Tisbury Rentals
- 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 $318 per night (USD)
Expedia
Charming Home with High-Speed WiFi, Washer\/Dryer, Furnished Deck, & Gas Grill
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Casa Marianne Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $318 per night (USD)Expedia
- From $600 per night (USD)
VRBO
Beautiful Waterfront Home on Lake Tashmoo
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Our waterfront home is on beautiful Lake Tashmoo in Tisbury, (Vineyard Haven, MA). There is a private beach great for sw ...
From $600 per night (USD)VRBO
- From $850 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 $850 per night (USD)VRBO
- 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 $349 per night (USD)
Expedia
Walking-distance to town, shops, restaurants & ferry!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Gorgeous updated apartment only a 5 minute walk from downtown Vineyard Haven. Enjoy a large outdoor deck with distant (a ...
From $349 per night (USD)Expedia
- From $325 per night (USD)
VRBO
Gorgeous bright peaceful MV home with pool & Lamberts Cove access
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Bright, Peaceful vacation home with easy close access to community pool, walking trails, bike path, and gorgeous Lambert ...
From $325 per night (USD)VRBO
- From $995 per night (USD)
Expedia
Stunning, Classic Renovated Greek Revival - few mins Walk to Main St & VH Ferry
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Beautifully renovated Greek Revival home on the quiet end of the historic William Street District with modern addition a ...
From $995 per night (USD)Expedia
- From $647 per night (USD)
VRBO
Sunny 2bedroom condo w pool!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Two bedroom condo lots of light overlooking Vineyard Haven harbor. Ten minute WALK to the ferry, town, local restaurants ...
From $647 per night (USD)VRBO
- From $501 per night (USD)
Expedia
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 $501 per night (USD)Expedia
- From $371 per night (USD)
VRBO
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 $371 per night (USD)VRBO
- From $282 per night (USD)
Expedia
Spacious New-Build w\/ Gourmet Kitchen & Large Yard - Near Beach & Ferry
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Modern Vineyard Haven Home Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply en ...
From $282 per night (USD)Expedia
- From $346 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 $346 per night (USD)VRBO
- From $368 per night (USD)
Expedia
Walk to Beach, Downtown Shops, Dining & Attractions
- 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 ...
From $368 per night (USD)Expedia
- From $800 per night (USD)
VRBO
5 bedroom, \/ 5 bath home on Mink Meadows Golf Course
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
This open, airy home is situated on a private, wooded 2.5 acres in a golf course community. Architect designed with lots ...
From $800 per night (USD)VRBO
- From $1200 per night (USD)
Expedia
Beautiful 5 BR, 4.5 baths w\/ modern conveniences
- Bedrooms:
- 5
- 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 $1200 per night (USD)Expedia
- From $1743 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 $1743 per night (USD)VRBO
- From $1386 per night (USD)
VRBO
Your Beach house on the island
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
4 Bedroom 3 bathroom west chop home Walking distance to Steamship Authority Ferry Terrific location right off Main Str ...
From $1386 per night (USD)VRBO
- From $485 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 $485 per night (USD)VRBO
- Click For Pricing
Expedia
Fall asleep w\/ ocean waves in the distance, wake up, walk to the beach. Repeat.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Hill House! Our classic Vineyard post & beam has a quaint, rustic feel with unique décor. Prepare a summer me ...
Click For PricingExpedia
- From $1000 per night (USD)
VRBO
Classic Vineyard Ocean, Harbor, Lake & Parkview Cottage w\/AC and Auto ferry tics
- Bedrooms:
- 3
- Bathrooms:
- 7
- Sleeps:
- 10
The cottage is in restored original condition with many original features including hardwood floors, paned windows with ...
From $1000 per night (USD)VRBO
- From $623 per night (USD)
Expedia
Charming Family Home | The Burkeshire Manor
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to the Burkeshire Manor! Enjoy the breeze of fresh air of the countryside from the shaded patio while enjoying a ...
From $623 per night (USD)Expedia
- From $597 per night (USD)
VRBO
Brand new! Lovely apartment-Vineyard Haven
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This is a gorgeous brand new apartment, only a 15 minute walk from downtown Vineyard Haven and beaches. Beautiful decor ...
From $597 per night (USD)VRBO
- From $275 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 $275 per night (USD)VRBO
- From $213 per night (USD)
VRBO
Bright condo w Pool, walking distance to town!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Studio condo in a small association walking distance to Vineyard Haven. Communal pool on site. Ten minute walk to ferri ...
From $213 per night (USD)VRBO
- From $923 per night (USD)
Expedia
Secluded waterfront oasis w\/private beach and mooring, dock, patio - 1 dog OK
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Lily Hill Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $923 per night (USD)Expedia
- From $343 per night (USD)
VRBO
Vineyard Haven Guest House - Sleeps 4, A\/C, Walk to Town
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The guest house has a queen bed upstairs (large combination master suite/living room with This End Up couch set, vaulted ...
