An aerial view of a coastal area with a sandy beach, a small island with buildings, and numerous boats in the water.

Vineyard Haven Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Vineyard Haven vacation rentals

A modern kitchen with a marble countertop, a central island, and a hanging light fixture.

1. Brand new! Lovely apartment-Vineyard Haven

Brand new! Lovely apartment-Vineyard Haven
Tisbury
10.0 out of 10, Exceptional, (33 reviews)
"Fabulous property! Clean and very comfy."
United States
Claudia
The price is ￥42,397
￥85,498 total
includes taxes & fees
Oct 18 - Oct 19
Brand new! Lovely apartment-Vineyard Haven
A view through a window with a wooden frame, overlooking a garden with various plants and a body of water in the background.

2. Cozy studio with water views. AC,WiFi, full kitchen, private entrance and patio.

Cozy studio with water views. AC,WiFi, full kitchen, private entrance and patio.
Tisbury
10.0 out of 10, Exceptional, (11 reviews)
"Beautiful view of the lagoon; ideal place for a couple or single. Leisurely walk to town and close to public transportation."
United States
Adrienne W.
The price is ￥55,328
￥94,821 total
includes taxes & fees
Oct 23 - Oct 24
Cozy studio with water views. AC,WiFi, full kitchen, private entrance and patio.
Room

3. Sunlit Studio Retreat with Incredible Outdoor Deck on Martha’s Vineyard

Sunlit Studio Retreat with Incredible Outdoor Deck on Martha’s Vineyard
Oak Bluffs
The price is ￥21,815
￥47,146 total
includes taxes & fees
Nov 4 - Nov 5
Sunlit Studio Retreat with Incredible Outdoor Deck on Martha’s Vineyard
A rocky beach with clear water, a sandy shore, and a hilly landscape in the background.

4. Oak Bluffs 4BR • 5 Min Drive to Downtown

Oak Bluffs 4BR • 5 Min Drive to Downtown
Oak Bluffs
10.0 out of 10, Exceptional, (1 review)
"This place was just what we needed! Would definitely stay again. Cozy and feels very homey! Thanks!"
United States
Chris S.
The price is ￥47,266
￥117,776 total
includes taxes & fees
Nov 11 - Nov 12
Oak Bluffs 4BR • 5 Min Drive to Downtown
A living room with a flat-screen TV on a stand, a black leather chair, and a sofa. There are two windows with curtains, one of which offers a view of the sea.

5. Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View

Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
Oak Bluffs
9.4 out of 10, Exceptional, (97 reviews)
"Memorial Day weekend on the Vineyard was perfect."
United States
Cassandra
The price is ￥42,682
￥78,753 total
includes taxes & fees
Oct 18 - Oct 19
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
An outdoor seating area with Adirondack chairs and a table, surrounded by trees.

6. Walk to Beach & Lighthouse: Oak Bluffs Studio!

Walk to Beach & Lighthouse: Oak Bluffs Studio!
Oak Bluffs
7.6 out of 10, Good, (14 reviews)
"The unit was clean and sufficient for 2 people. Outside could use some attention."
United States
Donna R.
The price is ￥52,008
￥99,059 total
includes taxes & fees
Oct 19 - Oct 20
Walk to Beach & Lighthouse: Oak Bluffs Studio!
A coastal hotel with multiple beachside rooms, a large covered area, and a beach with umbrellas.

7. The Club at New Seabury

The Club at New Seabury
3.5 star property
New Seabury
9.0 out of 10, Wonderful, (371 reviews)
"The New Seabury resort is beautiful & has excellent customer service. The 4/5 stars is because the unit we stayed in needs some updating. However, the layout, cleanliness, & location is good."
United States
Kathleen
The price is ￥27,447
￥31,413 total
includes taxes & fees
Nov 1 - Nov 2
The Club at New Seabury
A circular stone patio with Adirondack chairs and a small table in a forested area.

8. 1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!

1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!
Oak Bluffs
7.0 out of 10, Good, (12 reviews)
"Loved this spot. Perfect central island location. Fantastic owner with an incredible response time. Would recommend this property to all5 stars"
United States
Eli R.
The price is ￥49,953
￥113,008 total
includes taxes & fees
Oct 20 - Oct 21
1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!
A single-story house with a covered porch, a hammock, and a brick pathway leading to the front door.

9. Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat

Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat
Oak Bluffs
9.8 out of 10, Exceptional, (10 reviews)
"The property was clean, private, and peaceful."
United States
Sherri R.
The price is ￥62,916
￥216,129 total
includes taxes & fees
Oct 20 - Oct 21
Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat
A spacious living area with a high ceiling, a dining table, and a kitchen area.

10. A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
Oak Bluffs
9.6 out of 10, Exceptional, (10 reviews)
"A clean accommodating space with an accommodating host - I recommended!"
United States
Collins E.
The price is ￥78,250
￥170,396 total
includes taxes & fees
Oct 18 - Oct 19
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
A backyard with a seating area, a white fence, and a variety of plants.

11. Delightful 3-bedroom house with AC in Oak Bluffs

Delightful 3-bedroom house with AC in Oak Bluffs
Oak Bluffs
The price is ￥70,968
￥181,323 total
includes taxes & fees
Oct 30 - Oct 31
Delightful 3-bedroom house with AC in Oak Bluffs
A room with a view of the sea through large windows, a wooden deck, and a pier with structures.

12. Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.

Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
Oak Bluffs
9.4 out of 10, Exceptional, (98 reviews)
"Danny was a great host. Unit clean. Walking distance to everything"
United States
Alvin
The price is ￥47,424
￥84,227 total
includes taxes & fees
Oct 26 - Oct 27
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
A spacious living room with a wooden staircase, a fireplace, and a leather sofa.

13. < 1 Mi to Beaches: Home w/ Deck in Oak Bluffs

< 1 Mi to Beaches: Home w/ Deck in Oak Bluffs
Oak Bluffs
7.4 out of 10, Good, (3 reviews)
"House was neat architectural wise and family history of home ownership was very cool. However, listing noted there was a washer/dryer and there was not. House also noted that there was a fire pit and it was rusted through. Screen door handles were broken, windows need repair, and house has animals living in the downstairs bathroom wall. House needs updates to charge what was being charged a night. In addition, there was a Nor’easter that hit the island and we attempted to contact the host to let...
United States
Kate K.
The price is ￥69,081
￥146,910 total
includes taxes & fees
Oct 21 - Oct 22
< 1 Mi to Beaches: Home w/ Deck in Oak Bluffs
An outdoor seating area with Adirondack chairs and a table, surrounded by trees.

14. Walk to Beach! Oak Bluffs Home & Studio

Walk to Beach! Oak Bluffs Home & Studio
Oak Bluffs
The price is ￥61,493
￥147,617 total
includes taxes & fees
Oct 16 - Oct 17
Walk to Beach! Oak Bluffs Home & Studio
A modern living room with a sofa, chairs, a coffee table, and a dining area.

15. New Seabury Cape Condo + Pool & Beach Escape

New Seabury Cape Condo + Pool & Beach Escape
New Seabury
10.0 out of 10, Exceptional, (92 reviews)
"Great condo, great location. Fully equipped kitchen and awesome patio. "
United States
Jeff V.
The price is ￥13,928
￥50,677 total
includes taxes & fees
Oct 22 - Oct 23
New Seabury Cape Condo + Pool & Beach Escape
Exterior

16. Charming Guesthouse | Walk to Beach | Downtown

Charming Guesthouse | Walk to Beach | Downtown
Falmouth
10.0 out of 10, Exceptional, (1 review)
"The house was very convenient to the beach, Aldi’s, Walmart, and local restaurants & shops. I wasn’t sure how private it was being a guest house, but I never felt that we didn’t have privacy. Our dogs enjoyed the little fenced in yard. We appreciated the updated bathroom and kitchen. The weather was so pleasant a small outdoor area would have been nice, and we missed not having a washer & dryer and dishwasher, but overall it was clean and cozy. We would stay there again! We loved the Cape,...
United States
Kandy W.
The price is ￥28,217
￥98,332 total
includes taxes & fees
Oct 18 - Oct 19
Charming Guesthouse | Walk to Beach | Downtown
A boat docked at a concrete pier with a sandy shore in the background.

17. Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!

Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!
Seconsett Island
10.0 out of 10, Exceptional, (45 reviews)
"Great place with kayaks and paddle boards, beach, close to Mashpee Commons. Host was great and place was clean and quaint."
United States
Michele M.
The price is ￥24,898
￥68,479 total
includes taxes & fees
Oct 18 - Oct 19
Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!
A modern living room with a grey sofa, a wooden coffee table, and a television mounted on the wall.

18. LUX on Main | Downtown | Parking | Sleeps 6, #201

LUX on Main | Downtown | Parking | Sleeps 6, #201
Falmouth
10.0 out of 10, Exceptional, (6 reviews)
"This was the perfect location for our Cape Cod getaway. It was very central to everything we were doing while down there, very effortless to get to Martha’s Vineyard as well! The location was perfect with a bunch of different restaurants, shops and other stores all in walking distance. We will definitely consider staying here again in the future!"
United States
Zack D.
The price is ￥34,764
￥120,070 total
includes taxes & fees
Oct 18 - Oct 19
LUX on Main | Downtown | Parking | Sleeps 6, #201
A spacious kitchen with a central island, stainless steel appliances, and a dining area with a rug and chairs.

19. Located Steps Away To Main Street And .7 Miles From Surf Drive Beach

Located Steps Away To Main Street And .7 Miles From Surf Drive Beach
Falmouth
10.0 out of 10, Exceptional, (224 reviews)
"Great location "
United States
Stephanie B.
The price is ￥28,454
￥82,320 total
includes taxes & fees
Nov 1 - Nov 2
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach
A bedroom with a bed, a dresser, a sofa, and a painting on the wall.

20. Charming studio in tranquil Falmouth with AC

Charming studio in tranquil Falmouth with AC
Falmouth
10.0 out of 10, Exceptional, (4 reviews)
"Very clean and comfy place, a short drive to Falmouth center! Communication was very easy and check-in simple."
United States
Harry H.
The price is ￥25,609
￥37,451 total
includes taxes & fees
Oct 16 - Oct 17
Charming studio in tranquil Falmouth with AC
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Vineyard Haven Hotel Reviews

Admiralty Inn & Suites - a Red Collection Hotel

Admiralty Inn & Suites - a Red Collection Hotel

10/10 Excellent
"The room was very clean."
Jamie 2-night trip
Posted less than an hour ago
Admiralty Inn & Suites - a Red Collection Hotel

Find out more about Vineyard Haven

Search for holiday rentals in Vineyard Haven on Expedia! You can easily find your home rentals, villas, holiday apartments in Vineyard Haven using one of the methods below:

  • View our selection of featured holiday rentals in Vineyard Haven
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Look no further and take a look at our great range of rental properties in Vineyard Haven!

Frequently asked questions

Can I find vacation rentals in Vineyard Haven?

Yes, there are vacation rentals in Vineyard Haven close to Island Cove Adventures, or you can choose a secluded option if you're looking for a relaxing stay. Visitors like the wineries and beaches in Vineyard Haven. Leave some time to check out the shops and waterfront during your trip.

What are some of the best vacation home rentals that Vineyard Haven has to offer?

Coastal Retreat | Walk to Inkwell Beach, Dining & Flying Horses Carousel: This vacation home rental outside of Vineyard Haven is located near the beach and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Vineyard Haven?

With 207 Expedia vacation rentals, you're sure to find just the right place for your Vineyard Haven stay.

What can I see and do in Vineyard Haven?

Enjoy the outdoors at Lambert's Cove Beach and Tisbury Town Beach, or simply take in cultural attractions like Martha's Vineyard Museum and Martha's Vineyard Film Center. While here, Martha's Vineyard Chamber of Commerce and Vineyard Haven Terminal are other places worth a visit.

What are vacation rentals like in Vineyard Haven?

Vacation rentals are private properties you can reserve for several days or longer in Vineyard Haven. Vacation rentals offer amenities like laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about cleanliness, a vacation rental can offer a sense of seclusion away from shared hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for a small group gathering.