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

Lakeside Park Rentals

From $1101 per night (USD)
VRBO
Spacious Victorian, 5 minute walk to beach, town, and ferry in Oak Bluffs
Bedrooms:
6
Bathrooms:
5
Sleeps:
13
Welcome to the Oak Bluffs Victorian Cottage that dreams are made of! Newly renovated (summer 2017), the rambling Main H ...
From $1101 per night (USD)
VRBO
$Beautiful 3 bedroom 2 bath Home \/ Close to Town & Beach$
From $526 per night (USD)
Expedia
Beautiful 3 bedroom 2 bath Home \/ Close to Town & Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautiful and spacious 3 bedroom and 2 bathroom in Oak Bluffs, Martha's Vineyard. Sunny, open and airy Cape style home. ...
From $526 per night (USD)
Expedia
From $487 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 $487 per night (USD)
VRBO
From $1212 per night (USD)
VRBO
Coastal Farmhouse With Connected Carriage House
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
POINT B EXCLUSIVE - This newly built Farmhouse with Connected Carriage House features a modern coastal-style with nice i ...
From $1212 per night (USD)
VRBO
From $981 per night (USD)
VRBO
Modern Farmhouse In Central Oak Bluffs Neighborhood
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
POINT B EXCLUSIVE - This newly-built Modern Farmhouse is tucked away in a quiet and centrally located neighborhood in Oa ...
From $981 per night (USD)
VRBO
From $468 per night (USD)
Expedia
Serene home with backyard barbecue area - bike to Arts District, 1 mile to beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Vineyard Haven Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $468 per night (USD)
Expedia
From $754 per night (USD)
VRBO
Beautiful home with pool in great location- close to everything!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
2 bedroom home with 2 big full bathrooms. Walk to ferry and town center. One of the bathrooms include a jacuzzi tub and ...
From $754 per night (USD)
VRBO
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Expedia
Secluded but not Isolated home for all to enjoy
Bedrooms:
3
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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Expedia
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VRBO
3 BR cozy Vineyard Vacation Apartment
Bedrooms:
2
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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VRBO
From $1502 per night (USD)
Expedia
**Vineyard Vacation Retreat** -3 BR
Bedrooms:
3
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 $1502 per night (USD)
Expedia
From $531 per night (USD)
VRBO
Charming, cozy spacious home within 1 mile walking distance to Oak Bluffs
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
This home has all the amenities to make your stay a comfortable one. Its character stems from being built in the 1920s w ...
From $531 per night (USD)
VRBO
$Waterfront Newly Renovated 2Beds w\/ Amazing Views$
From $350 per night (USD)
Expedia
Waterfront Newly Renovated 2Beds w\/ Amazing Views
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Stewart Cottage is the quintessential waterfront property: a beautiful home with breathtaking views nestled in a quiet, ...
From $350 per night (USD)
Expedia
$PRIVATE WATER ACCESS! ON FARM NECK GOLF COURSE! Kayaks & Canoe & A\/C$
From $1110 per night (USD)
VRBO
PRIVATE WATER ACCESS! ON FARM NECK GOLF COURSE! Kayaks & Canoe & A\/C
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Immaculately clean, beautifully furnished three bedroom, 2 and 1/2 bath beach house in private community. Community is ...
From $1110 per night (USD)
VRBO
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Expedia
Enjoy a Martha’s Vineyard vacation in this clean and beautiful apartment!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Beautifully updated apartment is located minutes from Oak Bluffs beaches, shopping and restaurants. Enjoy meals in the ...
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Expedia
From $973 per night (USD)
VRBO
Beautiful Carriage House on the Chop
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Recently built, this spectacular 3 Bedroom carriage house is located on 3/4 acre estate on beautiful East Chop Drive. Th ...
From $973 per night (USD)
VRBO
$Wonderful three-story home with lovely decks, firepit, fast WiFi & washer\/dryer$
From $424 per night (USD)
Expedia
Wonderful three-story home with lovely decks, firepit, fast WiFi & washer\/dryer
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Brewster House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $424 per night (USD)
Expedia
From $650 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 $650 per night (USD)
VRBO
From $215 per night (USD)
VRBO
Discover the magic of Martha’s Vineyard! NEW ! Build in 2020 !
