
Tisbury Rentals
- From $516 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 $516 per night (USD)VRBO
- From $261 per night (USD)
VRBO
Contemporary Pet-friendly Retreat. Just one 2025 summer week left: Aug 30-Sep 6
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Contemporary with open living/dining area, cathedral ceilings, and air conditioning throughout. Sliding and French door ...
From $261 per night (USD)VRBO
- From $566 per night (USD)
VRBO
Classic Downtown Property
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
The home has been tailored for modern tastes and conveniences. Ideally located on a private lane, just a short distance ...
From $566 per night (USD)VRBO
- From $1077 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 $1077 per night (USD)Expedia
- From $226 per night (USD)
VRBO
Sea Captain's Victorian studio bedroom apartment. Pets OK
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Stay in an original sea captain Victorian for less than the cost of a hotel. This is a fully furnished studio apartment ...
From $226 per night (USD)VRBO
- From $989 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 $989 per night (USD)VRBO
- From $489 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 $489 per night (USD)VRBO
- From $1840 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 $1840 per night (USD)VRBO
- From $222 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. Beaches and trails in close proxi ...
From $222 per night (USD)VRBO
- From $829 per night (USD)
VRBO
FABULOUS Makonikey OCEANFRONT With Private Beach !Wrap Around Deck, Pets Ok, A/C
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
***IMPORTANT--PLEASE "MESSAGE " HOST FIRST----BEFORE SENDING A BOOKING REQUEST!! ( JUST CLICK ON " CONTACT HOST" (you w ...
From $829 per night (USD)VRBO
- From $493 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 $493 per night (USD)VRBO
- From $1559 per night (USD)
VRBO
Luxe 4 Bed/4 Ensuite Bath, A/C In-Town Vineyard Haven, Gunite Pool and Spa
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
Luxury Home in private cul-de-sac in Vineyard Haven. Just a short two block walk to downtown restaurants, shops, harbor, ...
From $1559 per night (USD)VRBO
- From $526 per night (USD)
VRBO
Renovated 4 bedroom home in Vineyard Haven
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Renovated contemporary 4-bedroom/3-bath home is tastefully furnished and equipped with new appliances and all the amenit ...
From $526 per night (USD)VRBO
- From $405 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 $405 per night (USD)VRBO
- From $572 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 $572 per night (USD)VRBO
- From $361 per night (USD)
VRBO
In-Town-WALK TO EVERYTHING! PETS WELCOME! Screened Porch, A/C, Outdoor Shower
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
***IMPORTANT--PLEASE "MESSAGE " HOST FIRST----BEFORE SENDING A BOOKING REQUEST!! ( JUST CLICK ON " CONTACT HOST" (you w ...
From $361 per night (USD)VRBO
- From $1118 per night (USD)
VRBO
Relax & Renew at Luxury Villa with Heated Pool & Hot Tub,Tennis,Bikes,Firepit!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Newly renovated luxury home with 2 king sized en suites and heated pool & hot tub is centrally located! 1.5 miles to dow ...
From $1118 per night (USD)VRBO
- From $572 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 $572 per night (USD)Expedia
- From $3275 per night (USD)
VRBO
Maison Calme/Peaceful Home
- 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 $3275 per night (USD)VRBO
- From $461 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 $461 per night (USD)VRBO
- From $903 per night (USD)
VRBO
LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This newly renovated 2 bedroom house is a stone's throw from the ferry terminal, main street, restaurants & beaches in V ...
From $903 per night (USD)VRBO
- From $1799 per night (USD)
VRBO
Mink Meadows Luxury Getaway With Pool
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
POINT B EXCLUSIVE - This luxuriously renovated home is privately set in the Mink Meadows neighborhood with access to a p ...
From $1799 per night (USD)VRBO
- From $395 per night (USD)
VRBO
Martha’s Vineyard Condo w/ Pool minutes from Ferry
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Cozy 1 bedroom, 1 full bath, Condo located minutes from Vineyard Haven Harbor on Martha’s Vineyard. Nice landscaped surr ...
From $395 per night (USD)VRBO
- From $306 per night (USD)
Expedia
Secluded West Tisbury Retreat. Surrounded by Acres of Conservation Trails.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
The Haven. Escape to a one-of-a-kind cottage in the woodlands of West Tisbury. Romantic. Inspiring. Secluded. Serene. ...
From $306 per night (USD)Expedia
- From $346 per night (USD)
VRBO
Private & quaint cabin-style home with wraparound porch - small dogs OK
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Sunset on the Vineyard Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $346 per night (USD)VRBO
- From $665 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 $665 per night (USD)VRBO
- From $296 per night (USD)
VRBO
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 $296 per night (USD)VRBO
- From $742 per night (USD)
VRBO
Private Setting with Two Private Beaches and Select Ferry Tickets
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
The house sits within the Mink Meadows Golf community (near Vineyard Haven) on a wooded 2-acre lot where a short 6 minut ...
