Book Holiday Homes in Woods Hole

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Featured Holiday Homes in Woods Hole

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
Stay at this vacation home in Oak Bluffs. Enjoy a garden, laundry facilities, and patios. Popular attractions Inkwell Beach and Island Cove Adventures are located ...
Opens in a new windowCozy getaway in a central location w/ a full kitchen & furnished deck
Moon Compass Escape – Spacious Cape Cod Retreat

Moon Compass Escape – Spacious Cape Cod Retreat

Sandwich
Stay at this vacation home in Sandwich. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Mashpee Wampanoag Indian Museum and Cotuit Center ...
Opens in a new windowMoon Compass Escape – Spacious Cape Cod Retreat
Newly Renovated Near Amazing Sunset Beach

Newly Renovated Near Amazing Sunset Beach

Falmouth
Stay at this vacation home in North Falmouth. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Cataumet Arts Center and Handy Point are ...
Opens in a new windowNewly Renovated Near Amazing Sunset Beach
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Last minute deal - walk to the beach - 4 bedroom - super cute!

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

Teaticket
Stay at this vacation home in East Falmouth. Enjoy a garden, laundry facilities, and patios. Popular attractions Woods Hole Ferry Terminal and Menauhant Beach ...
Opens in a new windowLast minute deal - walk to the beach - 4 bedroom - super cute!
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
Book a stay at this family-friendly vacation home in Oak Bluffs. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Inkwell Beach and Oak ...
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
Stay at this vacation home in Vineyard Haven. Enjoy laundry facilities, patios, and an in-room coffeemaker. Popular attractions Long Point Wildlife Refuge and ...
Opens in a new windowUniquely designed island retreat with fast WiFi & private W/D - dogs welcome
2 Acre Waterfront Home Overlooking Waquoit Bay with Spa and Swim Dock

2 Acre Waterfront Home Overlooking Waquoit Bay with Spa and Swim Dock

Falmouth
Book a stay at this beach vacation home in East Falmouth. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Waquoit Bay National Estuarine Research ...
Opens in a new window2 Acre Waterfront Home Overlooking Waquoit Bay with Spa and Swim Dock
Oceanfront home on Private Beach!

Oceanfront home on Private Beach!

Sandwich
Book a stay at this beach vacation home in East Sandwich. Enjoy free WiFi, a beach locale, and laundry facilities. Popular attractions Wing Fort House and Springhill ...
Opens in a new windowOceanfront home on Private Beach!
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
Stay at this vacation home in Falmouth. Enjoy a garden, laundry facilities, and patios. Popular attractions Woods Hole Ferry Terminal and Island Queen Ferry ...
Opens in a new windowCharming cottage with deck, yard, & AC - walk to beach, Main Street, & ferry
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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
1586 Holiday Homes
Lowest Price
NZ$252
Highest Price
NZ$312
Popular accommodation
Cozy getaway in a central location w/ a full kitchen & furnished deck, Moon Compass Escape – Spacious Cape Cod Retreat, Newly Renovated Near Amazing Sunset Beach, 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, 2 Acre Waterfront Home Overlooking Waquoit Bay with Spa and Swim Dock , Oceanfront home on Private Beach!, Charming cottage with deck, yard, & AC - walk to beach, Main Street, & ferry

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$252 per night from 4 Dec to 5 Dec
NZ$252
4 Dec - 5 Dec
includes taxes & fees
Stay at this 3-star business-friendly hotel in Falmouth. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Woods Hole Ferry Terminal ...
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 NZ$312 per night from 6 Nov to 7 Nov
NZ$312
6 Nov - 7 Nov
includes taxes & fees
Book a stay at this business-friendly hotel in Falmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
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
Stay at this 3.5-star business-friendly hotel in Edgartown. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
Opens in a new windowFaraway Martha's Vineyard
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Sea Crest Beach Resort

Sea Crest Beach Resort

3.5 out of 5
350 Quaker Rd, North Falmouth, MA
The price is NZ$295 per night from 19 Nov to 20 Nov
NZ$295
19 Nov - 20 Nov
includes taxes & fees
Stay at this 3.5-star beach hotel in North Falmouth. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms ...
Opens in a new windowSea Crest Beach Resort
Don't see what you're looking for?
See all available properties in Woods Hole
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.