Tisbury Rentals
From $869 per night (USD)VRBO
A \"Close to All\" Oak Bluffs Oasis!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Nestled at the end of a cul-de-sac, this home is the ideal spot for a peaceful island retreat. It sits on over a1/2 acre ...
From $869 per night (USD)VRBO
From $1006 per night (USD)VRBO
EXQUISITE MARTHA'S VINEYARD HOME, HEATED POOL, 10 MIN WALK TO OAK BLUFFS FERRY
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This luxurious home offers the perfect blend of comfort, style, and convenience. Featuring a heated 16 x 32' pool with v ...
From $1006 per night (USD)VRBO
From $1078 per night (USD)VRBO
Designer Stay- Large Yard- Outdoor games
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
A chic coastal escape where upscale comfort meets effortless Vineyard charm. Nestled in the heart of Oak Bluffs and just ...
From $1078 per night (USD)VRBO
From $626 per night (USD)VRBO
Charming 3-bedroom cottage in Oak Bluffs with AC, WiFi
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to this renovated 3-bedroom home in Oak Bluffs, across from Farm Neck Golf Club. The Beach is just a 4-minute dri ...
From $626 per night (USD)VRBO
From $251 per night (USD)VRBO
Martha's Vineyard Oak Bluffs East Chop Summer Vacation Rental Home 4 Bedroom
- Bedrooms:
- 1
- 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 $251 per night (USD)VRBO
From $1813 per night (USD)VRBO
SIX BEDROOM COMPOUND W/CENTRAL AIR IN IDYLLIC SETTING
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 20
Home built 5 years ago with spacious living and open space made just right for family get gatherings. Nine high top ch ...
From $1813 per night (USD)VRBO
From $423 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 $423 per night (USD)VRBO
From $505 per night (USD)VRBO
Vineyard Cottage Charm, Walk to Beach, On Bike Path, Near Town
- Bedrooms:
- 0
- 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 $505 per night (USD)VRBO
From $821 per night (USD)VRBO
Lambert's Cove, Custom Contemporary
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
It's just a short walk to beautiful Lambert's Cove beach from this lovely 4 bedroom, 2 bath custom contemporary. The hou ...
From $821 per night (USD)VRBO
From $2545 per night (USD)VRBO
East Chop Beach House w/Pool
- Bedrooms:
- 4
- 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 $2545 per night (USD)VRBO
From $642 per night (USD)VRBO
Walk to Lambert's Cove Beach. Pastoral setting. Elegant farmhouse & guest house.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Lovely pastoral setting with an elegant farm house and guest house. Located on sixteen acres abutting Land Bank propert ...
From $642 per night (USD)VRBO
From $1181 per night (USD)VRBO
Modern Martha's Vineyard Retreat in Oak Bluffs
- Bedrooms:
- 3
- 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 $1181 per night (USD)VRBO
From $528 per night (USD)VRBO
Arrowsmith Cottage - Oak Bluffs - 1 mi to Eastville Point Beach via bike path.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
If Steamship Authority ferry reservations appear to be unavailable, please contact me for possible options. Please not ...
From $528 per night (USD)VRBO
From $335 per night (USD)VRBO
Sweet Little Post&Beam
- Bedrooms:
- 1
- 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 $335 per night (USD)VRBO
From $662 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 $662 per night (USD)VRBO
From $512 per night (USD)VRBO
ARRIVE/DEPART ANY DAY Charming Lambert's Cove Home Close to Beach/Ice House Pond
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Very private Lambert’s Cove home with three bedrooms, two baths, outdoor shower, and a greenhouse. It's tucked away on t ...
From $512 per night (USD)VRBO
From $887 per night (USD)VRBO
Hilltop House with Commanding Views and Breathtaking Sunsets, Private Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Lamberts Cove! Our family has been on-island for generations and we invite you to our family home at the end ...
From $887 per night (USD)VRBO
From $851 per night (USD)VRBO
Close to Lagoon & easy access downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This charming, newly built home will provide the perfect getaway for your Martha's Vineyard vacation! Centrally-located, ...
