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Holiday Homes in South Wellfleet

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for South Wellfleet holiday homes

Interior

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 €528
includes taxes & fees
29 Sept - 30 Sept
New! Island Pines-A Dog Friendly Boutique Oasis
Dining

2. 🐚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 €620
includes taxes & fees
1 Oct - 2 Oct
🐚Shell City on Lt Island
Beach

3. 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 €711
includes taxes & fees
24 Sept - 25 Sept
Waterfront~Dog Friendly~ Lieutenant's Lodge
Dining

4. 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 €513
includes taxes & fees
30 Sept - 1 Oct
Ebb Tide~3b/2b and dog friendly for 2-10
Interior

5. 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 €858
includes taxes & fees
13 Sept - 14 Sept
Wellfleet Retreat near the drive in
Property grounds

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, (1 review)
"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 €440
includes taxes & fees
1 Oct - 2 Oct
Samara Tide | 3BR Walk to Bay Beach, Pet Friendly
Dining

7. 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 €473
includes taxes & fees
29 Sept - 30 Sept
National Seashore/Updated/Game Room~Blue Pearl
Outdoor dining

8. 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 €500
includes taxes & fees
1 Oct - 2 Oct
Sleeps 2-8/Soaking Tub/FirePit~Burrows
Dining

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, (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 €554
includes taxes & fees
23 Sept - 24 Sept
Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!
Beach

10. 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 €518
includes taxes & fees
29 Sept - 30 Sept
The Alpine/Walk to Beach for 2 or more!
Interior

11. 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 €537
includes taxes & fees
28 Sept - 29 Sept
Pond House~Waterfront Oasis on Minister's Pond
Beach

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 €576
includes taxes & fees
1 Oct - 2 Oct
Sand Bar-Dog Friendly on Cooks Brook Beach
Outdoor dining

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

Great for Families! Brewster Home 6 Mi to Beach
Brewster
10.0 out of 10, Exceptional, (11 reviews)
"The kitchen was well stocked. The Beds were comfortable. "
United States
Stacey P.
The price is €617
includes taxes & fees
20 Sept - 21 Sept
Great for Families! Brewster Home 6 Mi to Beach
Exterior

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, (3 reviews)
"Great house with comfy beds. Would consider staying again. "
United States
Susan C.
The price is €414
includes taxes & fees
28 Sept - 29 Sept
Lovely House 5 Min to Beach with Deck, Grill, Garage
Living area

15. 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 €628
includes taxes & fees
28 Sept - 29 Sept
Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok
Outdoor dining

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

Driftmoor~Dog Frndly 3bd/2 bth~Luxe
Eastham
10.0 out of 10, Exceptional, (1 review)
"We stayed here two nights while exploring cape cod on a family vacation. The house was beautiful, clean, beds were comfortable and it was pet friendly. The cookies and dog bones were a nice surprise when we arrived. Arrival and departure Instructions were clear and communication with Tara was excellent. Tara provided a lot of information about the area. The neighborhood was nice and quiet and getting in and out was easy. I would definitely stay here again. Thanks Tara! "
United States
Diane G.
The price is €627
includes taxes & fees
28 Sept - 29 Sept
Driftmoor~Dog Frndly 3bd/2 bth~Luxe
Living area

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 €490
includes taxes & fees
28 Sept - 29 Sept
The Pet-Friendly Surf Shack Hideaway on the Cove
Terrace/patio

18. 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 €782
includes taxes & fees
30 Sept - 1 Oct
Beachfront~Seaside Sea-duction-Dog Friendly
Private kitchen

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, (47 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 €844
includes taxes & fees
6 Sept - 7 Sept
2021 CONSTRUCTION 3BR 3BA. Close to Bike Trail & Beaches. Central AC, Firepit.
Living area

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, (105 reviews)
"Our second year in a row staying here. Cute house and great location! "
United States
Erin M.
The price is €516
includes taxes & fees
29 Sept - 30 Sept
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.
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Top South Wellfleet Hotel Reviews

Surfside Hotel and Suites

Surfside Hotel and Suites

10/10 Excellent
"One staff member, Nikola, was such a hard worker and made the place beautiful!!"
doug 2-night trip
Posted 5 hours ago
Surfside Hotel and Suites

Find out more about South Wellfleet

South Wellfleet Holiday Homes information

Number of reviews
277
Accommodation
2257 Holiday Homes
Lowest Price
€414
Highest Price
€858