Book Holiday Homes in Aquinnah

Start date: Check-in selected.
To Date
End date: Check-out

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Aquinnah

Cape Getaway 4 Bedroom w/ Outdoor Shower, Ramp Access to Water, New Bathroom

Cape Getaway 4 Bedroom w/ Outdoor Shower, Ramp Access to Water, New Bathroom

Falmouth MA
With a stay at this vacation home, you'll be centrally located in East Falmouth, within a 5-minute drive of Cape Cod Beaches and Waquoit Bay National Estuarine ...
Opens in a new windowCape Getaway 4 Bedroom w/ Outdoor Shower, Ramp Access to Water, New Bathroom
Beach front, fenced yard, dogs welcome, central air, fire pit, 3 kayaks, hot tub

Beach front, fenced yard, dogs welcome, central air, fire pit, 3 kayaks, hot tub

East Falmouth MA
With a stay at this vacation home in East Falmouth, you'll be on the beach, within a 15-minute drive of Cape Cod Beaches and Cape Cod Winery.
Opens in a new windowBeach front, fenced yard, dogs welcome, central air, fire pit, 3 kayaks, hot tub
Uniquely designed island retreat with fast WiFi & private W/D - dogs welcome

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

West Tisbury MA
A stay at this vacation home places you in the heart of Vineyard Haven, a 1-minute drive from Long Point Wildlife Refuge and 6 minutes from Martha's Vineyard ...
Opens in a new windowUniquely designed island retreat with fast WiFi & private W/D - dogs welcome
Save an average of 15% on thousands of hotels when you're signed in
Falmouth Cape - Walk to Island Queen ferry to Martha's Vineyard, Beach, Downtown

Falmouth Cape - Walk to Island Queen ferry to Martha's Vineyard, Beach, Downtown

Falmouth MA
A stay at this vacation home places you in the heart of Falmouth, within a 15-minute walk of Cape Cod Beaches and Main Street.
Opens in a new windowFalmouth Cape - Walk to Island Queen ferry to Martha's Vineyard, Beach, Downtown
Falmouth Luxury Retreat -  Walk to Beaches -  Heated Pool - Near Wood's Hole

Falmouth Luxury Retreat - Walk to Beaches - Heated Pool - Near Wood's Hole

Falmouth MA
A stay at this vacation home places you in the heart of Falmouth, within a 15-minute walk of Cape Cod Beaches and Spohr Gardens.
Opens in a new windowFalmouth Luxury Retreat - Walk to Beaches - Heated Pool - Near Wood's Hole
Stones Throw Waterfront

Stones Throw Waterfront

Dartmouth MA
The price is AU$967 per night from 25 Dec to 26 Dec
AU$967
25 Dec - 26 Dec
includes taxes & fees
When you stay at this vacation home in Dartmouth, you'll be within a 10-minute drive of Buttonwood Park Zoo and Rotch Jones-Duff House and Garden Museum.
Opens in a new windowStones Throw Waterfront
Spacious colonial home close to town with AC, porches, & W/D

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

Oak Bluffs MA
With a stay at this vacation home in Oak Bluffs, you'll be by the sea, just a 3-minute walk from Circuit Avenue and 6 minutes by foot from Trinity Park ...
Opens in a new windowSpacious colonial home close to town with AC, porches, & W/D
New construction Edgartown home with AC, new furnishings, o/d shower, bike path.

New construction Edgartown home with AC, new furnishings, o/d shower, bike path.

Edgartown MA
Located in Edgartown, this vacation home is on the waterfront, within a 5-minute drive of Gus Ben David's World of Reptiles and Birds Park and Edgartown Public ...
Opens in a new windowNew construction Edgartown home with AC, new furnishings, o/d shower, bike path.
Best Kept Secret Retreat for Adults with Water & Golf Course Views!

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

Oak Bluffs MA
A stay at this vacation home places you in the heart of Oak Bluffs, steps from Farm Neck Golf Club and a 4-minute drive from Circuit Avenue.
Opens in a new windowBest Kept Secret Retreat for Adults with Water & Golf Course Views!
Don't see what you're looking for?
See all available properties in Aquinnah
View all properties
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.

Aquinnah Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Aquinnah vacation homes are the perfect way for you to wing it.

Holiday houses in Aquinnah let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Aquinnah in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Aquinnah adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Aquinnah with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Aquinnah vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Aquinnah Holiday Homes essential information

Accommodation
747 Holiday Homes
Lowest Price
AU$186
Highest Price
AU$967
Popular accommodation
Cape Getaway 4 Bedroom w/ Outdoor Shower, Ramp Access to Water, New Bathroom, Beach front, fenced yard, dogs welcome, central air, fire pit, 3 kayaks, hot tub, Uniquely designed island retreat with fast WiFi & private W/D - dogs welcome, Falmouth Cape - Walk to Island Queen ferry to Martha's Vineyard, Beach, Downtown, Falmouth Luxury Retreat - Walk to Beaches - Heated Pool - Near Wood's Hole, Stones Throw Waterfront, Spacious colonial home close to town with AC, porches, & W/D, New construction Edgartown home with AC, new furnishings, o/d shower, bike path., Best Kept Secret Retreat for Adults with Water & Golf Course Views!

Top trending hotels in Aquinnah

Iris Hotel Cape Cod

Iris Hotel Cape Cod

3 out of 5
291 Jones Rd Falmouth MA
Fully refundableReserve now, pay when you stay
The price is AU$186 per night from 5 Jan to 6 Jan
AU$186
5 Jan - 6 Jan 2026
includes taxes & fees
When you stay at Iris Hotel Cape Cod in Falmouth, you'll be on a lake, within a 5-minute drive of Island Queen Ferry and Shining Sea Bikeway.
Opens in a new windowIris Hotel Cape Cod
Faraway Martha's Vineyard

Faraway Martha's Vineyard

3.5 out of 5
23 Kelly Street Edgartown MA
Centrally located in Edgartown, Faraway Martha's Vineyard is within a 15-minute walk of Edgartown Lighthouse and Lighthouse Beach.
Opens in a new windowFaraway Martha's Vineyard
Falmouth Inn

Falmouth Inn

2 out of 5
824 Main Street Falmouth MA
Fully refundableReserve now, pay when you stay
The price is AU$216 per night from 4 Jan to 5 Jan
AU$216
4 Jan - 5 Jan 2026
includes taxes & fees
With a stay at Falmouth Inn, you'll be centrally located in Falmouth, within a 5-minute drive of Cape Cod Beaches and Main Street.
Opens in a new windowFalmouth Inn
Save an average of 15% on thousands of hotels when you're signed in
Harbor View Hotel

Harbor View Hotel

5 out of 5
131 N Water Street Marthas Vineyard Edgartown MA
Located in Edgartown, Harbor View Hotel is by the ocean, within a 5-minute walk of Edgartown Lighthouse and Lighthouse Beach.
Opens in a new windowHarbor View Hotel
Don't see what you're looking for?
See all available properties in Aquinnah
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.