From $851 per night (USD)VRBO
From $497 per night (USD)VRBO
4 bedroom home family friendly in desirable area
- Bedrooms:
- 2
- 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 $497 per night (USD)VRBO
From $1154 per night (USD)VRBO
BRAND NEW!
- Bedrooms:
- 2
- 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 $1154 per night (USD)VRBO
From $1368 per night (USD)VRBO
Coastal Farmhouse With Connected Carriage House
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
**JULY HOT DEALS: SAVE 10% OFF 7/12 - 7/19; 7/19 - 7/27 | AVAILABLE BY PHONE ONLY** POINT B EXCLUSIVE - This newly built ...
From $1368 per night (USD)VRBO
From $1022 per night (USD)VRBO
Modern Farmhouse In Central Oak Bluffs Neighborhood
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
**JULY HOT DEALS: SAVE 10% OFF WEEKLY RENTALS 7/14 - 7/26 OR SHORTER STAYS ALSO AVAILABLE | BOOK BY PHONE ONLY** POINT B ...
From $1022 per night (USD)VRBO
From $2417 per night (USD)VRBO
Grand Coastal-Style Estate In The Preserve
- Bedrooms:
- 7
- Bathrooms:
- 5
- Sleeps:
- 12
**JULY+AUGUST SPECIAL: SAVE $4,000/WEEK OFF ANY OPEN WEEKS | NEW RATES PROGRAMMED** POINT B EXCLUSIVE - This recently bu ...
From $2417 per night (USD)VRBO
From $347 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 $347 per night (USD)VRBO
From $460 per night (USD)VRBO
Brick Ranch on Cul-de-sac, with Fireplace and Central Air Conditioning !
- Bedrooms:
- 1
- 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 $460 per night (USD)VRBO
From $959 per night (USD)VRBO
Multiple Ensuites, Central Air, Perfect Location
- Bedrooms:
- 3
- 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 $959 per night (USD)VRBO
From $467 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 $467 per night (USD)VRBO
From $319 per night (USD)VRBO
Held July weeks open & discounted! 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 $319 per night (USD)VRBO
From $693 per night (USD)VRBO
Ocean Views from East Chop
- Bedrooms:
- 3
- 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 $693 per night (USD)VRBO
From $577 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 $577 per night (USD)Expedia
From $3455 per night (USD)VRBO
ILLUMINATION WEEK 8/16-8/23/25 ON MARTHA'S VINEYARD IS OPEN FOR BOOKING
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This luxury enclave, complete with 4 bedrooms and 3.5 bathrooms, is located in a private community that is centrally loc ...
From $3455 per night (USD)VRBO
From $391 per night (USD)VRBO
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 $391 per night (USD)VRBO
From $369 per night (USD)VRBO
West Tisbury Country Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Custom home with many amenities. Nicely furnished. Beautiful interiors with natural woodwork, oak floors, deck, big secl ...
From $369 per night (USD)VRBO
From $397 per night (USD)VRBO
Charming Oak Bluffs Cottage: Prime Location, Stylish Comfort & Serene Privacy
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your Vineyard getaway! Nestled in a peaceful neighborhood in Oak Bluffs, this cozy two-bedroom, one-bath cott ...
From $397 per night (USD)VRBO
From $320 per night (USD)VRBO
Central location for your vacation
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Centrally located from nearby Vineyard Haven, Oak Bluffs, Edgartown and West Tisbury. You are not able to get your car ...
From $320 per night (USD)VRBO
From $1093 per night (USD)Expedia
Secluded Escape- Central AC & Wireless Internet Access.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This gorgeous, contemporary air-conditioned private home is perfect for your luxurious vacation on the island. It is 270 ...
From $1093 per night (USD)Expedia
From $910 per night (USD)VRBO
Lovely waterfront home with private, sandy beach and mooring on Lagoon Pond
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Relax on the gorgeous wraparound deck, let the sea breeze caress your face, listen to the chirping birds, and drink in t ...
From $910 per night (USD)VRBO
From $536 per night (USD)VRBO
Fabulous Makonikey with multi-levels & multi-decks ~WALK TO PRIVATE BEACH! A/C!
