Lobster Hatchery Rentals
From $523 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 $523 per night (USD)VRBO
From $1407 per night (USD)VRBO
Glorious Sunsets and Fun on Private Waterfront in Beautiful, Comfortable Home.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Ask about Discounts if 8 or fewer guests. ...
From $1407 per night (USD)VRBO
From $1819 per night (USD)VRBO
7/6-7/13 AVAILABLE DUE TO LAST MINUTE CANCELLATION! Walk to Beach!
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
LAST MINUTE CANCELLATION FOR JULY 6TH - 13TH, 2025!! This charming Vineyard home just completed a large renovation incl ...
From $1819 per night (USD)VRBO
From $801 per night (USD)Expedia
The quintessential MV home. Now booking for 2025!
- 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 $801 per night (USD)Expedia
From $466 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 $466 per night (USD)VRBO
From $396 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 $396 per night (USD)VRBO
From $586 per night (USD)VRBO
Historic Home in East Chop
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Renovated home in East Chop, Oak Bluffs, Martha’s Vineyard. Built in 1872 by my great, great grandfather, the house has ...
From $586 per night (USD)VRBO
From $585 per night (USD)VRBO
Oak Bluffs Retreat - The perfect getaway!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Six minute drive to beach! This two floor beauty with central AC boasts ample yard space and all the amenities you look ...
From $585 per night (USD)VRBO
From $1237 per night (USD)VRBO
Modern, luxury 5-bed, 4.5-bath w/full basement! Now booking for 2025!
- Bedrooms:
- 4
- 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 $1237 per night (USD)VRBO
From $606 per night (USD)VRBO
Lovely vacation home within walking distance to Oak Bluffs and the beach
- Bedrooms:
- 2
- 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 $606 per night (USD)VRBO
From $596 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 $596 per night (USD)VRBO
From $586 per night (USD)VRBO
A BRILLANT WAY\nCentral Location To Beach/Shops/Restaurants/Arcade/Family Bowling
- Bedrooms:
- 1
- 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 $586 per night (USD)VRBO
From $439 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 $439 per night (USD)VRBO
From $389 per night (USD)Expedia
Waterfront condo with scenic views of Vineyard Haven harbor and beyond
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Completely updated/renovated 1 bedroom (sleeps 4), 1bath condo with eat in kitchen. Fantastic views with private beach ...
From $389 per night (USD)Expedia
From $507 per night (USD)VRBO
Perfect Home For A Family Vacation With All The Amenities
- Bedrooms:
- 4
- 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 $507 per night (USD)VRBO
From $439 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 $439 per night (USD)VRBO
From $303 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 $303 per night (USD)VRBO
From $1189 per night (USD)VRBO
CENTRAL AIR! Quiet East Chop Retreat Walk 2 Town and Beach.
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
GAME ROOM!!! We have converted the room in the garage as a place where our guests can go should you have a rainy day or ...
From $1189 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 $950 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 $950 per night (USD)VRBO
From $1053 per night (USD)VRBO
Gingerbread cottage with stunning Oak Bluffs Harbor View
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Amazing vacation spot Enjoy beautiful views of Oak Bluffs Harbor and beyond Historic gingerbread cottage Large front por ...
From $1053 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 $773 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 $773 per night (USD)VRBO
From $439 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 $439 per night (USD)VRBO
From $610 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 $610 per night (USD)VRBO
From $2146 per night (USD)VRBO
Relaxing Beach Front Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
The Perfect Vineyard Vacation: This beautiful beachfront home is on the east side of Lagoon Pond, in the town of Oak Blu ...
From $2146 per night (USD)VRBO
From $456 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 $456 per night (USD)VRBO
From $906 per night (USD)Expedia
CHARMING HISTORIC ISLAND HOME--WEEKLY RENTAL-- OAK BLUFFS
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 9
Welcome to "Eventide." Your historic vacation home is nestled at 63 Temahigan Ave. in Oak Bluffs- Martha's Vineyard. Con ...
From $906 per night (USD)Expedia
From $643 per night (USD)VRBO
Convenient In-Town (Oak Bluffs) Location
- Bedrooms:
- 1
- 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)VRBO
From $1277 per night (USD)Expedia
Oak Bluffs Family Retreat - Private Roundabout, Walk to the Beach & Downtown OB.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Renovated in 2022, The Panola House is tucked away on a private lot with its own roundabout driveway. Walk to the cente ...
