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

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for South Wellfleet cottages

A wooden deck with a barbecue grill, outdoor furniture, and a book titled "The Barbecue Bible".

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 $277
CA $798 total
includes taxes & fees
Sep 28 - Sep 29
The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach
A two-story house with a front porch, a small attached garage, and a gravel driveway.

2. 🌊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 price is CA $209
CA $561 total
includes taxes & fees
Sep 28 - Sep 29
🌊The Ocean Cottage on Thumpertown Beach
A beach with a wooden boardwalk and a rocky foreground.

3. 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 $279
CA $688 total
includes taxes & fees
Sep 28 - Sep 29
Edgewood on Campground Beach/Steps to the Sand
An outdoor patio with wicker furniture, a round table, and a view of trees and water.

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 CA $232
CA $591 total
includes taxes & fees
Oct 19 - Oct 20
The Breeze on Minister's Pond
A single-story mobile home with a porch, a small deck, and a gravel driveway.

5. Driftwood Cottages - 65A - Whale

Driftwood Cottages - 65A - Whale
Eastham
The price is CA $311
CA $1,182 total
includes taxes & fees
Sep 28 - Sep 29
Driftwood Cottages - 65A - Whale
A wooden deck with a view of a lake, surrounded by trees.

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

Pondside/Kayak/Firepit/Dog Friendly~Willow Haven
Eastham
9.8 out of 10, Exceptional, (7 reviews)
"Great hideaway location on the Cape. Well equipped rental."
United Kingdom
Richard F.
The price is CA $192
CA $539 total
includes taxes & fees
Oct 19 - Oct 20
Pondside/Kayak/Firepit/Dog Friendly~Willow Haven
An outdoor patio with a table and chairs, a covered grill, and a view of a lake.

7. 🦀Waterfront at The Velvet Crab~Amazing Sunsets

🦀Waterfront at The Velvet Crab~Amazing Sunsets
Eastham
9.8 out of 10, Exceptional, (27 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 $214
CA $622 total
includes taxes & fees
Oct 19 - Oct 20
🦀Waterfront at The Velvet Crab~Amazing Sunsets
Two wicker swing chairs facing a sunset over the ocean.

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

Castaway Cottage on the bay~Dog Friendly Too!
Eastham
9.6 out of 10, Exceptional, (20 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 $412
CA $826 total
includes taxes & fees
Oct 3 - Oct 4
Castaway Cottage on the bay~Dog Friendly Too!
A wooden deck with white railings, wicker chairs, and a blue umbrella.

9. 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, (66 reviews)
"Clean, great location. "
United States
Peter G.
The price is CA $231
CA $625 total
includes taxes & fees
Oct 20 - Oct 21
On Town Cove with salt water access! Kayaks and paddle board available for use!
A single-story house with a brown exterior and white trim, featuring a front door, multiple windows, and a small porch area.

10. 🐚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 $209
CA $561 total
includes taxes & fees
Sep 28 - Sep 29
🐚The Bay Cottage on Thumpertown Beach
A patio with two striped lounge chairs, a small round table, and two blue glass candle holders.

11. 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 CA $240
CA $749 total
includes taxes & fees
Oct 4 - Oct 5
Seaside Escape-Art-filled 2 Bd on Town Cove
A metal showerhead attached to a house's exterior wall, with water flowing down a blue gutter.

12. Captain's Quarters by Nauset Beach

Captain's Quarters by Nauset Beach
East Orleans
10.0 out of 10, Exceptional, (12 reviews)
"Cape Cod cottage close to the beach."
United States
Bill B.
The price is CA $265
CA $800 total
includes taxes & fees
Oct 5 - Oct 6
Captain's Quarters by Nauset Beach
A single-story mobile home with a front porch, a small deck, and a wooden fence.

13. 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 CA $323
CA $1,201 total
includes taxes & fees
Sep 28 - Sep 29
Driftwood Cottages - Crab
A single-story cabin with a front porch, a small deck, and a mailbox.

14. Driftwood Cottages - 85 - Lobster

Driftwood Cottages - 85 - Lobster
Eastham
9.4 out of 10, Exceptional, (3 reviews)
"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 CA $299
CA $1,166 total
includes taxes & fees
Oct 1 - Oct 2
Driftwood Cottages - 85 - Lobster
A single-story cabin with a front porch, a small deck, and a mailbox.

15. Driftwood Cottages - all 3 units

Driftwood Cottages - all 3 units
Eastham
The price is CA $716
CA $1,475 total
includes taxes & fees
Sep 28 - Sep 29
Driftwood Cottages - all 3 units
A wooden deck with two Adirondack chairs, a small table, and a covered porch area overlooking a grassy yard with a wooden fence and a small shed in the background.

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, (141 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 CA $318
CA $416 total
includes taxes & fees
Oct 15 - Oct 16
Pond View~ Abuts conservation and walking trails. There is fishing at the pond
A house surrounded by trees with a clear path leading to the front door.

17. 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 CA $523
CA $719 total
includes taxes & fees
Sep 30 - Oct 1
Harwich Hideaway with King Beds Pet Friendly!

18. 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 CA $495
CA $1,111 total
includes taxes & fees
Sep 30 - Oct 1
Town Center-Full Reno 2026-Steps To Shops & Eateries-Walk To Lighthouse Beach
A single-story house with a gabled roof, a front porch, and a small front yard.

19. Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC

Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC
Harwich
9.0 out of 10, Wonderful, (6 reviews)
"would stay here again"
United States
david r.
The price is CA $327
CA $699 total
includes taxes & fees
Oct 27 - Oct 28
Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC
A house with a porch decorated with Christmas lights and wreaths.

20. Newly Refreshed Upscale Cottage/Pvt 2 KING BR Ensuite /1 Mile to Hardings Beach

Newly Refreshed Upscale Cottage/Pvt 2 KING BR Ensuite /1 Mile to Hardings Beach
Chatham
10.0 out of 10, Exceptional, (20 reviews)
"Everything exceeded expectations"
United States
Marc S.
The price is CA $1,002
CA $1,795 total
includes taxes & fees
Oct 3 - Oct 4
Newly Refreshed Upscale Cottage/Pvt 2 KING BR Ensuite /1 Mile to Hardings 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.
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Top South Wellfleet Hotel Reviews

Sandcastle Resort and Club

Sandcastle Resort and Club

8/10 Good
"Beach was a walk down from the hotel- not expected but it was nice."
Theresa 2-night trip
Posted 1 hour ago
Sandcastle Resort and Club

Find out more about South Wellfleet

South Wellfleet Cottages information

Number of reviews
360
Accommodation
440 Cottages
Lowest Price
CA $416
Highest Price
CA $1,795

Frequently asked questions

How much do cottages in South Wellfleet cost?
Prices for cottages in South Wellfleet range between CA $416 and CA $1,795 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 9.5. 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 travellers 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.

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