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 10
***IMPORTANT--PLEASE "MESSAGE " HOST FIRST----BEFORE SENDING A BOOKING REQUEST!! ( JUST CLICK ON " CONTACT HOST" (you w ...
From $536 per night (USD)VRBO
From $1551 per night (USD)VRBO
Glorious Sunsets and Fun on Private Waterfront in Beautiful, Comfortable Home.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
FREE!!! A Transferable Round-trip SSA auto reservation is included for the July 19-26, 2025 week. ...
From $1551 per night (USD)VRBO
From $492 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 $492 per night (USD)VRBO
From $454 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 $454 per night (USD)VRBO
From $1229 per night (USD)VRBO
Modern 4 bed/3.5 bath Farmhouse, private HEATED POOL and AC on bike path
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Enjoy everything the island has to offer in a spacious, custom-built, fully-stocked modern farmhouse and backyard oasis ...
From $1229 per night (USD)VRBO
From $504 per night (USD)VRBO
Close to town, beautifully updated
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
*** For stays between 9/1/2024 and 6/14/2025, Please inquire about a discounted cleaning rate***. Renovated Oak Blu ...
From $504 per night (USD)VRBO
From $489 per night (USD)VRBO
Oak Bluffs Cottage - A Short Walk to the Beach!
- Bedrooms:
- 2
- 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 $489 per night (USD)VRBO
From $497 per night (USD)VRBO
Water View Oasis 1 mi from Oak Bluffs 10 min Walk to Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful water view, spacious natural landscape, and privacy enhance the serenity of our rustic barn-style home tucked ...
From $497 per night (USD)VRBO
From $581 per night (USD)VRBO
Beautiful Contemporary Farmhouse close to Oak Bluffs
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Beautifully maintained contemporary farmhouse features an open floor plan. The first floor has an open kitchen, dining, ...
From $581 per night (USD)VRBO
From $498 per night (USD)VRBO
Lovely Home Prvt Apt- 2 bedrms1.5 baths full kitch living /dining rm 2 car prkng
- Bedrooms:
- 1
- 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 $498 per night (USD)VRBO
From $340 per night (USD)VRBO
GREAT PRICE!PETS WELCOME! 2 Decks, Porch,Linens Included,Outdoor Shower, A/C
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
***IMPORTANT--PLEASE "MESSAGE "HOST FIRST----BEFORE SENDING A BOOKING REQUEST!! ( JUST CLICK ON " CONTACT HOST" (you wi ...
From $340 per night (USD)VRBO
From $748 per night (USD)VRBO
Beautiful cape located 2 blocks from Lagoon!
- Bedrooms:
- 2
- 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 $748 per night (USD)VRBO
From $394 per night (USD)VRBO
Martha's Vineyard Beachfront Cottage in Oak Bluffs but closer to Vineyard Haven
- Bedrooms:
- 1
- 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 $394 per night (USD)VRBO
From $683 per night (USD)VRBO
Charming Island House-Close to Ginger Bread Cottages, Beaches, Shops...
- Bedrooms:
- 2
- 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 $683 per night (USD)VRBO
From $927 per night (USD)VRBO
Beautiful and Modern 4Bdrm, 3Ba Colonial w/ a Large Yard in Historic Oak Bluffs!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Gloria’s Cottage – A Martha’s Vineyard Retreat Step into the warmth of Gloria’s Cottage, a beautifully appoi ...
From $927 per night (USD)VRBO
From $465 per night (USD)VRBO
Martha’s Vineyard 15 minute walk to Oak Bluffs Beach and Town
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
15 minute walk to Oak Bluffs town and beach. 2 queen beds. 5 minute walk to the bus. 5 minute walk to library. 1 bedroom ...
