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Our top choices for South Wellfleet vacation homes

1. Spectacular Bayfront Cottage with Private Deck & Sunset Views

Spectacular Bayfront Cottage with Private Deck & Sunset Views
Wellfleet
10.0 out of 10, Exceptional, (85 reviews)
"Amazing stay at this pet-friendly cottage on the beach. Location was great and the hosts were very accommodating. We loved the privacy of the island, the outdoor space, and the sunsets overlooking the bay!"
United States
Scott M.
The price is ¥27,734
¥72,734 total
includes taxes & fees
Dec 6 - Dec 7
Spectacular Bayfront Cottage with Private Deck & Sunset Views

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 ¥30,444
¥82,183 total
includes taxes & fees
Nov 10 - Nov 11
New! Island Pines-A Dog Friendly Boutique Oasis

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

Sleeps 2-8/Soaking Tub/FirePit~Burrows
Eastham
10.0 out of 10, Exceptional, (11 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 ¥26,862
¥81,349 total
includes taxes & fees
Nov 10 - Nov 11
Sleeps 2-8/Soaking Tub/FirePit~Burrows

4. Sand Bar~3 BR Dog Friendly Beachside Home

Sand Bar~3 BR Dog Friendly Beachside Home
Eastham
10.0 out of 10, Exceptional, (35 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 ¥30,444
¥79,644 total
includes taxes & fees
Nov 10 - Nov 11
Sand Bar~3 BR Dog Friendly Beachside Home

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, (5 reviews)
"Nice quiet family-friendly location. Very clean property with all the essential move-in ready provisions provided. All communication was very clear and informative. Highly recommend."
United States
Pete P.
The price is ¥24,176
¥64,308 total
includes taxes & fees
Nov 15 - Nov 16
Samara Tide | 3BR Walk to Bay Beach, Pet Friendly

6. 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, (31 reviews)
"It was a beautiful house and well stocked with all your needs. Also located in a great area."
United States
Nancy S.
The price is ¥25,072
¥76,762 total
includes taxes & fees
Nov 17 - Nov 18
The Pet-Friendly Surf Shack Hideaway on the Cove

7. 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 ¥26,146
¥80,891 total
includes taxes & fees
Nov 10 - Nov 11
Ebb Tide~3b/2b and dog friendly for 2-10

8. 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 ¥24,892
¥76,918 total
includes taxes & fees
Nov 10 - Nov 11
National Seashore/Updated/Game Room~Blue Pearl

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, (8 reviews)
"Nice quiet neighborhood and wonderful beach!!"
United States
Kathy S.
The price is ¥27,400
¥81,965 total
includes taxes & fees
Nov 10 - Nov 11
Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!

10. 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 ¥26,504
¥80,576 total
includes taxes & fees
Nov 10 - Nov 11
Pond House~Waterfront Oasis on Minister's Pond

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

Driftmoor~Dog Frndly 3bd/2 bth~Luxe
Eastham
10.0 out of 10, Exceptional, (3 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 ¥30,265
¥81,979 total
includes taxes & fees
Nov 16 - Nov 17
Driftmoor~Dog Frndly 3bd/2 bth~Luxe

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)
"Lovely conveniently located home with beautiful shaded yard and generous deck with well chosen furniture. The beds were very comfortable and the bedding and sheets were a lovely quality.We all walked the beech daily and enjoyed Nauset beach in the afternoons. Rock Harbor and Capt’n Cass offered the very best seafood, as well as Sir Cricket on Route 6a. We thoroughly enjoyed our stay!"
United States
karen c.
The price is ¥26,146
¥80,530 total
includes taxes & fees
Nov 10 - Nov 11
The Alpine/Walk to Beach for 2 or more!

13. 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 ¥31,339
¥100,801 total
includes taxes & fees
Nov 10 - Nov 11
Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok

14. 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 ¥25,737
¥76,295 total
includes taxes & fees
Nov 15 - Nov 16
Lovely House 5 Min to Beach with Deck, Grill, Garage

15. 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, (4 reviews)
"Served us perfectly and lovely gifts and touches"
United States
Tereasa F.
The price is ¥35,996
¥74,754 total
includes taxes & fees
Nov 15 - Nov 16
Mazi's-A Waterfront/2 Bd/Dog Friendly Oasis for 4

16. 10 min walk to Beach - Home with Amazing View & Huge Deck

10 min walk to Beach - Home with Amazing View & Huge Deck
Eastham
10.0 out of 10, Exceptional, (1 review)
"My husband and I, plus daughter, son-in-law, and new baby, had a lovely stay at this property. It’s a beautiful, peaceful location, convenient to beaches, shops, and restaurants. We ate in a couple nights; the kitchen has everything you need to make a nice meal. The house is spacious and tastefully decorated. We will keep happy memories of staying here."
United States
Sabrina H.
The price is ¥28,400
¥82,148 total
includes taxes & fees
Nov 18 - Nov 19
10 min walk to Beach - Home with Amazing View & Huge Deck

17. Beach Walks, Books & Bay Sunsets

Beach Walks, Books & Bay Sunsets
Brewster
10.0 out of 10, Exceptional, (3 reviews)
"The property was very clean, lots of little excellent touches, and amazing views. We truly enjoyed the pathway to the private beach. I wished we could have stayed longer. We will definitely be booking again."
United States
Sandra G.
The price is ¥30,623
¥86,923 total
includes taxes & fees
Nov 12 - Nov 13
Beach Walks, Books & Bay Sunsets

18. 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 ¥31,696
¥98,308 total
includes taxes & fees
Nov 11 - Nov 12
The Brewster Pearl

19. 2021 CONSTRUCTION 3BR 3BA. Close to Bike Trail & Beaches. Central AC, Firepit.

2021 CONSTRUCTION 3BR 3BA. Close to Bike Trail & Beaches. Central AC, Firepit.
Eastham
10.0 out of 10, Exceptional, (49 reviews)
"Kitchen was well equipped. Very good location for us and comfy beds. I highly recommend this property and the host. "
United States
Mark T R.
The price is ¥52,695
¥134,132 total
includes taxes & fees
Nov 10 - Nov 11
2021 CONSTRUCTION 3BR 3BA. Close to Bike Trail & Beaches. Central AC, Firepit.

20. 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, (109 reviews)
"Clean, well-appointed, quaint, pet-friendly home centrally located in a great area for driving to Harding's Beach and downtown Chatham."
United States
Jennifer B.
The price is ¥21,072
¥82,909 total
includes taxes & fees
Dec 7 - Dec 8
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
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.

Learn more about South Wellfleet

Marconi Beach's pristine Atlantic shoreline invites you to swim, sunbathe, and spot seals from the dramatic bluffs. Rent bikes to explore the Cape Cod Rail Trail or join a ranger-led program at nearby Wellfleet Bay Wildlife Sanctuary.

A general store with an American flag, Coca-Cola sign, and a beachcomber store sign.

Top reviews in South Wellfleet