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
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Chatham cottages

Exterior

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)
"Lock didn’t work"
United States
Claudine
The price is AED 1,653
AED 3,346 total
includes taxes & fees
18 Oct - 19 Oct
Town Center-Full Reno 2026-Steps To Shops & Eateries-Walk To Lighthouse Beach
House (3 Bedrooms) | Front of property

2. 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 AED 529
AED 2,534 total
includes taxes & fees
20 Sep - 21 Sep
6 Mi to Beach: Home w/ Deck in Brewster!
Terrace/patio

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 AED 579
AED 1,587 total
includes taxes & fees
20 Sep - 21 Sep
On Town Cove with salt water access! Kayaks and paddle board available for use!
Exterior

4. 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 AED 1,469
AED 1,993 total
includes taxes & fees
30 Sep - 1 Oct
Harwich Hideaway with King Beds Pet Friendly!
Terrace/patio

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 AED 692
AED 2,019 total
includes taxes & fees
21 Sep - 22 Sep
Seaside Escape-Art-filled 2 Bd on Town Cove
Property grounds

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 AED 764
AED 2,081 total
includes taxes & fees
4 Oct - 5 Oct
Captain's Quarters by Nauset Beach
Exterior

7. 🐚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 AED 543
AED 1,437 total
includes taxes & fees
19 Oct - 20 Oct
🐚The Bay Cottage on Thumpertown Beach
Exterior

8. Driftwood Cottages - 65A - Whale

Driftwood Cottages - 65A - Whale
Eastham
The price is AED 807
AED 3,067 total
includes taxes & fees
23 Sep - 24 Sep
Driftwood Cottages - 65A - Whale
Exterior

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 AED 900
AED 1,888 total
includes taxes & fees
19 Oct - 20 Oct
Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC
Property grounds

10. 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 AED 627
AED 1,559 total
includes taxes & fees
24 Sep - 25 Sep
Castaway Cottage on the bay~Dog Friendly Too!
Beach nearby

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 AED 724
AED 1,779 total
includes taxes & fees
28 Sep - 29 Sep
Edgewood on Campground Beach/Steps to the Sand
Property grounds

12. 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 AED 555
AED 1,463 total
includes taxes & fees
5 Oct - 6 Oct
Pondside/Kayak/Firepit/Dog Friendly~Willow Haven
Terrace/patio

13. 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.
The price is AED 833
AED 2,298 total
includes taxes & fees
28 Sep - 29 Sep
Windswept on Campground Beach
Outdoor dining

14. 🦀Waterfront at The Velvet Crab~Amazing Sunsets

🦀Waterfront at The Velvet Crab~Amazing Sunsets
Eastham
9.8 out of 10, Exceptional, (26 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 AED 704
AED 1,747 total
includes taxes & fees
26 Sep - 27 Sep
🦀Waterfront at The Velvet Crab~Amazing Sunsets
Exterior

15. 🌊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 AED 543
AED 1,445 total
includes taxes & fees
27 Sep - 28 Sep
🌊The Ocean Cottage on Thumpertown Beach
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, (140 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 AED 826
AED 1,076 total
includes taxes & fees
15 Oct - 16 Oct
Pond View~ Abuts conservation and walking trails. There is fishing at the pond
Terrace/patio

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 AED 676
AED 1,551 total
includes taxes & fees
19 Oct - 20 Oct
The Breeze on Minister's Pond
Exterior

18. 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 AED 838
AED 3,118 total
includes taxes & fees
20 Sep - 21 Sep
Driftwood Cottages - Crab
Exterior

19. Pet Friendly Cape Cod Cottage Near Beaches w/ AC + Electric Vehicle Charging

Pet Friendly Cape Cod Cottage Near Beaches w/ AC + Electric Vehicle Charging
Bass River
10.0 out of 10, Exceptional, (10 reviews)
"The cottage was cozy and renovated in an excellent location with lots to do nearby. Nina made things easy and convenient for an all around outstanding stay. "
United States
Nathan S.
The price is AED 1,001
AED 2,159 total
includes taxes & fees
20 Sep - 21 Sep
Pet Friendly Cape Cod Cottage Near Beaches w/ AC + Electric Vehicle Charging
Outdoor dining

20. 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 AED 720
AED 2,060 total
includes taxes & fees
27 Sep - 28 Sep
The Mod Pod~2 bd/2.5 bth/dog/games/steps to 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 Chatham Hotel Reviews

Holiday Inn Express Hyannis Cape Cod by IHG

Holiday Inn Express Hyannis Cape Cod by IHG

10/10 Excellent
"Wonderful stay! The hotel was clean, comfortable, and welcoming, with excellent service and a great location. Everything was just as expected, and we really enjoyed our stay. Highly recommended!"
Nelson 3-night trip
Posted 3 hours ago
Holiday Inn Express Hyannis Cape Cod by IHG

Frequently asked questions

How much do cottages in Chatham cost?
Cottages in Chatham range between AED 1,076 and AED 3,346 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 489 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.

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