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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for South Wellfleet vacation homes

Steps to the beach

1. 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 ￥41,778
￥108,692 total
includes taxes & fees
Oct 12 - Oct 13
Waterfront~Dog Friendly~ Lieutenant's Lodge
A cozy cabin interior with a wooden interior, a dining area, a sofa, and a staircase.

2. 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 ￥34,497
￥94,561 total
includes taxes & fees
Nov 5 - Nov 6
New! Island Pines-A Dog Friendly Boutique Oasis
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 ￥40,045
￥113,415 total
includes taxes & fees
Oct 13 - Oct 14
🐚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 ￥24,552
￥82,315 total
includes taxes & fees
Oct 14 - Oct 15
Sleeps 2-8/Soaking Tub/FirePit~Burrows
A sandy beach with wooden posts and a clear view of the ocean.

5. Sand Bar-Dog Friendly on Cooks Brook Beach

Sand Bar-Dog Friendly on Cooks Brook Beach
Eastham
10.0 out of 10, Exceptional, (34 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 ￥28,950
￥81,873 total
includes taxes & fees
Oct 12 - Oct 13
Sand Bar-Dog Friendly on Cooks Brook Beach
A patio with Adirondack chairs, a fire pit, and a wooden deck.

6. 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 ￥23,342
￥66,292 total
includes taxes & fees
Oct 12 - Oct 13
Samara Tide | 3BR Walk to Bay Beach, Pet Friendly
A sliding glass door leading to an outdoor patio with a view of a lake, red and beige outdoor furniture, and a fire pit.

7. 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 ￥24,790
￥82,728 total
includes taxes & fees
Oct 20 - Oct 21
Pond House~Waterfront Oasis on Minister's Pond
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
8.8 out of 10, Excellent, (5 reviews)
"Great stay. Kind extra touches of hospitality appreciated!"
United States
Ross M.
The price is ￥26,455
￥88,829 total
includes taxes & fees
Oct 14 - Oct 15
Ebb Tide~3b/2b and dog friendly for 2-10
A dining table set for six with placemats, plates, cutlery, and glasses. There are two benches at each end of the table.

9. 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, (7 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 ￥24,552
￥81,592 total
includes taxes & fees
Oct 21 - Oct 22
Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!
A living room with a grey sofa, striped rug, and a lamp.

10. 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, (29 reviews)
"We had such a wonderful time at the Surf Shack. The location was perfect. Within 15 minutes the best beaches, best dining, best shopping..everything. The house was incredibly clean with all the amenities needed to have a great family vacation. The host was incredibly quick to reply to any and all inquiries and was so pleasant to deal with. We couldn’t be any happier with our stay and will definitely stay there again if our travels return us to the Cape."
United States
Justin R.
The price is ￥24,443
￥80,157 total
includes taxes & fees
Oct 26 - Oct 27
The Pet-Friendly Surf Shack Hideaway on the Cove
A dining table set with plates, glasses, and a variety of food including grapes, cheese, and crackers.

11. 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 ￥24,034
￥77,385 total
includes taxes & fees
Oct 12 - Oct 13
National Seashore/Updated/Game Room~Blue Pearl
A beach with a wooden fence and a clear view of the ocean.

12. 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 ￥25,071
￥82,005 total
includes taxes & fees
Oct 21 - Oct 22
The Alpine/Walk to Beach for 2 or more!
A wooden table set outdoors with plates, glasses, a bottle, and a metal container.

13. 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 ￥29,469
￥88,807 total
includes taxes & fees
Oct 12 - Oct 13
Driftmoor~Dog Frndly 3bd/2 bth~Luxe
A wooden outdoor shed with a door, a window, and a gravel path leading to it.

14. 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 ￥31,030
￥90,775 total
includes taxes & fees
Oct 12 - Oct 13
Gray Whale-Minutes to Eastham Bay & Ocean Beaches
A beach with calm waters and a sunset.

15. 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 ￥39,080
￥83,763 total
includes taxes & fees
Oct 21 - Oct 22
2 Bedroom Private Apt. in 1825 Whaler's Home on Duck Creek
Living room with plenty of seating and beautiful coastal design

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 ￥30,510
￥105,220 total
includes taxes & fees
Oct 13 - Oct 14
Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok
A table set for two with a view of the sunset over the water, outdoor seating, and a grill area.

17. 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 ￥36,578
￥79,551 total
includes taxes & fees
Oct 13 - Oct 14
Mazi's-A Waterfront/2 Bd/Dog Friendly Oasis for 4
A row of white buildings with storefronts, including a visible sign for 'Chatham' and a 'Chatham' sign above a window.

18. 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 ￥23,588
￥77,497 total
includes taxes & fees
Oct 19 - Oct 20
Lovely House 5 Min to Beach with Deck, Grill, Garage
A room with a blue sofa, wicker chairs, a round table, a wall-mounted lamp, and a glass door leading outside.

19. Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Chatham
9.6 out of 10, Exceptional, (107 reviews)
"Excellent location and stay at the lucky 7 cottage. The communication with the host was outstanding, best I’ve experienced. We’ll definitely be back for another time at this location."
United States
Mark K.
The price is ￥15,001
￥80,163 total
includes taxes & fees
Oct 27 - Oct 28
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
A beach with footprints, a large rock, and a clear sky.

20. The Brewster Pearl

The Brewster Pearl
Brewster
10.0 out of 10, Exceptional, (3 reviews)
"The home is so beautiful and the decor is like out of a magazine. Immaculately clean, our standards are high, being hosts ourselves. Every amenity thoughtfully provided. The furnishings, bedding, towels are of premium quality and top brand. Our host was incredible, responsive, kind and helpful. This home is perfectly located to many beaches , excellent restaurants and coffee shops. Brewster is a special place. I can understand why the owner chose it. Our family was immensely blessed to have the...
United States
PAULA
The price is ￥34,037
￥106,720 total
includes taxes & fees
Oct 25 - Oct 26
The Brewster Pearl
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

Harbor Hotel Provincetown

Harbor Hotel Provincetown

8/10 Good
"Rooms are always clean, staff friendly and attentive. Plenty of parking. Nice wayer view. Only issue was no hot water but in the staffs defense. I didn't make them aware until after checkout."
Leo 1-night trip
Posted 7 hours ago
Harbor Hotel Provincetown

Find out more about South Wellfleet

South Wellfleet Vacation Homes information

Number of reviews
238
Accommodation
2240 Vacation Homes
Lowest Price
￥66,292
Highest Price
￥109,284