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South Wellfleet Vacation Rentals

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Our top choices for South Wellfleet vacation rentals

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 CA $318
CA $860 total
includes taxes & fees
Sep 29 - Sep 30
New! Island Pines-A Dog Friendly Boutique Oasis

2. 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 $271
CA $781 total
includes taxes & fees
Sep 30 - Oct 1
The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach

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 CA $367
CA $1,014 total
includes taxes & fees
Sep 21 - Sep 22
🐚Shell City on Lt Island

4. 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 $364
CA $942 total
includes taxes & fees
Oct 7 - Oct 8
Waterfront~Dog Friendly~ Lieutenant's Lodge

5. Brewster Green Resort

Brewster Green Resort
3.5 star property
Brewster
9.4 out of 10, Exceptional, (142 reviews)
"Clean, good activities for the kids and pools were nice"
United States
Jim
The price is CA $303
CA $347 total
includes taxes & fees
Sep 24 - Sep 25
Brewster Green Resort

6. 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 $273
CA $673 total
includes taxes & fees
Sep 30 - Oct 1
Edgewood on Campground Beach/Steps to the Sand

7. Castaway Cottage on the bay~Dog Friendly Too!

Castaway Cottage on the bay~Dog Friendly Too!
Eastham
9.8 out of 10, Exceptional, (19 reviews)
"Cottage was quaint. The location was amazing - very peaceful and quiet. Our favorite place to sit was in the two swinging chairs overlooking the bay. The sunsets were absolutely amazing. We really enjoyed our stay and hope to be back."
United States
Patty M.
The price is CA $286
CA $649 total
includes taxes & fees
Sep 9 - Sep 10
Castaway Cottage on the bay~Dog Friendly Too!

8. 🐚The Bay Cottage on Thumpertown Beach

🐚The Bay Cottage on Thumpertown Beach
Eastham
9.8 out of 10, Exceptional, (13 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 price is CA $205
CA $549 total
includes taxes & fees
Sep 8 - Sep 9
🐚The Bay Cottage on Thumpertown Beach

9. 🦀Waterfront at The Velvet Crab~Amazing Sunsets

🦀Waterfront at The Velvet Crab~Amazing Sunsets
Eastham
9.8 out of 10, Exceptional, (26 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 $253
CA $667 total
includes taxes & fees
Sep 13 - Sep 14
🦀Waterfront at The Velvet Crab~Amazing Sunsets

10. 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 CA $411
CA $926 total
includes taxes & fees
Sep 28 - Sep 29
Sand Bar-Dog Friendly on Cooks Brook Beach

11. 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 CA $215
CA $715 total
includes taxes & fees
Oct 7 - Oct 8
Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!

12. 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 CA $600
CA $1,246 total
includes taxes & fees
Sep 30 - Oct 1
Beachfront~Seaside Sea-duction-Dog Friendly

13. The Breeze on Minister's Pond

The Breeze on Minister's Pond
Eastham
10.0 out of 10, Exceptional, (26 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 $339
CA $724 total
includes taxes & fees
Sep 17 - Sep 18
The Breeze on Minister's Pond

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 CA $300
CA $836 total
includes taxes & fees
Sep 30 - Oct 1
Gray Whale-Minutes to Eastham Bay & Ocean Beaches

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

Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus
Eastham
10.0 out of 10, Exceptional, (21 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 $250
CA $692 total
includes taxes & fees
Sep 9 - Sep 10
Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus

16. 🌊The Ocean Cottage on Thumpertown Beach

🌊The Ocean Cottage on Thumpertown Beach
Eastham
9.6 out of 10, Exceptional, (12 reviews)
"We absolutely loved the place and the location right near Thumpertown Beach was perfect!"
United States
Jeff P.
The price is CA $205
CA $549 total
includes taxes & fees
Sep 27 - Sep 28
🌊The Ocean Cottage on Thumpertown Beach

17. 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 CA $250
CA $760 total
includes taxes & fees
Oct 7 - Oct 8
The Alpine/Walk to Beach for 2 or more!

18. 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 CA $258
CA $770 total
includes taxes & fees
Oct 5 - Oct 6
Sleeps 2-8/Soaking Tub/FirePit~Burrows

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

Pondside/Kayak/Firepit/Dog Friendly~Willow Haven
Eastham
9.8 out of 10, Exceptional, (6 reviews)
"Great hideaway location on the Cape. Well equipped rental."
United Kingdom
Richard F.
The price is CA $209
CA $550 total
includes taxes & fees
Oct 5 - Oct 6
Pondside/Kayak/Firepit/Dog Friendly~Willow Haven

20. 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, (64 reviews)
"Clean, great location. "
United States
Peter G.
The price is CA $242
CA $633 total
includes taxes & fees
Sep 20 - Sep 21
On Town Cove with salt water access! Kayaks and paddle board available for use!
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?

Cape Cod's "Beach Rose": Visitors like this South Wellfleet vacation home rental. It offers a patio, a selection of games, and a barbecue grill to help you feel perfectly comfortable 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.

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.