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

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Our top choices for Chatham cottages

1. Cozy Chatham Cottage walk to Hardings beach Restaurants & downtown.

Cozy Chatham Cottage walk to Hardings beach Restaurants & downtown.
Chatham
9.8 out of 10, Exceptional, (39 reviews)
"Wonderful stay, property was nicer than expected! Proximity to beaches, restaurants very good with quiet setting. Special extras, bicycles and hot outdoor shower were a huge plus! Many supplies and extras which made our stay easy. We would return in a heartbeat! Thank you!!"
United States
Michael
The price is £362
includes taxes & fees
11 Sept - 12 Sept
Cozy Chatham Cottage walk to Hardings beach Restaurants & downtown.

2. 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, (7 reviews)
"Lock didn’t work"
United States
Claudine
The price is £687
includes taxes & fees
22 Sept - 23 Sept
Town Center-Full Reno 2026-Steps To Shops & Eateries-Walk To Lighthouse Beach

3. 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 £510
includes taxes & fees
1 Sept - 2 Sept
6 Mi to Beach: Home w/ Deck in Brewster!

4. Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!

Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
Dennis
9.8 out of 10, Exceptional, (121 reviews)
"perfect for couples, clean and pet friendly"
Canada
Jonathan
The price is £228
includes taxes & fees
24 Sept - 25 Sept
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!

5. Beautiful cottage, Close to Wychmere & Beach, Family relax, king bed & fire pit!

Beautiful cottage, Close to Wychmere & Beach, Family relax, king bed & fire pit!
Harwich
9.6 out of 10, Exceptional, (5 reviews)
"We had an amazing stay! The house was exactly what we were looking for when booking. The host was amazing and accommodating for our dates. Communication was easy and responsive. We look forward to booking again in the future. "
United States
Laura J.
The price is £576
includes taxes & fees
2 Sept - 3 Sept
Beautiful cottage, Close to Wychmere & Beach, Family relax, king bed & fire pit!

6. Harwich Hideaway with King Beds Pet Friendly!

Harwich Hideaway with King Beds Pet Friendly!
Harwich
8.6 out of 10, Excellent, (4 reviews)
"Dog friendly property!"
United States
Colleen O.
The price is £436
includes taxes & fees
31 Aug - 1 Sept
Harwich Hideaway with King Beds Pet Friendly!

7. 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, (63 reviews)
"Clean, great location. "
United States
Peter G.
The price is £312
includes taxes & fees
20 Sept - 21 Sept
On Town Cove with salt water access! Kayaks and paddle board available for use!

8. Captain's Quarters by Nauset Beach

Captain's Quarters by Nauset Beach
East Orleans
10.0 out of 10, Exceptional, (12 reviews)
"Three women stayed in this cottage, it was completely fabulous, very clean, pretty cottagy feel, nice location, quiet & peaceful!mBeds were comfortable, kitchen was well organized and functional. The size was perfect, nice comfortable living room. Really overall a wonderful accommodation! We will definitely come back! Hopefully soon!"
United States
Peggy R.
The price is £461
includes taxes & fees
13 Sept - 14 Sept
Captain's Quarters by Nauset Beach

9. 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 £412
includes taxes & fees
30 Aug - 31 Aug
Seaside Escape-Art-filled 2 Bd on Town Cove

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 £307
includes taxes & fees
21 Sept - 22 Sept
🐚The Bay Cottage on Thumpertown Beach

11. 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)
"Great spot!"
United States
Mia A.
The price is £407
includes taxes & fees
22 Sept - 23 Sept
Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC

12. 🐳 The Whale Song - Dog-Friendly Studio

🐳 The Whale Song - Dog-Friendly Studio
Eastham
9.6 out of 10, Exceptional, (15 reviews)
"We enjoyed our stay very much "
United States
Gregg P.
The price is £241
includes taxes & fees
10 Sept - 11 Sept
🐳 The Whale Song - Dog-Friendly Studio

13. Driftwood Cottages - 65A - Whale

Driftwood Cottages - 65A - Whale
Eastham
The price is £614
includes taxes & fees
8 Sept - 9 Sept
Driftwood Cottages - 65A - Whale

14. 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 £358
includes taxes & fees
28 Sept - 29 Sept
Edgewood on Campground Beach/Steps to the Sand

15. Eastham, Cape Cod - Town Cove Waterfront. Newly renovated and insulated sunporch

Eastham, Cape Cod - Town Cove Waterfront. Newly renovated and insulated sunporch
Eastham
9.2 out of 10, Wonderful, (103 reviews)
"Ideal location, super comfortable, peaceful. Exactly what we were hoping for. Very clean."
United States
Elaine
The price is £410
includes taxes & fees
1 Sept - 2 Sept
Eastham, Cape Cod - Town Cove Waterfront. Newly renovated and insulated sunporch

16. 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 £410
includes taxes & fees
17 Sept - 18 Sept
The Breeze on Minister's Pond

17. 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 £428
includes taxes & fees
8 Sept - 9 Sept
Castaway Cottage on the bay~Dog Friendly Too!

18. 🦀Waterfront at The Velvet Crab~Amazing Sunsets

🦀Waterfront at The Velvet Crab~Amazing Sunsets
Eastham
9.8 out of 10, Exceptional, (26 reviews)
The price is £408
includes taxes & fees
13 Sept - 14 Sept
🦀Waterfront at The Velvet Crab~Amazing Sunsets

19. 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, (137 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 £198
includes taxes & fees
14 Sept - 15 Sept
Pond View~ Abuts conservation and walking trails. There is fishing at the pond

20. 🌊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 £292
includes taxes & fees
28 Sept - 29 Sept
🌊The Ocean Cottage on Thumpertown 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

Find out more about Chatham

Chatham Cottages information

Number of reviews
565
Accommodation
486 Cottages
Lowest Price
£198
Highest Price
£614

Frequently asked questions

How much do cottages in Chatham cost?
Cottages in Chatham range between £198 and £614 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. 10 Squanto Drive - One Bedroom House is a comfortable place to rest and recharge between adventures. This 3.5-star cottage also offers clothes washing facilities and a patio. 16 Flakeyard Way - Four Bedroom House is another popular pick with visitors to the area. It has a 3.5-star rating and amenities including a water view and clothes washing facilities.
How many cottages are there in Chatham?
You can choose from 486 cottages in Chatham. No matter if you're holidaying 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?
Put your feet up at 10 Squanto Drive - One Bedroom House, a 3.5-star cottage not far from downtown. Conveniences here include WiFi and a fridge. Another family-friendly option where you can swap the concrete jungle for nature is 16 Flakeyard Way - Four Bedroom House. WiFi and a patio help make this 3.5-star cottage a favourite among guests. Chatham has plenty of family-friendly attractions to check out that'll keep the kids entertained. Crosby Landing Beach and Cockle Cove Beach promise a fun-filled day for travellers of all ages.
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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