Book Holiday Homes in Woods Hole

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Featured Holiday Homes in Woods Hole

Newly Renovated Near Amazing Sunset Beach

Newly Renovated Near Amazing Sunset Beach

Falmouth MA
With a stay at this vacation home in North Falmouth, you'll be within a 5-minute drive of Cape Cod Beaches and Cataumet Arts Center.
Opens in a new windowNewly Renovated Near Amazing Sunset Beach
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
Moon Compass Escape – Spacious Cape Cod Retreat

Moon Compass Escape – Spacious Cape Cod Retreat

Sandwich MA
Located in Sandwich, this vacation home is by the sea, a 3-minute drive from Santuit Pond and 6 minutes from Mashpee Wampanoag Indian Museum.
Opens in a new windowMoon Compass Escape – Spacious Cape Cod Retreat
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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
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
Beachfront On John's Pond, Indoor HEATED Pool, and Dock!

Beachfront On John's Pond, Indoor HEATED Pool, and Dock!

Mashpee MA
With a stay at this vacation home in Mashpee (Johns Pond), you'll be within a 15-minute drive of Cape Cod Beaches and Mashpee Commons.
Opens in a new windowBeachfront On John's Pond, Indoor HEATED Pool, and Dock!
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
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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.

Woods Hole 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 Woods Hole vacation homes are the perfect way for you to wing it.

Holiday houses in Woods Hole 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 Woods Hole 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 Woods Hole adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Woods Hole 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 Woods Hole 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.

Woods Hole Holiday Homes essential information

Accommodation
1543 Holiday Homes
Lowest Price
AU$186
Highest Price
AU$967
Popular accommodation
Newly Renovated Near Amazing Sunset Beach, Cape Getaway 4 Bedroom w/ Outdoor Shower, Ramp Access to Water, New Bathroom, Moon Compass Escape – Spacious Cape Cod Retreat, 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, Beachfront On John's Pond, Indoor HEATED Pool, and Dock! , Stones Throw Waterfront

Top trending hotels in Woods Hole

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
Hampton Inn Cape Cod Canal

Hampton Inn Cape Cod Canal

2.5 out of 5
12 Kendall Rae Place Buzzards Bay MA
Fully refundableReserve now, pay when you stay
The price is AU$209 per night from 10 Jan to 11 Jan
AU$209
10 Jan - 11 Jan 2026
includes taxes & fees
With a stay at Hampton Inn Cape Cod Canal in Bourne, you'll be within a 5-minute drive of Cape Cod Beaches and Cape Cod Canal.
Opens in a new windowHampton Inn Cape Cod Canal
Don't see what you're looking for?
See all available properties in Woods Hole
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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.