A marina with sailboats docked, a clear blue sky, and a forested shoreline.

Woods Hole Holiday Rentals

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Our top choices for Woods Hole holiday rentals

1. LUX on Main | Downtown | Parking | Sleeps 6, #203

LUX on Main | Downtown | Parking | Sleeps 6, #203
Falmouth
10.0 out of 10, Exceptional, (6 reviews)
The price is NZ$1,390
includes taxes & fees
5 Oct - 6 Oct
LUX on Main | Downtown | Parking | Sleeps 6, #203

2. Located Steps Away To Main Street And .7 Miles From Surf Drive Beach

Located Steps Away To Main Street And .7 Miles From Surf Drive Beach
Falmouth
10.0 out of 10, Exceptional, (224 reviews)
"Great location "
United States
Stephanie B.
The price is NZ$893
includes taxes & fees
1 Nov - 2 Nov
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach

3. Charming Guesthouse | Walk to Beach | Downtown

Charming Guesthouse | Walk to Beach | Downtown
Falmouth
10.0 out of 10, Exceptional, (1 review)
"The house was very convenient to the beach, Aldi’s, Walmart, and local restaurants & shops. I wasn’t sure how private it was being a guest house, but I never felt that we didn’t have privacy. Our dogs enjoyed the little fenced in yard. We appreciated the updated bathroom and kitchen. The weather was so pleasant a small outdoor area would have been nice, and we missed not having a washer & dryer and dishwasher, but overall it was clean and cozy. We would stay there again! We loved the Cape,...
United States
Kandy W.
Charming Guesthouse | Walk to Beach | Downtown

4. The Club at New Seabury

The Club at New Seabury
3.5 star property
New Seabury
9.0 out of 10, Wonderful, (371 reviews)
"The New Seabury resort is beautiful & has excellent customer service. The 4/5 stars is because the unit we stayed in needs some updating. However, the layout, cleanliness, & location is good."
United States
Kathleen
The price is NZ$300
includes taxes & fees
1 Nov - 2 Nov
The Club at New Seabury

5. Brand new! Lovely apartment-Vineyard Haven

Brand new! Lovely apartment-Vineyard Haven
Tisbury
10.0 out of 10, Exceptional, (32 reviews)
"This property is quiet yet close enough to the business areas. Very clean, well maintained lovely unit with balcony. The host Joziane commutated with us from minutes after the booking to the end of stay, very helpful."
United States
Unspecified U.
The price is NZ$961
includes taxes & fees
9 Oct - 10 Oct
Brand new! Lovely apartment-Vineyard Haven

6. LUX on Main | Downtown | Parking | Sleeps 6, #201

LUX on Main | Downtown | Parking | Sleeps 6, #201
Falmouth
10.0 out of 10, Exceptional, (6 reviews)
"This was the perfect location for our Cape Cod getaway. It was very central to everything we were doing while down there, very effortless to get to Martha’s Vineyard as well! The location was perfect with a bunch of different restaurants, shops and other stores all in walking distance. We will definitely consider staying here again in the future!"
United States
Zack D.
The price is NZ$1,406
includes taxes & fees
5 Oct - 6 Oct
LUX on Main | Downtown | Parking | Sleeps 6, #201

7. LUX on Main | Downtown | Parking | Sleeps 8, #202

LUX on Main | Downtown | Parking | Sleeps 8, #202
Falmouth
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful place! Very well appointed"
United States
Kristen B.
LUX on Main | Downtown | Parking | Sleeps 8, #202

8. LUX on Main | Downtown | Parking | Sleeps 8, #204

LUX on Main | Downtown | Parking | Sleeps 8, #204
Falmouth
10.0 out of 10, Exceptional, (5 reviews)
"Super clean, well stocked unit. Nicely furnished with quality materials. Host was great, communication very fast and easy. The unit is in the heart of Falmouth above some small businesses which means it can be a bit busy and lively, but this all settles down pretty quickly. We enjoyed the environment and the location which is close to everything Falmouth offers, bike paths, beaches, bars & restaurants, etc."
United States
Daniel C.
LUX on Main | Downtown | Parking | Sleeps 8, #204

9. West Falmouth Family Retreat Near Chapoquoit Beach

West Falmouth Family Retreat Near Chapoquoit Beach
Falmouth
The price is NZ$1,360
includes taxes & fees
5 Oct - 6 Oct
West Falmouth Family Retreat Near Chapoquoit Beach

10. Cozy Cottage walk to Menauhant Beach

Cozy Cottage walk to Menauhant Beach
East Falmouth
8.8 out of 10, Excellent, (8 reviews)
"It was a great weekend spot. Had everything we needed, nicely decorated, and in a great and private location"
United States
Grace P.
The price is NZ$1,435
includes taxes & fees
8 Oct - 9 Oct
Cozy Cottage walk to Menauhant Beach

11. Walk to Beach & Lighthouse: Oak Bluffs Studio!

Walk to Beach & Lighthouse: Oak Bluffs Studio!
Oak Bluffs
7.8 out of 10, Good, (12 reviews)
"The unit was clean and sufficient for 2 people. Outside could use some attention."
United States
Donna R.
The price is NZ$1,104
includes taxes & fees
5 Oct - 6 Oct
Walk to Beach & Lighthouse: Oak Bluffs Studio!

