A row of historic houses with gabled roofs and white trim, surrounded by lush greenery and a well-maintained hedge.

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Wellfleet holiday homes

A dining area with a wooden table set for four, surrounded by chairs. A large mirror hangs on the wall, reflecting the room.

1. Ebb Tide~3b/2b and dog friendly for 2-10

Ebb Tide~3b/2b and dog friendly for 2-10
Wellfleet
8.6 out of 10, Excellent, (4 reviews)
"Great stay. Kind extra touches of hospitality appreciated!"
United States
Ross M.
The price is £417
includes taxes & fees
1 Oct - 2 Oct
Ebb Tide~3b/2b and dog friendly for 2-10
A beach with calm waters and a sunset.

2. 2 Bedroom Private Apt. in 1825 Whaler's Home on Duck Creek

2 Bedroom Private Apt. in 1825 Whaler's Home on Duck Creek
Wellfleet
8.4 out of 10, Very good, (8 reviews)
"Lighting was poor in the communal space. , mattresses lumpy but okay. The couch in the communal space very low for a senior person. "
United States
Miriam H.
The price is £403
includes taxes & fees
25 Sept - 26 Sept
2 Bedroom Private Apt. in 1825 Whaler's Home on Duck Creek
A dining table set for six with placemats, plates, cutlery, and glasses. There are two benches at each end of the table.

3. Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!

Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!
Eastham
9.8 out of 10, Exceptional, (6 reviews)
"The home was clean, cool and comfortable. Booking was easy and effortless! Can’t wait to go back!"
United States
Kim S.
The price is £404
includes taxes & fees
5 Oct - 6 Oct
Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!
A sandy beach with wooden posts and a clear view of the ocean.

4. Sand Bar-Dog Friendly on Cooks Brook Beach

Sand Bar-Dog Friendly on Cooks Brook Beach
Eastham
10.0 out of 10, Exceptional, (33 reviews)
"We had a lovely visit with access to the beach and very comfortable beds. Enjoyed a beautiful sunset!"
United States
Debra H.
The price is £419
includes taxes & fees
28 Sept - 29 Sept
Sand Bar-Dog Friendly on Cooks Brook Beach
A patio with Adirondack chairs, a fire pit, and a wooden deck.

5. Samara Tide | 3BR Walk to Bay Beach, Pet Friendly

Samara Tide | 3BR Walk to Bay Beach, Pet Friendly
Eastham
10.0 out of 10, Exceptional, (2 reviews)
"The house was cute and clean. The private beach was amazing. We enjoyed our stay!"
United States
Susan W.
The price is £316
includes taxes & fees
19 Oct - 20 Oct
Samara Tide | 3BR Walk to Bay Beach, Pet Friendly
An outdoor deck with a grill, dining table, chairs, and an umbrella.

6. Sleeps 2-8/Soaking Tub/FirePit~Burrows

Sleeps 2-8/Soaking Tub/FirePit~Burrows
Eastham
10.0 out of 10, Exceptional, (8 reviews)
"We went with a small group of friends and everything was amazing. The property is beautiful and well located. We had everything that we needed and the communication con the owner was good."
United States
Lourdes P.
The price is £396
includes taxes & fees
28 Sept - 29 Sept
Sleeps 2-8/Soaking Tub/FirePit~Burrows
A beach with a wooden fence and a clear view of the ocean.

7. The Alpine/Walk to Beach for 2 or more!

The Alpine/Walk to Beach for 2 or more!
Eastham
9.2 out of 10, Wonderful, (12 reviews)
"The location was awesome, the house was clean and spacious, and overall it was terrific! I would highly recommend."
United States
Jennifer G.
The price is £399
includes taxes & fees
28 Sept - 29 Sept
The Alpine/Walk to Beach for 2 or more!

8. Waterfront~Dog Friendly~ Lieutenant's Lodge

Waterfront~Dog Friendly~ Lieutenant's Lodge
Wellfleet
9.8 out of 10, Exceptional, (15 reviews)
"My family of 6 (with 4 kids ranging from 5 to 16) all loved it here! We hope to stay again in the future! Super comfortable beds!"
United States
Lorie D.
The price is £526
includes taxes & fees
5 Oct - 6 Oct
Waterfront~Dog Friendly~ Lieutenant's Lodge
A dining table set with plates, glasses, and a variety of food including grapes, cheese, and crackers.

9. National Seashore/Updated/Game Room~Blue Pearl

National Seashore/Updated/Game Room~Blue Pearl
Eastham
10.0 out of 10, Exceptional, (9 reviews)
"We had an wonderful experience staying at this house. It was exceptionally clean and it had everything we needed (it was nice to have linens and towels provided). All of the rooms were relaxing and comfortable and the kitchen was very well equipped. I would definitely stay there again. "
United States
Catharine D.
The price is £388
includes taxes & fees
6 Oct - 7 Oct
National Seashore/Updated/Game Room~Blue Pearl
A wooden outdoor shed with a door, a window, and a gravel path leading to it.

10. Gray Whale-Minutes to Eastham Bay & Ocean Beaches

Gray Whale-Minutes to Eastham Bay & Ocean Beaches
Eastham
10.0 out of 10, Exceptional, (6 reviews)
"very well appointed accommodations - great location - helpful amenities. would come back again!"
United States
Leonard
The price is £433
includes taxes & fees
30 Sept - 1 Oct
Gray Whale-Minutes to Eastham Bay & Ocean Beaches
A dining table with wine glasses, plates, and a bottle, set against a window with a view of trees and a paddleboard.

