Lakeside Park Rentals
- From $620 per night (USD)
VRBO
Dog-friendly home with fenced yard- walking distance to beach, ferry & town
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Wayland Victorian Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $620 per night (USD)VRBO
- Click For Pricing
VRBO
Convenient In-Town (Oak Bluffs) Location
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Great Vineyard location on Vineyard Avenue in Oak Bluffs. Built in 1920 and thoughtfully restored in 1999, this house is ...
Click For PricingVRBO
- From $600 per night (USD)
VRBO
Newly renovated, air conditioned cottage close to the beach and town. dogs ok
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
This property has something for the whole family to enjoy. A large wrap-around porch, screened in dining area on porch, ...
From $600 per night (USD)VRBO
- From $500 per night (USD)
VRBO
Location & Charm -- Central AC, 100% Renewable Energy
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This home is perfectly located - a short walk to Inkwell Beach, downtown Oak Bluffs, and the OB Ferry. One side of the ...
From $500 per night (USD)VRBO
- From $3281 per night (USD)
VRBO
Oceanfront with Private Dock and Harthaven Private Beach - close to Noman's
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
6 Bedrooms, Sleeping Porch, 3 Full Baths, 2 Half Baths, Sleeps 12+ A timeless Martha’s Vineyard escape awaits you at th ...
From $3281 per night (USD)VRBO
- From $1328 per night (USD)
VRBO
Modern 4 bed\/3.5 bath Farmhouse, private HEATED POOL and AC on bike path
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Enjoy everything the island has to offer in a spacious, custom-built, fully-stocked modern farmhouse and backyard oasis ...
From $1328 per night (USD)VRBO
- From $900 per night (USD)
VRBO
Sankofa in East Chop Oak Bluffs, Martha’s Vineyard
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Location, Location, Location! Newly renovated charming cottage style home located in the sought after East Chop area of ...
From $900 per night (USD)VRBO
- From $599 per night (USD)
VRBO
Close to town, beautifully updated- booking summer 2024 and offseason
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Newly renovated Oak Bluffs home features 4 bedrooms and 2 full Baths. The house is located in a quiet neighborhood and o ...
From $599 per night (USD)VRBO
- From $335 per night (USD)
VRBO
Comfortable Island Home, Easy Access to Beaches and Town
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Salt Box style Log Home with open floor plan built by my family with a country feel, located on a wooded lot in the down ...
From $335 per night (USD)VRBO
- From $605 per night (USD)
VRBO
Beautiful Contemporary Farmhouse close to Oak Bluffs FERRY TICKETS AVAILABLE
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
REMAINING AVAILABLE SUMMER WEEKS OF 6/15-6/22 & 7/13-7/20 HAVE FERRY CAR RESERVATIONS AVAILABLE FOR PURCHASE AND TRANSFE ...
From $605 per night (USD)VRBO
- From $1033 per night (USD)
VRBO
Modern, luxury 5-bed, 4.5-bath w\/full basement! Now booking for 2024!
- Bedrooms:
- 5
- 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 $1033 per night (USD)VRBO
- From $350 per night (USD)
VRBO
Lovely Home Prvt Apt- 2 bedrms1.5 baths full kitch living \/dining rm 2 car prkng
- Bedrooms:
- 2
- 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 $350 per night (USD)VRBO
- From $850 per night (USD)
VRBO
CENTRAL AIR! Quiet East Chop Retreat Walk 2 Town and Beach.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
GAME ROOM COMING IN 2022!!! We have converted the room in the garage as a place where our guests can go should you have ...
From $850 per night (USD)VRBO
- From $550 per night (USD)
VRBO
Ocean Views from East Chop
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 9
Easy access to Oak Bluffs or Vineyard Haven, quiet street overlooking Crystal Lake and the Vineyard Sound. House has fi ...
From $550 per night (USD)VRBO
- From $750 per night (USD)
VRBO
Multiple Ensuites, Central Air, Perfect Location
- Bedrooms:
- 4
- 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 $750 per night (USD)VRBO
- From $900 per night (USD)
VRBO
Gingerbread cottage with stunning Oak Bluffs Harbor View
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Amazing vacation spot Enjoy beautiful views of Oak Bluffs Harbor and beyond Historic gingerbread cottage Large front por ...