12. Cozy studio with water views. AC,WiFi, full kitchen, private entrance and patio.

Cozy studio with water views. AC,WiFi, full kitchen, private entrance and patio.
Tisbury
10.0 out of 10, Exceptional, (10 reviews)
"Beautiful view of the lagoon; ideal place for a couple or single. Leisurely walk to town and close to public transportation."
United States
Adrienne W.
The price is NZ$891
includes taxes & fees
19 Oct - 20 Oct
Cozy studio with water views. AC,WiFi, full kitchen, private entrance and patio.

13. Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat

Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat
Oak Bluffs
9.8 out of 10, Exceptional, (9 reviews)
"The property was clean, private, and peaceful."
United States
Sherri R.
The price is NZ$2,325
includes taxes & fees
5 Oct - 6 Oct
Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat

14. 1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!

1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!
Oak Bluffs
7.0 out of 10, Good, (12 reviews)
"Loved this spot. Perfect central island location. Fantastic owner with an incredible response time. Would recommend this property to all5 stars"
United States
Eli R.
The price is NZ$1,247
includes taxes & fees
5 Oct - 6 Oct
1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!

15. Charming studio in tranquil Falmouth with AC

Charming studio in tranquil Falmouth with AC
Falmouth
10.0 out of 10, Exceptional, (3 reviews)
"Very clean and comfy place, a short drive to Falmouth center! Communication was very easy and check-in simple."
United States
Harry H.
The price is NZ$432
includes taxes & fees
5 Oct - 6 Oct
Charming studio in tranquil Falmouth with AC

16. Stunning 4-bedroom Private Fresh Water Beach Front

Stunning 4-bedroom Private Fresh Water Beach Front
East Falmouth
10.0 out of 10, Exceptional, (43 reviews)
"Great trip and time on the lake. Highly recommend this property for families looking for ease and convenience."
United States
Kathryn C.
The price is NZ$1,240
includes taxes & fees
11 Oct - 12 Oct
Stunning 4-bedroom Private Fresh Water Beach Front

17. Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View

Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
Oak Bluffs
9.4 out of 10, Exceptional, (96 reviews)
"Memorial Day weekend on the Vineyard was perfect."
United States
Cassandra
The price is NZ$913
includes taxes & fees
13 Oct - 14 Oct
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View

18. < 1 Mi to Beaches: Home w/ Deck in Oak Bluffs

< 1 Mi to Beaches: Home w/ Deck in Oak Bluffs
Oak Bluffs
7.4 out of 10, Good, (3 reviews)
"House was neat architectural wise and family history of home ownership was very cool. However, listing noted there was a washer/dryer and there was not. House also noted that there was a fire pit and it was rusted through. Screen door handles were broken, windows need repair, and house has animals living in the downstairs bathroom wall. House needs updates to charge what was being charged a night. In addition, there was a Nor’easter that hit the island and we attempted to contact the host to let...
United States
Kate K.
The price is NZ$1,629
includes taxes & fees
9 Oct - 10 Oct
< 1 Mi to Beaches: Home w/ Deck in Oak Bluffs

19. Nice home near Mashpee Commons and all Falmouth has to offer

Nice home near Mashpee Commons and all Falmouth has to offer
Falmouth
6.0 out of 10, (3 reviews)
"Quiet location"
United States
andrea m.
The price is NZ$1,682
includes taxes & fees
5 Oct - 6 Oct
Nice home near Mashpee Commons and all Falmouth has to offer

20. New Seabury Cape Condo + Pool & Beach Escape

New Seabury Cape Condo + Pool & Beach Escape
New Seabury
10.0 out of 10, Exceptional, (90 reviews)
"Great condo, great location. Fully equipped kitchen and awesome patio. "
United States
Jeff V.
The price is NZ$573
includes taxes & fees
8 Oct - 9 Oct
New Seabury Cape Condo + Pool & Beach Escape
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.
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Top Woods Hole Hotel Reviews

Find out more about Woods Hole

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Woods Hole holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Woods Hole. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Woods Hole. Seeing all the best attractions is bound to make you fall in love with Woods Hole. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Woods Hole short-term rentals, that won’t be hard to do.

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Frequently asked questions

Can I find a holiday rental in Woods Hole?

Yes, there are holiday rentals close to the most popular sights in Woods Hole, or you can select a more secluded option if you're looking for a relaxing stay. The waterfront and wineries are several reasons why visitors like Woods Hole. Make sure you have time to check out the forests and seafood restaurants during your trip.

What are some of the best holiday rentals that Woods Hole has to offer?

Brand New Magnificent Oceanfront Home with Spectacular Views on Private Beach: This holiday home rental outside of Woods Hole is located on the beach, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals will I find in Woods Hole?

Expedia has 17 holiday rentals for your stay in Woods Hole.

What’s there to see and do in Woods Hole?

Cape Cod Beaches and Cornelia Carey Sanctuary are a couple of scenic spots to enjoy the outdoors, whereas Woods Hole Historical Museum is one of the cultural attractions. Other places in town to visit include Woods Hole Ferry Terminal and Nobska Lighthouse.

What’s a holiday rental in Woods Hole like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Woods Hole. Holiday rentals feature extras such as patios, hot tubs and fire pits so you'll have everything you need. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from shared hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a great option for family trips.