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

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Check prices for these dates

In two weeks
Aug 7 - Aug 9
In two months
Sep 18 - Sep 20
In three months
Oct 16 - Oct 18
In four months
Nov 13 - Nov 15

Our top choices for Chatham cottages

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 CA $272
CA $1,052 total
includes taxes & fees
Aug 17 - Aug 18
6 Mi to Beach: Home w/ Deck in Brewster!
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
9.8 out of 10, Exceptional, (117 reviews)
"perfect for couples, clean and pet friendly"
Canada
Jonathan
The price is CA $330
CA $654 total
includes taxes & fees
Aug 10 - Aug 11
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
Exterior

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 CA $698
CA $1,347 total
includes taxes & fees
Jul 23 - Jul 24
Harwich Hideaway with King Beds Pet Friendly!
Exterior

Private Cape Cod Cottage. Walk to Ellis Landing Beach!

Private Cape Cod Cottage. Walk to Ellis Landing Beach!
Brewster
10.0 out of 10, Exceptional, (43 reviews)
"Great location - privacy, comfy, and close to the beach!"
United States
Samantha K.
The price is CA $466
CA $788 total
includes taxes & fees
Aug 21 - Aug 22
Private Cape Cod Cottage. Walk to Ellis Landing Beach!
Property grounds

🐳 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 CA $298
CA $623 total
includes taxes & fees
Aug 13 - Aug 14
🐳 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, (10 reviews)
"We absolutely loved the place and the location right near Thumpertown Beach was perfect!"
United States
Jeff P.
The price is CA $365
CA $763 total
includes taxes & fees
Jul 27 - Jul 28
🌊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
9.0 out of 10, Wonderful, (6 reviews)
"Great accommodation for what we needed."
United States
Judith F.
The price is CA $735
CA $1,218 total
includes taxes & fees
Aug 13 - Aug 14
Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC
Outdoor dining

🦀Waterfront at The Velvet Crab~Amazing Sunsets

🦀Waterfront at The Velvet Crab~Amazing Sunsets
Eastham
9.8 out of 10, Exceptional, (25 reviews)
"Perfect size home for a family of 4, welcoming and cozy! Having -All towels and linens and shampoo, body wash and conditioner all included made for a much easier stay! Highly recommend."
United States
Emily A.
The price is CA $439
CA $915 total
includes taxes & fees
Jul 28 - Jul 29
🦀Waterfront at The Velvet Crab~Amazing Sunsets
Exterior

Authentic, Charming Cape Cod Cottage

Authentic, Charming Cape Cod Cottage
Bass River
10.0 out of 10, Exceptional, (5 reviews)
"Very clean and quaint cottage! Kathlene is a wonderful host and welcoming to this great little getaway. Close to the shops, restaurants, golf and activities the Cape has to offer and a short walk to the Windmill Beach. Highly recommend!"
United States
Erik S.
The price is CA $387
CA $733 total
includes taxes & fees
Jul 28 - Jul 29
Authentic, Charming Cape Cod Cottage
Exterior

Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun

Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun
Yarmouth
10.0 out of 10, Exceptional, (2 reviews)
"Cute little cottage. Clean and pull out couch was very comfy! Great stay for a small group. Perfect location near a lot of very nice beaches. Would recommend Gray’s beach for sunset, parking is free!"
United States
Jessica Y.
The price is CA $380
CA $801 total
includes taxes & fees
Jul 27 - Jul 28
Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun
House (3 Bedrooms) | Interior

Walk to Beach: Chatham Gem w/ Ocean-view Sunroom!

Walk to Beach: Chatham Gem w/ Ocean-view Sunroom!
3.0 star property
West Chatham
The price is CA $1,016
CA $1,804 total
includes taxes & fees
Jul 30 - Jul 31
Walk to Beach: Chatham Gem w/ Ocean-view Sunroom!
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 CA $888
CA $1,485 total
includes taxes & fees
Aug 2 - Aug 3
Edgewood on Campground Beach/Steps to the Sand
Exterior

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

1 Mi to Ferry: 'Sea Street Cottage' in Hyannis
Hyannis
8.8 out of 10, Excellent, (19 reviews)
"Perfect weekend getaway- super location. Cozy spot! Loved the area "
United States
Jill S.
1 Mi to Ferry: 'Sea Street Cottage' in Hyannis
Exterior

Stylish Cape Cod Cottage 1 mile from Beach, Close to Restaurants!

Stylish Cape Cod Cottage 1 mile from Beach, Close to Restaurants!
Bass River
The price is CA $629
CA $1,170 total
includes taxes & fees
Aug 14 - Aug 15
Stylish Cape Cod Cottage 1 mile from Beach, Close to Restaurants!
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 CA $612
CA $922 total
includes taxes & fees
Jul 28 - Jul 29
Flip Flops - Where Cape Dreams Meet the Sea
Exterior

The Perfect Shore Escape: The Sandpiper

The Perfect Shore Escape: The Sandpiper
Bass River
10.0 out of 10, Exceptional, (2 reviews)
"The location is perfect! Easy access to anywhere on the Cape! Extremely family friendly and a very relaxing atmosphere. Beautiful beach views!"
United States
Michael C.
The price is CA $648
CA $975 total
includes taxes & fees
Jul 30 - Jul 31
The Perfect Shore Escape: The Sandpiper
Exterior

The Book Nook - Drift Into Coastal Calm

The Book Nook - Drift Into Coastal Calm
Bass River
The price is CA $649
CA $977 total
includes taxes & fees
Jul 23 - Jul 24
The Book Nook - Drift Into Coastal Calm
Outdoor dining

2 Beds Walk to Baxter Beach

2 Beds Walk to Baxter Beach
West Yarmouth
8.0 out of 10, Very good, (1 review)
"Cute small home good for two parents/two kids. Very clean and neat. Basic amenities and utensils. Very much near a good deal of sights and sounds. "
United States
Michael C.
The price is CA $492
CA $1,386 total
includes taxes & fees
Aug 12 - Aug 13
2 Beds Walk to Baxter Beach
Exterior

The Duck House: Quack Open Your Cape Escape

The Duck House: Quack Open Your Cape Escape
Bass River
The price is CA $868
CA $1,305 total
includes taxes & fees
Aug 15 - Aug 16
The Duck House: Quack Open Your Cape Escape
Outdoor dining

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, (70 reviews)
"We really enjoyed the location and deck."
United States
Donald W.
The price is CA $845
CA $1,565 total
includes taxes & fees
Aug 3 - Aug 4
Walk to Ocean Beach, Nat`l Seashore, WiFi, Bike Rail Trail
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

Chatham Bars Inn

Chatham Bars Inn

10/10 Excellent
"Amazing hospitality, food and location!"
Yousuf Hussain 3-night trip
Posted 9 hours ago
Chatham Bars Inn

Find out more about Chatham

Chatham Cottages information

Number of reviews
172
Accommodation
495 Cottages
Lowest Price
CA $623
Highest Price
CA $1,804

Frequently asked questions

How much do cottages in Chatham cost?
Cottages in Chatham range between CA $623 and CA $1,804 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 495 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 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.

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