A boat on a calm river, a large house with a red roof, and dense greenery in the background.

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Check prices for these dates

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

Our top choices for Chatham cottages

welcome home to an open concept and clean canvas.

1. 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)
"The Cape Coddage was perfect! Great location, beautiful little cottage and great hosts! We will definitely be repeat customers in the future. Quintessential Cape Cod, don’t hesitate to give it a try!"
United States
Jason M.
The price is SAR 1,689
SAR 3,407 total
includes taxes & fees
18 Oct - 19 Oct
Town Center-Full Reno 2026-Steps To Shops & Eateries-Walk To Lighthouse Beach
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.
Newly Refreshed Upscale Cottage/Pvt 2 KING BR Ensuite /1 Mile to Hardings Beach
A wooden deck with white railings, wicker chairs, and a blue umbrella.

3. 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 SAR 619
SAR 1,672 total
includes taxes & fees
19 Oct - 20 Oct
On Town Cove with salt water access! Kayaks and paddle board available for use!
A patio with two striped lounge chairs, a small round table, and two blue glass candle holders.

4. 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 SAR 641
SAR 1,980 total
includes taxes & fees
4 Oct - 5 Oct
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.

5. Captain's Quarters by Nauset Beach

Captain's Quarters by Nauset Beach
East Orleans
10.0 out of 10, Exceptional, (12 reviews)
"It is a beautiful property."
United States
Phillip B.
The price is SAR 703
SAR 2,124 total
includes taxes & fees
13 Oct - 14 Oct
Captain's Quarters by Nauset Beach
A single-story house with a brown exterior and white trim, featuring a front door, multiple windows, and a small porch area.

6. 🐚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 price is SAR 555
SAR 1,478 total
includes taxes & fees
4 Oct - 5 Oct
🐚The Bay Cottage on Thumpertown Beach
A wooden deck with a view of a lake, surrounded by trees.

7. 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 SAR 514
SAR 1,418 total
includes taxes & fees
19 Oct - 20 Oct
Pondside/Kayak/Firepit/Dog Friendly~Willow Haven
A single-story house with a gabled roof, a front porch, and a small front yard.

8. 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 SAR 867
SAR 1,861 total
includes taxes & fees
27 Oct - 28 Oct
Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC
An outdoor patio with wicker furniture, a round table, and a view of trees and water.

9. 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 SAR 621
SAR 1,553 total
includes taxes & fees
2 Nov - 3 Nov
The Breeze on Minister's Pond
An outdoor patio with a table and chairs, a covered grill, and a view of a lake.

10. 🦀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 SAR 567
SAR 1,629 total
includes taxes & fees
2 Nov - 3 Nov
🦀Waterfront at The Velvet Crab~Amazing Sunsets
A single-story mobile home with a porch, a small deck, and a gravel driveway.

11. Driftwood Cottages - 65A - Whale

Driftwood Cottages - 65A - Whale
Eastham
The price is SAR 1,004
SAR 3,366 total
includes taxes & fees
4 Oct - 5 Oct
Driftwood Cottages - 65A - Whale
A beach with a wooden boardwalk and a rocky foreground.

12. 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 SAR 740
SAR 1,818 total
includes taxes & fees
13 Oct - 14 Oct
Edgewood on Campground Beach/Steps to the Sand
Two wicker swing chairs facing a sunset over the ocean.

13. 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)
"The location was great with easy access to the beach and we had a great time"
United States
Kannan N.
Castaway Cottage on the bay~Dog Friendly Too!
A two-story house with a front porch, a small attached garage, and a gravel driveway.

14. 🌊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 SAR 555
SAR 1,478 total
includes taxes & fees
4 Oct - 5 Oct
🌊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.

15. 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 SAR 845
SAR 1,100 total
includes taxes & fees
15 Oct - 16 Oct
Pond View~ Abuts conservation and walking trails. There is fishing at the pond
A single-story mobile home with a front porch, a small deck, and a wooden fence.

16. 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 SAR 1,039
SAR 3,417 total
includes taxes & fees
4 Oct - 5 Oct
Driftwood Cottages - Crab
A wooden deck with a barbecue grill, outdoor furniture, and a book titled "The Barbecue Bible".

17. 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 SAR 629
SAR 1,966 total
includes taxes & fees
4 Oct - 5 Oct
The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach
A house with a front porch, a small garden, and a mailbox.

18. 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 SAR 751
SAR 1,616 total
includes taxes & fees
1 Nov - 2 Nov
Cozy, vacation home in a charming duplex cottage
Exterior

19. The View – Where Beach Dreams Begin

The View – Where Beach Dreams Begin
Bass River
8.8 out of 10, Excellent, (3 reviews)
"Perfect location for us. I wanted a place on the beach and I was not disappointed. We will be back and invite others."
United States
Lynn R.
The View – Where Beach Dreams Begin
A single-story cabin with a front porch, a small deck, and a mailbox.

20. 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 SAR 969
SAR 3,319 total
includes taxes & fees
4 Oct - 5 Oct
Driftwood Cottages - 85 - Lobster
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 Chatham Hotel Reviews

Hyannis Travel Inn

Hyannis Travel Inn

10/10 Excellent
"Wonderful place And good location"
David J 1-night trip
Posted 2 hours ago
Hyannis Travel Inn

Frequently asked questions

How much do cottages in Chatham cost?
Cottages in Chatham range between SAR 1,100 and SAR 3,417 per night. These stays offer a chance to reconnect with nature — at a price you can afford. 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 Chatham?
There are multiple cottages in Chatham that have a total average guest review rating of 9.5. 16 Flakeyard Way - Four Bedroom House is a terrific place to relax and put your feet up between adventures. This 3.5-star cottage also offers a water view and WiFi. 10 Squanto Drive - One Bedroom House is another top pick with visitors to the area. It has a 3.5-star rating and amenities including WiFi and clothes washing facilities.
How many cottages are there in Chatham?
You can choose from 473 cottages in Chatham. No matter if you're vacationing with the family or planning a retreat with your buddies, Expedia can help you find the right place to get back to nature.
Why book your cottage in Chatham with Expedia?
Expedia has some superb cottages in Chatham, so start planning for a memorable stay close to nature. If you need to stick to a budget, select how much you want to spend and your preferred property star rating. Or, use our filters to search for cottages with free WiFi or a pool. We'll help you find the right place whatever your trip looks like.
How can I find cheap cottages in Chatham?
Expedia can help you easily track down cheap cottages in Chatham. To discover your special stay in a couple of quick clicks, try out the filter tool to tailor your search results by amenities, star rating and budget.