From $900 per night (USD)VRBO
- From $645 per night (USD)
VRBO
Beautiful cape located 2 blocks from Lagoon!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
It's all about Location!!! This cape style home is located on a quiet road very close to the Lagoon in Oak Bluffs and is ...
From $645 per night (USD)VRBO
- From $650 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 $650 per night (USD)VRBO
- From $375 per night (USD)
VRBO
Nice home w outdoor patio bar , dining table, comfortable furniture See photo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This home is in a quiet neighborhood - 10 minute walk to beach, Oak Bluffs center/harbor, restaurants, boarts district a ...
From $375 per night (USD)VRBO
- From $579 per night (USD)
VRBO
Charming Island House-Close to Ginger Bread Cottages, Beaches, Shops...
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Come experience the magic of the Vineyard in our island home. This charming residence is clean, cozy and boasts modern f ...
From $579 per night (USD)VRBO
- From $514 per night (USD)
VRBO
Lovely vacation home within walking distance to Oak Bluffs and the beach
- Bedrooms:
- 3
- 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 $514 per night (USD)VRBO
- From $550 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 $550 per night (USD)VRBO
- From $614 per night (USD)
VRBO
A BRILLANT WAY\nCentral Location To Beach\/Shops\/Restaurants\/Arcade\/Family Bowling
- Bedrooms:
- 2
- 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 $614 per night (USD)VRBO
- From $675 per night (USD)
VRBO
Oak Bluffs Gingerbread Cottage near Downtown, Beach, Ferry and Ocean Park!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
- Magnificent front porch for rocking and peaceful island observations! - All furniture is whimsical and light to match ...
From $675 per night (USD)VRBO
- From $525 per night (USD)
VRBO
Perfect Home For A Family Vacation With All The Amenities
- Bedrooms:
- 5
- 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 $525 per night (USD)VRBO
- From $532 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 $532 per night (USD)VRBO
- From $236 per night (USD)
VRBO
Oak Bluffs! Close to everything! Updated in 2023! Booking fast!!!
- 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 $236 per night (USD)VRBO
- From $700 per night (USD)
VRBO
OB Watrfront 4+ BR. Quiet\/Walk to Town. Beachy, classic, great ocean\/pond views.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
AUGUST CANCELLATION: Aug 18-25 available. 5% off if booked by 3/15 Best of everything: We are located on the back side o ...
From $700 per night (USD)VRBO
- From $350 per night (USD)
VRBO
Martha's Vineyard Beachfront Condo in Oak Bluffs
- Bedrooms:
- 3
- 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 $350 per night (USD)VRBO
- From $800 per night (USD)
VRBO
Spacious Waterview Condo - Steps To The Beach, Right Across The Street!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Prime location close to the center of town in the fabulous SeaView Condo building in the heart of Oak Bluffs. Highly des ...
From $800 per night (USD)VRBO
- From $2000 per night (USD)
VRBO
Glorious Sunsets and Fun on Private Waterfront in Beautiful, Comfortable Home.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
*** One round-trip, transferable, auto reservation on the steamship authority is included for remaining August 2024 week ...
From $2000 per night (USD)VRBO
- From $1600 per night (USD)
VRBO
Last minute cancelation! August price reduced! Large, Renovated, Walk to Beach!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Last minute cancelation on August week! Big Price reduction! This charming Vineyard home just completed a large renovat ...
From $1600 per night (USD)VRBO
- From $688 per night (USD)
VRBO
The quintessential MV home. Now booking for 2024!
- 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 $688 per night (USD)VRBO
- From $414 per night (USD)
VRBO
WALK TO BEACHES,HARBOR,EVERYTHING!! IN-TOWN OB! A\/C,Large Deck,Gazebo,Yard
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
****PLEASE “ MESSAGE” MANAGER/ANNETTE FIRST----BEFORE SENDING A BOOKING REQUEST!! ( JUST CLICK ON " CONTACT HOST" & SEND ...
From $414 per night (USD)VRBO
- From $969 per night (USD)
VRBO
Large, Charming Vintage Cape Cod Cottage, 2 Blocks to Town and Beaches!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Victorian Cape Cod Cottage located in the highly desired Oak Bluffs Copeland District in Martha's Vineyard. Large family ...