From $1277 per night (USD)Expedia
From $334 per night (USD)VRBO
Historic Oak Bluffs home, short walk to town, beach, and harbor.
- Bedrooms:
- 0
- Bathrooms:
- 3
- Sleeps:
- 6
Family owned and kept charming 19th century home in Oak Bluffs highlands near Baptist Temple park. This house is about ...
From $334 per night (USD)VRBO
Click For PricingExpedia
Cute 4-BR House within walking distance of Circuit Avenue
- Bedrooms:
- 2
- 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 $567 per night (USD)VRBO
Location, Charm, & Steps to Town/Beach -- Central AC, 100% Renewable Energy
- Bedrooms:
- 2
- Bathrooms:
- 4
- 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 $567 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 $489 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 $489 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
Click For PricingVRBO
Vineyard Gem < 2 Mi to Beach & Oak Bluffs!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Boasting one of the most optimal locations on the island, this 3-bedroom, 2.5-bath vacation rental home sits within a qu ...
Click For PricingVRBO
From $525 per night (USD)Expedia
Family & dog friendly; walk to beach, cliff, town, ferries, all bedrooms w/AC
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Best of both worlds! Quietly situated among beautiful trees with few neighbors plus it is walking distance to swim and O ...
From $525 per night (USD)Expedia
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 $767 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 $767 per night (USD)Expedia
From $307 per night (USD)VRBO
Cozy cottage 3/4 mile from Oak Bluffs harbor
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Family owned/charming home in Oak Bluffs, 1/2 mile walk to East Chop Lighthouse and slightly more to the town harbor, wh ...
From $307 per night (USD)VRBO
From $449 per night (USD)Expedia
Lakefront Cottage with a Deck, Free WiFi, Gas Grill - Close to Ferries & Beaches
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Sunset Meadows Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $449 per night (USD)Expedia
From $346 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 $346 per night (USD)VRBO
From $785 per night (USD)Expedia
New Construction with Patio & Yard - Downtown & Beaches
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Oak Bluffs Beauty Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $785 per night (USD)Expedia
From $437 per night (USD)VRBO
Charming home away from home near lagoon pond w/ boat launch
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Island Sanctuary Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $437 per night (USD)VRBO
From $560 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 $560 per night (USD)VRBO
From $525 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 $525 per night (USD)VRBO
From $342 per night (USD)Expedia
Martha's Vineyard Apt ~ 1 Mile to Inkwell Beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Experience the charm of Martha’s Vineyard at your leisure from this ideally located apartment. With 2 bedrooms and 1 bat ...
From $342 per night (USD)Expedia
From $380 per night (USD)VRBO
Quaint,,,Quiet..up island feel yet a short walk to town and harbor
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Your quintessential summer vacation starts here! The property has a combination of a strong rental history(read ren ...
From $380 per night (USD)VRBO
From $745 per night (USD)Expedia
Beautiful downtown Oak Bluffs!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Beautifully decorated ranch style home in Oak Bluffs Center. Close to the beach, restaurants, shopping, parks, library a ...
From $745 per night (USD)Expedia
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 $452 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 $452 per night (USD)VRBO
From $663 per night (USD)VRBO
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 $663 per night (USD)VRBO
From $718 per night (USD)Expedia
Perfect Family Home- Oak Bluffs, Martha's Vineyard
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Our wonderful family house is exactly what you're looking for to compliment your Martha's Vineyard vacation. The house' ...
From $718 per night (USD)Expedia
From $393 per night (USD)VRBO
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This property is conveniently located near the center of Oak Bluffs and with many great restaurant and out door activity ...
From $393 per night (USD)VRBO
From $837 per night (USD)Expedia
Charming MV Cottage: Walk to Dtwn Oak Bluffs!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
There's no better way to experience the laidback lifestyle of the Vineyard than in the heart of it all at this tradition ...
From $837 per night (USD)Expedia
From $503 per night (USD)VRBO
Peaceful Oak Bluffs home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Relax and pamper yourself kin a Mid-Century Modern Split-Level home. Located on a 1/4 acre lot minutes away from town,b ...
