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Check prices for these dates

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1 Aug - 3 Aug
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22 Aug - 24 Aug
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19 Sep - 21 Sep

Cottages in Chatham

Pets allowed with warmer weather around the corner! Plan your Cape Cod vacation!
Exterior

Pets allowed with warmer weather around the corner! Plan your Cape Cod vacation!

9.8 out of 10, Exceptional, (29)
"Great location, excellent communication with owner!!"
Pets allowed with warmer weather around the corner! Plan your Cape Cod vacation!
Steps to private Beach, Golf Course, AC, tandem Kayak for Guests
Beach nearby, sun loungers

Steps to private Beach, Golf Course, AC, tandem Kayak for Guests

9.6 out of 10, Exceptional, (23)
"Enjoyed our stay: clean, modern and great location."
Steps to private Beach, Golf Course, AC, tandem Kayak for Guests
Quintessential 2-bedroom Cape cottage with salt marsh views near Seagull Beach
Sun loungers

Quintessential 2-bedroom Cape cottage with salt marsh views near Seagull Beach

9.4 out of 10, Exceptional, (3)
"The home was very clean and the location was great!"
Quintessential 2-bedroom Cape cottage with salt marsh views near Seagull Beach
THE BOAT HOUSE LOFT ~ RELAXING & PRIVATE WATERFRONT HOLIDAY ~ SHORT & LONG TERM
Exterior

THE BOAT HOUSE LOFT ~ RELAXING & PRIVATE WATERFRONT HOLIDAY ~ SHORT & LONG TERM

9.4 out of 10, Exceptional, (112)
"Great views of the pond. Perfect little spot for a getaway! We appreciated access to the kayaks and canoe to take advantage of Swan Pond and River. Owner was very kind and helpful throughout our stay. "
THE BOAT HOUSE LOFT ~ RELAXING & PRIVATE WATERFRONT HOLIDAY ~ SHORT & LONG TERM
Bayfront cottage w/ bluffside deck & outdoor shower - steps to private beach
Terrace/patio

Bayfront cottage w/ bluffside deck & outdoor shower - steps to private beach

9.6 out of 10, Exceptional, (63)
"This property was quaint with an amazing view and a lot of amenities. It was great to be able to watch the tides come in and out, and even though the weather wasn’t perfect, it didn’t matter because the view always was. Me and my two adult daughters had a wonderful time in your home Playing games doing puzzles, walking on the beach and enjoying a slower season at the cape."
Bayfront cottage w/ bluffside deck & outdoor shower - steps to private beach
Cozy Cape Cottage
Exterior

Cozy Cape Cottage

9.4 out of 10, Exceptional, (16)
"So cute. Very clean. Very quiet. Would definitely stay again. "
Cozy Cape Cottage
Cozy Chatham Cottage walk to Hardings beach Restaurants & downtown.
Exterior

Cozy Chatham Cottage walk to Hardings beach Restaurants & downtown.

10.0 out of 10, Exceptional, (19)
"Great location."
Cozy Chatham Cottage walk to Hardings beach Restaurants & downtown.
Drummer Cove Gem | Cottage in Wellfleet with patio, steps from the cove
Exterior

Drummer Cove Gem | Cottage in Wellfleet with patio, steps from the cove

8.0 out of 10, Very Good, (4)
"Very interesting old windows"
Drummer Cove Gem | Cottage in Wellfleet with patio, steps from the cove
Walk to Ocean Beach, Nat'l Seashore, WiFi, Bike Rail Trail
Exterior

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

10.0 out of 10, Exceptional, (65)
"Close to my son and his family and close to the beach. Quiet. Also right next to the National Seashore."
Walk to Ocean Beach, Nat'l Seashore, WiFi, Bike Rail Trail
New rental, near beach and town, linens included
Pool

New rental, near beach and town, linens included

8.8 out of 10, Excellent, (3)
"Super clean…great area! Inman Beach access just a short walk. WeePacket for Breakfast is an even shorter walk! Overall great stay!!"
New rental, near beach and town, linens included
Edgewood on Campground Beach/Steps to the Sand
Outdoor dining

Edgewood on Campground Beach/Steps to the Sand

10.0 out of 10, Exceptional, (7)
"Wonderful location and lovely stay at the cottage. Would book again!"
Edgewood on Campground Beach/Steps to the Sand
1 Mi to Ferry: 'Sea Street Cottage' in Hyannis
Exterior

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

8.6 out of 10, Excellent, (18)
"Great location and comfortable cottage! Equipped with everything you need for a weekend getaway."
1 Mi to Ferry: 'Sea Street Cottage' in Hyannis
Steps to the Ocean! Perfect Location!!!
Outdoor dining

Steps to the Ocean! Perfect Location!!!

10.0 out of 10, Exceptional, (216)
"Perfect for a couple and two kids"
Steps to the Ocean! Perfect Location!!!
Gorgeous Cottage steps from the beach
Beach nearby, sun loungers

Gorgeous Cottage steps from the beach

8.4 out of 10, Very Good, (15)
"Great place to stay we loved it"
Gorgeous Cottage steps from the beach
Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks
Exterior

Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks

9.8 out of 10, Exceptional, (174)
"Very happy with our stay"
Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks
Steps to the beach with an ocean view,
Exterior

Steps to the beach with an ocean view,

10.0 out of 10, Exceptional, (123)
"was very nice, clean cozy and close to beach...LOVED IT!"
Steps to the beach with an ocean view,
On Town Cove with salt water access! Kayaks and paddle board available for use!
Terrace/patio

On Town Cove with salt water access! Kayaks and paddle board available for use!

9.8 out of 10, Exceptional, (54)
"Very clean, convenient location, short walk to water access, great place to enjoy the off season with everything you need to “eat-in.” Catching the Northern Lights was a great bonus. "
On Town Cove with salt water access! Kayaks and paddle board available for use!
Oceanfront Cottage w/ Balcony in Cape Cod!
Exterior

Oceanfront Cottage w/ Balcony in Cape Cod!

9.2 out of 10, Wonderful, (61)
"We had a wounderful long weekend. "
Oceanfront Cottage w/ Balcony in Cape Cod!
Charming Cape Cod Cottage walking distance to the beach
Exterior

Charming Cape Cod Cottage walking distance to the beach

Charming Cape Cod Cottage walking distance to the beach
Adorable cottage on Cape Cod's historic Rt 6A
Exterior

Adorable cottage on Cape Cod's historic Rt 6A

10.0 out of 10, Exceptional, (137)
"The cottage was lovely - very clean, cozy and very near good golf courses."
Adorable cottage on Cape Cod's historic Rt 6A
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

Bayside Resort Hotel

Bayside Resort Hotel

10/10 Excellent
"Had a wonderful stay. Room was clean and staff was very friendly. Would not hesitate to book again at this property."
Jameson 2-night trip
Posted 14 hours ago
Bayside Resort Hotel

Frequently asked questions

How much do cottages in Chatham cost?
Cottages in Chatham range between and 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 . 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 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.