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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 $1338 per night (USD)
Expedia
Enchanting home with tennis, firepit, golf nearby & washer/dryer
Bedrooms:
4
Bathrooms:
4
Sleeps:
9
Bird's Paradise Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $1338 per night (USD)
Expedia
From $996 per night (USD)
VRBO
Sengekontacket Contemporary With Water Views
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
**JULY HOT DEAL: SAVE 10% OFF 7/13 - 7/20 OR SHORTER STAY AVAILABLE | BOOK BY PHONE** POINT B EXCLUSIVE - Tucked away in ...
From $996 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
From $568 per night (USD)
VRBO
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)
VRBO
From $681 per night (USD)
VRBO
MODERN BEACH COTTAGE IN PRIVATE WATERFRONT COMMUNITY ON SENGEKONTACKET Pond
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
FIRST TIME OFFERED...This bright and airy beach cottage is newly renovated and furnished (2021), primarily for our perso ...
From $681 per night (USD)
VRBO
From $526 per night (USD)
VRBO
Charming, gracious cape 3 minute walk to private beach on Lagoon. Dog-friendly!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Lovely classic Vineyard cape located on a very quiet dead end street with access to a private sandy beach on the Lagoon. ...
From $526 per night (USD)
VRBO
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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
From $6933 per night (USD)
VRBO
THE PARK ESTATE! Your Martha's Vineyard Getaway!
Bedrooms:
5
Bathrooms:
6
Sleeps:
16
Our amazing property is a perfect place to spend with family and friends! The property is wonderful for everything from ...
From $6933 per night (USD)
VRBO
From $2931 per night (USD)
Expedia
BEAUTIFUL CUSTOM BUILT HOUSE WITH A POOL AND HOT TUB!!!
Bedrooms:
4
Bathrooms:
6
Sleeps:
10
A gorgeous builder's house; this hidden pearl is elegant, private and relaxing. Conveniently located 3 miles from the Tr ...
From $2931 per night (USD)
Expedia
From $302 per night (USD)
VRBO
Make Lasting Memories In This Adorable Vineyard Cottage!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This quaint cottage, nestled in a quiet neighborhood of Oak Bluffs, is perfect for a romantic getaway, a special place t ...
From $302 per night (USD)
VRBO
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 $748 per night (USD)
VRBO
OB Cozy-Cottage-Glam off Circuit with Great Outdoor living
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Location!!! Location!!! This updated cottage is a quick walk to town, beach, Tony’s Deli, tennis and basketball courts, ...
From $748 per night (USD)
VRBO
From $495 per night (USD)
Expedia
Lovely two bedroom apartment with indoor fireplace
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
It’s very cozy and comfortable, New Construction, if you like to do walk is close to the path and trial, ride bikes, it ...
From $495 per night (USD)
Expedia
From $1730 per night (USD)
VRBO
Charming Vacation Home in Oak Bluffs.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Just a stone away from Oak Bluffs and its beaches, this chic 4 bedroom home provides comfort and privacy. The large bedr ...
From $1730 per night (USD)
VRBO
From $1502 per night (USD)
Expedia
** Vineyard Vacation Retreat ** with HOT TUB
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Gated 2br house with lots of different places to lounge and relax. Drive through the 10’ granite gate onto the shell dri ...
From $1502 per night (USD)
Expedia
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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 ...
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VRBO
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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 ...
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Expedia
From $1512 per night (USD)
VRBO
**Vineyard Vacation Retreat** -3 BR
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Just a stone's throw from Oak Bluffs and it's beaches, this chic 3 bedroom home provides comfort and privacy. The large ...
From $1512 per night (USD)
VRBO
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Expedia
Updated home with forest views, deck, firepit, fast WiFi - near town/beaches
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
White Pearl Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
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Expedia
From $546 per night (USD)
VRBO
Modern Family Home Walkable to Town
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Unwind at this stunning newly renovated home with modern furnishing! The home is on a quiet, well-maintained private roa ...
From $546 per night (USD)
VRBO
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Expedia
Oak Bluffs Summer Getaway Cape & Pet friendly!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Newly renovated cape in a quiet neighborhood near Lagoon Pond (1/2 mile away), 1.5 miles from downtown Oak Bluffs, very ...
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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 $348 per night (USD)
VRBO
Tree Top Suite Get-Away
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Our beautiful suite has a private entrance, is a walk down an old fashioned dirt road to a private beach and also right ...
From $348 per night (USD)
VRBO
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VRBO
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 ...
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VRBO
From $1050 per night (USD)
Expedia
Beautiful Custom Home In Oak Bluffs
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Discover 4 spacious bedrooms with well planned living space with a inviting porch that wraps around 3/4 of the house is ...
From $1050 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
From $646 per night (USD)
VRBO
Oak Bluffs Home with Renovated Screened-in Porch - Short Drive to Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Fallen Oak Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $646 per night (USD)
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 $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)
Expedia
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)
Expedia
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 $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 $679 per night (USD)
VRBO
3-BR Oak Bluffs Escape - Quick Trip to Towns & Beaches!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Escape and exhale in this bright, airy 3-bedroom, 2.5-bathroom retreat that sleeps up to 7. Centrally located between Oa ...
