Oak Bluffs Rentals
- From $2300 per night (USD)
VRBO
Discount for August 17-Sept. 7. See Below
- 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 $2300 per night (USD)VRBO
- From $1400 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 $1400 per night (USD)VRBO
- From $1452 per night (USD)
VRBO
Retreat to Martha's Vineyard with a Private Pool & Outdoor Living in Oak Bluffs\n
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Retreat to Martha's Vineyard in a modern ranch style vacation home with a heated pool tucked on 1.5 acres of landscaped ...
From $1452 per night (USD)VRBO
- From $1707 per night (USD)
VRBO
Oceanfront Home - Walk to Everything
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
We have some auto ferry reservations available for key July bookings. Endless water views, fully updated, and steps fr ...
From $1707 per night (USD)VRBO
- From $608 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 $608 per night (USD)VRBO
- From $675 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 $675 per night (USD)VRBO
- From $371 per night (USD)
VRBO
Private Meadow View Family Retreat - 4 BR, AC, Large Yard, Tennis, on Bike Path
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Located in the desirable, private Meadow View Farms Estates, across from the Farm Neck Golf Club, this charmingly decora ...
From $371 per night (USD)VRBO
- From $425 per night (USD)
Expedia
Serene Sengekontacket Pond Getaway
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
The property is set among several private townhouses in a lovely neighborhood located off of Sengekontacket Pond in Oa ...
From $425 per night (USD)Expedia
- From $786 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 $786 per night (USD)VRBO
- From $500 per night (USD)
VRBO
Within Walking Distance to Town, Beach & Parks, Enclosed yard with a new deck,
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Located on historic Circuit Ave in Oak Bluffs within walking distance to town, beach, tennis courts and parks. Minutes a ...
From $500 per night (USD)VRBO
- From $400 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 $400 per night (USD)VRBO
- From $525 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 $525 per night (USD)VRBO
- From $699 per night (USD)
VRBO
Beach, Town, and Tennis - Central AC
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 15
We will let the photos do the talking, but note that this home has some especially attractive features for large groups, ...
From $699 per night (USD)VRBO
- From $400 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 $400 per night (USD)VRBO
- From $850 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 $850 per night (USD)VRBO
- From $442 per night (USD)
VRBO
Downtown Oak Bluffs, short walk to beach & town; transferable ferry res. avail.
- 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 $442 per night (USD)VRBO
- From $300 per night (USD)
VRBO
Three Bedroom Family Getaway in Oak Bluffs
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 6
Our Sweet Carol Lane home here on Martha's Vineyard is in a quiet neighborhood just over one mile away from the heart of ...
From $300 per night (USD)VRBO
- From $395 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 $395 per night (USD)VRBO
- From $763 per night (USD)
VRBO
Magnificent Spacious Home
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
This lovely and beautifully furnished three-story home is located in a quiet residential section of Oak Bluffs. It is a ...
From $763 per night (USD)VRBO
- From $1660 per night (USD)
VRBO
Centrally Located Modern Waterfront Property
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
New construction property overlooking Vineyard Haven Harbor where water views can be enjoyed from almost all areas of th ...
From $1660 per night (USD)VRBO
- From $1683 per night (USD)
VRBO
Amazing Gem with Guest House and Private Sandy Beach on Lagoon Pond
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Nestled on a quiet road within walking distance to Oak Bluffs, this 3-bedroom house with a separate 1-bedroom guest hou ...
From $1683 per night (USD)VRBO
- From $825 per night (USD)
VRBO
Beautiful MV Retreat - Central AC - Large Deck, Blue Stone Patio and Fire Pit
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Martha's Vineyard. So many of our guests have returned year after year because they find our property to be c ...
From $825 per night (USD)VRBO
- From $1615 per night (USD)
VRBO
Modern Vineyard Home with Pool, Hot Tub and Pond
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 16
This is a great home for large families and friends. Amazing amenities include a brand new swimming pool, outdoor shower ...
