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
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 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 ￥71,114
￥143,427 total
includes taxes & fees
Oct 18 - Oct 19
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.
The price is ￥112,004
￥200,626 total
includes taxes & fees
Oct 3 - Oct 4
Newly Refreshed Upscale Cottage/Pvt 2 KING BR Ensuite /1 Mile to Hardings Beach
A metal showerhead attached to a house's exterior wall, with water flowing down a blue gutter.

3. 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 ￥29,479
￥88,512 total
includes taxes & fees
Oct 4 - Oct 5
Captain's Quarters by Nauset Beach
A wooden deck with white railings, wicker chairs, and a blue umbrella.

4. 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 ￥25,976
￥69,189 total
includes taxes & fees
Oct 19 - Oct 20
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.

5. 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 ￥26,721
￥82,835 total
includes taxes & fees
Oct 4 - Oct 5
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.

6. 🌊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 ￥23,273
￥61,952 total
includes taxes & fees
Oct 4 - Oct 5
🌊The Ocean Cottage on Thumpertown Beach
A beach with a wooden boardwalk and a rocky foreground.

7. 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 ￥31,029
￥76,233 total
includes taxes & fees
Oct 4 - Oct 5
Edgewood on Campground Beach/Steps to the Sand
A single-story mobile home with a porch, a small deck, and a gravel driveway.

8. Driftwood Cottages - 65A - Whale

Driftwood Cottages - 65A - Whale
Eastham
The price is ￥42,095
￥141,126 total
includes taxes & fees
Oct 3 - Oct 4
Driftwood Cottages - 65A - Whale
A single-story house with a gabled roof, a front porch, and a small front yard.

9. 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 ￥36,366
￥78,017 total
includes taxes & fees
Oct 27 - Oct 28
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.

10. 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 ￥25,858
￥65,269 total
includes taxes & fees
Oct 28 - Oct 29
The Breeze on Minister's Pond
A wooden deck with a view of a lake, surrounded by trees.

11. 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 ￥21,376
￥59,060 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.

12. 🦀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 ￥23,789
￥68,307 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.

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.
The price is ￥45,683
￥91,023 total
includes taxes & fees
Oct 3 - Oct 4
Castaway Cottage on the bay~Dog Friendly Too!
A single-story house with a brown exterior and white trim, featuring a front door, multiple windows, and a small porch area.

14. 🐚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 ￥23,273
￥61,952 total
includes taxes & fees
Oct 4 - Oct 5
🐚The Bay 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 ￥35,557
￥46,303 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 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 ￥43,558
￥143,274 total
includes taxes & fees
Oct 3 - Oct 4
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 ￥26,203
￥82,062 total
includes taxes & fees
Oct 28 - Oct 29
The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach
A house with a deck, a flag, and a garage.

18. 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 ￥47,251
￥95,859 total
includes taxes & fees
Oct 3 - Oct 4
Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun
A single-story cabin with a front porch, a small deck, and a mailbox.

19. 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 ￥40,633
￥139,165 total
includes taxes & fees
Oct 4 - Oct 5
Driftwood Cottages - 85 - Lobster
A house with a front porch, a small garden, and a mailbox.

20. 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 ￥32,903
￥69,548 total
includes taxes & fees
Oct 4 - Oct 5
Cozy, vacation home in a charming duplex 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 Chatham Hotel Reviews

Lighthouse Inn

Lighthouse Inn

10/10 Excellent
"Great views"
Jon Paul 1-night trip
Posted 10 hours ago
Lighthouse Inn

Find out more about Chatham

Chatham Cottages information

Number of reviews
365
Accommodation
486 Cottages
Lowest Price
￥46,303
Highest Price
￥200,626

Frequently asked questions

How much do cottages in Chatham cost?
Cottages in Chatham range between ￥46,303 and ￥200,626 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 486 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.
Are there any family-friendly cottages in Chatham?
Settle in at 16 Flakeyard Way - Four Bedroom House, a 3.5-star cottage not far from town. Amenities here include WiFi and a patio. Another family-friendly option where you can swap the urban jungle for fresh air and nature is 10 Squanto Drive - One Bedroom House. WiFi and a stovetop help make this 3.5-star cottage a traveler favorite. After checking in and chilling together in your comfortable new digs, it's time to head out and visit some of the local sights. Skaket Beach and Sea Street Beach are popular family-friendly attractions in Chatham.
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.
What is there to do in Chatham near my cottage?
No matter your interests, Chatham has loads of things to keep you occupied. Chatham Fish Pier, Chatham Lighthouse and Atwood House Museum are on most visitors' to-do lists. Don't forget to check out Chatham Railroad Museum, Chatham Drama Guild and Monomoy National Wildlife Refuge either. With Expedia's hotel deals in Chatham, you'll be able to discover more fabulous attractions like these with the cash you save.

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