From $679 per night (USD)
VRBO
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 $719 per night (USD)
VRBO
Hideaway At Meadow View Farm/Private Tennis Courts with Spacious Bedrooms
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This Martha’s Vineyard Hideaway is nestled in the desirable Meadow View Farms area of Oak Bluffs, and includes access to ...
From $719 per night (USD)
VRBO
From $246 per night (USD)
VRBO
Martha’s Vineyard studio
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Studio apartment on highly sought resort island of Martha’s Vineyard. 500 square feet with private entrance, bathroom, ...
From $246 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
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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 $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 $1295 per night (USD)
Expedia
Charming home with private hot tub, firepit, deck, grill, outdoor shower, AC
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Tiffany's Treasure Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $1295 per night (USD)
Expedia
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)
Expedia
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)
Expedia
From $525 per night (USD)
VRBO
Charming Martha's Vineyard retreat close to beaches & downtown - large yard
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Set Sail Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired d ...
From $525 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
From $830 per night (USD)
Expedia
New 2 min from Circuit ave
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
* new for 2025: Gameroom with pool table and ping pong table. * Welcome to this beautifully renovated home, located wit ...
From $830 per night (USD)
Expedia
From $572 per night (USD)
VRBO
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)
VRBO
From $871 per night (USD)
Expedia
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)
Expedia
From $1214 per night (USD)
VRBO
Vineyard Social-Spacious 5BR Home in Oak Bluffs
Bedrooms:
4
Bathrooms:
5
Sleeps:
14
Experience comfort and style in this newly completed 5-bedroom home just 1 mile from downtown OB. The home features fant ...
From $1214 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 $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 $754 per night (USD)
VRBO
Centrally located Oak Bluffs property next to Bike Path
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Welcome to our vacation rental in Oak Bluffs, Martha's Vineyard! Lovely home in the sought after Meadow View Farms commu ...
From $754 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
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
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VRBO
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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VRBO
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Expedia
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 ...
Click For Pricing
Expedia
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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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 $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
From $562 per night (USD)
VRBO
Beautiful Landscaped Grounds and Pond & Kayaks
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Welcome to paradise!!! This beautiful property is located in prestigious fresh pond estates. It sits tucked away in the ...
From $562 per night (USD)
VRBO
From $419 per night (USD)
VRBO
Carriage House, Swimming, Boating, Kayaking, just steps from your door...
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
WELCOME TO PARADISE!!! we sanitize!!!!! We have implemented a system so you are able to check in and out without and per ...
From $419 per night (USD)
VRBO
From $585 per night (USD)
VRBO
Oak Bluffs Retreat - The perfect getaway!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Six minute drive to beach! This two floor beauty with central AC boasts ample yard space and all the amenities you look ...
From $585 per night (USD)
VRBO
$\The Carousel House\ - Ocean Park - Featured in New York Times$
From $1862 per night (USD)
Expedia
\"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)
Expedia
From $2170 per night (USD)
VRBO
Relaxing Beach Front Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
The Perfect Vineyard Vacation: This beautiful beachfront home is on the east side of Lagoon Pond, in the town of Oak Blu ...
From $2170 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 $733 per night (USD)
VRBO
Architect-Designed Getaway In Bayes Hill
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
POINT B EXCLUSIVE - This architect-designed home is tucked away back in the Bayes Hill enclave, surrounded by conservati ...
From $733 per night (USD)
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
From $369 per night (USD)
VRBO
Family cottage in Oak Bluffs. Close to town
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Bright cottage for a small family or friends getaway with a large yard for lounging and outdoor dining. One mile from d ...
From $369 per night (USD)
VRBO
From $484 per night (USD)
VRBO
Spectacular Martha's Vineyard Island Home!
Bedrooms:
2
Bathrooms:
3
Sleeps:
12
This is our beautiful home on Martha's Vineyard we call Shangri-La! Spectacular setting with a great peaceful view overl ...
From $484 per night (USD)
VRBO
From $786 per night (USD)
VRBO
Beautiful Oak Bluffs Home, Steps from the Lagoon
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Come enjoy this beautifully designed home. With 3 bedrooms and 3 full bathrooms you will have all the space you need. An ...
From $786 per night (USD)
VRBO
From $441 per night (USD)
Expedia
Wooded Retreat with Private Deck, Full Kitchen, Washer/Dryer, & Fast WiFi
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Wooded Oasis Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $441 per night (USD)
Expedia
From $1229 per night (USD)
VRBO
WATERFRONT Downtown Cottage w/ Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This is one of the most unique properties on Martha's Vineyard. Located directly on the bustling Vineyard Haven harbor & ...
From $1229 per night (USD)
VRBO
From $269 per night (USD)
Expedia
Small One Bedroom Private Cottage on Large Quiet Property.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Small private cottage on a large quiet property nestled among tall trees with a wrap around deck. Perfect for a couple’s ...
From $269 per night (USD)
Expedia
From $447 per night (USD)
VRBO
New constructed Edgartown home with AC, and car ferry tkts avail. for 6/28-7/5
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Newly constructed home in Edgartown on the island of Martha's Vineyard within walking distance of Sengekontacket Pond. ...