From $1615 per night (USD)VRBO
- From $1086 per night (USD)
VRBO
Luxurious Sengekontacket Contemporary With Water Views
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
**FERRY TICKETS INCLUDED: 7/13 - 7/20; 7/20 - 7/27; 7/27 - 8/3 + $1,600 OFF | NEW RATES IN CALL TO BOOK** Point B Exclus ...
From $1086 per night (USD)VRBO
- From $1285 per night (USD)
VRBO
Newly Renovated House - Quiet area, walk to Downtown Oak Bluffs and the harbor
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
This newly renovated (2021) single-level house in downtown Oak Bluffs is perfect for your island getaway. The house has ...
From $1285 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 $1100 per night (USD)
VRBO
Beach and downtown OB walkable! 5 Bedroom Victorian on the park.
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 9
You will find this 5 Bedroom Victorian quite charming with its bright & cheery interior. Located right across from wide ...
From $1100 per night (USD)VRBO
- From $1950 per night (USD)
VRBO
Spectacular Classic Waterfront Cottage
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
33 Beach captures the essence of Martha's Vineyard. Built around the turn of the century as a stop for the New York Yach ...
From $1950 per night (USD)VRBO
- From $860 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 $860 per night (USD)VRBO
- From $875 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 $875 per night (USD)VRBO
- From $714 per night (USD)
VRBO
Cottage w\/ distant WATERVIEW, 0.2 miles off Circuit Ave, quiet & private
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
LAST-MINUTE DISCOUNTED RATE FOR WEEK OF 8/27-9/3 $3,500. WILLING TO CONSIDER LESS-THAN FULL WEEK RENTAL - PLEASE INQUIR ...
From $714 per night (USD)VRBO
- From $950 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 $950 per night (USD)VRBO
- From $645 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 $645 per night (USD)VRBO
- From $645 per night (USD)
VRBO
Ellen's MV Hideaway: Down island convenience, solitude, and lots of space!
- Bedrooms:
- 5
- Bathrooms:
- 3
- Sleeps:
- 7
NEW PHOTO’s POSTED! Ellen’s Hideaway is an impeccably renovated home offering quality, beauty, and comfort, a welcoming ...
From $645 per night (USD)VRBO
- From $943 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 $943 per night (USD)VRBO
- From $919 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 $919 per night (USD)VRBO
- From $2500 per night (USD)
VRBO
Grand Coastal-Style Estate In The Preserve
- Bedrooms:
- 8
- Bathrooms:
- 5
- Sleeps:
- 12
**SUMMER SPECIAL: SAVE UP TO $4,000/WEEK OFF OPEN WEEKS JUNE THRU SEPTEMBER | NEW RATES IN+FERRY TICKETS** Point B Exclu ...
From $2500 per night (USD)VRBO
- From $905 per night (USD)
VRBO
Oak Bluffs Beach Cottage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
32 Beach Rd. is a small but cozy cottage conveniently located between Oak Bluffs and Vineyard Haven. The cottage has 3 s ...
From $905 per night (USD)VRBO
- Click For Pricing
VRBO
Oak Bluffs- Centrally Located with Pool!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This house is bright, airy and perfect for your Vineyard vacation! It is centrally located less than 3 miles from all th ...
Click For PricingVRBO
- From $800 per night (USD)
VRBO
BRAND NEW!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Beautiful, brand new 5 BR, 2.5 BA w/ outdoor shower Cape-Style Home on 1 Acre of land minutes away from downtown Oak Blu ...
From $800 per night (USD)VRBO
- From $400 per night (USD)
VRBO
4 bedroom home family friendly in desirable area
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
This 4 bedroom, 3-story home has plenty of space to relax with two decks and a private third level master suite. Located ...
From $400 per night (USD)VRBO
- From $380 per night (USD)
VRBO
Oak bluffs cottage, Perfect for. Honeymoon! Summer rentals fill up early !
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Fully equipped cottage behind the main house, Private, available all year round! Perfect romantic get away! Many guests ...