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Build in 2020 ! New lovely studio apartment. Clean, bright and comfortable. 700 sq feet ! Great for couples, work trip ...
From $215 per night (USD)
VRBO
From $306 per night (USD)
VRBO
Sweet Get Away Suite, Private Beach &Tennis
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 $306 per night (USD)
VRBO
From $400 per night (USD)
VRBO
The Nest, Comfortable, Cozy and Convenient
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The Nest is a private entranced guesthouse that is ideally located 2/3-1 mile walking distance to Oak Bluffs town, har ...
From $400 per night (USD)
VRBO
From $1117 per night (USD)
VRBO
Beach and downtown OB walkable! 5 Bedroom Victorian on the park.
Bedrooms:
2
Bathrooms:
6
Sleeps:
9
You will find this 5 Bedroom Victorian quite charming with its bright & cheery interior. Located right across from wide ...
From $1117 per night (USD)
VRBO
From $1081 per night (USD)
Expedia
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 $1081 per night (USD)
Expedia
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VRBO
Cozy studio with free WiFi, private deck & kitchenette - walk to downtown
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Nautical Daze - Studio Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
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VRBO
$Spacious family-friendly home with fast WiFi, beach access, & washer\/dryer$
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Expedia
Spacious family-friendly home with fast WiFi, beach access, & washer\/dryer
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Nautical Daze Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
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Expedia
From $227 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 $227 per night (USD)
VRBO
$Fully Renovated & Spacious home walking distance to downtown Oak Bluffs\/Beaches$
From $523 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 $523 per night (USD)
VRBO
From $854 per night (USD)
VRBO
The Island Collection MV: Experience a Luxury Getaway by the Lagoon
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
This beautiful 3 bedroom home is located in a quiet area on Martha’s Vineyard by Lagoon Pond. When you walk inside, you ...
From $854 per night (USD)
VRBO
$Traditional Martha's Vineyard Home w\/ Porch & Yard$
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Expedia
Traditional Martha's Vineyard Home w\/ Porch & Yard
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
This exquisite, shingled Colonial house with an expansive wraparound porch is synonymous with Martha's Vineyard architec ...
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Expedia
From $610 per night (USD)
VRBO
Sunny Oak Bluffs cottage minutes from beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Hello! This is a bright and airy colonial-style cottage with lots of comfortable spots to spend time together, or sprea ...
From $610 per night (USD)
VRBO
$4 BR\/4 BA Modern Victorian: The Mack on Winemack$
From $1063 per night (USD)
VRBO
4 BR\/4 BA Modern Victorian: The Mack on Winemack
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
This beautiful Victorian home has all the charm of a true Martha’s Vineyard Gingerbread cottage combined with all of the ...
From $1063 per night (USD)
VRBO
From $1392 per night (USD)
VRBO
Oceanfront Home - Walk to Everything
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Endless water views, fully updated, and steps from a sandy beach excellent for swimming our home has been gorgeously rem ...
From $1392 per night (USD)
VRBO
$Coastal home with outdoor shower, grill, fireplace, central AC, & W\/D$
From $362 per night (USD)
Expedia
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 $362 per night (USD)
Expedia
From $656 per night (USD)
VRBO
The Island Collection MV: Charming Cottage Located In Heart Of Oak Bluffs
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Enjoy a relaxing ferry ride to Oak Bluffs and its picturesque surroundings. Once your ferry ride ends, you’re steps away ...
From $656 per night (USD)
VRBO
$Newly remodeled home w\/ new furniture, large yard & great porches$
From $907 per night (USD)
Expedia
Newly remodeled home w\/ new furniture, large yard & great porches
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Sunny Side Up Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $907 per night (USD)
Expedia
From $501 per night (USD)
VRBO
Downtown Oak Bluffs, short walk to beach & town
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Location, location, location. This cozy 3 bedroom house is located steps from downtown on a family neighborhood side str ...
