Farm Pond Rentals
From $1078 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 $1078 per night (USD)VRBO
From $541 per night (USD)Expedia
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 $541 per night (USD)Expedia
From $959 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 $959 per night (USD)VRBO
From $626 per night (USD)Expedia
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 $626 per night (USD)Expedia
From $693 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 $693 per night (USD)VRBO
From $1037 per night (USD)Expedia
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 $1037 per night (USD)Expedia
From $503 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 $503 per night (USD)VRBO
From $334 per night (USD)Expedia
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 $334 per night (USD)Expedia
From $452 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 $452 per night (USD)VRBO
From $841 per night (USD)Expedia
Beach and downtown OB walkable! 5 Bedroom Victorian on the park.
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 11
You will find this 5 Bedroom Victorian quite charming with its bright & cheery interior. Located right across from wide ...
From $841 per night (USD)Expedia
From $847 per night (USD)VRBO
Magnificent Spacious Home
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 10
This lovely and beautifully furnished three-story home is located in a quiet residential section of Oak Bluffs. It is a ...
From $847 per night (USD)VRBO
From $1022 per night (USD)Expedia
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 $1022 per night (USD)Expedia
From $1303 per night (USD)VRBO
Coastal Farmhouse With Connected Carriage House
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
**SUMMER SPECIAL: SAVE $1,000/WEEK OFF ALL OPEN JUNE, JULY + AUGUST WEEKS | NEW RATES PROGRAMMED** POINT B EXCLUSIVE - ...
From $1303 per night (USD)VRBO
From $1213 per night (USD)Expedia
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 $1213 per night (USD)Expedia
From $433 per night (USD)VRBO
Please let us know in advance which ferry you’re on and arrival time.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Fully equipped cottage behind the main house, Private, available all year round! Perfect romantic get away. Back Patio ...
From $433 per night (USD)VRBO
From $995 per night (USD)Expedia
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 $995 per night (USD)Expedia
From $2583 per night (USD)VRBO
The Island Collection MV: Enjoy This 1850s Victorian Home With Ocean Views!
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 14
Enjoy a relaxing ferry ride to Oak Bluffs and its picturesque surroundings. Once your ferry ride ends, you’re steps away ...
From $2583 per night (USD)VRBO
From $465 per night (USD)Expedia
Charming Studio Guest House in the Heart of Oak Bluffs
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This recently renovated charming studio guest house in the heart of Oak Bluffs sleeps 2 in a Queen size bed. Complete w ...
From $465 per night (USD)Expedia
From $1383 per night (USD)VRBO
OAK BLUFFS - INKWELL WATERVIEW Renovated Cottage with A\/C, modern decor
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Beautifully renovated in-town Victorian Cottage. 4 bedrooms and 2.5 baths. 2 of the 4 bedrooms with a partial water view ...
From $1383 per night (USD)VRBO
From $985 per night (USD)Expedia
JULY 4th AVAILABLE w FERRY TICKET!! OAK BLUFFS 5 Bedroom\/3 Bath\/Central AC.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
This is one summer school you won't want to miss! Bright, airy, elegant home is perfect combination of past and present ...
From $985 per night (USD)Expedia
From $638 per night (USD)VRBO
Island Serenity: Beautiful home in quiet neighborhood close to Oak Bluffs
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Lovely 3 bedroom, 2 full bathroom home with huge deck is less than 1 mile walk to famous Circuit Avenue in Oak Bluffs an ...
From $638 per night (USD)VRBO
From $960 per night (USD)Expedia
Home in Oak Bluffs near everything you want! Walk to Inkwell Beach in 7 min.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
Surround yourself with comfort and fresh furnishings! This is a beautiful four-year-old home that is stylishly furnishe ...
From $960 per night (USD)Expedia
From $363 per night (USD)VRBO
Sweet Little Post&Beam
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Very comfortable well appointed 750 sq ft home with heat and AC. Has 1 bedroom upstairs with a queen size bed and a hal ...
From $363 per night (USD)VRBO
From $608 per night (USD)Expedia
Charming Gingerbread Cottage in Historic Campgrounds in Oak Bluffs Sleeps Nine
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 9
Extra-large gingerbread cottage in historic Campgrounds in Oak Bluffs, sleeps nine. Located on a double lot in the hear ...
From $608 per night (USD)Expedia
From $1376 per night (USD)VRBO
Walk to Beach and Town. Large Family House.
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 14
-Seven air conditioned bedrooms -Four bathrooms -One living room and two small sitting rooms -large bluestone patio wit ...
From $1376 per night (USD)VRBO
From $319 per night (USD)Expedia
WALK TO BEACHES,HARBOR,EVERYTHING!! IN-TOWN OB! Deck,A\/C,Outdoor Shower, Wifi
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 7
***IMPORTANT--PLEASE "MESSAGE " HOST FIRST----BEFORE SENDING A BOOKING REQUEST!! ( JUST CLICK ON " CONTACT HOST" (you w ...
