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Check prices for these dates

In two weeks
May 8 - May 10
In two months
Jun 19 - Jun 21
In three months
Jul 17 - Jul 19
In four months
Aug 14 - Aug 16

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.
$342 nightly
The price is $391
Apr 26 - Apr 27
Total with taxes and fees
🐚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.
$370 nightly
The price is $424
Apr 23 - Apr 24
Total with taxes and fees
Edgewood on Campground Beach/Steps to the Sand
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
$602 nightly
The price is $689
Apr 24 - Apr 25
Total with taxes and fees
6 Mi to Beach: Home w/ Deck in Brewster!
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, (13 reviews)
"Very good pet friendly house! "
United States
Sasha N.
$368 nightly
The price is $421
Apr 29 - Apr 30
Total with taxes and fees
Castaway Cottage on the bay~Dog Friendly Too!
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.
$379 nightly
The price is $434
Apr 26 - Apr 27
Total with taxes and fees
🦀Waterfront at The Velvet Crab~Amazing Sunsets
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
$361 nightly
The price is $414
Apr 27 - Apr 28
Total with taxes and fees
The Breeze on Minister's Pond
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
$486 nightly
The price is $556
Apr 26 - Apr 27
Total with taxes and fees
The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach
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)
"Lovely comfortable place, as described, quiet location and perfectly located for accessing different parts of the Cape."
United States
david s.
$224 nightly
The price is $256
May 13 - May 14
Total with taxes and fees
Pond View~ Abuts conservation and walking trails. There is fishing at the pond
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.
$345 nightly
The price is $395
Apr 26 - Apr 27
Total with taxes and fees
Pondside/Kayak/Firepit/Dog Friendly~Willow Haven
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.
$522 nightly
The price is $597
Apr 29 - Apr 30
Total with taxes and fees
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.
$463 nightly
The price is $530
Apr 23 - Apr 24
Total with taxes and fees
Seaside Escape-Art-filled 2 Bd on Town Cove
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.
$537 nightly
The price is $615
Apr 29 - Apr 30
Total with taxes and fees
Captain's Quarters by Nauset Beach
Interior

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

1 Mi to Ferry: 'sea Street Cottage' in Hyannis
3.0 star property
Hyannis
$317 nightly
The price is $363
May 8 - May 9
Total with taxes and fees
1 Mi to Ferry: 'sea Street Cottage' in Hyannis
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.
$764 nightly
The price is $874
May 12 - May 13
Total with taxes and fees
Classic Cape Cod beach cottage
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.
$400 nightly
The price is $458
Apr 27 - Apr 28
Total with taxes and fees
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.
$266 nightly
The price is $305
Apr 26 - Apr 27
Total with taxes and fees
🐳 The Whale Song - Dog-Friendly Studio
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.
$342 nightly
The price is $391
Apr 26 - Apr 27
Total with taxes and fees
🌊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

Hyannis Travel Inn

Hyannis Travel Inn

10/10 Excellent
"My granddaughter and I love this hotel. The staff are amazing. They went above and beyond to make our stay so wonderful. The pool and hot tub are superbly maintained. The breakfast was great. Our room was clean and quiet. We will definitely return."
Andrea 4-night trip
Posted 7 hours ago
Hyannis Travel Inn

Find out more about Chatham

Chatham Cottages information

Number of reviews
280
Accommodation
431 Cottages
Lowest Price
$256
Highest Price
$874

Frequently asked questions

How much do cottages in Chatham cost?
Cottages in Chatham range between $256 and $874 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 431 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.
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 traveler favorite. 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.

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