From $501 per night (USD)
VRBO
From $1045 per night (USD)
VRBO
Spacious Home - 1500 ft from Beach & Circuit Ave
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Newly renovated four bedroom, two full bathroom home with an inviting front porch, private backyard and footsteps to Ci ...
From $1045 per night (USD)
VRBO
From $622 per night (USD)
VRBO
Within Walking Distance to Town, Beach & Parks, Enclosed yard with a new deck,
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Located on historic Circuit Ave in Oak Bluffs within walking distance to town, beach, tennis courts and parks. Minutes a ...
From $622 per night (USD)
VRBO
From $666 per night (USD)
VRBO
Great location, happy house 0.5 mile Nancy’s & Jetty Beach.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
1900's Victorian, renovated and newly furnished. House is located on New York Ave, which is the main road between Oak Bl ...
From $666 per night (USD)
VRBO
From $656 per night (USD)
VRBO
Adorable Oak Bluffs Cottage With Ac On East Chop
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Adorable 4 bedroom cottage in the East Chop neighborhood of Oak Bluffs. You will love the beautiful back yard that has a ...
From $656 per night (USD)
VRBO
From $558 per night (USD)
VRBO
Beach, Town, and Tennis - Central AC
Bedrooms:
3
Bathrooms:
7
Sleeps:
15
We will let the photos do the talking, but note that this home has some especially attractive features for large groups, ...
From $558 per night (USD)
VRBO
$Your \Vineyard Dream\ Vacation - OAK BLUFFS -Sunny Open Floor Plan Close to Town$
From $475 per night (USD)
VRBO
Your \"Vineyard Dream\" Vacation - OAK BLUFFS -Sunny Open Floor Plan Close to Town
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
A BEAUTIFUL PROPERTY CLOSE TO TOWN-GREAT PRICE! LOTS OF PRIVACY BUT CLOSE TO EVERYTHING IN OB. ONE WEEK MINIMUM FOR ALL ...
From $475 per night (USD)
VRBO
$Indulge in the ultimate vacation experience at this exquisite custom log home \n$
From $1031 per night (USD)
Expedia
Indulge in the ultimate vacation experience at this exquisite custom log home \n
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Experience the ultimate in luxury and relaxation in the exclusive Eastville area of Oak Bluffs! This stunning custom con ...
From $1031 per night (USD)
Expedia
From $898 per night (USD)
VRBO
Luxury Loft Historic Center Oak Bluffs
Bedrooms:
3
Bathrooms:
6
Sleeps:
13
This is a wonderfully designed contemporary loft space that is both chic and comfortable. The couches and chairs are do ...
From $898 per night (USD)
VRBO
$Newly Renovated! Walk to Town Oak Bluffs, 4 Bedroom\/3 Bath A\/C$
From $833 per night (USD)
VRBO
Newly Renovated! Walk to Town Oak Bluffs, 4 Bedroom\/3 Bath A\/C
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
This newly renovated home is approximately 2100sf with 4 bedrooms and 3 bathrooms. Furnished and decorated by award winn ...
From $833 per night (USD)
VRBO
From $2425 per night (USD)
VRBO
Vacation In This Historic And Luxurious Martha's Vineyard Home
Bedrooms:
6
Bathrooms:
8
Sleeps:
14
Perched on the corner of Ocean Park overlooking Nantucket Sound and across the street from the beach, this elegant home ...
From $2425 per night (USD)
VRBO
From $438 per night (USD)
VRBO
Charming, gracious cape 3 minute walk to private beach on Lagoon. Dog-friendly!
Bedrooms:
2
Bathrooms:
4
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 $438 per night (USD)
VRBO
$Renovated Historic House \The Legacy House\$
From $833 per night (USD)
VRBO
Renovated Historic House \"The Legacy House\"
Bedrooms:
2
Bathrooms:
6
Sleeps:
10
2 Blocks - walking distance to Inkwell Beach! Walking distance to Circuit Avenue, Ocean Park, and Oak Bluffs ferry. Pea ...
