (USD)
VRBO
Spacious 9-bedroom house with Waterview, WiFi, AC in delightful Oak Bluffs
Bedrooms:
4
Bathrooms:
9
Sleeps:
18
Get ready to relax in this 9-bedroom house in Oak Bluffs. This superb property boasts 3 king beds, 5 full beds, and 2 tw ...
From $3468 per night (USD)
VRBO
From $661 per night (USD)
VRBO
Charming 3-bedroom house in OakBluffs, walking distance to Circuit Ave!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Nestled in Oak Bluffs, this delightful house offers 4 bedrooms including 1 king bed, 2 queen beds, and 1 bunk bed. With ...
From $661 per night (USD)
VRBO
From $642 per night (USD)
VRBO
Walk to OB Restaurants, Shopping, Harbor & Beaches! Winter monthly rental avail.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This beautiful, open concept, fully furnished home is just footsteps to Sunset Lake, harbor, beaches, entertainment, res ...
From $642 per night (USD)
VRBO
From $815 per night (USD)
VRBO
Sweet Apartment in the Heart of Oak Bluffs
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This charming apartment is centrally located on Circuit Ave in the heart of Oak Bluffs above a popular restaurant. It is ...
From $815 per night (USD)
VRBO
From $568 per night (USD)
Expedia
Family home located near everything needed for the perfect vacation.
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
The house was recently renovated with new appliances and other furnishing. Appliances include a convection oven, dishwas ...
From $568 per night (USD)
Expedia
From $802 per night (USD)
VRBO
Perfect location! Beach, Harbor & Town. Beautiful 1st Floor Apartment Oasis
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This lovely, in-town, first-floor apartment is in a renovated 1800's historic Oak Bluffs cottage with a fenced in landsc ...
From $802 per night (USD)
VRBO
From $822 per night (USD)
Expedia
Enchanting bungalow with golf nearby, full kitchen, central AC, & washer/dryer
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
East Chop 90 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $822 per night (USD)
Expedia
Click For Pricing
VRBO
Vacation In This Historic And Luxurious Martha's Vineyard Home
Bedrooms:
5
Bathrooms:
7
Sleeps:
14
Perched on the corner of Ocean Park overlooking Nantucket Sound and across the street from the beach, this elegant home ...
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VRBO
$Renovated Historic House \The Legacy House\$
From $746 per night (USD)
Expedia
Renovated Historic House \"The Legacy House\"
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
2 Blocks - walking distance to Inkwell Beach! Walking distance to Circuit Avenue, Ocean Park, and Oak Bluffs ferry. Pea ...
From $746 per night (USD)
Expedia
From $371 per night (USD)
VRBO
Coastal home with outdoor shower, grill, fireplace, central AC, & W/D
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Yellow Brick Road House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $371 per night (USD)
VRBO
From $1028 per night (USD)
Expedia
Indulge in the ultimate vacation experience at this exquisite custom log home.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Turnover days are Saturday to Saturday Experience the ultimate in luxury and relaxation in the exclusive Eastville area ...
From $1028 per night (USD)
Expedia
Click For Pricing
VRBO
Secluded but not Isolated home for all to enjoy
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
A lovely contemporary cape in East Chop with 3 bedrooms, loft & 2 full baths. High ceilings & skylights. A 1/2 mile walk ...
Click For Pricing
VRBO
Click For Pricing
Expedia
3 BR cozy Vineyard Vacation Apartment
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
3 BR apartment located on Circuit Ave walking distance to town. This unit feels like its own house. The kitchen and livi ...
Click For Pricing
Expedia
From $456 per night (USD)
VRBO
Fully Renovated & Spacious home walking distance to downtown Oak Bluffs/Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Newly renovated three-level home with 3 bedrooms 2 bathrooms within walking distance to the heart of Downtown Oak Bluffs ...
From $456 per night (USD)
VRBO
From $1229 per night (USD)
VRBO
Famous Gingerbread House named Seashrimp across from Oak Bluffs Harbor
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Year-round in-town Historical Famous Seashrimp Gingerbread House across from harbor/Nancy's all on the water restaurants ...