From $380 per night (USD)VRBO
- From $390 per night (USD)
VRBO
Brick Ranch on Cul-de-sac, with Fireplace and Central Air Conditioning !
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Three bedroom brick ranch at the end of a wooded cul-de-sac. Landscaped property located 1 mile from the town of Vineyar ...
From $390 per night (USD)VRBO
- From $891 per night (USD)
VRBO
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 $891 per night (USD)VRBO
- From $600 per night (USD)
VRBO
Oak Bluffs apartment, walk to town and beaches!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This 2 bedroom, 1 bath Cape style garage is just 3/4 of a mile to downtown Oak Bluffs! Our Cape's floor plan offers an o ...
From $600 per night (USD)VRBO
- From $250 per night (USD)
VRBO
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 $250 per night (USD)VRBO
- From $930 per night (USD)
VRBO
Close to Lagoon & easy access downtown
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This charming, newly built home will provide the perfect getaway for your Martha's Vineyard vacation! Centrally-located, ...
From $930 per night (USD)VRBO
- From $1995 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 $1995 per night (USD)VRBO
- From $550 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 $550 per night (USD)VRBO
- Click For Pricing
VRBO
Adorable Cottage STEPS from Downtown and Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Follow us on Instagram - @weepackeminn With a front porch with rocking chairs, a back deck and grill, and an outdoor sh ...
Click For PricingVRBO
- From $1277 per night (USD)
VRBO
NEW KITCHEN! GREAT OAK BLUFFS LOCATION! 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 $1277 per night (USD)VRBO
- From $510 per night (USD)
VRBO
ART FILLED BEACH COTTAGE IN THE PRIVATE WATERFRONT COMMUNITY OF WATERVIEW FARMS!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Gorgeous newly renovated and newly furnished mid-century beach cottage designed by prominent interior design firm Tersig ...
From $510 per night (USD)VRBO
- Click For Pricing
VRBO
Perfect one bedroom garage apartment with A\/C
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This charming one bedroom is perfect for a couple or small family looking for a great space and in a great location just ...
Click For PricingVRBO
- From $625 per night (USD)
VRBO
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 $625 per night (USD)VRBO
- From $400 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 $400 per night (USD)VRBO
- From $1214 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 $1214 per night (USD)VRBO
- From $435 per night (USD)
VRBO
Charming Oak Bluffs Cottage on bike path & bus route. 1 mile to Eastville beach.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
If you are considering bringing your pet, please note - one small dog may be considered, but we ask that you send an ini ...
From $435 per night (USD)VRBO
- From $1207 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 $1207 per night (USD)VRBO
- From $2157 per night (USD)
VRBO
East Chop Beach House w\/Pool
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Fabulous new house in East Chop completed in 2019 located in the heart of East Chop. The house is well appointed, very ...
From $2157 per night (USD)VRBO
- From $455 per night (USD)
Expedia
Charming townhouse with deck, pool & on-site tennis - walk to the beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Island Inn - 41G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $455 per night (USD)Expedia
- From $1000 per night (USD)
VRBO
Modern Martha's Vineyard Retreat in Oak Bluffs
- Bedrooms:
- 5
- Bathrooms:
- 3
- Sleeps:
- 8
New construction home in Oak Bluffs. Enjoy a modern, clean and peaceful stay in the Vineyard. This home is mins to dow ...
From $1000 per night (USD)VRBO
- From $257 per night (USD)
VRBO
Martha's Vineyard Oak Bluffs East Chop Summer Vacation Rental Home 4 Bedroom
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Tucked in a quiet neighborhood and within walking distance to town and beaches, this quaint cottage was moved to East Ch ...
From $257 per night (USD)VRBO
- From $325 per night (USD)
VRBO
Conveniently located near Town
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
This comfortable home has all the amenities of home in an idyllic setting, easy access to town, beach and gorgeous East ...