From $833 per night (USD)
VRBO
From $2425 per night (USD)
VRBO
Fabulous Waterfront 3-Bedroom Martha's Vineyard Cottage
Bedrooms:
2
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 $2425 per night (USD)
VRBO
$BEST LOCATION * Walk to Town\/Beaches * Fun and Relaxing$
From $973 per night (USD)
VRBO
BEST LOCATION * Walk to Town\/Beaches * Fun and Relaxing
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Wonderful newly renovated, conveniently located 3 bedroom, 2 bath house with stone patio on New York Avenue (the main ro ...
From $973 per night (USD)
VRBO
From $887 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 $887 per night (USD)
VRBO
From $941 per night (USD)
VRBO
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 $941 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 $495 per night (USD)
VRBO
Beautiful and Renovated House near center
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Welcome to this beautiful and pristine 3 bedroom 1 1/2 bath home located in Oak Bluffs, Marthas Vineyard in a peaceful n ...
From $495 per night (USD)
VRBO
From $447 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 $447 per night (USD)
VRBO
From $1364 per night (USD)
VRBO
Fully Renovated Cottage and Guest House near downtown Oak Bluffs
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
Fully renovated cottage with private guest house minutes away from the beach and the vibrant Oak Bluffs center! The main ...
From $1364 per night (USD)
VRBO
$Dog-Friendly Downtown Home w\/Free WiFi, Deck, Water Views, & Partial A\/C$
From $388 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 $388 per night (USD)
Expedia
$Enchanting bungalow with golf nearby, full kitchen, central AC, & washer\/dryer$
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VRBO
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 ...
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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 ...
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Expedia
From $1380 per night (USD)
VRBO
Vineyard charm island memories
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Great location,wonderful front porch,incredible kitchen,outdoor gas grill,walking distance to downtown,beaches,A/C,Marth ...
From $1380 per night (USD)
VRBO
$Quintessential Martha's Vineyard cottage with yard\/patio - walk to Inkwell Beach$
From $611 per night (USD)
Expedia
Quintessential Martha's Vineyard cottage with yard\/patio - walk to Inkwell Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The Pinkletink Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $611 per night (USD)
Expedia
$COZY 3 BR\/2 BA CAPE COD IN QUIET NEIGHBORHOOD. CLOSE TO OB CENTER AND LAGOON.$
From $698 per night (USD)
VRBO
COZY 3 BR\/2 BA CAPE COD IN QUIET NEIGHBORHOOD. CLOSE TO OB CENTER AND LAGOON.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Located in the beautiful Lagoon Heights neighborhood, you'll enjoy this lovely 3 Bedroom, 2 Bath cozy Cape Cod home with ...
From $698 per night (USD)
VRBO
From $538 per night (USD)
VRBO
East Chop Tree Tops
Bedrooms:
3
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 $538 per night (USD)
VRBO
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Expedia
Family friendly, Walking distance to Oak Bluffs Town and Beaches, Fun for Kids!!
Bedrooms:
2
Bathrooms:
6
Sleeps:
16
Come and enjoy your stay at our 2,800 square foot family friendly kids paradise walking distance to the Gingerbread Hous ...
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Expedia
From $1087 per night (USD)
Expedia
Remodeled and historic, beautiful Oak Bluffs home. Walk to Town and Ferry.
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
This is a beautifully remodeled, and meticulously maintained house in Cottage City. The property is a short walk to town ...
From $1087 per night (USD)
Expedia
From $1118 per night (USD)
VRBO
Famous Gingerbread Home the Seashrimp across from Harbor in downtown Oak Bluffs.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Year-round Oak Bluffs in-town Historical Famous Seashrimp Gingerbread House across from harbor/Nancy's all on the water ...
From $1118 per night (USD)
VRBO
From $542 per night (USD)
Expedia
Heart of Oak Bluffs, No Car Needed! Ocean Views, Walk to Everywhere!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
** All August reservations are Saturday-to-Saturday. ** No third party reservations - person making the reservation mus ...
