Search Cottages in Chatham

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Compare 421 Cottages in Chatham with updated reviews, rates, and availability.

Steps to the Ocean! Perfect Location!!!

10.0 out of 10, Exceptional, (210)
"Loved the rental. Perfect setting, loved being able to walk 2 minutes and be on the beach! So much nicer than a hotel room, very clean and comfortable for the four of us. Steve was a very kind and helpful host!"
Steps to the Ocean! Perfect Location!!!

Cozy Cape Cottage

9.4 out of 10, Exceptional, (13)
"Everything was perfect and the host made check-in very easy! Brewster was a great little town as well!"
Cozy Cape Cottage

New listing! Cozy, fresh and clean 1-bedroom cottage with Pond access in Chatham

New listing! Cozy, fresh and clean 1-bedroom cottage with Pond access in Chatham

Gorgeous Cottage steps from the beach

8.6 out of 10, Excellent, (13)
"Great place to stay we loved it"
Gorgeous Cottage steps from the beach

Private Cape Cod Cottage. Walk to Ellis Landing Beach!

10.0 out of 10, Exceptional, (32)
"Wonderful place. Property manager is awesome!"
Private Cape Cod Cottage. Walk to Ellis Landing Beach!

Charming 1 Bedroom Cottage Close To Beautiful Craigville Beach

9.8 out of 10, Exceptional, (102)
"Comfortable cottage. Great location. "
Charming 1 Bedroom Cottage Close To Beautiful Craigville Beach

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

9.4 out of 10, Exceptional, (108)
"Such a peaceful getaway! The king size bed was so comfortable and the views of the water was stunning!"
THE BOAT HOUSE LOFT ~ RELAXING & PRIVATE WATERFRONT HOLIDAY ~ SHORT & LONG TERM

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

9.6 out of 10, Exceptional, (57)
"Very nice, great spot, well maintained and appointed house"
Bayfront cottage w/ bluffside deck & outdoor shower - steps to private beach

Lovely Cape Cottage 2 bedroom with private beach and central air.

10.0 out of 10, Exceptional, (49)
"Such a cute and comfortable place. We enjoyed the neighborhood and the beach down the street. Owner was really responsive if we needed anything "
The price is SAR 938
SAR 2,043 total
includes taxes & fees
19 Jun - 20 Jun
Lovely Cape Cottage 2 bedroom with private beach and central air.

ENCHANTING SEASIDE COTTAGE, STEPS TO THE BEACH!

10.0 out of 10, Exceptional, (2)
"This TOTALLY renovated beach cottage was great. Very close to the beach and easy access to many restaurants."
ENCHANTING SEASIDE COTTAGE, STEPS TO THE BEACH!

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

8.8 out of 10, Excellent, (17)
"The house has everything we needed and is close to lots of restaurants, ice cream shops, and other things to do"
The price is SAR 266
SAR 1,453 total
includes taxes & fees
29 May - 30 May
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

Charming Cape Cottage - Central heat. Walk to Swan Pond for kayaking.

9.8 out of 10, Exceptional, (8)
"Exactly as advertised, clean, comfortable, and cozy. "
Charming Cape Cottage - Central heat. Walk to Swan Pond for kayaking.

Edgewood on Campground Beach/Steps to the Sand

10.0 out of 10, Exceptional, (5)
"Wonderful location and lovely stay at the cottage. Would book again!"
The price is SAR 739
SAR 1,765 total
includes taxes & fees
29 May - 30 May
Edgewood on Campground Beach/Steps to the Sand

Beach 0.7 Mi walk to Craigville & Covell beach, 3-night min thru - June, 3 Bikes

10.0 out of 10, Exceptional, (52)
"Used to go to Craigville beach with our family as kids. This was a perfect location, close to the beach and our relatives. Nice neighborhood, close to Hyannis with all the shops and restaurants "
Beach 0.7 Mi walk to Craigville & Covell beach, 3-night min thru - June, 3 Bikes

Lovely studio steps to the beach in Dennis port

Lovely studio steps to the beach in Dennis port

beachfront cottage at Chases Ocean Grove

9.8 out of 10, Exceptional, (24)
"Very rustic cottage, close to beach, relaxing"
beachfront cottage at Chases Ocean Grove

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

9.4 out of 10, Exceptional, (3)
"Such a quaint cottage. Very clean, well equiped and cozy. Had everything we needed and more. Great property management. Staying there made the rest of our trip even that much better."
Drummer Cove Gem | Cottage in Wellfleet with patio, steps from the cove

Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach

9.4 out of 10, Exceptional, (22)
"The privacy, amenities and location make this an excellent space for couples or couples with two kids. Highly recommend!"
Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach

🐳 The Whale Song - Dog-Friendly Studio

9.6 out of 10, Exceptional, (9)
"We enjoyed our stay very much "
The price is SAR 398
SAR 1,113 total
includes taxes & fees
3 Jun - 4 Jun
🐳 The Whale Song - Dog-Friendly Studio

Charming 18th century cottage with its own beachfront on Scargo Lake near bay

10.0 out of 10, Exceptional, (15)
"The lake is so beautiful and peaceful. Great location, near lots of good restaurants and places. Verity, the host, communicated well. A lovely place to stay on Cape Cod on a freshwater pond. "
Charming 18th century cottage with its own beachfront on Scargo Lake near bay
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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Other property types in Chatham

Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

9.6 out of 10, Exceptional, (91)
"This was our second time staying at this property and we loved it even more than the first! The location is amazing and the surrounding neighborhoods create the perfect location for both people and pets! "
The price is SAR 360
SAR 1,726 total
includes taxes & fees
3 Jun - 4 Jun
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Breathtaking Riverfront Home with a Lovely Deck, Close to Beach - Dogs OK

8.0 out of 10, Very Good, (66)
"Overall this is an expected older condition cape home rental in ok cape condition. Description a bit deceiving as it abutts a boat yard with 24/7 blaring safety lights and noisy when operating. One car parking was on a 30degree slope and very difficult Most deceiving was the "
Breathtaking Riverfront Home with a Lovely Deck, Close to Beach - Dogs OK

Seaside condo with patio, beach access, loft, board games, gas grill, & firepit

8.6 out of 10, Excellent, (12)
"This rental home set the stage for an enjoyable getaway. It was well stocked with what we needed for a few days away (dish soap, toiletries, sponge, towels, bedding, etc.), and the pictures are accurate to the setup of the home. It is located in a beautiful location near a private beach and marina which were the highlight of our stay. The area was quiet and allowed for quality family time."
The price is SAR 476
SAR 1,400 total
includes taxes & fees
31 May - 1 Jun
Seaside condo with patio, beach access, loft, board games, gas grill, & firepit
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.

Frequently asked questions

How much do cottages in Chatham cost?
Cottages in Chatham range between SAR 266 and SAR 938 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?
A traveler favorite is 16 Flakeyard Way - Four Bedroom House. Kick back at this 3.5-star stay which comes with a water view and a patio. 10 Squanto Drive - One Bedroom House is another recommended option worth a look. Unpack your bags at this 3.5-star cottage and take advantage of amenities including a patio and clothes washing facilities. You’ll have your pick of multiple cottages in Chatham with a total average guest review rating of 9.5.
How many cottages are there in Chatham?
You can choose from 421 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.