From $319 per night (USD)Expedia
From $1368 per night (USD)VRBO
Original Pratt House built in 1866 with Ocean View of the Inkwell beach.
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
This is an original Pratt house built in 1866 by the famed architect Pratt for whom the Pratt Institute in New York was ...
From $1368 per night (USD)VRBO
From $446 per night (USD)Expedia
In-Town Certified National Historic Oak Bluffs Property -
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This Oak Bluffs, Martha's Vineyard rental is a certified National Historic Property. Ideal location for visitors in the ...
From $446 per night (USD)Expedia
From $538 per night (USD)VRBO
Oak Bluffs Cottage - A Short Walk to the Beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Stay in this beautiful Vineyard home and enjoy a relaxing vacation back in time! Within 5 minutes of stepping out the f ...
From $538 per night (USD)VRBO
From $1005 per night (USD)Expedia
Waterfront Home in Oak Bluffs - Walk to Town and Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This lovely four-bedroom shingled Cape overlooks Farm Pond, Harthaven, and Nantucket Sound. It is a vintage cottage com ...
From $1005 per night (USD)Expedia
From $737 per night (USD)VRBO
Completely renovated, air conditioned cottage close to the beach. Dog friendly.
- 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 side po ...
From $737 per night (USD)VRBO
From $623 per night (USD)Expedia
Location, Charm, & Steps to Town\/Beach -- Central AC, 100% Renewable Energy
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
(Note: for 2025, we are renovating the upstairs bath and creating a more spa-like shower. New Photos by late March, rou ...
From $623 per night (USD)Expedia
From $4319 per night (USD)VRBO
Oceanfront, Private Dock and Harthaven Private Beach - Walk to Noman's, Inkwell
- Bedrooms:
- 3
- Bathrooms:
- 7
- 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 $4319 per night (USD)VRBO
From $454 per night (USD)VRBO
Comfortable Island Home, Easy Access to Beaches and Town
- Bedrooms:
- 1
- Bathrooms:
- 3
- 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 $454 per night (USD)VRBO
From $966 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 $966 per night (USD)VRBO
From $620 per night (USD)Expedia
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 $620 per night (USD)Expedia
From $967 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 $967 per night (USD)VRBO
From $1252 per night (USD)Expedia
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 $1252 per night (USD)Expedia
From $748 per night (USD)VRBO
Beautiful cape located 2 blocks from Lagoon!
- Bedrooms:
- 3
- Bathrooms:
- 4
- 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 $748 per night (USD)VRBO
From $750 per night (USD)Expedia
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)Expedia
From $753 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 $753 per night (USD)VRBO
From $643 per night (USD)Expedia
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 ...
From $643 per night (USD)Expedia
From $607 per night (USD)VRBO
A BRILLANT WAY\nCentral Location To Beach\/Shops\/Restaurants\/Arcade\/Family Bowling
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $607 per night (USD)VRBO
From $558 per night (USD)Expedia
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 $558 per night (USD)Expedia
From $609 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 $609 per night (USD)VRBO
From $407 per night (USD)Expedia
Held July weeks now open! 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 $407 per night (USD)Expedia
From $949 per night (USD)VRBO
OB Watrfront 4+ BR. Quiet\/Walk to Town. Beachy, classic, great ocean\/pond views.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Best of everything: We are located on the back side of Farm Pond, which overlooks Harthaven, Nantucket Sound, and Chappa ...
From $949 per night (USD)VRBO
From $671 per night (USD)Expedia
Martha's Vineyard Beachfront Condo in Oak Bluffs
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy all that Martha's Vineyard has to offer in this spacious two bedroom, two full bath beautifully furnished condo ov ...
From $671 per night (USD)Expedia
From $787 per night (USD)VRBO
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 $787 per night (USD)VRBO
From $1851 per night (USD)Expedia
7\/6-7\/13 AVAILABLE DUE TO LAST MINUTE CANCELLATION! Walk to Beach!
- Bedrooms:
- 5
- 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)Expedia
From $429 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 $429 per night (USD)VRBO
From $750 per night (USD)Expedia
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 $750 per night (USD)Expedia
From $424 per night (USD)VRBO
Charming Oak Bluffs Cottage: Prime Location, Stylish Comfort & Serene Privacy
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
<p>Close to sailing, windsurfing, and more, this smoke-free cottage brings it all within reach. Oak Bluffs Harbor and Oa ...
From $424 per night (USD)VRBO
From $372 per night (USD)Expedia
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 $372 per night (USD)Expedia
From $965 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 $965 per night (USD)VRBO
Click For PricingExpedia
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 ...
