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
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Wellfleet vacation 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 CA $304
CA $878 total
includes taxes & fees
Sep 20 - Sep 21
Ebb Tide~3b/2b and dog friendly for 2-10
A spacious kitchen with a granite countertop, wooden cabinets, and pendant lighting.

2. Wellfleet Retreat near the drive in

Wellfleet Retreat near the drive in
Wellfleet
10.0 out of 10, Exceptional, (2 reviews)
"Great place and great location."
United States
Lily H.
The price is CA $378
CA $1,398 total
includes taxes & fees
Sep 20 - Sep 21
Wellfleet Retreat near the drive in
A cozy cabin interior with a wooden interior, a dining area, a sofa, and a staircase.

3. 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 CA $320
CA $864 total
includes taxes & fees
Sep 23 - Sep 24
New! Island Pines-A Dog Friendly Boutique Oasis
A dining table set for six with placemats, plates, cutlery, and glasses. There are two benches at each end of the table.

4. 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 CA $232
CA $749 total
includes taxes & fees
Oct 8 - Oct 9
Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!

5. 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 CA $366
CA $960 total
includes taxes & fees
Sep 24 - Sep 25
Waterfront~Dog Friendly~ Lieutenant's Lodge
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 CA $229
CA $745 total
includes taxes & fees
Sep 28 - Sep 29
Sleeps 2-8/Soaking Tub/FirePit~Burrows
A patio with Adirondack chairs, a fire pit, and a wooden deck.

7. 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 CA $234
CA $623 total
includes taxes & fees
Oct 8 - Oct 9
Samara Tide | 3BR Walk to Bay Beach, Pet Friendly
A beach with a wooden fence and a clear view of the ocean.

8. 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 CA $226
CA $740 total
includes taxes & fees
Sep 28 - Sep 29
The Alpine/Walk to Beach for 2 or more!
A dining table set with plates, glasses, and a charcuterie board with cheese, grapes, 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 CA $220
CA $714 total
includes taxes & fees
Sep 29 - Sep 30
National Seashore/Updated/Game Room~Blue Pearl
A dining table with wine glasses, plates, and a bottle, set against a window with a view of trees and a paddleboard.

10. 🐚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 CA $351
CA $994 total
includes taxes & fees
Sep 20 - Sep 21
🐚Shell City on Lt Island
A wooden outdoor shed with a door, a window, and a gravel path leading to it.

11. 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 CA $301
CA $838 total
includes taxes & fees
Oct 8 - Oct 9
Gray Whale-Minutes to Eastham Bay & Ocean Beaches
A sandy beach with wooden posts and a clear view of the ocean.

12. 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 CA $354
CA $845 total
includes taxes & fees
Oct 1 - Oct 2
Sand Bar-Dog Friendly on Cooks Brook Beach
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)
"Beautiful spot ! House was clean and well equipped. "
United States
Cynthia P.
The price is CA $245
CA $764 total
includes taxes & fees
Oct 6 - Oct 7
Pond House~Waterfront Oasis on Minister's Pond

14. 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 CA $266
CA $919 total
includes taxes & fees
Sep 28 - Sep 29
Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok
A row of white buildings with storefronts, including a visible sign for 'Chatham' and a 'Chatham' sign above a window.

15. 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 CA $221
CA $701 total
includes taxes & fees
Sep 30 - Oct 1
Lovely House 5 Min to Beach with Deck, Grill, Garage
A covered deck with a grill, outdoor furniture, and a view of trees.

16. Great for Families! Brewster Home 6 Mi to Beach

Great for Families! Brewster Home 6 Mi to Beach
Brewster
9.6 out of 10, Exceptional, (12 reviews)
"The kitchen was well stocked. The Beds were comfortable. "
United States
Stacey P.
The price is CA $144
CA $980 total
includes taxes & fees
Sep 20 - Sep 21
Great for Families! Brewster Home 6 Mi to Beach
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, (27 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 CA $254
CA $759 total
includes taxes & fees
Sep 29 - Sep 30
The Pet-Friendly Surf Shack Hideaway on the Cove
A wooden table set outdoors with plates, glasses, a bottle, and a metal container.

18. 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 CA $421
CA $988 total
includes taxes & fees
Oct 13 - Oct 14
Driftmoor~Dog Frndly 3bd/2 bth~Luxe
A deck with outdoor seating and a view of the ocean at sunset.

19. Beachfront~Seaside Sea-duction-Dog Friendly

Beachfront~Seaside Sea-duction-Dog Friendly
Eastham
10.0 out of 10, Exceptional, (17 reviews)
"Great place. Beautiful mornings, days, and evenings. "
United States
Keith B.
The price is CA $507
CA $1,127 total
includes taxes & fees
Sep 30 - Oct 1
Beachfront~Seaside Sea-duction-Dog Friendly
A spacious living area with wooden floors, a large dining table, and multiple windows offering a view of the beach.

20. 10 min walk to Beach - Home with Amazing View & Huge Deck

10 min walk to Beach - Home with Amazing View & Huge Deck
Eastham
The price is CA $276
CA $814 total
includes taxes & fees
Oct 8 - Oct 9
10 min walk to Beach - Home with Amazing View & Huge Deck
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

Harbor Hotel Provincetown

Harbor Hotel Provincetown

8/10 Good
"Wished they had"
Pamela 2-night trip
Posted 4 hours ago
Harbor Hotel Provincetown

Find out more about Wellfleet

Wellfleet Vacation Homes information

Number of reviews
123
Accommodation
2479 Vacation Homes
Lowest Price
CA $623
Highest Price
CA $1,398

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