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

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Vineyard Haven holiday homes

A beach with a sandy shore and calm water.

1. Vineyard Cottage Charm, Walk to Beach, On Bike Path, Near Town

Vineyard Cottage Charm, Walk to Beach, On Bike Path, Near Town
Oak Bluffs
8.8 out of 10, Excellent, (9 reviews)
"Loved our little cottage"
United States
Linda T.
Vineyard Cottage Charm, Walk to Beach, On Bike Path, Near Town
A rocky beach with clear water, a sandy shore, and a hilly landscape in the background.

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 £624
includes taxes & fees
4 Oct - 5 Oct
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
6.6 out of 10, (11 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 £535
includes taxes & fees
1 Oct - 2 Oct
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, (9 reviews)
"The property was clean, private, and peaceful."
United States
Sherri R.
The price is £1,030
includes taxes & fees
5 Oct - 6 Oct
Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat
A spacious living room with a wooden staircase, a fireplace, and a leather sofa.

5. < 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 £705
includes taxes & fees
10 Oct - 11 Oct
< 1 Mi to Beaches: Home w/ Deck 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
9.6 out of 10, Exceptional, (9 reviews)
"The host was very responsive.We definitely recommend this house as family friendly."
United States
Karen M.
The price is £806
includes taxes & fees
6 Oct - 7 Oct
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
A deck with a fire pit, outdoor seating, and a blue umbrella.

7. Cozy Cottage walk to Menauhant Beach

Cozy Cottage walk to Menauhant Beach
East Falmouth
8.8 out of 10, Excellent, (8 reviews)
"It was a great weekend spot. Had everything we needed, nicely decorated, and in a great and private location"
United States
Grace P.
The price is £586
includes taxes & fees
30 Sept - 1 Oct
Cozy Cottage walk to Menauhant Beach
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 £700
includes taxes & fees
1 Oct - 2 Oct
Walk to Beach! Oak Bluffs Home & Studio
A modern interior with a wooden staircase, a kitchen area, and a living space with a sofa and coffee table.

9. 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 £1,652
includes taxes & fees
6 Oct - 7 Oct
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
A boat docked at a concrete pier with a sandy shore in the background.

10. 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, (44 reviews)
"Great stay!"
United States
Kian S.
The price is £349
includes taxes & fees
7 Oct - 8 Oct
Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!
A residential area with a well-maintained lawn, a stone retaining wall, and a two-story house with a blue door.

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, (11 reviews)
"Wonderful home in a beautiful neighborhood. Loved our stay!"
United States
Susan M.
The price is £1,085
includes taxes & fees
11 Oct - 12 Oct
New 4 BR house near center and beaches with bikes
A spacious kitchen with a central island, stainless steel appliances, and a dining area with a rug and chairs.

12. 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 £442
includes taxes & fees
19 Oct - 20 Oct
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach
A two-story house with a stone facade, a covered patio, and a well-maintained garden.

13. Beautiful Estate with salt water pool & pond with kayaks

Beautiful Estate with salt water pool & pond with kayaks
Oak Bluffs
10.0 out of 10, Exceptional, (3 reviews)
"Brenda and Derek were amazing hosts. They have a beautifully landscaped property with all the amenities needed for a relaxing family vacation. They are super responsive and take a lot of pride in giving their guests a top-notch experience. We will definitely consider staying at their properties again."
United States
Lamar A.
The price is £2,833
includes taxes & fees
12 Oct - 13 Oct
Beautiful Estate with salt water pool & pond with kayaks
A wooden deck overlooking a calm lake with trees and houses in the background.

14. Stunning 4-bedroom Private Fresh Water Beach Front

Stunning 4-bedroom Private Fresh Water Beach Front
East Falmouth
10.0 out of 10, Exceptional, (42 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 £532
includes taxes & fees
13 Oct - 14 Oct
Stunning 4-bedroom Private Fresh Water Beach Front
A bedroom with a bed, two windows with curtains, a door, a bedside table with a lamp, and a picture on the wall.

15. West Falmouth Family Retreat Near Chapoquoit Beach

West Falmouth Family Retreat Near Chapoquoit Beach
Falmouth
The price is £575
includes taxes & fees
7 Oct - 8 Oct
West Falmouth Family Retreat Near Chapoquoit Beach
A two-story house with a dark roof, a front porch with outdoor seating, and a fire pit.

16. Spring Escape in Hatchville – Sleeps 6 + Dogs!

Spring Escape in Hatchville – Sleeps 6 + Dogs!
Falmouth
10.0 out of 10, Exceptional, (14 reviews)
"Enjoyed our stay. Everything was clean and well kept. "
United States
Lynn S.
The price is £611
includes taxes & fees
30 Sept - 1 Oct
Spring Escape in Hatchville – Sleeps 6 + Dogs!
A spacious living area with wooden beams, a dining table, and a sofa.

17. 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 £910
includes taxes & fees
18 Oct - 19 Oct
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.

18. 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, (100 reviews)
"We had an amazing stay and hope to be back again! The house was clean, comfortable, and just as pictured."
United States
Melina G.
Coastal chic meets French Provençal in this newly renovated oceanfront home.
A beach with clear water and a sandy shore.

19. 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, (53 reviews)
"A wonderful home in a fabulous setting. The home has spacious & well laid out with a variety of beautiful outdoor spaces. Comfortable, with sufficient spaces inside and out; everyone had space to enjoy the property. We stayed for a week and never tired of the outdoor views. Convenient to great shopping and excellent beaches."
United States
Eric S.
The price is £777
includes taxes & fees
30 Oct - 31 Oct
New Seabury Home with Private Dock close to Beach, Golf Tennis, BOAT OPTIONAL
A modern kitchen with white cabinetry, a central island, skylights, and a view of the outdoors.

20. Recently renovated 3 bedroom

Recently renovated 3 bedroom
Falmouth
10.0 out of 10, Exceptional, (4 reviews)
"Stay was awesome! Perfect house for family gatherings "
United States
Diana P.
The price is £847
includes taxes & fees
4 Oct - 5 Oct
Recently renovated 3 bedroom
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

Seaport Resort & Marina

Seaport Resort & Marina

10/10 Excellent
"Everything very clean"
Trevon 1-night trip
Posted 8 hours ago
Seaport Resort & Marina

Find out more about Vineyard Haven

Vineyard Haven Holiday Homes information

Number of reviews
588
Accommodation
1283 Holiday Homes
Lowest Price
£349
Highest Price
£2,833