From $447 per night (USD)
VRBO
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Expedia
Great update 3 BR near ferry with pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Recently updated 3 bedroom 2 bathroom near Vineyard Haven Ferry and downtown restaurants. Walk to local spots easily. ...
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Expedia
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VRBO
WEST TISBURY QUIET CLOSE TO TOWN AND BEACH
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Jeff Kaye welcomes you to my Island Home. Leave stress behind for you & your family as you get on the ferry for your ma ...
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VRBO
From $343 per night (USD)
Expedia
Quintessential Vineyard Vacation Home
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
NOTE: We rent only on a weekly basis and only from Sunday to Sunday. Abutting the State Forest, our three bedroom saltb ...
From $343 per night (USD)
Expedia
From $1291 per night (USD)
VRBO
Secluded waterfront oasis w/private beach and mooring, dock, patio - 1 dog OK
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Lily Hill Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $1291 per night (USD)
VRBO
From $356 per night (USD)
Expedia
Vineyard Haven Guest House - Sleeps 4, A/C, Walk to Town
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The guest house has a queen bed upstairs (large combination master suite/living room with This End Up couch set, vaulted ...
From $356 per night (USD)
Expedia
From $392 per night (USD)
VRBO
Heart of VH, walk to ferry, shops & restaurants. Pool, AC & beach gear provided!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This nautical themed, well lit, 2 bed/1 bath condo is 1/4 mile from the ferry terminal within the Causeway Harborview co ...
From $392 per night (USD)
VRBO
From $971 per night (USD)
Expedia
Stunning, Classic Renovated Greek Revival - few mins Walk to Main St & VH Ferry
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Beautifully renovated Greek Revival home on the quiet end of the historic William Street District with modern addition a ...
From $971 per night (USD)
Expedia
From $734 per night (USD)
VRBO
FREE FERRY CAR RESV FOR JULY Beautiful Spacious home with Game room & Central AC
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Family friendly property, preferred for family vacations. *****FREE FERRY CAR Reservation Tickets for Sunday to Sunday ...
From $734 per night (USD)
VRBO
From $445 per night (USD)
Expedia
Relaxing Island Retreat, Cozy Cottage, Lamberts Cove Beach Access!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Oakhaven Cottage! Beautiful, large light-filled bedroom upstairs, full bathroom (shower, bathtub), refreshin ...
From $445 per night (USD)
Expedia
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VRBO
Spacious, island home with fast WiFi, furnished deck & central AC - near town
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
On Island Time Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
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VRBO
From $503 per night (USD)
Expedia
Vineyard Haven, Quiet Setting Just Minutes from Ferry and Bus
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Enjoy a relaxing stay on the Vineyard in this recently renovated house. Embrace all Martha’s Vineyard has to offer, the ...
From $503 per night (USD)
Expedia
From $293 per night (USD)
VRBO
1 Bedroom Guest Cottage With Water View
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Cute one bedroom guest cottage with water views of Sengecontacket and the ocean. It is fully equipped and is air condit ...
From $293 per night (USD)
VRBO
From $560 per night (USD)
Expedia
Your Summer Home - Close to Beach, Shops, Cafes, & Ferry! 50+ ⭐️⭐️⭐️⭐️⭐️ Reviews
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
With more than Fifty, 5-STAR REVIEWS, you can book with confidence. This beautifully appointed home features luxe furni ...
From $560 per night (USD)
Expedia
From $389 per night (USD)
VRBO
Waterfront condo with scenic views of Vineyard Haven harbor and beyond
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Completely updated/renovated 1 bedroom (sleeps 4), 1bath condo with eat in kitchen. Fantastic views with private beach ...
From $389 per night (USD)
VRBO
From $773 per night (USD)
Expedia
Waterfront Getaway With Beautiful Views Of Senge Pond.FERRY TICKETS AVAILABLE!!!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This fully air-conditioned 3 bedroom cottage sits directly on Sengekontacket Pond in the town of Edgartown. You will be ...
From $773 per night (USD)
Expedia
From $408 per night (USD)
VRBO
Family-Friendly Tisbury Escape - Walk to Town
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
Experience the magic of Martha’s Vineyard firsthand at this completely renovated ranch-style retreat! Boasting a large s ...
From $408 per night (USD)
VRBO
From $577 per night (USD)
Expedia
A Charming Vineyard Cottage Just Off the Pond
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Remember when summer vacations meant spending long perfect days near the water? This simple wooden Vineyard cottage wit ...
From $577 per night (USD)
Expedia
Click For Pricing
VRBO
Family Home That Is Walking Distance To Town and Ferry
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This 4 bedroom, 2 full bath home that has accommodations for 8 people is great for sitting in the sun filled dining room ...
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VRBO
From $662 per night (USD)
Expedia
Walking-distance to town, shops, restaurants & ferry!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Gorgeous updated apartment only a 5 minute walk from downtown Vineyard Haven. Enjoy a large outdoor deck with distant (a ...
From $662 per night (USD)
Expedia

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