Click For PricingExpedia
From $352 per night (USD)VRBO
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 $352 per night (USD)VRBO
From $774 per night (USD)Expedia
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 $774 per night (USD)Expedia
From $866 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 $866 per night (USD)VRBO
From $1619 per night (USD)Expedia
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 $1619 per night (USD)Expedia
From $1285 per night (USD)VRBO
Oak Bluff's Victorian Walk to Town & Beaches
- Bedrooms:
- 6
- 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 $1285 per night (USD)VRBO
From $715 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 $715 per night (USD)Expedia
From $1107 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 $1107 per night (USD)VRBO
From $1199 per night (USD)Expedia
Charming home near downtown & beach with patio, outdoor shower, grill, & W\/D
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Blissful Island Haven Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $1199 per night (USD)Expedia
Click For PricingVRBO
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 PricingVRBO
From $657 per night (USD)Expedia
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 $657 per night (USD)Expedia
From $1735 per night (USD)VRBO
House with guest studio close to town and beach with grill, games, AC & patio
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 9
Sankofa Martha's Vineyard Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $1735 per night (USD)VRBO
From $455 per night (USD)Expedia
Island Inn - Residential Suite - 31G - Dog-friendly - Oak Bluffs, MA
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Summary: Your stay in this charming first-floor one-bedroom, half-wall bedroom, one and half-bath unit is made comfortab ...
From $455 per night (USD)Expedia
From $658 per night (USD)VRBO
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 $658 per night (USD)VRBO
From $943 per night (USD)Expedia
Charming 3-bedroom w\/loft.New Construction home with AC,WiFi. Short walk to town
- Bedrooms:
- 4
- 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 $943 per night (USD)Expedia
From $1480 per night (USD)VRBO
Modern Cottage Walk To Town & Beach
- Bedrooms:
- 3
- 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 $1480 per night (USD)VRBO
From $866 per night (USD)Expedia
Charming 3-bedroom house in Oak Bluffs with AC, WiFi
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to Noble House, your ideal getaway on Martha’s Vineyard. Nestled in the heart of Oak Bluffs at 21 Pheasant Lane, ...
From $866 per night (USD)Expedia
From $697 per night (USD)VRBO
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 $697 per night (USD)VRBO
From $4038 per night (USD)Expedia
Spacious 9-bedroom house with Waterview, WiFi, AC in delightful Oak Bluffs
- Bedrooms:
- 5
- 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 $4038 per night (USD)Expedia
From $686 per night (USD)VRBO
Quiet Getaway Within Walking Distance Of All Oak Bluffs Has To Offer.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 5
An enchanting Cape Cod cottage nestled on a quiet road with Farm Pond and ocean views. Share family dinners and conversa ...
From $686 per night (USD)VRBO
From $983 per night (USD)Expedia
Oak Bluffs Retreat! Spacious Vineyard Home Near Beaches & Downtown
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to your home away from home! Experience the charm of Oak Bluffs in this spacious 3-bedroom, 2.5-bathroom beautif ...
From $983 per night (USD)Expedia
From $2406 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 $2406 per night (USD)VRBO
From $753 per night (USD)Expedia
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 $753 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 $517 per night (USD)Expedia
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 $517 per night (USD)Expedia
From $2273 per night (USD)VRBO
Vacation In This Historic And Luxurious Martha's Vineyard Home
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 14
Perched on the corner of Ocean Park overlooking Nantucket Sound and across the street from the beach, this elegant home ...
From $2273 per night (USD)VRBO
From $288 per night (USD)Expedia
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 $288 per night (USD)Expedia
From $698 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 $698 per night (USD)VRBO
From $870 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 $870 per night (USD)Expedia
From $1288 per night (USD)VRBO
Beautiful Custom Home In Oak Bluffs
- Bedrooms:
- 4
- 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 $1288 per night (USD)VRBO
From $723 per night (USD)Expedia
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 $723 per night (USD)Expedia
From $1229 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 $1229 per night (USD)VRBO
From $753 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 $753 per night (USD)Expedia
From $1479 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 $1479 per night (USD)VRBO
From $671 per night (USD)Expedia
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 $671 per night (USD)Expedia
Click For PricingVRBO
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 $884 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 $884 per night (USD)Expedia
From $643 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 $643 per night (USD)VRBO
From $2979 per night (USD)Expedia
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 $2979 per night (USD)Expedia
From $242 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 $242 per night (USD)VRBO
From $843 per night (USD)Expedia
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 $843 per night (USD)Expedia
From $876 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 $876 per night (USD)VRBO
From $611 per night (USD)Expedia
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 $611 per night (USD)Expedia
Click For PricingVRBO
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 ...
Click For PricingVRBO
Click For PricingExpedia
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 ...
Click For PricingExpedia