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

Search South Wellfleet Cottage Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for South Wellfleet cottages

Outdoor dining

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 ￥30,383
￥87,172 total
includes taxes & fees
Oct 7 - Oct 8
The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach
Exterior

2. 🐚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 ￥22,788
￥60,661 total
includes taxes & fees
Sep 23 - Sep 24
🐚The Bay Cottage on Thumpertown Beach
Property grounds

3. 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 ￥33,759
￥74,982 total
includes taxes & fees
Sep 9 - Sep 10
Castaway Cottage on the bay~Dog Friendly Too!
Terrace/patio

4. 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 ￥43,043
￥87,017 total
includes taxes & fees
Sep 18 - Sep 19
The Breeze on Minister's Pond
Beach

5. 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 ￥30,553
￥74,840 total
includes taxes & fees
Sep 28 - Sep 29
Edgewood on Campground Beach/Steps to the Sand
Property grounds

6. 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 ￥23,463
￥61,609 total
includes taxes & fees
Oct 5 - Oct 6
Pondside/Kayak/Firepit/Dog Friendly~Willow Haven
Exterior

7. Driftwood Cottages - 65A - Whale

Driftwood Cottages - 65A - Whale
Eastham
The price is ￥33,862
￥128,710 total
includes taxes & fees
Sep 14 - Sep 15
Driftwood Cottages - 65A - Whale
Terrace/patio

8. 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 ￥26,976
￥70,218 total
includes taxes & fees
Sep 20 - Sep 21
On Town Cove with salt water access! Kayaks and paddle board available for use!
House (3 Bedrooms) | Front of property

9. 6 Mi to Beach: Home w/ Deck in Brewster!

6 Mi to Beach: Home w/ Deck in Brewster!
3.0 star property
Brewster
The price is ￥22,198
￥106,339 total
includes taxes & fees
Sep 20 - Sep 21
6 Mi to Beach: Home w/ Deck in Brewster!
Terrace/patio

10. Windswept on Campground Beach

Windswept on Campground Beach
Eastham
9.4 out of 10, Exceptional, (3 reviews)
"So nice to be steps from the beach for morning walks and sunset catching . A great location on the Cape. Glad to have the grill to enjoy our fresh caught striped bass Capt Joe (ReelEz) put us on . The charm of a historic cottage made for comfortable family time. Thank you !"
United States
Lars S.
Windswept on Campground Beach
Exterior

11. 🌊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 ￥22,956
￥61,030 total
includes taxes & fees
Oct 7 - Oct 8
🌊The Ocean Cottage on Thumpertown Beach
Terrace/patio

12. Seaside Escape-Art-filled 2 Bd on Town Cove

Seaside Escape-Art-filled 2 Bd on Town Cove
EASTHAM
7.4 out of 10, Good, (3 reviews)
"The cottage was very well decorated, maintained and well stocked. Loved the location with a view of the cove.My kids loved the loft"
United States
Myriam A.
The price is ￥29,202
￥85,115 total
includes taxes & fees
Sep 21 - Sep 22
Seaside Escape-Art-filled 2 Bd on Town Cove
Property grounds

13. Captain's Quarters by Nauset Beach

Captain's Quarters by Nauset Beach
East Orleans
10.0 out of 10, Exceptional, (12 reviews)
"Three women stayed in this cottage, it was completely fabulous, very clean, pretty cottagy feel, nice location, quiet & peaceful!mBeds were comfortable, kitchen was well organized and functional. The size was perfect, nice comfortable living room. Really overall a wonderful accommodation! We will definitely come back! Hopefully soon!"
United States
Peggy R.
The price is ￥33,759
￥92,976 total
includes taxes & fees
Oct 8 - Oct 9
Captain's Quarters by Nauset Beach
Exterior

14. Driftwood Cottages - Crab

Driftwood Cottages - Crab
Eastham
8.8 out of 10, Excellent, (3 reviews)
"This is a cute little cottage within 10 minutes walk to a bay beach. Property was very clean. Hosts were easy to contact and responded quickly. It’s a good value for the money and we would definitely consider staying here again especially for the prime location. Pet friendly was also a huge plus!"
United States
Megan T.
The price is ￥35,671
￥132,301 total
includes taxes & fees
Sep 14 - Sep 15
Driftwood Cottages - Crab
Exterior

15. Driftwood Cottages - 85 - Lobster

Driftwood Cottages - 85 - Lobster
Eastham
10.0 out of 10, Exceptional, (1 review)
"We got moved here after a terrible experience with an other rental in the area. We were very happy with this place. It was spacious and clean. Close to the beach, about a 5 minute walk. I would recommend seeing the sunset."
United States
Christina L.
The price is ￥45,352
￥144,731 total
includes taxes & fees
Sep 21 - Sep 22
Driftwood Cottages - 85 - Lobster
Terrace/patio

16. Pond View~ Abuts conservation and walking trails. There is fishing at the pond

Pond View~ Abuts conservation and walking trails. There is fishing at the pond
Dennis
10.0 out of 10, Exceptional, (138 reviews)
"Everything was perfect just like every other time we stayed! Louise makes you feel like you are home away from home...everything one needs is available. Thank you again for the memories!!"
United States
Kimberly C.
The price is ￥31,643
￥41,223 total
includes taxes & fees
Sep 14 - Sep 15
Pond View~ Abuts conservation and walking trails. There is fishing at the pond
Beach

17. Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!

Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
Dennis
9.8 out of 10, Exceptional, (121 reviews)
"Great little cottage close and convenient to everything."
United States
Shelby V.
The price is ￥15,608
￥44,150 total
includes taxes & fees
Sep 9 - Sep 10
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
Exterior

18. Driftwood Cottages - all 3 units

Driftwood Cottages - all 3 units
Eastham
Driftwood Cottages - all 3 units
Exterior

19. Harwich Hideaway with King Beds Pet Friendly!

Harwich Hideaway with King Beds Pet Friendly!
Harwich
8.8 out of 10, Excellent, (5 reviews)
"Dog friendly property!"
United States
Colleen O.
The price is ￥57,036
￥77,452 total
includes taxes & fees
Sep 13 - Sep 14
Harwich Hideaway with King Beds Pet Friendly!
Exterior

20. Town Center-Full Reno 2026-Steps To Shops & Eateries-Walk To Lighthouse Beach

Town Center-Full Reno 2026-Steps To Shops & Eateries-Walk To Lighthouse Beach
Chatham
9.8 out of 10, Exceptional, (8 reviews)
"Lock didn’t work"
United States
Claudine
The price is ￥70,317
￥142,000 total
includes taxes & fees
Sep 22 - Sep 23
Town Center-Full Reno 2026-Steps To Shops & Eateries-Walk To Lighthouse Beach
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top South Wellfleet Hotel Reviews

Lighthouse Inn

Lighthouse Inn

8/10 Good
"Great location, welcoming staff & excellent restaurant. However, the WiFi coverage in our chalet was TERRIBLE"
Robert 7-night trip
Posted 1 hour ago
Lighthouse Inn

Find out more about South Wellfleet

South Wellfleet Cottages information

Number of reviews
425
Accommodation
440 Cottages
Lowest Price
￥41,223
Highest Price
￥159,709

Frequently asked questions

How much do cottages in South Wellfleet cost?
Prices for cottages in South Wellfleet range between ￥41,223 and ￥159,709 per night. Whatever your budget, you're sure to find a perfect place to get reacquainted with nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best cottages in South Wellfleet?
You can pick from multiple cottages in South Wellfleet with a total average guest review rating of 9.6. Cottages At The Even'tide Resort is an excellent place to put your feet up between adventures. This 2.5-star cottage also comes with a terrace and a swimming pool. Private Beach. Private Yard. And A New Private Master Suite is another leading pick with visitors to the area. It has a 3-star rating and amenities including a barbecue grill and a garden.
How many cottages are there in South Wellfleet?
Take advantage of your vacation days and choose from 440 cottages in South Wellfleet. Yearning for a place where you can get reacquainted with nature? Expedia will help you find your ideal escape in only a click or two.
Are there any family-friendly cottages in South Wellfleet?
Many travelers needing a family-friendly cottage in South Wellfleet book Cottages At The Even'tide Resort. With a 2.5-star rating and amenities like a playground and a picnic area, you'll feel right at home here. Another great pick for families seeking a break close to nature is Private Beach. Private Yard. And A New Private Master Suite. An oven and a barbecue grill help make this 3-star cottage a comfortable base for your South Wellfleet getaway. Once you've checked in and unpacked your things, there's no shortage of family-friendly attractions to see around South Wellfleet. Cape Cod Beaches and Nauset Beach are two popular options.
Why book your cottage in South Wellfleet with Expedia?
Reserving a cottage in South Wellfleet is as simple as entering your travel dates and choosing your ideal place for outdoor fun and relaxation. From upscale retreats to budget-friendly properties and cottages that feature amenities like a kitchenette, Expedia has something for all tastes and styles. As for irresistible deals? We've have them as well!
How can I find cheap cottages in South Wellfleet?
Expedia is here to help you easily source cheap cottages in South Wellfleet. To discover the perfect stay in just a few clicks, try out our handy filter tool to tailor your search results by amenities, budget and star rating.
What is there to do in South Wellfleet near my cottage?
There are lots of fun things to fill your days in South Wellfleet. Check out leading attractions like Lieutenant Island, South Lieutenant Island Beach and Left Bank Gallery. Meadow Avenue Beach, Wellfleet Historical Society ­Museum and Blue Heron Gallery are other must-do's.