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

Holiday Homes in Vineyard Haven

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Vineyard Haven holiday homes

A modern kitchen with a large island, a dining area with a table and chairs, and a view of a green garden through large windows.

1. Vineyard Luxury "Yurt"

Vineyard Luxury "Yurt"
Oak Bluffs
10.0 out of 10, Exceptional, (1 review)
"The yurt was clean and nice and served all of our needs."
United States
David C.
The price is NZ$925
includes taxes & fees
11 Nov - 12 Nov
Vineyard Luxury "Yurt"
A modern kitchen with stainless steel appliances, a dining area with a wooden table set for six, and a living area with a sofa and TV.

2. 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 NZ$1,246
includes taxes & fees
12 Nov - 13 Nov
Oak Bluffs 4BR • 5 Min Drive to Downtown
A circular stone patio with Adirondack chairs and a small table in a forested area.

3. 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 NZ$1,099
includes taxes & fees
1 Nov - 2 Nov
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.

4. 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 NZ$2,328
includes taxes & fees
31 Oct - 1 Nov
Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat
A modern kitchen with a central island, bar stools, stainless steel appliances, and a large window with a view of the outdoors.

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

Delightful 3-bedroom house with AC in Oak Bluffs
Oak Bluffs
The price is NZ$2,002
includes taxes & fees
31 Oct - 1 Nov
Delightful 3-bedroom house with AC in Oak Bluffs
A spacious living area with a high ceiling, a dining table, and a kitchen area.

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

A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
Oak Bluffs
9.8 out of 10, Exceptional, (11 reviews)
"A clean accommodating space with an accommodating host - I recommended!"
United States
Collins E.
The price is NZ$1,851
includes taxes & fees
13 Nov - 14 Nov
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
A spacious living room with a wooden staircase, a fireplace, and a leather sofa.

7. < 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 NZ$1,623
includes taxes & fees
13 Nov - 14 Nov
< 1 Mi to Beaches: Home w/ Deck in Oak Bluffs
An outdoor seating area with Adirondack chairs and a table, surrounded by trees.

8. Walk to Beach! Oak Bluffs Home & Studio

Walk to Beach! Oak Bluffs Home & Studio
Oak Bluffs
The price is NZ$1,468
includes taxes & fees
1 Nov - 2 Nov
Walk to Beach! Oak Bluffs Home & Studio
A spacious kitchen with a central island, stainless steel appliances, and a dining area with a rug and chairs.

9. 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, (225 reviews)
"Great location "
United States
Stephanie B.
The price is NZ$913
includes taxes & fees
1 Nov - 2 Nov
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach
A modern interior with a wooden staircase, a kitchen area, and a living space with a sofa and coffee table.

10. MOST CHIC SPOT! Your Martha's Vineyard Getaway!

MOST CHIC SPOT! Your Martha's Vineyard Getaway!
Oak Bluffs
9.8 out of 10, Exceptional, (12 reviews)
"This was an excellent stay at a beautiful property in Oak Bluffs! Rebecca was a great host who provided clear instructions and helped answer questions in a timely manner. Rooms were spacious, most tastefully decorated and we had everything that we needed. I definitely recommend staying here to have an unparalleled experience of the Vineyard."
United States
Priyanka D.
The price is NZ$3,690
includes taxes & fees
13 Nov - 14 Nov
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
A modern kitchen with white cabinetry, a dining area with a wooden table and white chairs, and a large window providing natural light.

11. New 4 BR house near center and beaches with bikes

New 4 BR house near center and beaches with bikes
Katama
9.8 out of 10, Exceptional, (13 reviews)
"Wonderful home in a beautiful neighborhood. Loved our stay!"
United States
Susan M.
The price is NZ$2,954
includes taxes & fees
28 Nov - 29 Nov
New 4 BR house near center and beaches with bikes
A patio with wicker chairs and a small table, a grassy yard, a wooden fence, and a view of a body of water.

12. 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 NZ$763
includes taxes & fees
1 Nov - 2 Nov
Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!
A spacious living area with wooden beams, a dining table, and a sofa.

13. The Seashell Cove - Martha's Vineyard

The Seashell Cove - Martha's Vineyard
Katama
9.8 out of 10, Exceptional, (31 reviews)
"Nice and clean house, good location on the island, nice neighborhood "
United States
Eric C.
The price is NZ$1,917
includes taxes & fees
1 Nov - 2 Nov
The Seashell Cove - Martha's Vineyard
A covered outdoor seating area with a view of the ocean, a ceiling fan, and a flat-screen TV on the wall.