From $742 per night (USD)VRBO
- Click For Pricing
VRBO
Swim And Sunsets At The Lagoon! Conveniently Located 2 Miles From Town!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Cape-style 3 bedroom home with 3 bedrooms and 2 full baths, plus an outdoor shower. Open style floor plan downstairs wi ...
Click For PricingVRBO
- From $417 per night (USD)
VRBO
Well-Appointed 3 bedrm 4 bathrm with AC and 50+ 5-star reviews!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
*** IF INTERESTED IN BOOKING, PLEASE SEND AN INQUIRY (click on ’contact host’) PRIOR TO SENDING A BOOKING REQUEST. BOOK ...
From $417 per night (USD)VRBO
- From $968 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 $968 per night (USD)VRBO
- From $624 per night (USD)
Expedia
Charming Family Home in the Heart of Martha's Vineyard
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This home is located on a private wooded lot and has 3BR/2.5B. On the first floor you will have an eat-in kitchen with a ...
From $624 per night (USD)Expedia
- 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 $618 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 $618 per night (USD)VRBO
- From $405 per night (USD)
VRBO
Family-Friendly Tisbury Escape - Walk to Town
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
Experience the magic of Martha’s Vineyard firsthand at this completely renovated ranch-style retreat! Boasting a large s ...
From $405 per night (USD)VRBO
- From $536 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 $536 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 $545 per night (USD)
Expedia
Your Summer Home - Close to Beach, Shops, Cafes, & Ferry! 50+ ⭐️⭐️⭐️⭐️⭐️ Reviews
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
With more than Fifty, 5-STAR REVIEWS, you can book with confidence. This beautifully appointed home features luxe furni ...
From $545 per night (USD)Expedia
- From $578 per night (USD)
VRBO
Pristine with central air and outdoor shower
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
A 15 minute walk from Main Street and Vineyard Haven Ferry Terminal (as well as playground near by), makes this new cons ...
From $578 per night (USD)VRBO
- From $620 per night (USD)
VRBO
A Private, Peaceful Escape In Close Proximity To All Of The Action.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Heated POOL in MV. Off the beating path, this home truly captures the essence of the Vineyard -- a sweet and tranquil e ...
From $620 per night (USD)VRBO
- From $436 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 $436 per night (USD)VRBO
- From $949 per night (USD)
VRBO
Vineyard Haven Beach House
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wake up surrounded by amazing water views in our sunny, airy beach house! The open floor plan gives you great views from ...
From $949 per night (USD)VRBO
- From $872 per night (USD)
VRBO
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 $872 per night (USD)VRBO
- From $997 per night (USD)
VRBO
Historic Waterfront Home in Downtown Vineyard Haven
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
Incredibly convenient, gracious home, perfect for large families. Spend days relaxing on the wraparound porch watching t ...
From $997 per night (USD)VRBO
- From $1277 per night (USD)
VRBO
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)VRBO
- From $814 per night (USD)
Expedia
Airy, Quiet Vacation Rental Home, pool, tennis, FERRY TIX on MV
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Families and children feel right at home in this clean, comfortable, contemporary house with large living/dining area, f ...
From $814 per night (USD)Expedia
- From $617 per night (USD)
VRBO
Charming In-town Greek Revival- Captain William West House
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Well furnished and equipped, In-town antique home which has undergone a complete renovation yet maintains the traditiona ...
From $617 per night (USD)VRBO
- From $497 per night (USD)
VRBO
Steps to the beach - Vineyard Summer home
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This charming summer cottage offers the quintessential vacation experience close to Vineyard Haven center. Walk to the b ...
From $497 per night (USD)VRBO
- From $447 per night (USD)
VRBO
Charming, Clean And Well Maintained Home Walking Distance To Town And Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Charming Vineyard Haven Retreat, Walk to Downtown & Beaches: Experience a relaxing getaway in this charming two-bedroom ...
From $447 per night (USD)VRBO
- From $655 per night (USD)
Expedia
Beautiful Lambert’s Cove Home with panoramic water views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Custom built in 1997, this beautiful Vineyard home offers panoramic views of the Elizabeth Islands and Vineyard Sound an ...
From $655 per night (USD)Expedia
- From $1214 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 $1214 per night (USD)VRBO
- From $639 per night (USD)
Expedia
A Vineyard Home Perfect For Family Gatherings
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
"A beautiful and private spot for your family vacation, reunion of friends, or just a space to be alone and create. This ...
From $639 per night (USD)Expedia
- From $494 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 $494 per night (USD)VRBO
- From $638 per night (USD)
VRBO
Fabulous Makonikey WATER VIEW Victorian with wrap around porch -WALK TO BEACH!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
***IMPORTANT--PLEASE "MESSAGE " HOST FIRST----BEFORE SENDING A BOOKING REQUEST!! ( JUST CLICK ON " CONTACT HOST" (you w ...