From $969 per night (USD)VRBO
- From $365 per night (USD)
Expedia
Perfect Stay, 10 Minute Walk to Oak Bluffs
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Cozy, comfortable cottage in Oak Bluffs near everything! Features a huge wrap around deck with furniture and attached o ...
From $365 per night (USD)Expedia
- From $475 per night (USD)
VRBO
Historic Home in East Chop - Prime Aug week available 8\/25-9\/1
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Renovated home in East Chop, Oak Bluffs, Martha’s Vineyard. Built in 1863 by my great, great grandfather, the house has ...
From $475 per night (USD)VRBO
- From $101 per night (USD)
Expedia
Cozy studio with free WiFi, private deck & kitchenette - walk to downtown
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Nautical Daze - Studio Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $101 per night (USD)Expedia
- From $621 per night (USD)
VRBO
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 $621 per night (USD)VRBO
- From $800 per night (USD)
Expedia
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 $800 per night (USD)Expedia
- From $629 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 $629 per night (USD)VRBO
- From $363 per night (USD)
Expedia
Family friendly, walking distance to town, harbor, shops, restaurants, beaches
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Canary Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $363 per night (USD)Expedia
- From $1200 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 $1200 per night (USD)VRBO
- From $249 per night (USD)
Expedia
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 $249 per night (USD)Expedia
- From $650 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 $650 per night (USD)VRBO
- From $436 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 $436 per night (USD)VRBO
- From $357 per night (USD)
VRBO
1-Bedroom cottage, 200ft from the beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
1-bedroom cottage, completely separate from the larger house. Easy access from both front and back yards, very private. ...
From $357 per night (USD)VRBO
- From $605 per night (USD)
Expedia
Bright Modern House AC 3full baths, 3+ bedrooms, 2 balconies, deck & parking
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Bright air conditioned house has common space living TV room, dining and kitchen together. 1st floor has 1 bedroom with ...
From $605 per night (USD)Expedia
- Click For Pricing
Expedia
Luxury Cottage on East Chop with Water Views
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
<p>Located in Oak Bluffs, this welcoming vacation home brings it all within your reach. Oak Bluffs Harbor is within an e ...
Click For PricingExpedia
- From $738 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 $738 per night (USD)VRBO
- From $1115 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 $1115 per night (USD)VRBO
- From $1032 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 $1032 per night (USD)Expedia
- From $1333 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 $1333 per night (USD)VRBO
- From $1500 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 $1500 per night (USD)VRBO
- From $283 per night (USD)
VRBO
Classic Cottage In Oak Bluffs
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Point B Exclusive - This Classic Cottage is conveniently located in central Oak Bluffs with easy access into both downto ...
From $283 per night (USD)VRBO
- Click For Pricing
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 ...
Click For PricingVRBO
- From $674 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 $674 per night (USD)VRBO
- From $500 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 $500 per night (USD)Expedia
- From $2142 per night (USD)
VRBO
Vacation In This Historic And Luxurious Martha's Vineyard Home
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
Perched on the corner of Ocean Park overlooking Nantucket Sound and across the street from the beach, this elegant home ...
From $2142 per night (USD)VRBO
- From $467 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 $467 per night (USD)VRBO
- From $867 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 $867 per night (USD)VRBO
- From $1323 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 $1323 per night (USD)Expedia
- From $800 per night (USD)
VRBO
July dates open! Walk to Oak Bluffs Restaurants, Shopping, Harbor and Beaches!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This beautiful, open concept, fully furnished home is just footsteps to Sunset Lake, harbor, beaches, entertainment, res ...
From $800 per night (USD)VRBO
- From $260 per night (USD)
VRBO
Make Lasting Memories In This Adorable Vineyard Cottage!
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
This quaint cottage, nestled in a quiet neighborhood of Oak Bluffs, is perfect for a romantic getaway, a special place t ...
From $260 per night (USD)VRBO
- From $832 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 $832 per night (USD)VRBO
- From $252 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 $252 per night (USD)Expedia
- From $686 per night (USD)
VRBO
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 $686 per night (USD)VRBO
- From $291 per night (USD)
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 ...
From $291 per night (USD)Expedia
- From $925 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 $925 per night (USD)VRBO
- From $275 per night (USD)
Expedia
Waterfront Newly Renovated 2Beds w\/ Amazing Views
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Stewart Cottage is the quintessential waterfront property: a beautiful home with breathtaking views nestled in a quiet, ...
