Holiday Homes in Aquinnah

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Featured Holiday Homes in Aquinnah

Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs

6.2 out of 10, (24)
"The property is quiet, spacious and was within a walkable mile of downtown Oak Bluffs. The beds were comfortable. Plenty of clean linens and towels. The house could use some updating. The coffee maker, drinking glasses, and silverware need to be replaced with cleaner ones. And the torn portions of the sectional couch should be fixed. I would definitely stay at the property again."
Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs

Private cottage nestled in center of the Vineyard

10.0 out of 10, Exceptional, (48)
"The property worked perfect for our family of 3 along with our dog. It was centrally located, really clean, and Jess was wonderful to deal with as she was very responsive throughout the whole process. We would definitely stay here again."
Private cottage nestled in center of the Vineyard

Uniquely designed island retreat with fast WiFi & private W/D - dogs welcome

8.8 out of 10, Excellent, (33)
"Great spot for a get away. Private with easy access to activities."
Uniquely designed island retreat with fast WiFi & private W/D - dogs welcome

Coastal chic meets French Provençal in this newly renovated oceanfront home.

10.0 out of 10, Exceptional, (85)
"Great stay! "
Coastal chic meets French Provençal in this newly renovated oceanfront home.

Cute & cozy cottage with a patio & gas grill in the heart of Martha's Vineyard

8.4 out of 10, Very good, (39)
"Close to the beach , clean and a wonderful Vineyard stay"
Cute & cozy cottage with a patio & gas grill in the heart of Martha's Vineyard

Beach Lovers Paradise! Cozy 3 bedroom home steps from the beach.

9.8 out of 10, Exceptional, (7)
"Wonderful beach property. Clean home, comfortable beds and close to restaurants."
Beach Lovers Paradise! Cozy 3 bedroom home steps from the beach.

Amazing Views!!! Sunsets!!! Larger Roof Deck!!! Historic Martha’s Vineyard Gem!!

9.6 out of 10, Exceptional, (40)
"The house has great historical charm, is immaculate with and incredible view from the roof-deck. My favorite room is the dining/livingroom. Huge room with full view of the outdoors and a fabulous stone fireplace. The location was just what i was hoping; quiet, beautiful and spacious.Loved it!"
Amazing Views!!! Sunsets!!! Larger Roof Deck!!! Historic Martha’s Vineyard Gem!!

Family-Friendly Tisbury Escape - Walk to Town

9.8 out of 10, Exceptional, (20)
"We were surprised by the amount of wild turkeys in the area, but other than that we really enjoyed our stay."
Family-Friendly Tisbury Escape - Walk to Town

Coastal modern Falmouth home near the beach

10.0 out of 10, Exceptional, (1)
"We have stayed in many vacation rentals and this was by far the nicest home we have ever stayed in. We had an absolutely wonderful stay at this beautiful coastal Falmouth home. The location is absolutely perfect and the town of Falmouth is adorable. From the moment we arrived, Jon and Libby made us feel so welcome. They are truly outstanding hosts. The house was spotless, bright, and beautifully decorated, creating such a cozy and inviting atmosphere. Every detail was thoughtfully taken care of,...
Coastal modern Falmouth home near the beach

Charming 3-bedroom house with a pool, AC, WiFi in pleasant East Falmouth

9.4 out of 10, Exceptional, (3)
"Really beautiful place with a lot of space and a very helpful host"
Charming 3-bedroom house with a pool, AC, WiFi in pleasant East Falmouth

Last minute deal - walk to the beach - 4 bedroom - super cute!

9.6 out of 10, Exceptional, (81)
"This was such a perfect spot to spend time with friends before our wedding! Loved being near the beach and plenty of space for all our guests. Thank you so much! "
Last minute deal - walk to the beach - 4 bedroom - super cute!

Waterfront Home w/ Guest Cottage

10.0 out of 10, Exceptional, (1)
"I lined the view from the home and the safety in the area! Overall, great place for a big family !"
Waterfront Home w/ Guest Cottage

Inviting, two-story home with a large yard, sunroom, balcony, & washer/dryer

7.4 out of 10, Good, (3)
"We had a wonderful early-June weekend stay at this charming house minutes walk from town. Highlights were reading on the rocking chair on the deck and playing games in the screened-in porch. Everything looks just like in the listing - charming, warm, like staying at your grandpa's beach house. There were a few bumps - the listed dryer was in a locked shed, a faucet wasn't working - but our sense was this is a new listing and details are still being ironed out. None of that interfered with our...
Inviting, two-story home with a large yard, sunroom, balcony, & washer/dryer

Located Steps Away To Main Street And .7 Miles From Surf Drive Beach

10.0 out of 10, Exceptional, (198)
"As always, lovely home. Perfect place."
The price is NZ$991
includes taxes & fees
8 Sept - 9 Sept
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach

Best Kept Secret Retreat for Adults with Water & Golf Course Views!

10.0 out of 10, Exceptional, (37)
"The home was beautiful and very well appointed. Easily accommodated our group of 8 adults with room to spare. Minor complaint is that there could’ve been a few more towels available, but the washer and dryer took care of that."
Best Kept Secret Retreat for Adults with Water & Golf Course Views!

Spacious colonial home close to town with AC, porches, & W/D

10.0 out of 10, Exceptional, (5)
Spacious colonial home close to town with AC, porches, & W/D

WOW! Still Available Last Min - Walk to Beach & Martha's Vineyard Ferry!

10.0 out of 10, Exceptional, (13)
"Had a wonderful time at this property. Very clean and well maintained. Close walk to the beach. Nice deck and back yard. Great for a family vacation! Thank you Nicole!"
WOW! Still Available Last Min - Walk to Beach & Martha's Vineyard Ferry!

Charming Home with Deck, Screened Porch, Private Balcony, Near Beaches

9.4 out of 10, Exceptional, (60)
"Loved the area and the peacefulness"
Charming Home with Deck, Screened Porch, Private Balcony, Near Beaches

The Field House - Peaceful Martha’s Vineyard Escape with Serene Field Views

2.0 star property
10.0 out of 10, Exceptional, (1)
"We had such a wonderful stay at this house! The layout was perfect — all the bedrooms were spacious and comfortable for our whole group. We especially loved the bright, open living space and the kitchen, which made gathering together so easy. The house was clean and full of natural light.The back deck with its patio seating was the perfect spot for an early morning coffee, and the large open field was great for a soccer game with our group. Plus, the hot tub was an amazing bonus. It was so much...
The Field House - Peaceful Martha’s Vineyard Escape with Serene Field Views

Quaint 1 Bed 1 bath private beach home. Long term renters welcome for winter!

10.0 out of 10, Exceptional, (15)
"We had a great stay at Oceans 11! The home is beautiful, it was incredibly clean, and very well stocked! We look forward to staying here again!!"
The price is NZ$678
includes taxes & fees
26 Aug - 27 Aug
Quaint 1 Bed 1 bath private beach home. Long term renters welcome for winter!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Aquinnah Hotel Reviews