From $638 per night (USD)VRBO
- From $449 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 $449 per night (USD)VRBO
- From $350 per night (USD)
Expedia
Cottage w/ water views from front yard, central ac & fireplace
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Island Home Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $350 per night (USD)Expedia
- From $285 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 $285 per night (USD)VRBO
- From $893 per night (USD)
VRBO
Mill Hill - Walking Distance From Town And Ferry With Ocean View
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 11
“Mill Hill” is a wonderful in-town historic home which comfortably sleeps 11 people. The property sits a close five-min ...
From $893 per night (USD)VRBO
- From $476 per night (USD)
VRBO
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 $476 per night (USD)VRBO
- From $905 per night (USD)
VRBO
Classic Vineyard Home with Private Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 13
Guest Alert! We have unexpected openings in mid-September and mid-October! Our beloved Juniper house has 4 bedrooms plu ...
From $905 per night (USD)VRBO
- From $374 per night (USD)
VRBO
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 $374 per night (USD)VRBO
- From $500 per night (USD)
Expedia
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 $500 per night (USD)Expedia
- From $548 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 $548 per night (USD)VRBO
- From $553 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 $553 per night (USD)VRBO
- From $390 per night (USD)
VRBO
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 $390 per night (USD)VRBO
- From $548 per night (USD)
Expedia
Newly built house, Central A/C, Walk to ferry, beach, and town
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Completed in 2020. This modern 3 bedroom, 2 bath well appointed house is located within walking distance from downtown ...
From $548 per night (USD)Expedia
- From $716 per night (USD)
VRBO
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 $716 per night (USD)VRBO
- From $1934 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 $1934 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 $776 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 $776 per night (USD)VRBO
- From $223 per night (USD)
VRBO
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 $223 per night (USD)VRBO
- From $605 per night (USD)
VRBO
Last Minute - Reduced Rates - AC, Family friendly, Walk to Town, Beach, Ferry
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Located two blocks from the Town beach at Owen Little Way, our 4 bedroom/2.5 bath home is fully equipped for a relaxing ...
From $605 per night (USD)VRBO
- From $1745 per night (USD)
VRBO
🚲Vineyard Haven Home🌼
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Bring your comfy slippers for this clean, comfortable, open, nicely decorated living space. Limit 4 guests. 1/21: The ...
From $1745 per night (USD)VRBO
- From $841 per night (USD)
VRBO
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 $841 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 $486 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 $486 per night (USD)VRBO
- From $419 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 $419 per night (USD)VRBO
- From $814 per night (USD)
Expedia
Beautiful Waterfront Home on Lake Tashmoo
- Bedrooms:
- 2
- 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 $814 per night (USD)Expedia
- From $562 per night (USD)
VRBO
Close 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 property ...
From $562 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 $789 per night (USD)
VRBO
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 $789 per night (USD)VRBO
- From $872 per night (USD)
Expedia
Stunning, Classic Renovated Greek Revival - few mins Walk to Main St & VH Ferry
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Beautifully renovated Greek Revival home on the quiet end of the historic William Street District with modern addition a ...
From $872 per night (USD)Expedia
- From $814 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 $814 per night (USD)VRBO
- From $276 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 $276 per night (USD)Expedia
- Click For Pricing
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 ...
Click For PricingVRBO
- From $222 per night (USD)
Expedia
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 $222 per night (USD)Expedia
- From $810 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 $810 per night (USD)VRBO
- From $1370 per night (USD)
Expedia
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)Expedia
- From $1929 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 $1929 per night (USD)VRBO
- From $1333 per night (USD)
Expedia
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 $1333 per night (USD)Expedia
- From $382 per night (USD)
VRBO
Arrowsmith Cottage - Oak Bluffs - 1 mi to Eastville Point Beach via bike path.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Please note - If you are considering bringing your pet, one small dog may be considered, but we ask that you send an ini ...
From $382 per night (USD)VRBO
- Click For Pricing
Expedia
Fall asleep w/ ocean waves in the distance, wake up, walk to the beach. Repeat.
- Bedrooms:
- 1
- 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 $1340 per night (USD)
VRBO
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)VRBO
- From $568 per night (USD)
Expedia
Family Fun, Spacious+Game Room
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
About this space Welcome to the Burkeshire Manor! Enjoy the breeze of fresh air of the countryside from the shaded pati ...
From $568 per night (USD)Expedia
- From $305 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 $305 per night (USD)VRBO
- From $244 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 $244 per night (USD)VRBO
- From $224 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 $224 per night (USD)VRBO
- Click For Pricing
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 ...
Click For PricingExpedia
- From $316 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 $316 per night (USD)VRBO
- From $260 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 $260 per night (USD)Expedia




































































































