Search Chatham Cottages

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
12 Jun - 14 Jun
In two months
24 Jul - 26 Jul
In three months
21 Aug - 23 Aug
In four months
18 Sept - 20 Sept

Our top choices for Chatham cottages

Exterior

Town Center-Limited June and July Dates Still Open-2026 Total Renovation

Town Center-Limited June and July Dates Still Open-2026 Total Renovation
Chatham
The price is £646
includes taxes & fees
16 Jun - 17 Jun
Town Center-Limited June and July Dates Still Open-2026 Total Renovation
House (3 Bedrooms) | Front of property

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 £512
includes taxes & fees
29 May - 30 May
6 Mi to Beach: Home w/ Deck in Brewster!
Exterior

🐚The Bay Cottage on Thumpertown Beach

🐚The Bay Cottage on Thumpertown Beach
Eastham
9.8 out of 10, Exceptional, (11 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 £294
includes taxes & fees
3 Jun - 4 Jun
🐚The Bay Cottage on Thumpertown Beach
Beach nearby

Edgewood on Campground Beach/Steps to the Sand

Edgewood on Campground Beach/Steps to the Sand
Eastham
10.0 out of 10, Exceptional, (9 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 £362
includes taxes & fees
31 May - 1 Jun
Edgewood on Campground Beach/Steps to the Sand
Outdoor dining

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
The price is £412
includes taxes & fees
28 May - 29 May
The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach
Property grounds

Captain's Quarters by Nauset Beach

Captain's Quarters by Nauset Beach
East Orleans
10.0 out of 10, Exceptional, (9 reviews)
"Cape Cod cottage close to the beach."
United States
Bill B.
The price is £443
includes taxes & fees
11 Jun - 12 Jun
Captain's Quarters by Nauset Beach
Terrace/patio

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, (61 reviews)
"Clean, great location. "
United States
Peter G.
The price is £273
includes taxes & fees
1 Jun - 2 Jun
On Town Cove with salt water access! Kayaks and paddle board available for use!
Terrace/patio

Windswept on Campground Beach

Windswept on Campground Beach
Eastham
10.0 out of 10, Exceptional, (1 review)
"Wonderful stay! Comfortable cottage in fantastic location on the bay. Comfy beds, nice open living area, steps from the bay."
United States
Margaret A.
The price is £625
includes taxes & fees
1 Jun - 2 Jun
Windswept on Campground Beach
Terrace/patio

Seaside Escape-Art-filled 2 Bd on Town Cove

Seaside Escape-Art-filled 2 Bd on Town Cove
EASTHAM
6.0 out of 10, (2 reviews)
"Great cottage! In a neighborhood of about a dozen houses with access to Town Cove. Not big, but very well equipped and great outdoor space with lingers, sofa, fire pit, grill and more. Morning and evening visits from a family of 5-6 bunnies - who knew?"
United States
Janet R.
The price is £412
includes taxes & fees
28 May - 29 May
Seaside Escape-Art-filled 2 Bd on Town Cove
Terrace/patio

The Breeze on Minister's Pond

The Breeze on Minister's Pond
Eastham
10.0 out of 10, Exceptional, (25 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 £352
includes taxes & fees
12 Jun - 13 Jun
The Breeze on Minister's Pond
Beach

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
9.6 out of 10, Exceptional, (113 reviews)
"perfect for couples, clean and pet friendly"
Canada
Jonathan
The price is £256
includes taxes & fees
21 Jun - 22 Jun
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
Interior

1 Mi to Ferry: 'sea Street Cottage' in Hyannis

1 Mi to Ferry: 'sea Street Cottage' in Hyannis
3.0 star property
Hyannis
The price is £270
includes taxes & fees
31 May - 1 Jun
1 Mi to Ferry: 'sea Street Cottage' in Hyannis
Exterior

Sweet Memories- Cozy 2 bedroom cottage in West Yarmouth

Sweet Memories- Cozy 2 bedroom cottage in West Yarmouth
Yarmouth
The price is £326
includes taxes & fees
2 Jun - 3 Jun
Sweet Memories- Cozy 2 bedroom cottage in West Yarmouth
Terrace/patio

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, (132 reviews)
"Very clean and well kept home. We had everything we needed. Will rent again in the future."
United States
Sara
The price is £172
includes taxes & fees
4 Jun - 5 Jun
Pond View~ Abuts conservation and walking trails. There is fishing at the pond
Exterior

Walk to Ocean Beach, Nat`l Seashore, WiFi, Bike Rail Trail

Walk to Ocean Beach, Nat`l Seashore, WiFi, Bike Rail Trail
South Wellfleet
10.0 out of 10, Exceptional, (68 reviews)
"We really enjoyed the location and deck."
United States
Donald W.
Walk to Ocean Beach, Nat`l Seashore, WiFi, Bike Rail Trail
Exterior

Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC

Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC
Harwich
8.6 out of 10, Excellent, (4 reviews)
"Great accommodation for what we needed."
United States
Judith F.
The price is £401
includes taxes & fees
2 Jun - 3 Jun
Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC
Property grounds

🐳 The Whale Song - Dog-Friendly Studio

🐳 The Whale Song - Dog-Friendly Studio
Eastham
9.6 out of 10, Exceptional, (14 reviews)
"Great location, easy walk/bike to coast guard beach and the salt pond visitors center. the cottage itself was the perfect size for two people just wanting a little getaway, and the outdoor area was great for sitting at night. The host was also super communicative, quick responses, and helpful!"
United States
Zoe A.
The price is £296
includes taxes & fees
30 May - 31 May
🐳 The Whale Song - Dog-Friendly Studio
Property grounds

Pondside/Kayak/Firepit/Dog Friendly~Willow Haven

Pondside/Kayak/Firepit/Dog Friendly~Willow Haven
Eastham
10.0 out of 10, Exceptional, (4 reviews)
"Great hideaway location on the Cape. Well equipped rental."
United Kingdom
Richard F.
The price is £296
includes taxes & fees
15 Jun - 16 Jun
Pondside/Kayak/Firepit/Dog Friendly~Willow Haven
Exterior

🌊The Ocean Cottage on Thumpertown Beach

🌊The Ocean Cottage on Thumpertown Beach
Eastham
9.4 out of 10, Exceptional, (9 reviews)
"We absolutely loved the place and the location right near Thumpertown Beach was perfect!"
United States
Jeff P.
The price is £295
includes taxes & fees
31 May - 1 Jun
🌊The Ocean Cottage on Thumpertown Beach
Exterior

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, (8 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 £418
includes taxes & fees
31 May - 1 Jun
Pet Friendly Cape Cod Cottage Near Beaches w/ AC + Electric Vehicle Charging
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chatham Hotel Reviews

Hyannis Travel Inn

Hyannis Travel Inn

10/10 Excellent
"service are great nice staff he ver helpfull"
phurita 1-night trip
Posted 1 hour ago
Hyannis Travel Inn

Find out more about Chatham

Chatham Cottages information

Number of reviews
456
Accommodation
465 Cottages
Lowest Price
£172
Highest Price
£646

Frequently asked questions

How much do cottages in Chatham cost?
Cottages in Chatham range between £172 and £646 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 465 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.

Explore a world of travel with Expedia