From $542 per night (USD)
Expedia
From $1516 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 $1516 per night (USD)
VRBO
From $916 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 $916 per night (USD)
VRBO
$Fully Renovated & Spacious home within walking distance of Oak Bluffs \/ Beaches$
From $519 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 $519 per night (USD)
VRBO
From $199 per night (USD)
VRBO
Perfect location! By Beach, Harbor & Town! Gorgeous Gingerbread Upstairs Aptmt
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
July and August: Turnover day is generally Friday. This lovely, in-town, impeccably renovated 1800's historic Oak Bluff ...
From $199 per night (USD)
VRBO
$Martha's Vineyard Home w\/ Deck < 1 Mi to Beach!$
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VRBO
Martha's Vineyard Home w\/ Deck < 1 Mi to Beach!
Bedrooms:
3
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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VRBO
From $355 per night (USD)
Expedia
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 $355 per night (USD)
Expedia
From $684 per night (USD)
VRBO
Spacious Colonial Steps From Inkwell and Circuit Ave!
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
Classic Beauty in the heart of Oak Bluffs. The Pennacook House is a year-round (heating and AC!) 6 bedroom, 2.5 bathroom ...
From $684 per night (USD)
VRBO
$Gorgeous A-Frame Cabin On the Chop with Amazing Views\/Walk to Town and Ferry$
From $981 per night (USD)
Expedia
Gorgeous A-Frame Cabin On the Chop with Amazing Views\/Walk to Town and Ferry
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
A very rare find! A light and sophisticated, newly renovated A-frame perched right on the edge of the bluff, offering yo ...
From $981 per night (USD)
Expedia
From $1525 per night (USD)
VRBO
Martha's Vineyard - Oak Bluffs price cut Discount through Labor Day
Bedrooms:
5
Bathrooms:
5
Sleeps:
15
DISCOUNT AUGUST 17-SEPTEMBER 7 Flexible Turn Day- 4 Day Minimum 7 nights 10% - 10 nights 15% - 14 nights 20% This charmi ...
From $1525 per night (USD)
VRBO
From $1700 per night (USD)
VRBO
Daniels House is your next vacation home in Oak Bluffs.
Bedrooms:
7
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 $1700 per night (USD)
VRBO
From $708 per night (USD)
VRBO
Short walk to town!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Just on the outskirts of town in Oak Bluffs behind the Library is this lovely 3 Bedroom, 2.5 Bathroom home with Central ...
From $708 per night (USD)
VRBO
$Historical house with wraparound porch, modern updates, enclosed yard, & W\/D$
From $1092 per night (USD)
Expedia
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 $1092 per night (USD)
Expedia
$Oceanview East Chop Beach House - 4 Bed\/2 Bath - 5 min walk to beach$
From $1139 per night (USD)
VRBO
Oceanview East Chop Beach House - 4 Bed\/2 Bath - 5 min walk to beach
Bedrooms:
2
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 $1139 per night (USD)
VRBO
From $232 per night (USD)
VRBO
Spacious 4 BR Home, Steps to Lagoon, Minutes to Downtown Oak Bluffs and Beaches!
Bedrooms:
2
Bathrooms:
4
Sleeps:
11
Spacious two-level four-bedroom house within steps to lagoon located in Oak Bluffs and within minutes to Downtown and be ...
From $232 per night (USD)
VRBO
From $638 per night (USD)
VRBO
Contemporary Cape In Central Oak Bluffs
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
POINT B EXCLUSIVE - *Ferry Tickets Available: August 18-25* (please inquire).* This newly renovated Cape is quietly loca ...
From $638 per night (USD)
VRBO
Click For Pricing
Expedia
Eden House: Oak Bluffs Martha's Vineyard
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Discover Oak Bluffs in this centrally located cozy cottage, with a charming porch, well-appointed interiors, and a priva ...
