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

Cozy getaway in a central location w/ a full kitchen & furnished deck

Cozy getaway in a central location w/ a full kitchen & furnished deck

Oak Bluffs
With a stay at this vacation home in Oak Bluffs, you'll be by the sea, within a 10-minute drive of Inkwell Beach and Martha's Vineyard Chamber of Commerce.
Opens in a new windowCozy getaway in a central location w/ a full kitchen & furnished deck
☼ Westport Point ☼ beach house on 1/2 acre easy access to beach/historic village

☼ Westport Point ☼ beach house on 1/2 acre easy access to beach/historic village

Westport
The price is AU$709 per night from 12 Nov to 13 Nov
AU$709
per night
12 Nov - 13 Nov
When you stay at this vacation home in Westport Point, you'll be by the sea, within a 5-minute drive of Horseneck Beach State Reservation and Horseneck State ...
Opens in a new window☼ Westport Point ☼ beach house on 1/2 acre easy access to beach/historic village
Last minute deal - walk to the beach - 4 bedroom - super cute!

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

Teaticket
With a stay at this vacation home, you'll be centrally located in East Falmouth, a 1-minute drive from Cape Cod Beaches and 13 minutes from Woods Hole Ferry ...
Opens in a new windowLast minute deal - walk to the beach - 4 bedroom - super cute!
Save an average of 15% on thousands of hotels when you're signed in
Modern, luxury 5-bed, 4.5-bath w/full basement! Now booking for 2026!

Modern, luxury 5-bed, 4.5-bath w/full basement! Now booking for 2026!

Oak Bluffs
With a stay at this vacation home in Oak Bluffs, you'll be within a 10-minute drive of Inkwell Beach and Martha's Vineyard Hospital Development.
Opens in a new windowModern, luxury 5-bed, 4.5-bath w/full basement! Now booking for 2026!
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
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
Charming cottage with deck, yard, & AC - walk to beach, Main Street, & ferry

Charming cottage with deck, yard, & AC - walk to beach, Main Street, & ferry

Falmouth
With a stay at this vacation home in Falmouth (Falmouth Heights), you'll be within a 15-minute drive of Cape Cod Beaches and Woods Hole Ferry Terminal.
Opens in a new windowCharming cottage with deck, yard, & AC - walk to beach, Main Street, & ferry
Luxury Loft Historic Center Oak Bluffs

Luxury Loft Historic Center Oak Bluffs

Oak Bluffs
A stay at this vacation home places you in the heart of Oak Bluffs, within a 10-minute walk of Inkwell Beach and Circuit Avenue.
Opens in a new windowLuxury Loft Historic Center Oak Bluffs
Best Kept Secret Retreat for Adults with Water & Golf Course Views!

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

Oak Bluffs
With a stay at this vacation home, you'll be centrally located in Oak Bluffs, within a 10-minute drive of Inkwell Beach and Farm Neck Golf Club.
Opens in a new windowBest Kept Secret Retreat for Adults with Water & Golf Course Views!
Stunning Luxury House with Sunset and Private Beach

Stunning Luxury House with Sunset and Private Beach

Fairhaven
With a stay at this vacation home in Fairhaven, you'll be on the beach, within a 15-minute drive of New Bedford Seastreak Ferry Terminal and West Island.
Opens in a new windowStunning Luxury House with Sunset and Private Beach
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
762 Holiday Homes
Lowest Price
AU$218
Highest Price
AU$709
Popular accommodation
Cozy getaway in a central location w/ a full kitchen & furnished deck, ☼ Westport Point ☼ beach house on 1/2 acre easy access to beach/historic village, Last minute deal - walk to the beach - 4 bedroom - super cute!, Modern, luxury 5-bed, 4.5-bath w/full basement! Now booking for 2026!, Uniquely designed island retreat with fast WiFi & private W/D - dogs welcome, Charming cottage with deck, yard, & AC - walk to beach, Main Street, & ferry, Luxury Loft Historic Center Oak Bluffs, Best Kept Secret Retreat for Adults with Water & Golf Course Views!, Stunning Luxury House with Sunset and Private Beach

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$218 per night from 4 Dec to 5 Dec
AU$218
per night
4 Dec - 5 Dec
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
Falmouth Inn

Falmouth Inn

2 out of 5
824 Main Street, Route 28, Falmouth, MA
Fully refundableReserve now, pay when you stay
The price is AU$271 per night from 1 Dec to 2 Dec
AU$271
per night
1 Dec - 2 Dec
With a stay at Falmouth Inn, you'll be centrally located in Falmouth, a 2-minute drive from Cape Cod Beaches and 10 minutes from Woods Hole Ferry Terminal.
Opens in a new windowFalmouth Inn
Faraway Martha's Vineyard

Faraway Martha's Vineyard

3.5 out of 5
23 Kelly Street, Martha's Vineyard, 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
Save an average of 15% on thousands of hotels when you're signed in
Sea Crest Beach Resort

Sea Crest Beach Resort

3.5 out of 5
350 Quaker Rd, North Falmouth, MA
Fully refundableReserve now, pay when you stay
The price is AU$256 per night from 19 Nov to 20 Nov
AU$256
per night
19 Nov - 20 Nov
When you stay at Sea Crest Beach Resort in North Falmouth, you'll be near the bay, just steps from Cape Cod Beaches and Old Silver Beach.
Opens in a new windowSea Crest Beach Resort
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.