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Compare 341 Cottages in Chatham with updated reviews, rates, and availability.

Steps to the beach with an ocean view,
10.0 out of 10, Exceptional, (109)
"We came to visit Nantucket and Martha’s Vineyard and one of the best parts of our trip is this gem. It was the perfect size for 4 of us. Close to the beach and the seashell collecting was amazing. Lots of shops and restaurants close by. We had some questions and the owner was very responsive. We would stay here again!"
Steps to the beach with an ocean view,
Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach
9.4 out of 10, Exceptional, (19)
"Well equipped and comfortable small house. Wifi is a big deal us and it was slow with a lot of buffering. It is managed by a company, not the owner. We went by a couple of hours early and it was cleaned. We asked to check in and was denied. They even made us wait until exactly 4:00 PM. "
The price is AED 338
AED 1,192 total
includes taxes & fees
3 Dec - 4 Dec
Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach
Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks
9.8 out of 10, Exceptional, (166)
"Beautiful, well-equipped house right on the beach, convenient to Hyannis port and all the Cape has to offer. "
Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks
Steps to the Ocean! Perfect Location!!!
10.0 out of 10, Exceptional, (195)
"I spent the weekend in this adorable cottage after waking up in 5 different states 5 days in a row for a work trip. The location is perfect and the sunrise and sunsets from the beach were some of the most vibrant and colorful I have ever seen. I’m sure this is an amazing place to vacation in the summer but the quiet and solitude of November was its own treasure. And I was able to visit Walden Pond on my way to Boston Airport—-just a quick 30 minute detour and well worth the visit. "
Steps to the Ocean! Perfect Location!!!
⭐️FABULOUS-WATERFRONT⭐️3bdrm 2bth. Kayaks & Firepit⭐️
10.0 out of 10, Exceptional, (86)
"Quiet, cozy, well-stocked house. Perfect summer hang. Conveniently located. "
⭐️FABULOUS-WATERFRONT⭐️3bdrm 2bth. Kayaks & Firepit⭐️
On Town Cove with salt water access! Kayak and paddle board available for use!
9.8 out of 10, Exceptional, (50)
"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! Kayak and paddle board available for use!
Cozy beachfront cottage at Chases Ocean Grove
9.8 out of 10, Exceptional, (24)
"Enjoyed coffee on the enclosed porch overlooking ocean. Great communication with owner. Bathroom nicely done. Very clean, cute, well setup for a cottage. "
Cozy beachfront cottage at Chases Ocean Grove
Lovely Cape Cottage 2 bedroom with private beach and central air.
10.0 out of 10, Exceptional, (44)
"Such a cute and comfortable place. We enjoyed the neighborhood and the beach down the street. Owner was really responsive if we needed anything "
Lovely Cape Cottage 2 bedroom with private beach and central air.
THE BOAT HOUSE LOFT ~ PRIVATE WATERFRONT "BEACH HOUSE" ~ SHORT & LONG TERM STAYS
9.4 out of 10, Exceptional, (107)
"Wonderful stay. Wish we had an additional week! The “loft” views of Swan Pond, with the breezes filtering in, made even our simplest of meals an experience! Whether using the complementary watercraft on the Pond or sitting and reading (or napping) by the pond, the salt air relaxed the soul. Even a rainy day in that “loft” made one feel like a kid in a tree house. Laurence is a Primo host!! Five Star! So knowledgeable and friendly, not at all intrusive, but so helpful. Our elderly canine...
THE BOAT HOUSE LOFT ~ PRIVATE WATERFRONT "BEACH HOUSE" ~ SHORT & LONG TERM STAYS
Adorable cottage on Cape Cod's historic Rt 6A
10.0 out of 10, Exceptional, (134)
"Wonderful time at this beautifully decorated cottage. Great central location on the Cape. "
Adorable cottage on Cape Cod's historic Rt 6A
Oceanside Cottage condo next to beach 2bedroom 1bath for 4-6 people
8.8 out of 10, Excellent, (26)
"The property was great and walkable to the beach, but needs a few upgrades. "
Oceanside Cottage condo next to beach 2bedroom 1bath for 4-6 people
WALK TO RESTAURANTS, SHOPS & LIQUOR STORE!! CLOSE TO DOWNTOWN CHATHAM!!
9.4 out of 10, Exceptional, (81)
"This was our third stay in this wonderful house. It has everything you need. Perfect location! "
WALK TO RESTAURANTS, SHOPS & LIQUOR STORE!! CLOSE TO DOWNTOWN CHATHAM!!
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
8.8 out of 10, Excellent, (17)
"This is a beautiful cozy cottage, perfect for a small family. Centrally located on the Cape close to a lot of sights and attractions. There is a beach and restaurant within walking distance. My granddaughters and I had a great stay this summer."
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
Cozy Chatham Cottage walk to Hardings ⛱️ , Restaurants & downtown.
10.0 out of 10, Exceptional, (12)
"We greatly appreciate our hosts work with this cozy cottage. Indoor outdoor space was great for our family. Outdoor shower was a great bonus. Easy breeze into town or to Ridgevale Beach where our kids chased crabs for hours. Many thanks!"
