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South Wellfleet Vacation Rentals

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Our top choices for South Wellfleet vacation rentals

1. The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach

The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach
Wellfleet
6.0 out of 10, (1 review)
The price is CA $235
CA $732 total
includes taxes & fees
Oct 25 - Oct 26
The Mod Pod~2 bd/2.5 bth/dog/games/steps to 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 CA $370
CA $957 total
includes taxes & fees
Oct 25 - Oct 26
Waterfront~Dog Friendly~ Lieutenant's Lodge

3. Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly

Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly
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 CA $279
CA $720 total
includes taxes & fees
Nov 23 - Nov 24
Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly

4. 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 $262
CA $792 total
includes taxes & fees
Nov 2 - Nov 3
New! Island Pines-A Dog Friendly Boutique Oasis

5. 🐚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 $354
CA $991 total
includes taxes & fees
Oct 25 - Oct 26
🐚Shell City on Lt Island

6. Sandcastle Resort and Club

Sandcastle Resort and Club
3.0 star property
Provincetown
7.4 out of 10, Good, (1,293 reviews)
"Awesome location - cute property - kitchens well stocked."
United States
Candi
The price is CA $137
CA $157 total
includes taxes & fees
Nov 1 - Nov 2
Sandcastle Resort and Club

7. 🐚The Bay Cottage on Thumpertown Beach

🐚The Bay Cottage on Thumpertown Beach
Eastham
9.8 out of 10, Exceptional, (14 reviews)
"My group and I had another wonderful stay at the Bay Cottage! The space is sparkling clean when we arrived and the location cannot be beat. Tara is also very responsive and attentive which makes for an even better stay!"
United States
Sophia I.
🐚The Bay Cottage on Thumpertown Beach

8. Pondside/Kayak/Firepit/Dog Friendly~Willow Haven

Pondside/Kayak/Firepit/Dog Friendly~Willow Haven
Eastham
9.8 out of 10, Exceptional, (8 reviews)
"Great hideaway location on the Cape. Well equipped rental."
United Kingdom
Richard F.
Pondside/Kayak/Firepit/Dog Friendly~Willow Haven

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

Sleeps 2-8/Soaking Tub/FirePit~Burrows
Eastham
10.0 out of 10, Exceptional, (10 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 $218
CA $733 total
includes taxes & fees
Nov 3 - Nov 4
Sleeps 2-8/Soaking Tub/FirePit~Burrows

10. 🌊The Ocean Cottage on Thumpertown Beach

🌊The Ocean Cottage on Thumpertown Beach
Eastham
9.4 out of 10, Exceptional, (13 reviews)
"We absolutely loved the place and the location right near Thumpertown Beach was perfect!"
United States
Jeff P.
🌊The Ocean Cottage on Thumpertown Beach

11. Sand Bar~3 BR Dog Friendly Beachside Home

Sand Bar~3 BR Dog Friendly Beachside Home
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 CA $256
CA $729 total
includes taxes & fees
Nov 3 - Nov 4
Sand Bar~3 BR Dog Friendly Beachside Home

12. The Breeze on Minister's Pond

The Breeze on Minister's Pond
Eastham
10.0 out of 10, Exceptional, (27 reviews)
"The Breeze is the cutest, warmest, comfiest home. We thoroughly enjoyed our stay and will definitely book again!"
United States
MelanieC
The price is CA $232
CA $587 total
includes taxes & fees
Oct 26 - Oct 27
The Breeze on Minister's Pond

13. On Town Cove with salt water access! Kayaks and paddle board available for use!

On Town Cove with salt water access! Kayaks and paddle board available for use!
Eastham
9.8 out of 10, Exceptional, (69 reviews)
"Clean, great location. "
United States
Peter G.
On Town Cove with salt water access! Kayaks and paddle board available for use!

14. 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)
The price is CA $209
CA $593 total
includes taxes & fees
Oct 28 - Oct 29
Samara Tide | 3BR Walk to Bay Beach, Pet Friendly

15. Edgewood on Campground Beach/Steps to the Sand

Edgewood on Campground Beach/Steps to the Sand
Eastham
10.0 out of 10, Exceptional, (10 reviews)
"Cozy cottage right by the beach. Great area not for to restaurants and beaches. Would definitely stay again!"
United States
Melinda W.
The price is CA $278
CA $683 total
includes taxes & fees
Oct 28 - Oct 29
Edgewood on Campground Beach/Steps to the Sand

16. 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)
"Clean well maintained"
United States
mark A.
The price is CA $219
CA $737 total
includes taxes & fees
Oct 28 - Oct 29
Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!

17. 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 CA $236
CA $786 total
includes taxes & fees
Oct 25 - Oct 26
Ebb Tide~3b/2b and dog friendly for 2-10

18. Seaside studio with amazing water views & private beach access across the street

Seaside studio with amazing water views & private beach access across the street
Truro
10.0 out of 10, Exceptional, (3 reviews)
"Easy check in and out, convenient location, delightful stay"
United States
Amy G.
The price is CA $112
CA $458 total
includes taxes & fees
Oct 28 - Oct 29
Seaside studio with amazing water views & private beach access across the street

19. 🦀Waterfront at The Velvet Crab~Amazing Sunsets

🦀Waterfront at The Velvet Crab~Amazing Sunsets
Eastham
9.8 out of 10, Exceptional, (29 reviews)
"Perfect size home for a family of 4, welcoming and cozy! Having -All towels and linens and shampoo, body wash and conditioner all included made for a much easier stay! Highly recommend."
United States
Emily A.
The price is CA $213
CA $617 total
includes taxes & fees
Oct 26 - Oct 27
🦀Waterfront at The Velvet Crab~Amazing Sunsets

20. Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus

Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus
Eastham
10.0 out of 10, Exceptional, (23 reviews)
"Just a great location, and a very comfortable place. We loved the porch bed and chair. We are looking forward to returning."
United States
David B.
The price is CA $253
CA $706 total
includes taxes & fees
Nov 8 - Nov 9
Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus
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

Find out more about South Wellfleet

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with South Wellfleet. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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Frequently asked questions

Can I find vacation rentals in South Wellfleet?

Yes, we give you a choice of vacation rentals close to the most popular points of interest in South Wellfleet, or you can go with a more secluded option if you'd like a relaxing place to stay. South Wellfleet is known for its beaches.

What are some of the best vacation rentals that South Wellfleet has to offer?

Stunning Oceanfront Home With Amazing Views ~ Private Beach! Ocean Beach Vista!: Visitors like this South Wellfleet vacation home rental. It is located on the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and an arcade game room.

How many vacation rentals are there in South Wellfleet?

Choose from 34 Expedia vacation rentals in South Wellfleet for a memorable vacation.

What’s there to see and do in South Wellfleet?

Lieutenant Island and Cape Cod Beaches are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Cape Cod National Seashore and Wellfleet Bay Wildlife Sanctuary.

What’s a vacation rental in South Wellfleet like?

Vacation rentals are privately owned properties you can book for several days or more in South Wellfleet. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll have everything you need. If you're concerned about a sanitized environment, a vacation rental can provide a sense of security away from public hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for family trips or small group gatherings.