From $343 per night (USD)VRBO
- From $390 per night (USD)
Expedia
Heart of VH, walk to ferry, shops & restaurants. Pool, AC & beach gear provided!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This nautical themed, well lit, 2 bed/1 bath condo is 1/4 mile from the ferry terminal within the Causeway Harborview co ...
From $390 per night (USD)Expedia
- 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 $857 per night (USD)
VRBO
New Listing ! Completely Remodeled Vineyard Home.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to our home, Shelbourne House. This wonderful house was originally built in 1924 and is located in a quiet neigh ...
From $857 per night (USD)VRBO
- From $1350 per night (USD)
VRBO
Family Beach House With Amazing Views!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our family treasure is newly renovated (2017) with an open kitchen/ living area and has 3 bedrooms...2 bathrooms... and ...
From $1350 per night (USD)VRBO
- Click For Pricing
Expedia
Just a 10 minute walk from the ferry and 5 minute walk to Lake Tashmoo
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
This all wood home shows imprints of the artist who constructed the home in 2005, at nearly every turn. It's a very com ...
Click For PricingExpedia
- From $892 per night (USD)
VRBO
Spectacular 3BR Waterfront Home with Private Sandy Beach &180° Commanding Views!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Special: Exempt from Occupancy Tax when renting 32+ days You will love the natural setting of this home; the beach, th ...
From $892 per night (USD)VRBO
- From $375 per night (USD)
Expedia
Immaculate Couples Retreat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to this charming, modern, second floor condo in Vineyard Haven. Our Island style vacation rental condo contains 2 ...
From $375 per night (USD)Expedia
- From $482 per night (USD)
VRBO
Charming Lambert's Cove home
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Charming Lambert's Cove/West Tisbury house offers three bedrooms, two baths and an outdoor shower, tucked away on 2.1 pr ...
From $482 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 $300 per night (USD)
VRBO
IN-TOWN-WALK To Everything! Adorable & Affordable , Front Porch & Deck\/2 A\/C
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 6
****PLEASE “ MESSAGE” MANAGER/ANNETTE FIRST----BEFORE SENDING A BOOKING REQUEST!! ( JUST CLICK ON " CONTACT HOST" & SEND ...
From $300 per night (USD)VRBO
- From $690 per night (USD)
VRBO
In-town Jewel -- Vineyard Haven, MV
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
FERRY TICKETS AVAILABLE FOR WEEKS OF July 6-13 and 13-20. Classic Cape Cod home 5 blocks from the heart of downtown Vine ...
From $690 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
- From $275 per night (USD)
Expedia
Cozy getaway in a central location w\/ a full kitchen & furnished deck
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sea Glen Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $275 per night (USD)Expedia
- Click For Pricing
VRBO
WEST TISBURY QUIET CLOSE TO TOWN AND BEACH
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 7
Jeff Kaye welcomes you to my Island Home. Leave stress behind for you & your family as you get on the ferry for your ma ...
Click For PricingVRBO
- From $400 per night (USD)
Expedia
Vineyard Haven, Quiet Setting Just Minutes from Ferry and Bus
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy a relaxing stay on the Vineyard in this recently renovated house. Embrace all Martha’s Vineyard has to offer, the ...
From $400 per night (USD)Expedia
- From $629 per night (USD)
VRBO
Sparkling Waterfront Gem, Spectacular Views, Private Beach, Great for Kayaks
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy spectacular lake and ocean views, amazing sunsets and your own private beach year-round. This clean and comfortabl ...
From $629 per night (USD)VRBO
- Click For Pricing
Expedia
Large Apartment - 5 minutes to the beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Our beautiful apartment is 4 minutes to downtown Oak Bluffs, 5 minutes to Eastville Point Beach, 6 minutes to State Beac ...
Click For PricingExpedia
- Click For Pricing
VRBO
Home in Peaceful Wooded Neighborhood w\/ High-Speed WiFi, Washer\/Dryer, Gas Grill
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Chez Zelda in the Pines Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
Click For PricingVRBO
- From $700 per night (USD)
VRBO
Hilltop House with Commanding Views and Breathtaking Sunsets, Private Beach
- Bedrooms:
- 3
- 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 $700 per night (USD)VRBO
- From $674 per night (USD)
VRBO
Family Friendly Townhouse with Central Air and Private Deck (No Pets Allowed)
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This private end unit townhouse has an open floor plan, high ceilings wifi, central air, and a gas grill. The upper le ...
From $674 per night (USD)VRBO
- From $980 per night (USD)
Expedia
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 $980 per night (USD)Expedia
- From $2000 per night (USD)
VRBO
Waterfront! Luxury, 6-Bedroom Home with Private Beach & Dock
- Bedrooms:
- 5
- 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 $2000 per night (USD)VRBO
- From $495 per night (USD)
VRBO
Charming Cottage Near West Chop- Vineyard Haven
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Charming, fully renovated cottage in quiet neighborhood. Completely and comfortably furnished to make you feel at home h ...
