A coastal cliff with a sandy beach and the ocean.

Aquinnah Holiday Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Aquinnah holiday rentals

A beach with clear skies, calm waves, and large rocks.

1. InnSeason Resorts Captain's Quarters

InnSeason Resorts Captain's Quarters
3.5 star property
Falmouth Heights
9.8 out of 10, Exceptional, (225 reviews)
"Very clean suite, great staff, great location, great beach view"
United States
Nancy
The price is NZ$262
includes taxes & fees
16 Nov - 17 Nov
InnSeason Resorts Captain's Quarters
Room

2. 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 NZ$528
includes taxes & fees
23 Nov - 24 Nov
Sunlit Studio Retreat with Incredible Outdoor Deck on Martha’s Vineyard
An outdoor seating area with Adirondack chairs and a table, surrounded by trees.

3. 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 NZ$696
includes taxes & fees
22 Nov - 23 Nov
Walk to Beach & Lighthouse: Oak Bluffs Studio!
A circular stone patio with Adirondack chairs and a small table in a forested area.

4. 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 NZ$1,129
includes taxes & fees
16 Nov - 17 Nov
1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!
A beach with large rocks, a sandy shore, and a cliff.

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.
The price is NZ$1,239
includes taxes & fees
20 Nov - 21 Nov
Oak Bluffs 4BR • 5 Min Drive to Downtown
A circular skylight with wooden beams radiating inward, a white air conditioning unit, and three circular windows with greenery views.

6. Vineyard Luxury "Yurt"

Vineyard Luxury "Yurt"
Oak Bluffs
10.0 out of 10, Exceptional, (1 review)
"The yurt was clean and nice and served all of our needs."
United States
David C.
The price is NZ$1,077
includes taxes & fees
16 Nov - 17 Nov
Vineyard Luxury "Yurt"
A residential street with houses, a speed limit sign, a utility pole, and a clear sky.

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

Backyard Retreat / 5 Min > Beach & Main St
Fairhaven
The price is NZ$1,074
includes taxes & fees
17 Nov - 18 Nov
Backyard Retreat / 5 Min > Beach & Main St
Exterior

8. 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 NZ$1,071
includes taxes & fees
16 Nov - 17 Nov
Charming Guesthouse | Walk to Beach | Downtown
Private kitchen

9. 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 NZ$611
includes taxes & fees
16 Nov - 17 Nov
Spacious 3-bedroom apartment in enjoyable New Bedford with AC, WiFi
A grassy area with three green chairs and a pink chair.

10. Charming studio in tranquil Falmouth with AC

Charming studio in tranquil Falmouth with AC
Falmouth
10.0 out of 10, Exceptional, (4 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 NZ$414
includes taxes & fees
16 Nov - 17 Nov
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. 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 NZ$548
includes taxes & fees
5 Dec - 6 Dec
Cozy Autumn Escape Near Fall Foliage in Dartmouth, MA
A modern kitchen with white cabinetry, a dining area with a wooden table and white chairs, and a large window providing natural light.

12. 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)
"Excellent house close to everything. Great neighborhood. We enjoyed our stay in this very comfortable house. We certainly would rent again."
United States
Jim A.
The price is NZ$2,951
includes taxes & fees
16 Nov - 17 Nov
New 4 BR house near center and beaches with bikes
A single-story house with a front porch, a garage, and a fenced backyard.

13. 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, (227 reviews)
"Great location "
United States
Stephanie B.
The price is NZ$930
includes taxes & fees
16 Nov - 17 Nov
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach
A two-story house with a front porch, a well-maintained lawn, and mature trees in the background.

14. Spacious 5BR Falmouth Family Retreat with Deck, Ping Pong Table & Central A/C

Spacious 5BR Falmouth Family Retreat with Deck, Ping Pong Table & Central A/C
Falmouth
The price is NZ$1,860
includes taxes & fees
16 Nov - 17 Nov
Spacious 5BR Falmouth Family Retreat with Deck, Ping Pong Table & Central A/C
A wooden deck with a table and chairs, surrounded by lush greenery.

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 NZ$1,977
includes taxes & fees
16 Nov - 17 Nov
The Seashell Cove - Martha's Vineyard
A patio with outdoor furniture, a tree, and a lattice fence.

16. 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)
"Beautiful and relaxing location."
United States
Lauren F.
The price is NZ$865
includes taxes & fees
30 Nov - 1 Dec
Ocean view, FREE BEACH PASS. Short drive to multiple beaches and water park!
A living room with a television, sofa, and wooden columns.

17. Lovely 3 bedroom apartment 3rd floor

Lovely 3 bedroom apartment 3rd floor
New Bedford
9.4 out of 10, Exceptional, (13 reviews)
"Nice place for staying when traveling to Massachusetts "
United States
Anonymous traveller
The price is NZ$606
includes taxes & fees
19 Nov - 20 Nov
Lovely 3 bedroom apartment 3rd floor
A swimming pool with a pergola and outdoor seating area.

18. 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 NZ$4,847
includes taxes & fees
30 Nov - 1 Dec
Beautiful Estate with salt water pool & pond with kayaks
A large, two-story house with a garage, a well-maintained lawn, and a view of the ocean.

19. 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, (101 reviews)
"Great views, beautiful setting . Scott was so attentive and easy to work with. We had a great time!"
United States
Ben L.
The price is NZ$1,707
includes taxes & fees
19 Nov - 20 Nov
Coastal chic meets French Provençal in this newly renovated oceanfront home.
A two-story building with a covered porch and steps leading to the entrance.

20. Lovely 4- Bedroom apartment for rent

Lovely 4- Bedroom apartment for rent
New Bedford
6.8 out of 10, (3 reviews)
"Stay was great! "
United States
Zoe D.
The price is NZ$617
includes taxes & fees
16 Nov - 17 Nov
Lovely 4- Bedroom apartment for rent
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

The Coonamessett

The Coonamessett

10/10 Excellent
"Beautiful rooms and grounds. Breakfast was better than most hotels would offer. Loved the coastal vibe. Friendly staff."
Kathy Marie 2-night trip
Posted 18 hours ago
The Coonamessett

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, 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 NZ$262 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.