From $1229 per night (USD)
VRBO
From $705 per night (USD)
VRBO
Heart of Oak Bluffs, No Car Needed! Ocean Views, Walk to Everywhere!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to “Gem of the Ocean”! Martha’s Vineyard vacationers dream! This recently updated condo with private balcony and ...
From $705 per night (USD)
VRBO
From $1407 per night (USD)
VRBO
Martha’s Vineyard 7 Bedroom Vintage Home! 15 min walk to beaches and Oak Bluffs!
Bedrooms:
2
Bathrooms:
7
Sleeps:
14
Fantastic home available from May to October. Seven Bedrooms, one den with pull out couch, two bathrooms and a dreamy o ...
From $1407 per night (USD)
VRBO
From $428 per night (USD)
VRBO
Fully Renovated & Spacious home within walking distance of Oak Bluffs / Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Newly renovated three-level home with three bedrooms and two bathrooms within walking distance to the heart of Downtown ...
From $428 per night (USD)
VRBO
From $572 per night (USD)
Expedia
Charming cottage near the beach with a furnished deck, yard, & washer/dryer
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Birds of Paradise Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $572 per night (USD)
Expedia
From $1854 per night (USD)
VRBO
Daniels House is your next vacation home in Oak Bluffs.
Bedrooms:
6
Bathrooms:
9
Sleeps:
18
Breath taking views from this newly restored quintessential 1899 Oak Bluffs Cottage style home. It is equipped with 9 la ...
From $1854 per night (USD)
VRBO
From $723 per night (USD)
VRBO
Charming Oak Bluffs Retreat – Walk to Town, Harbor & More
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Just outside downtown Oak Bluffs, this 3-bedroom, 2.5-bath home features Central AC and an open layout ideal for gatheri ...
From $723 per night (USD)
VRBO
From $961 per night (USD)
VRBO
Historical house with wraparound porch, modern updates, enclosed yard, & W/D
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
Victorian by the Sea Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $961 per night (USD)
VRBO
From $962 per night (USD)
VRBO
Oceanview East Chop Beach House - 4 Bed/2 Bath - 5 min walk to beach
Bedrooms:
1
Bathrooms:
4
Sleeps:
9
The perfect vacation awaits you at Frog Prince Cottage in beautiful East Chop, the finest neighborhood in Oak Bluffs. Ou ...
From $962 per night (USD)
VRBO
From $628 per night (USD)
VRBO
Spacious 4 BR Home, Steps to Lagoon, Minutes to Downtown Oak Bluffs and Beaches!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Spacious two-level four-bedroom house within steps to lagoon located in Oak Bluffs and within minutes (2 Miles) to Downt ...
From $628 per night (USD)
VRBO
From $526 per night (USD)
Expedia
Inviting, two-story home with a large yard, sunroom, balcony, & washer/dryer
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Gingerbread Dream Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $526 per night (USD)
Expedia
From $565 per night (USD)
VRBO
Family-built Oak Bluffs property in a wonderful location
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Frazier Circle, Unit 1 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $565 per night (USD)
VRBO
From $1214 per night (USD)
Expedia
Family-built Oak Bluffs property in a great location with kitchens & hot tub
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Frazier Circle Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $1214 per night (USD)
Expedia
From $726 per night (USD)
VRBO
Family-built Oak Bluffs property in a wonderful location
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Frazier Circle, Unit 2 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $726 per night (USD)
VRBO
Click For Pricing
Expedia
Cute 4-BR House within walking distance of Circuit Avenue
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
It is all about location! Leave the car at the house, and walk right into town. This 4 bedroom, 2 bath home features a l ...
Click For Pricing
Expedia
From $1464 per night (USD)
VRBO
Historic, dog-friendly beach view house with fast WiFi, ocean view, & grill
Bedrooms:
4
Bathrooms:
6
Sleeps:
11
Captain Shaw Norris House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $1464 per night (USD)
VRBO
From $366 per night (USD)
Expedia
Martha's Vineyard Home: Walk to Oak Bluffs Beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Book your next East Coast escape at this Oak Bluffs vacation rental! Conveniently located near downtown Oak Bluffs, this ...
