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Check prices for these dates

In two weeks
22 May - 24 May
In two months
3 Jul - 5 Jul
In three months
31 Jul - 2 Aug
In four months
28 Aug - 30 Aug

Our top choices for Chatham cottages

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 AED 543
AED 1,437 total
includes taxes & fees
12 May - 13 May
🐚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 AED 724
AED 1,766 total
includes taxes & fees
10 May - 11 May
Edgewood on Campground Beach/Steps to the Sand
Cottage (3 Bedrooms) | Interior

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 AED 404
AED 1,607 total
includes taxes & fees
26 May - 27 May
Walk to Beaches & Dining: Classic Cape Cod Cottage
Outdoor dining

🦀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 AED 555
AED 1,590 total
includes taxes & fees
11 May - 12 May
🦀Waterfront at The Velvet Crab~Amazing Sunsets
Property grounds

Castaway Cottage on the bay~Dog Friendly Too!

Castaway Cottage on the bay~Dog Friendly Too!
Eastham
9.8 out of 10, Exceptional, (14 reviews)
"Very good pet friendly house! "
United States
Sasha N.
The price is AED 627
AED 1,538 total
includes taxes & fees
11 May - 12 May
Castaway Cottage on the bay~Dog Friendly Too!
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 AED 720
AED 2,056 total
includes taxes & fees
10 May - 11 May
The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach
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, (111 reviews)
"Cute space and perfect size for me and my small dog!"
United States
Amy F.
The price is AED 275
AED 916 total
includes taxes & fees
14 May - 15 May
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
Exterior

Sweet Memories- Cozy 2 bedroom cottage in West Yarmouth

Sweet Memories- Cozy 2 bedroom cottage in West Yarmouth
Yarmouth
The price is AED 1,010
AED 2,060 total
includes taxes & fees
31 May - 1 Jun
Sweet Memories- Cozy 2 bedroom cottage in West Yarmouth
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 AED 555
AED 1,451 total
includes taxes & fees
10 May - 11 May
Pondside/Kayak/Firepit/Dog Friendly~Willow Haven
Property grounds

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 AED 804
AED 2,199 total
includes taxes & fees
10 May - 11 May
Captain's Quarters by Nauset Beach
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 AED 772
AED 2,221 total
includes taxes & fees
27 May - 28 May
Windswept on Campground Beach
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 AED 603
AED 1,527 total
includes taxes & fees
25 May - 26 May
The Breeze on Minister's Pond
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 AED 426
AED 2,532 total
includes taxes & fees
14 May - 15 May
6 Mi to Beach: Home w/ Deck in Brewster!
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, (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 AED 661
AED 862 total
includes taxes & fees
4 Jun - 5 Jun
Pond View~ Abuts conservation and walking trails. There is fishing at the pond
Smart TV, fireplace

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 AED 1,561
AED 3,216 total
includes taxes & fees
12 May - 13 May
Classic Cape Cod beach cottage
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 AED 390
AED 1,119 total
includes taxes & fees
11 May - 12 May
🐳 The Whale Song - Dog-Friendly Studio
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 AED 692
AED 1,998 total
includes taxes & fees
13 May - 14 May
Seaside Escape-Art-filled 2 Bd on Town Cove
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 Ocean Cottage on Thumpertown Beach
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 AED 1,010
AED 2,043 total
includes taxes & fees
26 May - 27 May
Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC
Exterior

Flip Flops - Where Cape Dreams Meet the Sea

Flip Flops - Where Cape Dreams Meet the Sea
Bass River
9.6 out of 10, Exceptional, (4 reviews)
"This cottage was lovely. It is a bit small for families. It was very clean and comfortable. Being just steps from the ocean was amazing!"
United States
Michelle N.
The price is AED 1,190
AED 1,774 total
includes taxes & fees
21 May - 22 May
Flip Flops - Where Cape Dreams Meet the Sea
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

Hyannis Travel Inn

Hyannis Travel Inn

10/10 Excellent
"I really enjoyed my stay every thing was great "
Daniel 2-night trip
Posted 4 hours ago
Hyannis Travel Inn

Frequently asked questions

How much do cottages in Chatham cost?
Cottages in Chatham range between AED 862 and AED 3,216 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 450 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.