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
Stay at this holiday home in North Falmouth. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Cataumet Arts Center and Handy Point are ...
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
Stay at this family-friendly holiday home in East Falmouth. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions 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
Stay at this holiday home in Sandwich. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Lowell Holly and 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
Stay at this beach holiday home in East Falmouth. Enjoy free Wi-Fi, a beach locale and a garden. Popular attractions Falmouth Country Club 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
Stay at this holiday home in Vineyard Haven. Enjoy laundry facilities, patios and an in-room coffee maker. Popular attractions Long Point Wildlife Refuge and ...
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
Stay at this holiday home in Falmouth. Enjoy free Wi-Fi, a garden and laundry facilities. Our guests praise the helpful staff in their reviews. Popular attractions ...
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
Stay at this family-friendly holiday home in Falmouth. Enjoy private pools, a garden and laundry facilities. Popular attractions Spohr Gardens and Quissett Harbor ...
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
Stay at this beach holiday home in Mashpee. Enjoy free Wi-Fi, private pools and a beach locale. Popular attractions Old Indian Meetinghouse 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 NZ$1,100 per night from 25 Dec to 26 Dec
NZ$1,100
25 Dec - 26 Dec
includes taxes & fees
Stay at this holiday home in Dartmouth. Enjoy laundry facilities, patios and air conditioning. Popular attractions Buttonwood Park Zoo and New Bedford Fire 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
NZ$213
Highest Price
NZ$1,100
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 NZ$213 per night from 19 Jan to 20 Jan
NZ$213
19 Jan - 20 Jan 2026
includes taxes & fees
Stay at this 3-star business-friendly hotel in Falmouth. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Popular attractions Long Pond Trail and Falmouth ...
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
Stay at this business-friendly hotel in Edgartown. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff in their reviews. ...
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 NZ$248 per night from 12 Jan to 13 Jan
NZ$248
12 Jan - 13 Jan 2026
includes taxes & fees
Stay at this business-friendly hotel in Falmouth. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms ...
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 NZ$239 per night from 3 Jan to 4 Jan
NZ$239
3 Jan - 4 Jan 2026
includes taxes & fees
Stay at this business-friendly hotel in Bourne. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms in ...
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.