From $275 per night (USD)Expedia
- From $360 per night (USD)
VRBO
Cozy Renovated Ranch
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 9
Walk into a spacious living room with cathedral ceiling, beams and ceiling fan which opens to a completely renovated bra ...
From $360 per night (USD)VRBO
- From $391 per night (USD)
Expedia
Rustic circa 1870s home w\/outdoor shower, 3 decks & private grill - 1 dog OK
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Brunswick Plain Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $391 per night (USD)Expedia
- From $1045 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 $1045 per night (USD)VRBO
- From $395 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 $395 per night (USD)VRBO
- Click For Pricing
VRBO
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 ...
Click For PricingVRBO
- Click For Pricing
Expedia
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 ...
Click For PricingExpedia
- From $962 per night (USD)
VRBO
**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 $962 per night (USD)VRBO
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Expedia
Cute 4-BR House within walking distance of Circuit Avenue
- Bedrooms:
- 3
- 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 PricingExpedia
- From $571 per night (USD)
VRBO
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 $571 per night (USD)VRBO
- From $675 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 $675 per night (USD)VRBO
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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 ...
Click For PricingVRBO
- From $502 per night (USD)
Expedia
A GREAT COZY HOUSE WALKABLE TO TOWN AND TO INKWELL BEACH1
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 5
A lovely renovated house walkable to Circuit Ave and Inkwell Beach, still has weeks available to rent in June, July, Sep ...
From $502 per night (USD)Expedia
- From $1143 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 for the first time. Seven Bedrooms, two bathrooms and a dreamy outdoor shower. Walk or bike t ...
From $1143 per night (USD)VRBO
- From $1000 per night (USD)
VRBO
Year-round Oak Bluffs in-town Gingerbread House across from Harbor.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Year-round Oak Bluffs in-town Historical Famous Seashrimp Gingerbread House across from harbor/Nancy's restaurant. 3 B ...
From $1000 per night (USD)VRBO
- From $600 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 renovated condo with private balcony a ...
From $600 per night (USD)VRBO
- From $370 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 $370 per night (USD)Expedia
- From $908 per night (USD)
VRBO
New 2024- 2 min away from Circuit ave\n\n
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
**NEW FOR THE 2024 SEASON** Welcome to this beautifully renovated home, located within 2 minutes away from downtown Oa ...
From $908 per night (USD)VRBO
- Click For Pricing
VRBO
Walk to. town \n Deck has grill, table Gazebo w seating , TV out door shower
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Two bedroom house with large deck , Outdoor gazebo w furniture and TV . Outdoor shower, nice yard! wooden lawn chairs ...
Click For PricingVRBO
- From $929 per night (USD)
VRBO
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 $929 per night (USD)VRBO
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Expedia
1 Story Cottage with beautiful yard - minutes from downtown OB.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Full kitchen, 3 cozy bedrooms along with beautiful yard. Quiet space close to town, boat and beach. This cozy 3-bedroom ...
Click For PricingExpedia
- From $4079 per night (USD)
VRBO
Daniels House is here to be your next vacation home.
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Breath taking views from this newly restored quintessential 1899 Oak Bluffs Cottage style home. It is equipped with 6 la ...
From $4079 per night (USD)VRBO
- From $575 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 Colonial home with ...
From $575 per night (USD)VRBO
- From $612 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 $612 per night (USD)VRBO
- From $1105 per night (USD)
Expedia
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 $1105 per night (USD)Expedia
- From $650 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 $650 per night (USD)VRBO
- From $643 per night (USD)
VRBO
The Tuck At Inkwell\/Walk to Oak Bluffs Town Center, The Beach & All Attractions
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 11
Come stay in our nautical-themed home located two and a half blocks from the Inkwell Beach and walking distance to the O ...
From $643 per night (USD)VRBO
- From $816 per night (USD)
VRBO
Eden House: Oak Bluffs Martha's Vineyard
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Discover Oak Bluffs in this centrally located cozy cottage, with a charming porch, well-appointed interiors, and a priva ...
From $816 per night (USD)VRBO
- From $446 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 $446 per night (USD)Expedia
- From $336 per night (USD)
VRBO
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 $336 per night (USD)VRBO
- From $754 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 $754 per night (USD)Expedia