14. Coastal chic meets French Provençal in this newly renovated oceanfront home.

Coastal chic meets French Provençal in this newly renovated oceanfront home.
East Falmouth
10.0 out of 10, Exceptional, (101 reviews)
"Great views, beautiful setting . Scott was so attentive and easy to work with. We had a great time!"
United States
Ben L.
The price is NZ$1,907
includes taxes & fees
19 Nov - 20 Nov
Coastal chic meets French Provençal in this newly renovated oceanfront home.
A modern kitchen with white cabinetry, a black stove, and a stainless steel sink.

15. West Falmouth Family Retreat Near Chapoquoit Beach

West Falmouth Family Retreat Near Chapoquoit Beach
Falmouth
The price is NZ$1,513
includes taxes & fees
31 Oct - 1 Nov
West Falmouth Family Retreat Near Chapoquoit Beach
A porch with a sofa, chairs, a table, and an American flag.

16. Beautiful Home in Falmouth Village

Beautiful Home in Falmouth Village
Falmouth
10.0 out of 10, Exceptional, (17 reviews)
"We had a family reunion and 75 Locust Street was the central hub of the four night stay. The house is beautiful, clean and we had family from all over stay there. We'd go back in a heartbeat. Easy access to downtown and the hosts were communicative and informative."
United States
Melissa L.
The price is NZ$2,014
includes taxes & fees
1 Nov - 2 Nov
Beautiful Home in Falmouth Village
A covered porch with a pergola, outdoor seating, and a view of a lake.

17. New Seabury Home with Private Dock close to Beach, Golf Tennis, BOAT OPTIONAL

New Seabury Home with Private Dock close to Beach, Golf Tennis, BOAT OPTIONAL
Little Neck Bay
9.8 out of 10, Exceptional, (54 reviews)
"We had the best week at 67 Tide Run! The property is gorgeous. We enjoyed kayaking and fishing from the dock. It was plenty big enough for our family of 10. We are going to miss the views. It’s perfect! You cannot go wrong booking Jamie’s home."
United States
cindy w.
The price is NZ$2,021
includes taxes & fees
31 Oct - 1 Nov
New Seabury Home with Private Dock close to Beach, Golf Tennis, BOAT OPTIONAL
A wooden deck overlooking a calm lake with trees and houses in the background.

18. Stunning 4-bedroom Private Fresh Water Beach Front

Stunning 4-bedroom Private Fresh Water Beach Front
East Falmouth
10.0 out of 10, Exceptional, (45 reviews)
"Great trip and time on the lake. Highly recommend this property for families looking for ease and convenience."
United States
Kathryn C.
The price is NZ$1,166
includes taxes & fees
1 Nov - 2 Nov
Stunning 4-bedroom Private Fresh Water Beach Front
A spacious kitchen with a large island, wooden flooring, and a dining area with chairs and a table.

19. Spacious 4BR Cape Escape! Modern Tranquil house close to town, beaches, shops

Spacious 4BR Cape Escape! Modern Tranquil house close to town, beaches, shops
Falmouth
10.0 out of 10, Exceptional, (19 reviews)
"Jessica was absolutely amazing and so was the house! We stayed here for our family vacation and it was perfect. 5 stars all around!"
United States
Kelsey B.
The price is NZ$1,614
includes taxes & fees
1 Nov - 2 Nov
Spacious 4BR Cape Escape! Modern Tranquil house close to town, beaches, shops
A living room with a sectional sofa, a coffee table, a TV, and a fireplace.

20. Nice home near Mashpee Commons and all Falmouth has to offer

Nice home near Mashpee Commons and all Falmouth has to offer
Falmouth
6.0 out of 10, (3 reviews)
"Quiet location"
United States
andrea m.
The price is NZ$1,696
includes taxes & fees
31 Oct - 1 Nov
Nice home near Mashpee Commons and all Falmouth has to offer
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Vineyard Haven Hotel Reviews

Hampton Inn by Hilton New Bedford/Fairhaven

Hampton Inn by Hilton New Bedford/Fairhaven

8/10 Good
"X"
Carlos 1-night trip
Posted 7 hours ago
Hampton Inn by Hilton New Bedford/Fairhaven

Find out more about Vineyard Haven

Vineyard Haven Holiday Homes information

Number of reviews
323
Accommodation
1052 Holiday Homes
Lowest Price
NZ$763
Highest Price
NZ$3,690