A coastal cliff with a sandy beach and the ocean.

Aquinnah 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 Aquinnah 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 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)
"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 17 - Oct 18
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
A view through a window with a wooden frame, overlooking a garden with various plants and a body of water in the background.

3. 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.
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 modern interior with a wooden staircase, a kitchen area, and a living space with a sofa and coffee table.

5. 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 ￥213,408
￥349,619 total
includes taxes & fees
Oct 17 - Oct 18
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
A backyard with a seating area, a white fence, and a variety of plants.

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

Delightful 3-bedroom house with AC in Oak Bluffs
Oak Bluffs
The price is ￥70,851
￥181,025 total
includes taxes & fees
Oct 30 - Oct 31
Delightful 3-bedroom house with AC in Oak Bluffs
A residential area with a well-maintained lawn, a stone retaining wall, and a two-story house with a blue door.

7. 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 ￥83,782
￥263,449 total
includes taxes & fees
Oct 20 - Oct 21
New 4 BR house near center and beaches with bikes
A single-story house with a covered porch, a hammock, and a brick pathway leading to the front door.

8. 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 17 - Oct 18
Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat
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.

9. 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.

10. 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 circular stone patio with Adirondack chairs and a small table in a forested area.

11. 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!
Room

12. 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 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 ￥395,200
￥604,947 total
includes taxes & fees
Oct 18 - Oct 19
Beautiful Estate with salt water pool & pond with kayaks
A spacious living area with wooden beams, a dining table, and a sofa.

14. 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 ￥106,718
￥176,600 total
includes taxes & fees
Oct 18 - Oct 19
The Seashell Cove - Martha's Vineyard
A modern living room with a grey sofa, a coffee table, and a fireplace.

15. LUX on Main | Downtown | Parking | Sleeps 6, #203

LUX on Main | Downtown | Parking | Sleeps 6, #203
Falmouth
10.0 out of 10, Exceptional, (6 reviews)
"Nice vacation spot in a great location host was excellent and the apartment was well stocked with everything you need! Very nice stay!"
United States
Jen M.
The price is ￥32,873
￥117,411 total
includes taxes & fees
Oct 18 - Oct 19
LUX on Main | Downtown | Parking | Sleeps 6, #203
A spacious living room with a wooden staircase, a fireplace, and a leather sofa.

16. < 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
￥148,500 total
includes taxes & fees
Oct 17 - Oct 18
< 1 Mi to Beaches: Home w/ Deck in Oak Bluffs
A spacious kitchen with a central island, stainless steel appliances, and a dining area with a rug and chairs.

17. 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
Exterior

18. 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 room with a white dresser, a lamp, a window with blinds, and a view of a deck and houses outside.

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

Backyard Retreat / 5 Min > Beach & Main St
Fairhaven
The price is ￥32,723
￥101,002 total
includes taxes & fees
Oct 20 - Oct 21
Backyard Retreat / 5 Min > Beach & Main St
A water park with a large central pool, multiple slides, and a variety of play structures.

20. Ocean view, FREE BEACH PASS. Short drive to multiple beaches and water park!

Ocean view, FREE BEACH PASS. Short drive to multiple beaches and water park!
Fairhaven
9.6 out of 10, Exceptional, (40 reviews)
"The most perfect spot! Our host and the neighbors were so nice and gave us great tips! Would definitely stay again"
United States
Jainessa
The price is ￥45,053
￥91,821 total
includes taxes & fees
Oct 31 - Nov 1
Ocean view, FREE BEACH PASS. Short drive to multiple beaches and water park!
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 Aquinnah Hotel Reviews

Seaport Resort & Marina

Seaport Resort & Marina

10/10 Excellent
"I had an excellent stay at Seaport Resort & Marina! The hotel is beautiful, with a lovely atmosphere and a relaxing setting. Everything made the experience enjoyable, and it was a wonderful place to stay. I would highly recommend Seaport Resort & Marina to anyone looking for a beautiful and memorable getaway. I look forward to visiting again!"
Golam 2-night trip
Posted 3 hours ago
Seaport Resort & Marina

Find out more about Aquinnah

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

  • View our selection of featured holiday rentals in Aquinnah
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  • Enter your travel dates to view the best deals on holiday rentals in Aquinnah while they last

Look no further and take a look at our great range of rental properties in Aquinnah!

Frequently asked questions

Are there vacation rentals in Aquinnah?

Yes, we give you a choice of vacation rentals near popular local attractions in Aquinnah, or you can go with a more remote option if you're looking for relaxation. Aquinnah is known for its wineries and beaches. Make sure you have time to check out the local tours and parks during your trip.

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

Coastal Retreat | Walk to Inkwell Beach, Dining & Flying Horses Carousel: This vacation home near Aquinnah 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 Aquinnah?

With 32 Expedia vacation rentals, you're sure to find just the right place for your Aquinnah stay.

What can I see and do in Aquinnah?

Aquinnah Cliffs and Squibnocket Pond are a couple of lovely local spots to get outside and enjoy nature. While here, Gay Head Lighthouse and Long Beach are other places worth a visit.

What are vacation rentals like in Aquinnah?

Vacation rentals are private properties you can book for several days or more in Aquinnah. Vacation rentals offer extras like laundry facilities and kitchens so you'll have everything you need. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for small groups.