From $325 per night (USD)VRBO
- Click For Pricing
VRBO
Oak Bluffs, Martha's Vineyard rental by the week for July and August 2022
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
3 bedroom ranch with garage, breezeway, deck, outside shower and farmer 's porch. Master bedroom has queen bed with bath ...
Click For PricingVRBO
- From $447 per night (USD)
VRBO
Vineyard Cottage Charm, Walk to Beach, On Bike Path, Near Town
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Mid-century rustic cottage charm tucked on 3 acres 1 mi to Oak Bluffs and Vineyard Haven center's. Acquired in 1950 by L ...
From $447 per night (USD)VRBO
- From $1214 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 $1214 per night (USD)VRBO
- From $400 per night (USD)
VRBO
**WALK TO BEACHES,HARBOR,EVERYTHING!! *IN-TOWN OB! Deck,A\/C,Outdoor Shower, Wifi
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
***PLEASE “ MESSAGE” MANAGER/OWNER ANNETTE FIRST----BEFORE SENDING A BOOKING REQUEST!! ( JUST CLICK ON " CONTACT HOST" & ...
From $400 per night (USD)VRBO
- From $600 per night (USD)
VRBO
Nautical Oasis 10-min Walk to Downtown Oak Bluffs
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
The house is perfectly located to get to the best beaches (Katama Beach, Long Pond, Lambert’s Cove, etc.) on the Island ...
From $600 per night (USD)VRBO
- From $400 per night (USD)
VRBO
,Artist Guest House on beautiful estate open concept King Sized Bunk Beds
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
quaint quite modern but rustic guest house ideal for couple far from crowds but close to all located in oak bluffs 4 mi ...
From $400 per night (USD)VRBO
- From $250 per night (USD)
VRBO
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 $250 per night (USD)VRBO
- From $475 per night (USD)
VRBO
Oak Bluffs Cottage - A Short Walk to the Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- 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 $475 per night (USD)VRBO
- From $531 per night (USD)
VRBO
Water View Oasis 1 mi from Oak Bluffs 10 min Walk to Beach
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful water view, spacious natural landscape, and privacy enhance the serenity of our rustic barn-style home tucked ...
From $531 per night (USD)VRBO
- From $952 per night (USD)
VRBO
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 $952 per night (USD)VRBO
- From $325 per night (USD)
VRBO
Perfect for Family, Friends, or a Romantic Getaway - Newly Renovated!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
This beautifully landscaped, professionally decorated 1998 contemporary offers affordable luxury. Stately French doors, ...
From $325 per night (USD)VRBO
- From $550 per night (USD)
VRBO
Cozy, exceptional view, quiet, high speed WIFI, close to all island attractions
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This comfortable house provides up and downstairs amenities. The master bedroom with bath is on the ground floor; the o ...
From $550 per night (USD)VRBO
- From $550 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 $550 per night (USD)VRBO
- From $325 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 $325 per night (USD)VRBO
- From $562 per night (USD)
Expedia
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 $562 per night (USD)Expedia
- From $444 per night (USD)
VRBO
Delilah & Joseph Pierce House
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Travel and Enjoy! Built by international artist, curator, educator, advocate, and diplomat Delilah W. Pierce, and her fa ...
From $444 per night (USD)VRBO
- From $3000 per night (USD)
VRBO
Oceanfront, Private Dock and Harthaven Private Beach - Walk to Noman's, Inkwell
- 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 $3000 per night (USD)VRBO
- From $1300 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 $1300 per night (USD)VRBO
- From $900 per night (USD)
Expedia
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)Expedia
- 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 $547 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 $547 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 $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 $324 per night (USD)
VRBO
Martha's Vineyard Beachfront Cottage in Oak Bluffs but closer to Vineyard Haven
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Small beachfront cottage; back deck is right on the water and the front door is on Beach Rd. where you can flag down a b ...
From $324 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 $540 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 $540 per night (USD)VRBO
- From $473 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 $473 per night (USD)VRBO
- From $450 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 $450 per night (USD)VRBO
- From $544 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 $544 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