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Our top choices for Chatham cottages

🐚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 €338
includes taxes & fees
30 Apr - 1 May
🐚The Bay Cottage on Thumpertown Beach

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 €366
includes taxes & fees
28 Apr - 29 Apr
Edgewood on Campground Beach/Steps to the Sand

Walk to Beaches & Dining: Classic Cape Cod Cottage

Walk to Beaches & Dining: Classic Cape Cod Cottage
3.0 star property
Dennis Port
The price is €373
includes taxes & fees
26 May - 27 May
Walk to Beaches & Dining: Classic Cape Cod Cottage

🦀Waterfront at The Velvet Crab~Amazing Sunsets

🦀Waterfront at The Velvet Crab~Amazing Sunsets
Eastham
9.8 out of 10, Exceptional, (24 reviews)
"Everything was great, we really enjoyed our stay!"
United States
Anna T.
The price is €375
includes taxes & fees
28 Apr - 29 Apr
🦀Waterfront at The Velvet Crab~Amazing Sunsets

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 €472
includes taxes & fees
28 Apr - 29 Apr
The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach

Castaway Cottage on the bay~Dog Friendly Too!

Castaway Cottage on the bay~Dog Friendly Too!
Eastham
9.8 out of 10, Exceptional, (13 reviews)
"Very good pet friendly house! "
United States
Sasha N.
The price is €364
includes taxes & fees
12 May - 13 May
Castaway Cottage on the bay~Dog Friendly Too!

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 €508
includes taxes & fees
28 Apr - 29 Apr
Windswept on Campground Beach

Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
Dennis Port
9.0 out of 10, Wonderful, (24 reviews)
"Loved this property. "
United States
Carol S.
The price is €426
includes taxes & fees
27 May - 28 May
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

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, (130 reviews)
"Very clean and well kept home. We had everything we needed. Will rent again in the future."
United States
Sara
The price is €217
includes taxes & fees
13 May - 14 May
Pond View~ Abuts conservation and walking trails. There is fishing at the pond

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 €341
includes taxes & fees
28 Apr - 29 Apr
Pondside/Kayak/Firepit/Dog Friendly~Willow Haven

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 €356
includes taxes & fees
25 May - 26 May
The Breeze on Minister's Pond

Captain's Quarters by Nauset Beach

Captain's Quarters by Nauset Beach
East Orleans
10.0 out of 10, Exceptional, (8 reviews)
"Cape Cod cottage close to the beach."
United States
Bill B.
The price is €522
includes taxes & fees
4 May - 5 May
Captain's Quarters by Nauset Beach

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 €310
includes taxes & fees
8 May - 9 May
1 Mi to Ferry: 'sea Street Cottage' in Hyannis

🐳 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 €265
includes taxes & fees
28 Apr - 29 Apr
🐳 The Whale Song - Dog-Friendly Studio

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 €458
includes taxes & fees
29 Apr - 30 Apr
Seaside Escape-Art-filled 2 Bd on Town Cove

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 €384
includes taxes & fees
28 Apr - 29 Apr
Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC

Classic Cape Cod beach cottage

Classic Cape Cod beach cottage
Indian Neck Heights
9.8 out of 10, Exceptional, (40 reviews)
"We had a great time! Perfect location and all the amenities we needed. "
United States
Julianne K.
The price is €748
includes taxes & fees
12 May - 13 May
Classic Cape Cod beach cottage

🌊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 €338
includes taxes & fees
30 Apr - 1 May
🌊The Ocean Cottage on Thumpertown Beach

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 €588
includes taxes & fees
14 May - 15 May
6 Mi to Beach: Home w/ Deck in Brewster!
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
304
Accommodation
475 Cottages
Lowest Price
€217
Highest Price
€748

Frequently asked questions

How much do cottages in Chatham cost?
Cottages in Chatham range between €217 and €748 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 9.4. 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 475 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?
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 traveller favourite. 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.