Click For Pricing
Expedia
$Inviting, two-story home with a large yard, sunroom, balcony, & washer\/dryer$
From $721 per night (USD)
VRBO
Inviting, two-story home with a large yard, sunroom, balcony, & washer\/dryer
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Gingerbread Dream Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $721 per night (USD)
VRBO
From $505 per night (USD)
Expedia
Family-built Oak Bluffs property in a great 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 $505 per night (USD)
Expedia
From $988 per night (USD)
VRBO
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 $988 per night (USD)
VRBO
From $646 per night (USD)
Expedia
Family-built Oak Bluffs property in a great 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 $646 per night (USD)
Expedia
$Beautiful Oak Bluffs Cottage Close to Town\n$
From $385 per night (USD)
VRBO
Beautiful Oak Bluffs Cottage Close to Town\n
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
*** Car ferry tickets available for remaining summer weeks! Message us. *** Fully redecorated house in Oak Bluffs, just ...
From $385 per night (USD)
VRBO
$Historic House w\/ amazing rooftop deck. Dog-friendly and perfect for big groups!$
From $1652 per night (USD)
Expedia
Historic House w\/ amazing rooftop deck. Dog-friendly and perfect for big groups!
Bedrooms:
4
Bathrooms:
6
Sleeps:
11
Welcome to your ultimate Martha's Vineyard getaway! This exquisite 6-bedroom house is the perfect destination for a lux ...
From $1652 per night (USD)
Expedia
From $717 per night (USD)
VRBO
Oak Bluff Cottage Near Town
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Our lovely cottage is well maintained and great for families, couples, and groups. There's plenty of parking, a great ba ...
From $717 per night (USD)
VRBO
From $543 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 $543 per night (USD)
VRBO
From $1200 per night (USD)
VRBO
Spacious 5-bedroom house with AC and WiFi in brilliant Oak Bluffs
Bedrooms:
5
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 $1200 per night (USD)
VRBO
Click For Pricing
Expedia
6 Bedroom Oak Bluffs Victorian.
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
6 Bedrooms will comfortably allow your family to vacation in Oak Bluffs. A classic Victorian jewel, the house at 30 Samo ...
Click For Pricing
Expedia
$Gorgeous 7BR\/6BA Ocean views Walk to Beach & Town - 10% off two week stay!$
From $2376 per night (USD)
VRBO
Gorgeous 7BR\/6BA Ocean views Walk to Beach & Town - 10% off two week stay!
Bedrooms:
6
Bathrooms:
7
Sleeps:
10
Large Private Home formerly known as the SeaSpray Inn and featured on the reality television show "The Vineyard", this l ...
From $2376 per night (USD)
VRBO
From $582 per night (USD)
Expedia
Six Bedroom Home with In-Law Suite
Bedrooms:
4
Bathrooms:
6
Sleeps:
10
Our home with AC is on a leafy dead end, quiet street, 4 minutes to downtown Oak Bluffs, 5 mins to Eastville Beach, 6 mi ...
From $582 per night (USD)
Expedia
From $1133 per night (USD)
VRBO
Oak Bluff's Victorian Walk to Town & Beaches
Bedrooms:
6
Bathrooms:
5
Sleeps:
13
About this space First floor has AC and hosts windowed living, dining, work space, kitchen and garden apartment that sle ...
From $1133 per night (USD)
VRBO
From $884 per night (USD)
Expedia
New 2024- 2 min from Circuit ave
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
**NEW FOR THE 2024 SEASON** Welcome to this beautifully renovated home, located within 2 minutes away (drive) from dow ...
From $884 per night (USD)
Expedia
$Charming cottage near the beach with a furnished deck, yard, & washer\/dryer$
From $530 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 $530 per night (USD)
VRBO
Click For Pricing
Expedia
Quaint and pristine home with private suites and baths.
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Welcome to our home! We are a husband & wife interior decorator/contractor team, who've tastefully renovated our entire ...
Click For Pricing
Expedia
From $981 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 $981 per night (USD)
VRBO
From $584 per night (USD)
Expedia
Walking to the beach. Bars and Restaurants.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Walking distance to the beach. 5 minutes away from downtown, steamship, ice cream, and restaurants. Lovely backyard with ...
From $584 per night (USD)
Expedia

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