Cozy Chatham Cottage walk to Hardings ⛱️ , Restaurants & downtown.
Cape Cottage with 5 beds, large deck, and less than 10 minute walk to the beach!
9.2 out of 10, Wonderful, (5)
"Pretty Cape Cod style cottage on a pretty lot not far from the beach. It had everything we needed for a comfortable stay and the outside shower was simply great. We enjoyed our stay."
Cape Cottage with 5 beds, large deck, and less than 10 minute walk to the beach!
Grandma's Cottage: Olde Cape Cod at its best. Steps to the beach. Dog-friendly!
8.8 out of 10, Excellent, (18)
"Could use some updates and repairs but overall a nice cottage close to the ocean / beach, shopping and restaurants. Outdoor shower was great and nice hot water! Furniture in living space could be better. More comt seating and the table and chairs inside weren't needed and just took up space. Extra countertop would be good as it was hard to cook and the stove needs to be leveled. Some kind of high top bar with stools would have been great and a different arrangement with the living room...
Grandma's Cottage: Olde Cape Cod at its best. Steps to the beach. Dog-friendly!
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
9.6 out of 10, Exceptional, (99)
"Cottage was in a great location minutes from the beach and great restaurants. The cottage was clean, and cozy!"
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
Charming Bayside Waterfront Cottage in Welfleet
9.4 out of 10, Exceptional, (63)
"We've rented all sorts of properties in Wellfleet over the years, and this one is among the most attractive. The kayaks are very good to have, but you can use them only with high tide."
Charming Bayside Waterfront Cottage in Welfleet
Bayfront cottage w/ bluffside deck & outdoor shower - steps to private beach
9.4 out of 10, Exceptional, (51)
"Nice little spot overlooking the bay. Vacasa was responsive about a very minor repair issue. Tiny kitchen but adequate if you don’t plan on doing much cooking. Really appreciated all the relevant reference material about the area/ history/birding/etc. Bed was comfortable, shower was good. "
Bayfront cottage w/ bluffside deck & outdoor shower - steps to private beach
Dennis Port Beach House 40 Steps to the Sand. 3 Bedroom
9.8 out of 10, Exceptional, (18)
"This is a beautiful, clean, charming cottage right across from a nice beach. We were very happy overall with this choice. It worked very well for our family of 4. The negatives: When we arrived at midnight after flying to Boston from Colorado we were surprised to learn that there were no linens, no towels, no tissues or paper towels, and no toilet paper in the entire place (there was half a roll of toilet paper left from previous renters). The toilet requires a specialty TP because it’s old...
Dennis Port Beach House 40 Steps to the Sand. 3 Bedroom
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

Breathtaking Riverfront Home with a Lovely Deck, Close to Beach - Dogs OK
8.0 out of 10, Very Good, (63)
"Awesome view very quiet inside could use some refurbishment "
Breathtaking Riverfront Home with a Lovely Deck, Close to Beach - Dogs OK
New Lavish Condo in Heart of Downtown Chatham - Walk to Dining, Shops & Beach
9.6 out of 10, Exceptional, (61)
"Great rental! Location and cleanliness can't be beat. Very walkable in the heart of Chatham, as well as a ten minute walk to the beach. "
New Lavish Condo in Heart of Downtown Chatham - Walk to Dining, Shops & Beach
Edgewater Beach Resort, a VRI resort
3.5 star property
8.8 out of 10, Excellent, (254)
"This was my second stay here and it was lovely. We visited in November for a mother/daughters trip and stayed in the two bedroom suite. Rooms were very clean, had plenty of extra towels and the fireplace was lovely. We used the pool as well and walked on the beach. At sunrise on the beach we had a seal swim up and say hello. Excellent place to have a little R&R"
Edgewater Beach Resort, a VRI resort
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?
Expect to pay between AED 338 and AED 338 per night for cottages in Chatham. Whatever your budget, a fantastic stay is only clicks away on Expedia. 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?
Pick from multiple cottages in Chatham with a total average guest review rating of 9.5. 10 Squanto Drive - One Bedroom House is an ideal place to rest your feet between adventures. This 3.5-star cottage also comes with clothes washing facilities and a patio. 16 Flakeyard Way - Four Bedroom House is another quality option with travelers visiting this area. It has a 3.5-star rating and amenities including a water view and clothes washing facilities.
How many cottages are there in Chatham?
Enjoy the beauty of nature in one of the 341 cottages waiting for you in Chatham. To help you choose an ideal property, use our handy filters to search for must-have amenities or perks.
Why book your cottage in Chatham with Expedia?
Reserving a cottage in Chatham is as simple as deciding on your travel dates and choosing your ideal place for a vacation in the outdoors. From chic retreats to low-cost properties and cottages that feature perks like a pool, Expedia has something for all tastes and styles. As for epic deals? We’ve got them too!
How can I find cheap cottages in Chatham?
With Expedia’s user-friendly filter tool, locating cheap cottages in Chatham is a cinch. To view properties that are friendly on the wallet, fine-tune your search results by star rating, budget and amenities.