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Compare 92 Cottages in Chatham with updated reviews, rates, and availability.

Charming Cottage in Private Lake Community (Pet-Friendly!)
9.6 out of 10, Exceptional, (14)
"Clean and comfortable. We had a great time visiting with friends and family at my daughters baby shower!"
Charming Cottage in Private Lake Community (Pet-Friendly!)
Cozy Cottage in the Woods
10.0 out of 10, Exceptional, (1)
"I have nothing but great things to say about our stay! Our hosts were great and very welcoming. The property was beautiful and our cottage as well. We will most definitely be back! Thank you!"
Cozy Cottage in the Woods
Sunset Cottage: 3 bedrooms, sleeps 6, views, pet friendly, firepit, media room!
9.6 out of 10, Exceptional, (5)
"We were a bit sweltering in the heat, as the AC Units hadn't been installed yet. Rudy was very communicative in terms of getting help, but I was a little surprised that there weren't people readily available to assist should something that affected the stay that much come up. Thankfully the units were installed by the second night. Otherwise, the cottage is a lovely spot and an easy walk from Warren Street."
Sunset Cottage: 3 bedrooms, sleeps 6, views, pet friendly, firepit, media room!
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The Blue Elm - A Historic Berkshire Cottage
10.0 out of 10, Exceptional, (2)
"If I could have given it more than 5 stars I would have. Beautiful, quiet area and the place is stunning. The gas fireplace in the dining area was great, has pretty much everything you could need and incredibly stylish (the retro fridge and microwave were very cool). Can’t speak to the pullout but the king in the master might have been the most comfortable bed I’ve ever slept in and the double shower is awesome. The hosts were friendly and responsive. Went to hike and the number of trails within...
The price is AED 735
AED 1,518 total
includes taxes & fees
16 Jun - 17 Jun
The Blue Elm - A Historic Berkshire Cottage
Rose Cottage
Rose Cottage
Catskill Cottage, Walk to Downtown & River Views
10.0 out of 10, Exceptional, (2)
"We were looking for a place to stay when visiting our son who lives in the Catskill area. The cottage was perfect. It was in a great location in town close to breweries, shops, and restaurants. It was beautifully furnished and very spacious. We definitely plan on staying there again when we visit our son."
The price is AED 404
AED 665 total
includes taxes & fees
2 Jun - 3 Jun
Catskill Cottage, Walk to Downtown & River Views
Loblolly Cottage - Enchanting Retreat set among towering pines.
9.8 out of 10, Exceptional, (28)
"This is a beautiful, cozy, and comfortable cottage. The attention to design detail, stained glass windows in the peaks, lantern wall lights, and barn wood beams, makes this a special place. We were there on a cold and rainy weekend and it was a perfect place to just relax. "
Loblolly Cottage - Enchanting Retreat set among towering pines.
Quiet rustic cottage with shared lake access
10.0 out of 10, Exceptional, (94)
"A very nice stay. Communication with the host was great. We kept bothering her with questions and she responded quickly. The place is really beautiful. We lit a fire each night and played some of the provided games and watched Netflix. It's an easy drive to Great Barrington to get groceries at the Berkshire coop. We also took advantage of our surroundings and hikes on the AT a little each day. Next time we'll use the host's canoe to explore Lake Buel. The only minor complaint I would have is...
Quiet rustic cottage with shared lake access
Cozy cottage with pool, walking distance to lake
10.0 out of 10, Exceptional, (11)
"Very clean property with nice amenities near beautiful lake. Beds were comfortable owner very helpful with anything you might need"
Cozy cottage with pool, walking distance to lake
Charming Cottage in the Heart of Catskill & Pet Friendly
10.0 out of 10, Exceptional, (7)
"The Catskill Nook is beautiful and cozy with all the ameneties on the inside. And on the outside it's just a short walk away from main street with shops, bars and restaurants. Owners have thought of everything, and communication was effortless and very welcoming."
