A coastal cliff with a sandy beach and the ocean.

Search Holiday Homes in Aquinnah

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

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 Aquinnah holiday homes

A modern kitchen with white cabinetry, stainless steel appliances, a central island with bar stools, and pendant lighting.

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

Delightful 3-bedroom house with AC in Oak Bluffs
Oak Bluffs
The price is £874
includes taxes & fees
30 Oct - 31 Oct
Delightful 3-bedroom house with AC in Oak Bluffs
A spacious living area with a high ceiling, a dining table, and a kitchen area.

2. 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)
"The host was very responsive.We definitely recommend this house as family friendly."
United States
Karen M.
The price is £805
includes taxes & fees
5 Oct - 6 Oct
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
A rocky beach with clear water, a sandy shore, and a hilly landscape in the background.

3. 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 £625
includes taxes & fees
8 Oct - 9 Oct
Oak Bluffs 4BR • 5 Min Drive to Downtown
A residential area with a well-maintained lawn, a stone retaining wall, and a two-story house with a blue door.

4. 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 £1,239
includes taxes & fees
11 Oct - 12 Oct
New 4 BR house near center and beaches with bikes
A circular stone patio with Adirondack chairs and a small table in a forested area.

5. 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 £535
includes taxes & fees
5 Oct - 6 Oct
1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!
A room with a white dresser, a lamp, a window with blinds, and a view of a deck and houses outside.

6. Backyard Retreat / 5 Min > Beach & Main St

Backyard Retreat / 5 Min > Beach & Main St
Fairhaven
Backyard Retreat / 5 Min > Beach & Main St
A single-story house with a covered porch, a hammock, and a brick pathway leading to the front door.

7. 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 £1,031
includes taxes & fees
5 Oct - 6 Oct
Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat
A two-story house with a stone facade, a covered patio, and a well-maintained garden.

8. 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 £2,836
includes taxes & fees
12 Oct - 13 Oct
Beautiful Estate with salt water pool & pond with kayaks
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 £1,667
includes taxes & fees
5 Oct - 6 Oct
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
A spacious living room with a wooden staircase, a fireplace, and a leather sofa.

10. < 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 £702
includes taxes & fees
10 Oct - 11 Oct
< 1 Mi to Beaches: Home w/ Deck in Oak Bluffs
A bedroom with a bed, two windows with curtains, a door, a bedside table with a lamp, and a picture on the wall.

11. West Falmouth Family Retreat Near Chapoquoit Beach

West Falmouth Family Retreat Near Chapoquoit Beach
Falmouth
The price is £577
includes taxes & fees
5 Oct - 6 Oct
West Falmouth Family Retreat Near Chapoquoit Beach
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 £395
includes taxes & fees
1 Nov - 2 Nov
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach
A deck with a fire pit, outdoor seating, and a blue umbrella.

13. 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 £607
includes taxes & fees
8 Oct - 9 Oct
Cozy Cottage walk to Menauhant Beach
A wooden dining table with a lace tablecloth, surrounded by wooden chairs. A potted plant is on the table.

14. Cozy Autumn Escape Near Fall Foliage in Dartmouth, MA

Cozy Autumn Escape Near Fall Foliage in Dartmouth, MA
Dartmouth
10.0 out of 10, Exceptional, (2 reviews)
"Great location. Near ButtonWood Park. Quiet neighborhood. Enjoyed my stay."
United States
richard m.
The price is £242
includes taxes & fees
22 Oct - 23 Oct
Cozy Autumn Escape Near Fall Foliage in Dartmouth, MA
A spacious living area with wooden beams, a dining table, and a sofa.

15. 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 £911
includes taxes & fees
18 Oct - 19 Oct
The Seashell Cove - Martha's Vineyard
A wooden deck overlooking a calm lake with trees and houses in the background.

16. Stunning 4-bedroom Private Fresh Water Beach Front

Stunning 4-bedroom Private Fresh Water Beach Front
East Falmouth
10.0 out of 10, Exceptional, (43 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
11 Oct - 12 Oct
Stunning 4-bedroom Private Fresh Water Beach Front
An outdoor seating area with Adirondack chairs and a table, surrounded by trees.

17. Walk to Beach! Oak Bluffs Home & Studio

Walk to Beach! Oak Bluffs Home & Studio
Oak Bluffs
The price is £700
includes taxes & fees
5 Oct - 6 Oct
Walk to Beach! Oak Bluffs Home & Studio
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.
The price is £1,243
includes taxes & fees
18 Oct - 19 Oct
Coastal chic meets French Provençal in this newly renovated oceanfront home.
A two-story house with a garage, a well-maintained lawn, and mature trees.

19. Charming 3 bedroom home just 1 MILE to Surf drive Beach! Located between downtow

Charming 3 bedroom home just 1 MILE to Surf drive Beach! Located between downtow
Falmouth
The price is £843
includes taxes & fees
5 Oct - 6 Oct
Charming 3 bedroom home just 1 MILE to Surf drive Beach! Located between downtow
A bedroom with a bed, bedside lamps, a window with curtains, a plant, and a bedside table.

20. Welcome to your Cape Cod getaway! ONLY 1.5 miles to Menauhant Beach, this charmi

Welcome to your Cape Cod getaway! ONLY 1.5 miles to Menauhant Beach, this charmi
East Falmouth
The price is £682
includes taxes & fees
7 Oct - 8 Oct
Welcome to your Cape Cod getaway! ONLY 1.5 miles to Menauhant Beach, this charmi
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 Aquinnah Hotel Reviews

Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach

8/10 Good
"Clean and had a nice beach access"
Michael 2-night trip
Posted 6 hours ago
Vineyard Harbor Motel - Private Beach

Find out more about Aquinnah

Aquinnah Holiday Homes information

Number of reviews
469
Accommodation
707 Holiday Homes
Lowest Price
£242
Highest Price
£2,836