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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for South Chatham cottages

A house surrounded by trees with a clear path leading to the front door.

1. 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!
A house with a porch decorated with Christmas lights and wreaths.

2. 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 $1,005
CA $1,800 total
includes taxes & fees
Oct 3 - Oct 4
Newly Refreshed Upscale Cottage/Pvt 2 KING BR Ensuite /1 Mile to Hardings Beach
welcome home to an open concept and clean canvas.

3. 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 $1,093 total
includes taxes & fees
Oct 1 - Oct 2
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.

4. 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 $704 total
includes taxes & fees
Oct 27 - Oct 28
Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC
A wooden deck with white railings, wicker chairs, and a blue umbrella.

5. 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 $618 total
includes taxes & fees
Oct 20 - Oct 21
On Town Cove with salt water access! Kayaks and paddle board available for use!
A metal showerhead attached to a house's exterior wall, with water flowing down a blue gutter.

6. 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 $266
CA $794 total
includes taxes & fees
Oct 5 - Oct 6
Captain's Quarters by Nauset Beach
A patio with two striped lounge chairs, a small round table, and two blue glass candle holders.

7. 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 11 - Oct 12
Seaside Escape-Art-filled 2 Bd on Town Cove
A two-story house with a front porch, a small attached garage, and a gravel driveway.

8. 🌊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 $211
CA $560 total
includes taxes & fees
Oct 1 - Oct 2
🌊The Ocean Cottage on Thumpertown Beach
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.

9. 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 single-story mobile home with a porch, a small deck, and a gravel driveway.

10. Driftwood Cottages - 65A - Whale

Driftwood Cottages - 65A - Whale
Eastham
The price is CA $311
CA $1,182 total
includes taxes & fees
Oct 1 - Oct 2
Driftwood Cottages - 65A - Whale
A beach with a wooden boardwalk and a rocky foreground.

11. 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 $682 total
includes taxes & fees
Oct 20 - Oct 21
Edgewood on Campground Beach/Steps to the Sand
A house with a deck, a flag, and a garage.

12. Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun

Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun
Yarmouth
9.4 out of 10, Exceptional, (9 reviews)
"Great stay the cottage was very clean and welcoming"
United States
Alex r.
The price is CA $247
CA $626 total
includes taxes & fees
Sep 30 - Oct 1
Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun
A house with a front porch, a small garden, and a mailbox.

13. Cozy, vacation home in a charming duplex cottage

Cozy, vacation home in a charming duplex cottage
Yarmouth
9.6 out of 10, Exceptional, (9 reviews)
"Cozy small home perfect for a girls weekend! Close proximity to the ferries and several good restaurants close by!"
United States
Sue N.
The price is CA $296
CA $625 total
includes taxes & fees
Sep 30 - Oct 1
Cozy, vacation home in a charming duplex cottage
Two wicker swing chairs facing a sunset over the ocean.

14. 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 $384
CA $786 total
includes taxes & fees
Sep 30 - Oct 1
Castaway Cottage on the bay~Dog Friendly Too!
An outdoor patio with a table and chairs, a covered grill, and a view of a lake.

15. 🦀Waterfront at The Velvet Crab~Amazing Sunsets

🦀Waterfront at The Velvet Crab~Amazing Sunsets
Eastham
9.8 out of 10, Exceptional, (28 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 $215
CA $623 total
includes taxes & fees
Oct 19 - Oct 20
🦀Waterfront at The Velvet Crab~Amazing Sunsets
Exterior

16. Lost at Seaside Too – Salt, Sand, Serenity

Lost at Seaside Too – Salt, Sand, Serenity
Bass River
The price is CA $387
CA $587 total
includes taxes & fees
Oct 13 - Oct 14
Lost at Seaside Too – Salt, Sand, Serenity
An outdoor patio with wicker furniture, a round table, and a view of trees and water.

17. 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 $234
CA $593 total
includes taxes & fees
Oct 19 - Oct 20
The Breeze on Minister's Pond
A wooden deck with a view of a lake, surrounded by trees.

18. 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 21 - Oct 22
Pondside/Kayak/Firepit/Dog Friendly~Willow Haven
A single-story house with a brown exterior and white trim, featuring a front door, multiple windows, and a small porch area.

19. 🐚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
Oct 6 - Oct 7
🐚The Bay Cottage on Thumpertown Beach
View of cottages on right side of property ("B").

20. Seaside Escape at The Beach Cottage

Seaside Escape at The Beach Cottage
Bass River
9.6 out of 10, Exceptional, (4 reviews)
"Great property and location. So close to the beach."
United States
Joseph L.
The price is CA $400
CA $605 total
includes taxes & fees
Oct 12 - Oct 13
Seaside Escape at The Beach Cottage
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 Chatham Hotel Reviews

Holiday Hill Inn & Suites

Holiday Hill Inn & Suites

8/10 Good
"Room was clean and staff was very helpful"
David 3-night trip
Posted 5 hours ago
Holiday Hill Inn & Suites

Find out more about South Chatham

South Chatham Cottages information

Number of reviews
374
Accommodation
488 Cottages
Lowest Price
CA $416
Highest Price
CA $1,800

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