From $366 per night (USD)
Expedia
From $871 per night (USD)
VRBO
Spacious home in central location with beautiful patio, pool table, W/D, & AC
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Bird Street Breeze Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $871 per night (USD)
VRBO
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Expedia
Martha's Vineyard Home w/ Deck < 1 Mi to Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Discover the beauty of Martha’s Vineyard when you stay at this charming 3-bedroom, 2.5-bathroom vacation rental! Situate ...
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Expedia
From $870 per night (USD)
VRBO
Walk to town & beach A/C, Strong WiFi, family & pet friendly. Outdoor shower
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summertime! And the living is easy in this comfortable, casual home on Martha's Vineyard. The large front deck is great ...
From $870 per night (USD)
VRBO
From $620 per night (USD)
Expedia
Spacious colonial home close to town with AC, porches, & W/D
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Seabreeze Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $620 per night (USD)
Expedia
From $955 per night (USD)
VRBO
Charming, Victorian in East Chop
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Relax with the whole family at this peaceful place to stay. Ideally located in East Chop, in walking distance to the B ...
From $955 per night (USD)
VRBO
From $274 per night (USD)
VRBO
Spacious 1 Bedroom Apt - 3 min Walk to the Beach!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
A perfect place for 1-4 people to stay! You will have plenty of room, shared use of a grill, backyard, and outdoor dinin ...
From $274 per night (USD)
VRBO
From $2327 per night (USD)
VRBO
Waterfront House On Oak Bluffs Harbor
Bedrooms:
1
Bathrooms:
5
Sleeps:
10
Rarely available, large 5 bedroom home with 2 bathrooms and an outside shower right on Oak Bluffs Harbor. Great for fami ...
From $2327 per night (USD)
VRBO
From $1097 per night (USD)
VRBO
Big Beach House - Ocean Views!
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
Original 1900 Victorian home, updated in 2006, located in the historic Copeland District just one block from the beach. ...
From $1097 per night (USD)
VRBO
$\The Carousel House\ - Ocean Park - Featured in New York Times$
From $1862 per night (USD)
VRBO
\"The Carousel House\" - Ocean Park - Featured in New York Times
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
This house, built in 1865, was featured in the New York Times article on Oak Bluffs, 'The President Was Here (Grant, Tha ...
From $1862 per night (USD)
VRBO
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Expedia
Remodeled and historic, beautiful Oak Bluffs home. Walk to Town and Ferry.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This is a beautifully remodeled, and meticulously maintained house in Cottage City. The property is a short walk to town ...
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Expedia
From $263 per night (USD)
VRBO
Perfect location! By Beach, Harbor & Town! Gorgeous Gingerbread Upstairs Aptmt
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
July and August: Turnover day is generally Friday. This lovely, in-town, impeccably renovated 1800's historic Oak Bluff ...
From $263 per night (USD)
VRBO
From $518 per night (USD)
VRBO
September 2025 Available! 6 Beds! Near Ocean Park, Inkwell, Ferry, Flying Horses
Bedrooms:
2
Bathrooms:
6
Sleeps:
12
6 Bedrooms with incredible location will comfortably allow your family to vacation in the best part of Oak Bluffs. The l ...
From $518 per night (USD)
VRBO
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VRBO
GingerBread Cottage at Oak Bluffs
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Resort may charge damage deposit fees, cleaning fees, activities fees, and applicable Resort lodging taxes. Intimate Ho ...
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VRBO
From $947 per night (USD)
VRBO
Inca Gardens Apt. New To Market - Lg Patio - Pets
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Inca Gardens is a 2nd-floor apartment of a cute house located in a quiet area of Martha's Vineyard between Oak Bluffs an ...
From $947 per night (USD)
VRBO
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VRBO
Luxury Loft Historic Center Oak Bluffs
Bedrooms:
2
Bathrooms:
6
Sleeps:
13
This is a wonderfully designed contemporary loft space that is both chic and comfortable. The couches and chairs are do ...
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VRBO
From $2456 per night (USD)
VRBO
Fabulous Waterfront 3-Bedroom Martha's Vineyard Cottage
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
This quintessential Vineyard cottage was built in the 1920's, and retains most of its original charm and character. Loca ...
From $2456 per night (USD)
VRBO

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