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

Our top choices for Aquinnah vacation rentals

A two-story house with a swimming pool, a covered patio, and a fenced backyard.

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.
$537 nightly
The price is $600
Oct 13 - Oct 14
Total with taxes and fees
Cozy efficiency apartment/heated pool
A modern kitchen with a marble countertop, a central island, and a hanging light fixture.

2. Brand new! Lovely apartment-Vineyard Haven

Brand new! Lovely apartment-Vineyard Haven
Tisbury
10.0 out of 10, Exceptional, (32 reviews)
"This property is quiet yet close enough to the business areas. Very clean, well maintained lovely unit with balcony. The host Joziane commutated with us from minutes after the booking to the end of stay, very helpful."
United States
Unspecified U.
$484 nightly
The price is $541
Oct 9 - Oct 10
Total with taxes and fees
Brand new! Lovely apartment-Vineyard Haven
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, (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.
$469 nightly
The price is $524
Oct 19 - Oct 20
Total with taxes and fees
Cozy studio with water views. AC,WiFi, full kitchen, private entrance and patio.
A spacious living area with a high ceiling, a dining table, and a kitchen area.

4. 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.
$965 nightly
The price is $1,078
Oct 4 - Oct 5
Total with taxes and fees
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
A rocky beach with clear water, a sandy shore, and a hilly landscape in the background.

5. 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.
$753 nightly
The price is $841
Oct 4 - Oct 5
Total with taxes and fees
Oak Bluffs 4BR • 5 Min Drive to Downtown
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
$554 nightly
The price is $619
Oct 5 - Oct 6
Total with taxes and fees
Backyard Retreat / 5 Min > Beach & Main St
An outdoor seating area with Adirondack chairs and a table, surrounded by trees.

7. 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.
$561 nightly
The price is $627
Oct 4 - Oct 5
Total with taxes and fees
Walk to Beach & Lighthouse: Oak Bluffs Studio!
A residential area with a well-maintained lawn, a stone retaining wall, and a two-story house with a blue door.

8. 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.
$1,473 nightly
The price is $1,645
Oct 11 - Oct 12
Total with taxes and fees
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.

9. 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.
$640 nightly
The price is $715
Oct 4 - Oct 5
Total with taxes and fees
1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!
A bedroom with a bed, a dresser, a sofa, and a painting on the wall.

10. 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.
$213 nightly
The price is $244
Oct 4 - Oct 5
Total with taxes and fees
Charming studio in tranquil Falmouth with AC
A wooden dining table with a lace tablecloth, surrounded by wooden chairs. A potted plant is on the table.

11. Furnished & Flexible – Perfect for Longer Stays in Dartmouth, MA!

Furnished & Flexible – Perfect for Longer Stays 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.
$289 nightly
The price is $323
Oct 22 - Oct 23
Total with taxes and fees
Furnished & Flexible – Perfect for Longer Stays in Dartmouth, MA!
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.

12. 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
$446 nightly
The price is $498
Oct 4 - Oct 5
Total with taxes and fees
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
Exterior

13. 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.
$563 nightly
The price is $645
Oct 5 - Oct 6
Total with taxes and fees
Charming Guesthouse | Walk to Beach | Downtown
A single-story house with a covered porch, a hammock, and a brick pathway leading to the front door.

14. 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.
$1,224 nightly
The price is $1,367
Oct 4 - Oct 5
Total with taxes and fees
Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat
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
$676 nightly
The price is $774
Oct 5 - Oct 6
Total with taxes and fees
West Falmouth Family Retreat Near Chapoquoit Beach
Interior

16. 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.
$463 nightly
The price is $517
Oct 4 - Oct 5
Total with taxes and fees
Charming cottage overlooking the bay in Padanaram Village.
A deck with a fire pit, outdoor seating, and a blue umbrella.

17. 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.
$718 nightly
The price is $822
Oct 8 - Oct 9
Total with taxes and fees
Cozy Cottage walk to Menauhant Beach
A spacious kitchen with a central island, stainless steel appliances, and a dining area with a rug and chairs.

18. 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.
$457 nightly
The price is $523
Nov 1 - Nov 2
Total with taxes and fees
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.

19. 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.
$3,357 nightly
The price is $3,750
Oct 12 - Oct 13
Total with taxes and fees
Beautiful Estate with salt water pool & pond with kayaks
A modern living room with a grey sofa, a wooden coffee table, and a television mounted on the wall.

20. LUX on Main | Downtown | Parking | Sleeps 6, #201

LUX on Main | Downtown | Parking | Sleeps 6, #201
Falmouth
10.0 out of 10, Exceptional, (6 reviews)
"This was the perfect location for our Cape Cod getaway. It was very central to everything we were doing while down there, very effortless to get to Martha’s Vineyard as well! The location was perfect with a bunch of different restaurants, shops and other stores all in walking distance. We will definitely consider staying here again in the future!"
United States
Zack D.
$703 nightly
The price is $804
Oct 5 - Oct 6
Total with taxes and fees
LUX on Main | Downtown | Parking | Sleeps 6, #201
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

Iris Hotel Cape Cod

Iris Hotel Cape Cod

10/10 Excellent
"Lovely property. Would stay here again. Comfortable beds. Nice ambience in lobby. Great breakfast. Views at check in area beautiful. They have a little patio out front where u can sit and stare at the lake. There is a road between hotel and view of lake. Very peaceful there."
andrea 1-night trip
Posted 3 days ago
Iris Hotel Cape Cod

Find out more about Aquinnah

Everything you need to know about Aquinnah vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Aquinnah vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Aquinnah vacation 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 low season months. For more hustle and bustle, you may prefer to visit Aquinnah in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $498 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Aquinnah rentals

At Expedia, we put the best Aquinnah vacation 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 vacation.

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 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.