From $503 per night (USD)VRBO
From $335 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 $335 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 $553 per night (USD)Expedia
#CozyBluffs #OakBluffs #EastChop 1 BD, 1.5 bath home-Walk to Town-Ferries-Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Introducing our #CozyBluffs home in Oak Bluffs on Martha's Vineyard! Designed by local Architect Chuck Sullivan and buil ...
From $553 per night (USD)Expedia
From $569 per night (USD)VRBO
Coastal Retreat | Walk to Inkwell Beach, Dining & Flying Horses Carousel
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Oak Leaf Cape Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $569 per night (USD)VRBO
From $800 per night (USD)Expedia
Classic Oak Bluffs Beach House | Excellent Harbor Views | Near Shops & Dining
- Bedrooms:
- 1
- Bathrooms:
- 5
- Sleeps:
- 8
Classic Oak Bluffs Beach Home- Excellent Harbor Views- Near Shops & Dining Our calendar is updated in real-time & our n ...
From $800 per night (USD)Expedia
From $329 per night (USD)VRBO
Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Island Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $329 per night (USD)VRBO
Click For PricingExpedia
Island bliss located near shops and eateries-several island beaches also nearby
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Island Breeze Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
Click For PricingExpedia
From $1370 per night (USD)VRBO
Beautiful 5 BR, 4.5 baths w/ modern conveniences
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
We welcome you to enjoy our spacious and comfortable home. It's a beautiful 5 BR, 4.5 bath Oak Bluffs home with modern ...
From $1370 per night (USD)VRBO
From $2498 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 $2498 per night (USD)VRBO
From $418 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 $418 per night (USD)VRBO
From $2327 per night (USD)VRBO
Waterfront House On Oak Bluffs Harbor
- Bedrooms:
- 1
- Bathrooms:
- 5
- Sleeps:
- 10
Rarely available, large 5 bedroom home with 2 bathrooms and an outside shower right on Oak Bluffs Harbor. Great for fami ...
From $2327 per night (USD)VRBO
From $500 per night (USD)VRBO
Bright old-world cottage with two porches & large yard - walk to town & beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Oak Bluffs Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $500 per night (USD)VRBO
From $1340 per night (USD)Expedia
Classic Vineyard Ocean, Harbor, Lake & Parkview Cottage w/AC
- Bedrooms:
- 2
- Bathrooms:
- 7
- Sleeps:
- 10
The cottage is in restored original condition with many original features including hardwood floors, paned windows with ...
From $1340 per night (USD)Expedia
From $251 per night (USD)VRBO
Spacious 1 Bedroom Apt - 3 min Walk to the Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
A perfect place for 1-4 people to stay! You will have plenty of room, shared use of a grill, backyard, and outdoor dinin ...
From $251 per night (USD)VRBO
From $1066 per night (USD)Expedia
Secluded waterfront oasis w/private beach and mooring, dock, patio - 1 dog OK
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Lily Hill Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $1066 per night (USD)Expedia
From $305 per night (USD)VRBO
Cute & cozy cottage with a patio & gas grill in the heart of Martha's Vineyard
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Winthrop Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $305 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 $563 per night (USD)VRBO
Charming Gingerbread Cottage in Historic Campgrounds in Oak Bluffs Sleeps Nine
- Bedrooms:
- 2
- 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 $563 per night (USD)VRBO
From $1023 per night (USD)VRBO
Now booking Summer 2026!! 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 $1023 per night (USD)VRBO
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 $1457 per night (USD)Expedia
Discount last week July Reduced Oak Bluffs walk to Circuit Ave & Inkwell Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Surround yourself with comfort and fresh furnishings! This is a beautiful five-year-old home that is stylishly furnishe ...
From $1457 per night (USD)Expedia
From $1879 per night (USD)VRBO
Waterfront! Luxury, 6-Bedroom Home with Private Beach & Dock
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Enjoy all that waterfront living has to offer. Full renovation completed in 2017. This Hines Point property offers a 270 ...
From $1879 per night (USD)VRBO
From $614 per night (USD)Expedia
Oak Bluffs - Quiet Neighborhood - Walk to Town, Ferry, Library and more!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This property is situated in a quiet neighborhood just a short walk to downtown Oak Bluffs. This location is perfect. ...