From $495 per night (USD)VRBO
- From $720 per night (USD)
VRBO
Beautiful, sunny historic home, walk from VH ferry!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
Beautiful, sunny and inviting home just a five minute walk from Vineyard Haven town center and ferry terminal. Only a sh ...
From $720 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 $360 per night (USD)
VRBO
Cozy Renovated Ranch
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 9
Walk into a spacious living room with cathedral ceiling, beams and ceiling fan which opens to a completely renovated bra ...
From $360 per night (USD)VRBO
- From $593 per night (USD)
Expedia
Your Island Getaway!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
3 Bedroom, 1 Bath Ranch, In quiet neighborhood close to beach and town. 7 minute walk to Tisbury Town Beach, walk to the ...
From $593 per night (USD)Expedia
- From $379 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 $379 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 $265 per night (USD)
VRBO
Cozy Apartment, Large Deck; Hot tub; 1 Bedroom ; 1 sleep sofa in living room
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Wonderful ground floor of our 2 story home, complete with private deck, separate entry, and everything you need! Great ...
From $265 per night (USD)VRBO
- From $1045 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 $1045 per night (USD)Expedia
- From $340 per night (USD)
VRBO
Romantic Getaway, Peaceful Oasis, Close to Bike Path, Lamberts Cove Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Oakhaven Cottage! Beautiful, large light-filled bedroom upstairs, full bathroom (shower, bathtub), refreshin ...
From $340 per night (USD)VRBO
- From $448 per night (USD)
Expedia
Spacious, island home with fast WiFi, furnished deck & central AC - near town
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
On Island Time Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $448 per night (USD)Expedia
- From $883 per night (USD)
VRBO
Pond Front Coastal Chic - Oak Bluffs MA
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Charming cape style pond front home, privately sit on 1.3+ acres of well manicured land Hosts 4-8 guests. Interior feat ...
From $883 per night (USD)VRBO
- Click For Pricing
Expedia
Oak Bluffs Summer Getaway Cape & Pet friendly!
- Bedrooms:
- 3
- 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 ...
Click For PricingExpedia
- From $343 per night (USD)
VRBO
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 $343 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 $881 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 $881 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 $843 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 $843 per night (USD)VRBO
- From $391 per night (USD)
Expedia
Rustic circa 1870s home w\/outdoor shower, 3 decks & private grill - 1 dog OK
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Brunswick Plain Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $391 per night (USD)Expedia
- From $772 per night (USD)
VRBO
NEW! Renovated Family-Friendly Vineyard Haven Home, Close to town!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Experience the magic of Martha's Vineyard in this newly renovated 3 bed, 3 bath retreat! The first floor features an ope ...
From $772 per night (USD)VRBO
- From $475 per night (USD)
Expedia
Beautiful Home \/ Walk to Town - July dates available
- 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 $475 per night (USD)Expedia
- From $1179 per night (USD)
VRBO
In Town Historic Captain's house
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
An elegant historic Captain’s house 2 blocks to downtown, the ferry, town pier and beach, and restaurants. An expansive ...
From $1179 per night (USD)VRBO
- From $1184 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 $1184 per night (USD)VRBO
- From $800 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 $800 per night (USD)VRBO
- From $2296 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 $2296 per night (USD)VRBO
- From $950 per night (USD)
VRBO
Meadow View Farms: 68 Meadow View Road, OB. 2 sets of great ferry tix available.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
This spacious, well-decorated home is located in Meadow View Farms, Oak Bluffs - a quiet neighborhood of gracious custom ...
From $950 per night (USD)VRBO
- From $643 per night (USD)
VRBO
Mitchell Manor MV
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Fully Renovated Three bedroom, two full bath home within walking distance to shops and minutes from the ferry. Home loc ...
From $643 per night (USD)VRBO
- From $321 per night (USD)
VRBO
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 $321 per night (USD)VRBO
- Click For Pricing
Expedia
Great update 3 BR near ferry with pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Recently updated 3 bedroom 2 bathroom near Vineyard Haven Ferry and downtown restaurants. Walk to local spots easily. ...
Click For PricingExpedia
- From $650 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 $650 per night (USD)VRBO
- From $2810 per night (USD)
VRBO
9 Bedroom Home with Pool, Spa, and AC
- Bedrooms:
- 6
- Bathrooms:
- 9
- Sleeps:
- 2
Brand New Pool For Summer 2024 (Not yet pictured) This spacious property has a main house and a guest house with separ ...