Charming Cottage in the Heart of Catskill & Pet Friendly
Fun Getaway Lakehouse in the Hudson Valley
10.0 out of 10, Exceptional, (8)
"This was an excellent stay in a perfect location to explore both the Hudson Valley and the Berkshires. Host communicated seamlessly, and house is precisely as described. Very spacious and furnished in a neutral tones, minimalist style. Would recommend."
Fun Getaway Lakehouse in the Hudson Valley
Spacious Cottage Retreat on Beautiful 2-Acres
10.0 out of 10, Exceptional, (1)
"Imagine walking into a bright, open space surrounded by comfy furniture, a virtual library of interesting books, a complete kitchen, and best of all, wonderful, thoughtful hosts. If Kinderhook (or the Hudson Valley Region in general) is your destination, don't hesitate to book this private, airy oasis. Everything you want and need is here if your goal is a relaxing, comfortable stay in the beautiful Mid-Hudson Valley."
Spacious Cottage Retreat on Beautiful 2-Acres
Cozy Berkshire cottage with fireplace.
10.0 out of 10, Exceptional, (20)
"the property was very well maintain, the host put alot of very personal and special touches inside the house.i have stayed in alot of houses over the years, but this one the host made you feel right at home."
Cozy Berkshire cottage with fireplace.
Morgan House on Crooked Lake
10.0 out of 10, Exceptional, (6)
"Beautiful home on water. Perfect place to have family gatherings! Looking forward to another visit. Best area for pizza, too! ( Kay’s)"
Morgan House on Crooked Lake
Cozy Hudson Valley Lake Cottage :Kayaks Included, great swimming, near Hudson!
10.0 out of 10, Exceptional, (2)
"The house is very cozy with a well appointed kitchen and a beautiful view of the lake. We would like to go back some day. The host is very responsive and kind."
Cozy Hudson Valley Lake Cottage :Kayaks Included, great swimming, near Hudson!
Cozy Berkshires Cottage w/ 11 Private Acres!
Cozy Berkshires Cottage w/ 11 Private Acres!
Beachwood Cottage
10.0 out of 10, Exceptional, (1)
"Second time staying at the property. Comfortable, low key cabin. Access to private beach a big plus. Near Lenox, Stockbridge and Tanglewood."
Beachwood Cottage
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
3.5 star property
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
Summer Cottage on 5-acre woods w Games & BBQ, 20 min to Hudson
10.0 out of 10, Exceptional, (1)
"Absolutely beautiful location. Lots of hiking nearby. Countless places, towns, attractions, etc. to check out. The house was better than the pictures suggest. We are already making plans to return in the Spring / Summer."
Summer Cottage on 5-acre woods w Games & BBQ, 20 min to Hudson
Cozy Catskills Home w/ Pond on 2 Acres!
3.0 star property
10.0 out of 10, Exceptional, (1)
"There is nothing we didnt like i would recommend this place to anyone. It was clean, quiet, close to everything but far enough away to feel private. We will be back again."
Cozy Catskills Home w/ Pond on 2 Acres!
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See all available properties in Chatham
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.

Other property types in Chatham

Jiminy Peak Mountain Resort
3.0 star property
8.2 out of 10, Very Good, (858)
"The property was great. I would say a little more cleanliness in the bathtub! Overall, amazing!"
The price is AED 584
AED 641 total
includes taxes & fees
2 Jun - 3 Jun
Jiminy Peak Mountain Resort
Micosta Leisure Inn
3.0 star property
9.0 out of 10, Wonderful, (72)
"Expedia said they have a Sunday buffet, but they didn't."
The price is AED 461
AED 517 total
includes taxes & fees
2 Jun - 3 Jun
Micosta Leisure Inn
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
10.0 out of 10, Exceptional, (29)
"We had a great time at The Freeman! The little touches like fresh fruit and a welcome basket made it even more special for our family getaway."
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
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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