From $465 per night (USD)VRBO
From $1299 per night (USD)Expedia
Retreat to Martha's Vineyard with a Private Pool & Outdoor Living in Oak Bluffs\n
- Bedrooms:
- 2
- 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 $1299 per night (USD)Expedia
From $410 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 $410 per night (USD)VRBO
From $1617 per night (USD)VRBO
Amazing Gem with Guest House and Private Sandy Beach on Lagoon Pond
- Bedrooms:
- 3
- 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 $1617 per night (USD)VRBO
From $973 per night (USD)VRBO
The Island Collection MV: Experience a Luxury Getaway by the Lagoon
- Bedrooms:
- 3
- 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 $973 per night (USD)VRBO
From $1627 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 $1627 per night (USD)VRBO
From $1299 per night (USD)VRBO
New Waterfront Home, Secluded on Private Road w Pvt Beach, only 10min to town
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
A new cottage build honoring the classic architecture of Martha's Vineyard. The property has been in the family for doze ...
From $1299 per night (USD)VRBO
From $814 per night (USD)VRBO
Beautiful MV Retreat - Central AC - Large Deck, Blue Stone Patio and Fire Pit
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Martha's Vineyard! Many of our guests return year after year, drawn by our property’s prime location, cleanli ...
From $814 per night (USD)VRBO
From $1876 per night (USD)VRBO
Modern Vineyard Home with Pool, Hot Tub and Pond
- Bedrooms:
- 4
- 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 $1876 per night (USD)VRBO
From $847 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 $847 per night (USD)VRBO
From $709 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 $709 per night (USD)VRBO
From $1228 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 $1228 per night (USD)VRBO
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 $453 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 $453 per night (USD)VRBO
From $654 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 $654 per night (USD)VRBO
From $552 per night (USD)VRBO
Adorable Oak Bluffs Cottage With Ac On East Chop
- Bedrooms:
- 2
- 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 $552 per night (USD)VRBO
From $2949 per night (USD)VRBO
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Our amazing property is a perfect place to spend with family and friends! The property is wonderful for everything from ...
From $2949 per night (USD)VRBO
From $527 per night (USD)Expedia
Sunny 3 bedroom cape with large deck, porch and kayaks. Pet friendly.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Seaside serenity awaits you at this Oak Bluffs retreat! Immerse yourself in the charms of island life while staying at t ...
From $527 per night (USD)Expedia
From $642 per night (USD)VRBO
Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Nestled in the charming town of East Chop, this 3-bedroom vacation home offers the perfect escape for your next getaway. ...
From $642 per night (USD)VRBO
From $335 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 $335 per night (USD)Expedia
From $293 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 $293 per night (USD)VRBO
From $612 per night (USD)VRBO
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 $612 per night (USD)VRBO
From $670 per night (USD)VRBO
Labor Day September escape with Car Ferry tickets Aug 30th to Sept 6th!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled in woods adjacent to conservation trails, and Coveted Lambert's cove beach is just 7min drive away. Cozy home wi ...
From $670 per night (USD)VRBO
From $1771 per night (USD)VRBO
An Oasis on Martha's Vineyard-A 4 Bedroom 4.5 Bath Home In Historical Oak Bluffs
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This newly renovated, beautifully landscaped, air conditioned, spacious 3 level Cape Cod style home is situated on a qui ...
From $1771 per night (USD)VRBO
Click For PricingVRBO
Charming salt box in quiet woodsy neighborhood - centrally located!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful Fireplace! Hardwood floors throughout. A spacious kitchen with updated appliances - plus, a propane grill for ...
Click For PricingVRBO
From $1033 per night (USD)VRBO
Fresh Quiet Hidden Gem, Pet & Kid Friendly, close to V.T.A., VH and farmstand-5*
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Sea Glenn Flowers is a beautiful home located in the heart of Martha's Vineyard, a short drive from all the amenities of ...
From $1033 per night (USD)VRBO
From $508 per night (USD)VRBO
In the heart of East Chop. Walks on East Chop Dr. Then relax on the private deck
- Bedrooms:
- 2
- 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 $508 per night (USD)VRBO
From $791 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 $791 per night (USD)Expedia
From $902 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 $902 per night (USD)VRBO
From $1636 per night (USD)VRBO
Lagoon Waterfront 3 Bedroom Private Sandy Beach Oak Bluffs Martha's Vineyard \n
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
This three-bedroom idyllic vacation home offers the perfect escape for a truly memorable summer vacation on Martha's Vin ...