11. 🐚Shell City on Lt Island

🐚Shell City on Lt Island
Wellfleet
9.6 out of 10, Exceptional, (7 reviews)
"We had a perfect three night stay. The house is well appointed with comfortable beds, sheets, and towels. We used the bikes and kayaks and everything was in working order. We would gladly stay again!"
United States
Michele P.
The price is £538
includes taxes & fees
29 Sept - 30 Sept
🐚Shell City on Lt Island
A cozy cabin interior with a wooden interior, a dining area, a sofa, and a staircase.

12. New! Island Pines-A Dog Friendly Boutique Oasis

New! Island Pines-A Dog Friendly Boutique Oasis
Wellfleet
9.4 out of 10, Exceptional, (12 reviews)
"Beautiful cozy home on a piney coastal island! Wish we could stay longer. Very central for exploring in all directions on the Cape. Awesome hosts with so many great recommendations and thorough info leading up to the stay."
United States
Kaden P.
The price is £518
includes taxes & fees
25 Oct - 26 Oct
New! Island Pines-A Dog Friendly Boutique Oasis
A sliding glass door leading to an outdoor patio with a view of a lake, red and beige outdoor furniture, and a fire pit.

13. Pond House~Waterfront Oasis on Minister's Pond

Pond House~Waterfront Oasis on Minister's Pond
Eastham
10.0 out of 10, Exceptional, (13 reviews)
"Had everything we needed for a comfortable stay."
United States
BILL
The price is £396
includes taxes & fees
28 Sept - 29 Sept
Pond House~Waterfront Oasis on Minister's Pond
A wooden deck with a table and chairs, an umbrella, and a view of the sea.

14. Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly

Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly
Wellfleet
10.0 out of 10, Exceptional, (84 reviews)
"We had a fantastic stay at this cottage. The location was absolutely perfect- right on the beach with beautiful views and easy access to the water. Our dog especially loved running on the beach during low tide, which was one of the highlights of our trip. The cottage was comfortable, clean, and well-equipped. We would happily stay here again!"
United States
edyta d.
The price is £602
includes taxes & fees
25 Sept - 26 Sept
Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly
A wooden table set outdoors with plates, glasses, a bottle, and a metal container.

15. Driftmoor~Dog Frndly 3bd/2 bth~Luxe

Driftmoor~Dog Frndly 3bd/2 bth~Luxe
Eastham
10.0 out of 10, Exceptional, (2 reviews)
"Driftmoor was a fantastic place to stay for our Labor Day trip to Provincetown. The property is extremely clean and spacious. The location was convenient to several local eateries. Management was easy to communicate with."
United States
David
The price is £420
includes taxes & fees
20 Oct - 21 Oct
Driftmoor~Dog Frndly 3bd/2 bth~Luxe

16. Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok

Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok
Eastham
10.0 out of 10, Exceptional, (4 reviews)
"Our family enjoyed the downstairs activities, especially nice for the kids to play and adults upstairs. All the bedrooms/baths clean and very nice. Loved our stay. "
United States
Donna R.
The price is £498
includes taxes & fees
28 Sept - 29 Sept
Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok
A living room with a grey sofa, striped rug, and a lamp.

17. The Pet-Friendly Surf Shack Hideaway on the Cove

The Pet-Friendly Surf Shack Hideaway on the Cove
Eastham
10.0 out of 10, Exceptional, (28 reviews)
"Our host was very responsive and all the instructions were clear. The house was immaculate and a perfect spot of a winter getaway. Would stay again!"
United States
Anna P.
The price is £365
includes taxes & fees
7 Oct - 8 Oct
The Pet-Friendly Surf Shack Hideaway on the Cove
A beach with waves lapping onto the shore, a clear sky, and a sandy landscape.

18. Lovely Dog Friendly Beach Home Close to Everything.

Lovely Dog Friendly Beach Home Close to Everything.
Eastham
10.0 out of 10, Exceptional, (245 reviews)
"Fabulous place to stay with your pup!!! Always have a great time!!!"
United States
Christine J.
The price is £394
includes taxes & fees
26 Sept - 27 Sept
Lovely Dog Friendly Beach Home Close to Everything.
A row of white buildings with storefronts, including a visible sign for 'Chatham' and a 'Chatham' sign above a window.

19. Lovely House 5 Min to Beach with Deck, Grill, Garage

Lovely House 5 Min to Beach with Deck, Grill, Garage
Eastham
10.0 out of 10, Exceptional, (4 reviews)
"Great house with comfy beds. Would consider staying again. "
United States
Susan C.
The price is £354
includes taxes & fees
19 Oct - 20 Oct
Lovely House 5 Min to Beach with Deck, Grill, Garage
A coastal beach with a rocky shoreline and waves.

20. *NEW* Steps to Beach - Private Deck, Parking, AC

*NEW* Steps to Beach - Private Deck, Parking, AC
Provincetown
10.0 out of 10, Exceptional, (1 review)
"Jason is top notch host! Was prompt with any communication. The place was immaculate in new condition. We had a great stay! We would stay again!"
United States
Kathleen G.
The price is £434
includes taxes & fees
27 Sept - 28 Sept
*NEW* Steps to Beach - Private Deck, Parking, AC
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 Wellfleet Hotel Reviews

Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

10/10 Excellent
"Loved this place. It was clean, well maintained, beautiful and unique, comfortable, and had so many ways to relax or have fun. The outdoor areas were great from the swimming pool to the Adirondack chairs by the bay. We did eat breakfast at the cafe and feel if they’d use a number system or some sort of way to identify peoples food it would’ve been a much better and efficient experience."
Cathy 4-night trip
Posted 1 hour ago
Uncommoner Hotel by Reverie Boutique Collection

Find out more about Wellfleet

Wellfleet Holiday Homes information

Number of reviews
217
Accommodation
2465 Holiday Homes
Lowest Price
£316
Highest Price
£602

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