From $2810 per night (USD)VRBO
- From $3000 per night (USD)
VRBO
Waterfront 7 bedroom home, private beach & dock
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 12
*PLEASE NOTE: THE PRICES YOU CURRENTLY SEE ON THE WEBSITE ARE THE PRICES FOR 7 NIGHTS OR MORE THAN 7 NIGHT STAYS. FOR AN ...
From $3000 per night (USD)VRBO
- From $250 per night (USD)
VRBO
*IN-TOWN-WALK TO EVERYTHING! * Adorable & Affordable! Cozy Cape Style Home!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
****PLEASE “ MESSAGE” MANAGER/ANNETTE FIRST----BEFORE SENDING A BOOKING REQUEST!! ( JUST CLICK ON " CONTACT HOST" & SEND ...
From $250 per night (USD)VRBO
- Click For Pricing
VRBO
Family + pet friendly house minutes from downtown Vineyard Haven!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
NEW LISTING FOR SUMMER 2022. Four-level family + pet-friendly West Chop home. This eclectic cabin house has a newly reno ...
Click For PricingVRBO
- From $1195 per night (USD)
Expedia
** Vineyard Vacation Retreat ** with HOT TUB
- Bedrooms:
- 3
- 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 $1195 per night (USD)Expedia
- From $962 per night (USD)
VRBO
**Vineyard Vacation Retreat** -3 BR
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Just a stone's throw from Oak Bluffs and it's beaches, this chic 3 bedroom home provides comfort and privacy. The large ...
From $962 per night (USD)VRBO
- From $2833 per night (USD)
Expedia
The Dexter- Downtown Captain's House
- Bedrooms:
- 7
- Bathrooms:
- 9
- Sleeps:
- 18
The Dexter is the perfect place to stay on the Vineyard in ALL seasons. We have 9 bedrooms, 6.5 baths, an outdoor shower ...
From $2833 per night (USD)Expedia
- From $275 per night (USD)
VRBO
Waterfront Newly Renovated 2Beds w\/ Amazing Views
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Stewart Cottage is the quintessential waterfront property: a beautiful home with breathtaking views nestled in a quiet, ...
From $275 per night (USD)VRBO
- Click For Pricing
VRBO
Reunion House & Car (SUV)
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
NOTE: We have transferable ferry tickets (Woods Hole) for a vehicle available for the following Tuesday - Tuesday stay: ...
Click For PricingVRBO
- From $1140 per night (USD)
VRBO
Entire house walking distance from ferry
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 6
Welcome to Rudders Cottage, nestled within a quite neighborhood yet walking distance to downtown shops, restaurants, fer ...
From $1140 per night (USD)VRBO
- From $694 per night (USD)
VRBO
Architect-Designed Getaway In Bayes Hill
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Point B Exclusive - This architect-designed home is tucked away back in the Bayes Hill enclave, surrounded by conservati ...
From $694 per night (USD)VRBO
- Click For Pricing
VRBO
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 ...
Click For PricingVRBO
- From $800 per night (USD)
Expedia
Beautiful Carriage House on the Chop
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Recently built, this spectacular 2 Bedroom carriage house is located on 3/4 acre estate on beautiful East Chop Drive. Th ...
From $800 per night (USD)Expedia
- From $336 per night (USD)
VRBO
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 $336 per night (USD)VRBO
- From $400 per night (USD)
VRBO
Make 'Our Place' Your Place for Summer Vacation!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
'Our Place' is your location for vacation! 3 bedroom, 2 bath private home. Wooded location, just 1 mile to town and fe ...
From $400 per night (USD)VRBO
- From $421 per night (USD)
VRBO
Cozy, Clean, Bikes, Kayaks, Laundry, Ferry Tickets, Near Bike Path and Town
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
A comfortable residence, this charming ranch has all the amenities for a perfect vacation. It's quiet location is 1.5 mi ...
From $421 per night (USD)VRBO
- Click For Pricing
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 ...
Click For PricingVRBO
- From $428 per night (USD)
VRBO
Family cottage in Oak Bluffs. Close to town
- Bedrooms:
- 2
- 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 $428 per night (USD)VRBO
- From $1629 per night (USD)
Expedia
Art house. Huge yard. Great kitchen great location. Lrg grill and AC in W Tis
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 16
There is a beautiful master bedroom on the first floor and five full sized bedrooms on the walkout level. This spot is ...
From $1629 per night (USD)Expedia
- Click For Pricing
VRBO
In-Town Vineyard Haven House with Central AC, Walking Distance to Boat
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Enjoy the convenience of this three-bedroom home, right in the heart of Vineyard Haven. The house is a 1600 ft (.3 mile ...
Click For PricingVRBO
- From $1161 per night (USD)
VRBO
West Tisbury home Walk to Beach and Pond
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Come relax in this family-friendly island home tucked away in a quiet neighborhood. Just a mile to one of the most breat ...
From $1161 per night (USD)VRBO