From $1636 per night (USD)VRBO
From $584 per night (USD)VRBO
Walking to the beach. Bars and Restaurants.
- Bedrooms:
- 2
- 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)VRBO
From $726 per night (USD)Expedia
Cozy vineyard cottage close to downtown with outdoor living space and amentiies.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
2 Decks, hot tub and close to everything. Has all new stainless appliances, wi-fi, cable, grill, about one mile walk t ...
From $726 per night (USD)Expedia
From $744 per night (USD)VRBO
Centrally located home in private neighborhood of Oak Bluffs.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Relax and unwind in this comfortable spacious 3 bedroom 2 bath open concept home in a quiet neighborhood. Enjoy your di ...
From $744 per night (USD)VRBO
Click For PricingExpedia
Charming 4-bedroom house in enchanting West Tisbury near Lambert’s Cove
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Unwind in West Tisbury at this lovely house. Nestled in a tranquil setting, this wonderful vacation rental boasts 4 quee ...
Click For PricingExpedia
From $1354 per night (USD)VRBO
Beautiful home with screened porch, deck, W/D, family room, & central AC
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Blissful Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $1354 per night (USD)VRBO
From $847 per night (USD)Expedia
Waterfront Home w/ Guest Cottage
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Experience the magic of Martha's Vineyard from our beachfront retreat. Nestled in a quiet neighborhood, yet conveniently ...
From $847 per night (USD)Expedia
From $793 per night (USD)VRBO
Charming 3-bedroom w/loft.New Construction home with AC,WiFi. Short walk to town
- Bedrooms:
- 3
- 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 $793 per night (USD)VRBO
From $391 per night (USD)Expedia
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 $391 per night (USD)Expedia
From $290 per night (USD)VRBO
Beautifully handcrafted arts and craft style carriage house chalet
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Beautifully handcrafted chalet carriage house with details of fine woodworking and old beams creating a uplifting feelin ...
From $290 per night (USD)VRBO
From $814 per night (USD)Expedia
West Tisbury Gem with Association Pool + Hiking Trails, Close to All
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Spacious, secluded yet close to everything, this light-filled gem began renting in summer '23. Each bedroom has its own ...
From $814 per night (USD)Expedia
From $866 per night (USD)VRBO
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)VRBO
From $815 per night (USD)VRBO
Delightful and Roomy 4-bedroom house in OB, 4 bed, 4 bath, Central A/C
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Make yourself at home in this fabulous 4-bedroom Oak Bluffs retreat. With 3 queen beds, 2 twins, and 2 sofa beds, this a ...
From $815 per night (USD)VRBO
From $429 per night (USD)VRBO
1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Dogs Welcome w/ Fee | Beach Across Street | Postcard-Worthy Sunsets Easy island living awaits at this 3-bedroom, 1-bath ...
From $429 per night (USD)VRBO
From $465 per night (USD)Expedia
Walk to Beach & Lighthouse: Oak Bluffs Studio!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Pets Welcome w/ Fee | Solo Getaway or Couple's Retreat Island charm meets laid-back comfort at this 1-bathroom studio i ...
From $465 per night (USD)Expedia
From $1192 per night (USD)VRBO
Private house with jetted tub, deck, grill, central AC and large yard
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Family Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $1192 per night (USD)VRBO
From $417 per night (USD)Expedia
Private suite with roof deck, near golf, bus stop, shops, and trails
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Garage Suite Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $417 per night (USD)Expedia
From $1029 per night (USD)VRBO
Comfortable 4BR Oak Bluffs Farmhouse
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 8
Unwind in Oak Bluffs at this lovely house. With amenities like WiFi, AC, and a washing machine, guests can relax and enj ...
From $1029 per night (USD)VRBO
From $361 per night (USD)Expedia
Quaint, ranch style home in Oak Bluffs with central air
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
The Rootskeller Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $361 per night (USD)Expedia