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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for South Wellfleet holiday homes

A cozy cabin interior with a wooden interior, a dining area, a sofa, and a staircase.

1. 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 £477
includes taxes & fees
12 Oct - 13 Oct
New! Island Pines-A Dog Friendly Boutique Oasis
Steps to the beach

2. 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 £517
includes taxes & fees
6 Oct - 7 Oct
Waterfront~Dog Friendly~ Lieutenant's Lodge
A dining table with wine glasses, plates, and a bottle, set against a window with a view of trees and a paddleboard.

3. 🐚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 £535
includes taxes & fees
4 Oct - 5 Oct
🐚Shell City on Lt Island
An outdoor deck with a grill, dining table, chairs, and an umbrella.

4. 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 £395
includes taxes & fees
4 Oct - 5 Oct
Sleeps 2-8/Soaking Tub/FirePit~Burrows
A beach with a wooden fence and a clear view of the ocean.

5. 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 £397
includes taxes & fees
30 Sept - 1 Oct
The Alpine/Walk to Beach for 2 or more!
A dining table set with plates, glasses, and a variety of food including grapes, cheese, and crackers.

6. 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
4 Oct - 5 Oct
National Seashore/Updated/Game Room~Blue Pearl
A wooden outdoor shed with a door, a window, and a gravel path leading to it.

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

8. 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 £416
includes taxes & fees
1 Oct - 2 Oct
Ebb Tide~3b/2b and dog friendly for 2-10
A sandy beach with wooden posts and a clear view of the ocean.

9. 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 £398
includes taxes & fees
30 Sept - 1 Oct
Sand Bar-Dog Friendly on Cooks Brook Beach
A patio with Adirondack chairs, a fire pit, and a wooden deck.

10. 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 £324
includes taxes & fees
6 Oct - 7 Oct
Samara Tide | 3BR Walk to Bay Beach, Pet Friendly
A beach with calm waters and a sunset.

11. 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
2 Oct - 3 Oct
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.

12. 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 £402
includes taxes & fees
13 Oct - 14 Oct
Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!
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 £395
includes taxes & fees
4 Oct - 5 Oct
Pond House~Waterfront Oasis on Minister's Pond
Living room with plenty of seating and beautiful coastal design

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 £496
includes taxes & fees
6 Oct - 7 Oct
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 £365
includes taxes & fees
30 Sept - 1 Oct
Lovely House 5 Min to Beach with Deck, Grill, Garage
A wooden table set outdoors with plates, glasses, a bottle, and a metal container.

16. 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 £431
includes taxes & fees
13 Oct - 14 Oct
Driftmoor~Dog Frndly 3bd/2 bth~Luxe
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 £382
includes taxes & fees
5 Oct - 6 Oct
The Pet-Friendly Surf Shack Hideaway on the Cove
A table set for two with a view of the sunset over the water, outdoor seating, and a grill area.

18. Mazi's-A Waterfront/2 Bd/Dog Friendly Oasis for 4

Mazi's-A Waterfront/2 Bd/Dog Friendly Oasis for 4
Eastham
10.0 out of 10, Exceptional, (1 review)
"Just perfect all around!"
United States
Alexis N.
The price is £388
includes taxes & fees
8 Oct - 9 Oct
Mazi's-A Waterfront/2 Bd/Dog Friendly Oasis for 4
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 £580
includes taxes & fees
13 Oct - 14 Oct
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 £402
includes taxes & fees
30 Sept - 1 Oct
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 South Wellfleet Hotel Reviews

The Provincetown Inn

The Provincetown Inn

8/10 Good
"Over the years I have stayed at the Provincetown Inn probably over 50 times so obviously I like the hotel what I like about it is it is historic as it was built in Circa 1925 and there's a lot of history that's obvious within its walls secondly it's probably the best location in my opinion in Provincetown as it sits where there's a 270° view of the Providence lands and the harbor. Having said that it's not perfect there's years ago they used to include breakfast with the room right and they took that away but they never really substituted anything in exchange there is a new restaurant on the property that I can't say it's I guess it's adequate you can get a coffee there in the donut but I still remember the days when they had the included breakfast and they still have the room for it but for some reason they choose not to I mean the room rates are not expensive they can just add another 10 $20 at your hotel rate people would pay it and then furnish the breakfast so that's my biggest complaint but otherwise I would I would continue to stay there"
Raymond 2-night trip
Posted 4 hours ago
The Provincetown Inn

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