A coastal cliff with a sandy beach and the ocean.

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Our top choices for Aquinnah holiday rentals

1. Cozy efficiency apartment/heated pool

Cozy efficiency apartment/heated pool
Chilmark
9.6 out of 10, Exceptional, (26 reviews)
"This is a great property for an individual or a couple looking to explore the island!"
United States
Jillian G.
The price is £456
includes taxes & fees
13 Oct - 14 Oct
Cozy efficiency apartment/heated pool

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, (10 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 £389
includes taxes & fees
13 Oct - 14 Oct
Cozy studio with water views. AC,WiFi, full kitchen, private entrance and patio.

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 £638
includes taxes & fees
8 Oct - 9 Oct
Oak Bluffs 4BR • 5 Min Drive to Downtown

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

Backyard Retreat / 5 Min > Beach & Main St
Fairhaven
The price is £483
includes taxes & fees
5 Oct - 6 Oct
Backyard Retreat / 5 Min > Beach & Main St

5. Charming studio in tranquil Falmouth with AC

Charming studio in tranquil Falmouth with AC
Falmouth
10.0 out of 10, Exceptional, (3 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 £188
includes taxes & fees
1 Oct - 2 Oct
Charming studio in tranquil Falmouth with AC

6. Brand New Guest house

Brand New Guest house
Oak Bluffs
10.0 out of 10, Exceptional, (7 reviews)
"This is a new, beautiful and tastefully decorated 2 bedroom one bathroom house with a really nice big yard. Owner was very responsive and We had everything we needed for an enjoyable stay!"
United States
Elizabeth O.
The price is £915
includes taxes & fees
2 Oct - 3 Oct
Brand New Guest house

7. 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 £429
includes taxes & fees
31 Oct - 1 Nov
Ocean view, FREE BEACH PASS. Short drive to multiple beaches and water park!

8. 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
1 Oct - 2 Oct
Cozy Cottage walk to Menauhant Beach

9. 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 £805
includes taxes & fees
5 Oct - 6 Oct
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

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

Walk to Beach & Lighthouse: Oak Bluffs Studio!
Oak Bluffs
7.8 out of 10, Good, (12 reviews)
"The unit was clean and sufficient for 2 people. Outside could use some attention."
United States
Donna R.
The price is £463
includes taxes & fees
1 Oct - 2 Oct
Walk to Beach & Lighthouse: Oak Bluffs Studio!

11. Charming cottage overlooking the bay in Padanaram Village.

Charming cottage overlooking the bay in Padanaram Village.
Dartmouth
10.0 out of 10, Exceptional, (17 reviews)
"This property was beautiful, peaceful, and so relaxing! The communication and check-in were effortless, the house was spotless, and the views were fabulous! We definitely want to return!"
United States
Judith M.
The price is £387
includes taxes & fees
5 Oct - 6 Oct
Charming cottage overlooking the bay in Padanaram Village.

12. Spacious 3-bedroom apartment in enjoyable New Bedford with AC, WiFi

Spacious 3-bedroom apartment in enjoyable New Bedford with AC, WiFi
New Bedford
9.8 out of 10, Exceptional, (11 reviews)
"The apartment was very roomy. We had a small issue with the stove and the owners responded immediately! The price was great. Ill be back to new bedford and will stay here again"
United States
cricket d.
The price is £275
includes taxes & fees
1 Oct - 2 Oct
Spacious 3-bedroom apartment in enjoyable New Bedford with AC, WiFi

13. 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

14. Walk to Beach! Oak Bluffs Home & Studio

Walk to Beach! Oak Bluffs Home & Studio
Oak Bluffs
The price is £690
includes taxes & fees
13 Oct - 14 Oct
Walk to Beach! Oak Bluffs Home & Studio

15. 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, (96 reviews)
"Memorial Day weekend on the Vineyard was perfect."
United States
Cassandra
The price is £404
includes taxes & fees
18 Oct - 19 Oct
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View

16. 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

17. 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 £249
includes taxes & fees
22 Oct - 23 Oct
Cozy Autumn Escape Near Fall Foliage in Dartmouth, MA

18. 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
Welcome to your Cape Cod getaway! ONLY 1.5 miles to Menauhant Beach, this charmi

19. 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
13 Oct - 14 Oct
New 4 BR house near center and beaches with bikes

20. 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
1 Oct - 2 Oct
Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat
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

Find out more about Aquinnah

Everything you need to know about Aquinnah holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Aquinnah holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Aquinnah holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Aquinnah holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Aquinnah. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Aquinnah holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Aquinnah holiday rentals we have selected for you start as low as £404 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Aquinnah rentals

At Expedia, we put the best Aquinnah holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Aquinnah rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Aquinnah holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Aquinnah. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Aquinnah?

Yes, there are holiday rentals close to the most popular sights in Aquinnah, or you can select a more secluded option if you're looking for a relaxing stay. 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 holiday rentals that Aquinnah has to offer?

Coastal Retreat | Walk to Inkwell Beach, Dining & Flying Horses Carousel: This holiday home rental outside of Aquinnah is located near the beach, and has a balcony, a garden and a BBQ 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 that you can cook with friends or family.

How many holiday rentals are there in Aquinnah?

With 32 Expedia holiday rentals, you're guaranteed 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 holiday rentals like in Aquinnah?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Aquinnah. Holiday rentals provide amenities such as laundry facilities and kitchens so you'll have everything you want. If you're concerned about cleanliness, holiday rentals can provide a sense of safety away from public hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for a small group gathering.