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Compare 314 Cottages in Chatham with updated reviews, rates, and availability.

New Listing!! Panoramic Bay Views!

New Listing!! Panoramic Bay Views!

Steps to the Ocean! Perfect Location!!!

10.0 out of 10, Exceptional, (201)
"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 with Beach Access

9.2 out of 10, Wonderful, (9)
"Enjoyed returning to the familiar place where we've had so many great family memories."
Cozy Cape Cottage with Beach Access

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

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!

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

Cozy Cape Cottage with Beach Access

10.0 out of 10, Exceptional, (4)
"The walk to the beach elevates the home"
Cozy Cape Cottage with Beach Access

Cozy Cape Cottage with Beach Access

8.8 out of 10, Excellent, (9)
"The beach path, distance to bike path and Kingsbury beach made this vacation very relaxing and enjoyable. "
Cozy Cape Cottage with Beach Access

Clean and Cute Brewster Cottage

10.0 out of 10, Exceptional, (12)
"A lovely stay. Brewster is a beautiful town. Cottage was set back from the road, nestled among a small development of cottages. It was quiet, clean, sleek and tastefully decorated with new amenities. My daughter and I found the mattresses a little trying but my husband liked the memory foam of the queen bed. Proprietor was very responsive. We enjoyed the nearby bike trail, although it was on a busy road to get there. Crosby Landing was our favorite local swimming beach. Paines Creek our favorite...
Clean and Cute Brewster Cottage

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

9.8 out of 10, Exceptional, (167)
"Absolutely loved this property. The house was small, clean, and right on the beach. Perfect for 2 people. The only reason I’m giving 4 stars is because I just went to book this place again for next year and the price has been raised to $600 a night. So sad, I wanted to go back but not at that price. "
Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks

Oceanfront Cape Cod Gem w/ Balcony, Pets Welcome

9.2 out of 10, Wonderful, (58)
"We had a wounderful long weekend. "
Oceanfront Cape Cod Gem w/ Balcony, Pets Welcome

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.

Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!

9.6 out of 10, Exceptional, (100)
"A very comfortable few days on the mid-Cape. Great location, great little cottage. Quiet, private, clean. I'd do it again!"
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!

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

9.6 out of 10, Exceptional, (54)
"What a great place. Incredible views!! Comfortable and Clean accommodations. The kitchen is small but so cute! We had a great time and will be back!"
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

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

Charming, Dog-Friendly Cottage w/ Free WiFi & a Kitchenette - Close to the Beach

8.0 out of 10, Very Good, (15)
"I found this sweet place to get away to after loosing my husband of 35yrs. It was the perfect place for me...just peaceful, quaint, abundant with flowering window boxes on the cottages, and the nicest hosts...Mary and Marianne,"
Charming, Dog-Friendly Cottage w/ Free WiFi & a Kitchenette - Close to the Beach

WALK TO RESTAURANTS, SHOPS & LIQUOR STORE!! CLOSE TO DOWNTOWN CHATHAM!!

9.4 out of 10, Exceptional, (83)
"My daughters and I were in town for the annual Christmas Stroll. Sharon's house is adorable, clean, comfortable and you cannot beat the location. Very close to town and the the fish market where we purchased steamed and cracked lobster for our dinner. We enjoyed walking down to White Pond to watch the gorgeous sunset. Street is tucked away off of Rte 28 on a quiet road. Fabulous and festive weekend. "
WALK TO RESTAURANTS, SHOPS & LIQUOR STORE!! CLOSE TO DOWNTOWN CHATHAM!!

Dog-friendly beach cottage on Harwich's main street with large lawn

8.8 out of 10, Excellent, (28)
"Perfect home and location. Thank you!"
Dog-friendly beach cottage on Harwich's main street with large lawn

Fire Pit, Walk to Beach: Waterfront Hyannis Gem

9.8 out of 10, Exceptional, (20)
"Place was clean and easy to access, lots of amenities and the owner was great to deal with. "
Fire Pit, Walk to Beach: Waterfront Hyannis Gem
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, (65)
"Wonderful off season vacation home with a fabulous view of the river. Avoid going in the summer as there is no upstairs air conditioning .and all the glass"
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, (62)
"Stayed here for a friends wedding and loved the natural lit, well appointed apartment. The dedicated parking space was great, and close enough to walk to anything I needed over the duration of the stay. Very clean and well kept, would gladly stay again. "
New Lavish Condo in Heart of Downtown Chatham - Walk to Dining, Shops & Beach

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

9.6 out of 10, Exceptional, (87)
"Wonderful, restful time in this nice, clean home. "
The price is AED 338
AED 1,519 total
includes taxes & fees
29 Jan - 30 Jan
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
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 and 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 9.3. 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 314 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.