From $614 per night (USD)Expedia
From $447 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 $447 per night (USD)VRBO
From $1245 per night (USD)Expedia
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 $1245 per night (USD)Expedia
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Oak Bluffs Summer Getaway Cape & Pet friendly!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Newly renovated cape in a quiet neighborhood near Lagoon Pond (1/2 mile away), 1.5 miles from downtown Oak Bluffs, very ...
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From $316 per night (USD)Expedia
Cozy Beach Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Newly refurbished Cottage City Victorian beach house, built in 1870. Walk to beach, walk to town. 2 bedrooms up a narro ...
From $316 per night (USD)Expedia
From $405 per night (USD)VRBO
Beautiful 3 bedroom 2 bath Home / Close to Town & Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful and spacious 3 bedroom and 2 bathroom in Oak Bluffs, Martha's Vineyard. Sunny, open and airy Cape style home. ...
From $405 per night (USD)VRBO
From $1193 per night (USD)VRBO
Coastal Farmhouse With Connected Carriage House
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
POINT B EXCLUSIVE - This newly built Farmhouse with Connected Carriage House features a modern coastal-style with nice i ...
From $1193 per night (USD)VRBO
From $985 per night (USD)VRBO
Modern Farmhouse In Central Oak Bluffs Neighborhood
- Bedrooms:
- 3
- 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 $985 per night (USD)VRBO
From $561 per night (USD)Expedia
Serene home with backyard barbecue area - bike to Arts District, 1 mile to beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Vineyard Haven Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $561 per night (USD)Expedia
From $681 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 $681 per night (USD)VRBO
From $1512 per night (USD)Expedia
** Vineyard Vacation Retreat ** with HOT TUB
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Gated 2br house with lots of different places to lounge and relax. Drive through the 10’ granite gate onto the shell dri ...
From $1512 per night (USD)Expedia
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Secluded but not Isolated home for all to enjoy
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
A lovely contemporary cape in East Chop with 3 bedrooms, loft & 2 full baths. High ceilings & skylights. A 1/2 mile walk ...
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3 BR cozy Vineyard Vacation Apartment
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
3 BR apartment located on Circuit Ave walking distance to town. This unit feels like its own house. The kitchen and livi ...
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From $1512 per night (USD)VRBO
**Vineyard Vacation Retreat** -3 BR
- Bedrooms:
- 2
- 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 $1512 per night (USD)VRBO
From $538 per night (USD)Expedia
Charming, cozy spacious home within 1 mile walking distance to Oak Bluffs
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
This home has all the amenities to make your stay a comfortable one. Its character stems from being built in the 1920s w ...
From $538 per night (USD)Expedia
From $987 per night (USD)VRBO
PRIVATE WATER ACCESS! ON FARM NECK GOLF COURSE! Kayaks & Canoe & A/C
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Immaculately clean, beautifully furnished three bedroom, 2 and 1/2 bath beach house in private community. Community is ...
From $987 per night (USD)VRBO
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Enjoy a Martha’s Vineyard vacation in this clean and beautiful apartment!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Beautifully updated apartment is located minutes from Oak Bluffs beaches, shopping and restaurants. Enjoy meals in the ...
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From $913 per night (USD)VRBO
Beautiful Carriage House on the Chop
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Recently built, this spectacular 3 Bedroom carriage house is located on 3/4 acre estate on beautiful East Chop Drive. Th ...
From $913 per night (USD)VRBO
From $463 per night (USD)Expedia
Wonderful three-story home with lovely decks, firepit, fast WiFi & washer/dryer
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Brewster House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $463 per night (USD)Expedia
From $1499 per night (USD)VRBO
Inca Gardens Apt. New To Market - Lg Patio - Pets
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Inca Gardens is a 2nd-floor apartment of a cute house located in a quiet area of Martha's Vineyard between Oak Bluffs an ...
From $1499 per night (USD)VRBO
From $344 per night (USD)VRBO
Family cottage in Oak Bluffs. Close to town
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Bright cottage for a small family or friends getaway with a large yard for lounging and outdoor dining. One mile from d ...
From $344 per night (USD)VRBO