Search Cottages in South Kent

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Compare 51 Cottages in South Kent with updated reviews, rates, and availability.

Lake Cottage 3 Private Beaches w/ Kayaks, 1 hour & 15 Minutes from NYC
9.4 out of 10, Exceptional, (75)
"We had such an awesome stay! Check in process was easy! Amazing scenery amazing adventure we had with our two furr babies!"
Lake Cottage 3 Private Beaches w/ Kayaks, 1 hour & 15 Minutes from NYC
Dainty New Preston Cottage w/ Dock & Lake Views!
9.0 out of 10, Wonderful, (32)
"Loved our time at this cozy cottage by the lake!! Beautiful views and great antique decor in the cottage!!"
Dainty New Preston Cottage w/ Dock & Lake Views!
Guest Cottage on Country Estate
9.2 out of 10, Wonderful, (33)
"My husband and son stayed here for 5 days. They had a fabulous time hiking in the state park nearby. Thanks for a great stay!"
Guest Cottage on Country Estate
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Candlewood Lake Retreat with year round views
10.0 out of 10, Exceptional, (7)
"We thoroughly enjoyed our time at this wonderful little home. It was pleasantly quiet and secluded, but was just minutes away from some wonderful restaurants and just a short walk to the lake. The hosts were just so responsive and accommodating. We also had one day of rainy weather, which afforded us the opportunity to simply stay in and relax. The kitchen had all of the amenities we could have asked for. The seating area on the deck was spacious and comfortable. We are certainly looking forward...
Candlewood Lake Retreat with year round views
Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
10.0 out of 10, Exceptional, (20)
"We were in area from Uk visiting friends who live not far away. So this little home was just ideal for us. Weather improved on the day we left so we didnt sit outside by the lake but we did enjoy watching the birds and fish."
Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
Cozy cottage with kettle pond lake 2 minutes away
Cozy cottage with kettle pond lake 2 minutes away
Sweet Dotti's Cottage on Candlewood Lake - 60M NYC
9.8 out of 10, Exceptional, (13)
"Perfect location for families with young children and pets to play in the water with limited boat traffic. Great yard with patios and fire pit for relaxing. Property manager was very responsive and great to work with. Would definitely stay again. Thank you for the great vacation memories!"
Sweet Dotti's Cottage on Candlewood Lake - 60M NYC
East Fishkill Escape, Close to Red Wing Park!
3.0 star property
8.0 out of 10, Very Good, (1)
"House was very clean and owners seemed kind and thoughtful. They was a bottle of wine waiting for us at arrival. Beds and linens were very comfortable and shower had great water pressure. The view from the balcony is splendid with cozy outdoor furniture and an area for yoga or meditation. We just found the decor to be a little schizophrenic and overwhelming. This is a great place for two adults and a couple of kids to stay. If two couples are going, they would need to be very comfortable...
East Fishkill Escape, Close to Red Wing Park!
Newly renovated cottage on the lake!
10.0 out of 10, Exceptional, (14)
"Visited a local winery, Distillary & Ice Cream shop! Ate at Salt Water Grille, Met up with extended family from Mass."
Newly renovated cottage on the lake!
Idillic summer getaway in Litchfield Hills, CT.
10.0 out of 10, Exceptional, (11)
"Came here for a birthday getaway filled with hiking, and great restaurants! It rained the entire time, but this beautiful cottage was so relaxing, with the windows overlooking the private backyard, we simply sat and read and watched the rain roll by. Lots of room, spacious bedrooms. Great for a family."
Idillic summer getaway in Litchfield Hills, CT.
Two Bedroom Cottage Close To Town
9.2 out of 10, Wonderful, (12)
"Had a wonderful stay. Great location for our visit to my son’s school."
Two Bedroom Cottage Close To Town
Be in Nature at this Gorgeous Riverfront Cabin
10.0 out of 10, Exceptional, (7)
"What a wonderful find! My family stayed at this adorable cottage for my daughter's college graduation, and we couldn't be more pleased. From the communication with the host, to the lovely and fresh interiors, the amazing property and creek that surrounds, to the beautiful sounds of the birds in the morning... it was just perfect. Thank you!"
Be in Nature at this Gorgeous Riverfront Cabin
Lakeview property in private community. Lake & beach access. Swim/Kayak all day!
Lakeview property in private community. Lake & beach access. Swim/Kayak all day!
Modern, cozy 3 bedroom lakeside cottage
10.0 out of 10, Exceptional, (3)
"Really nice place and everything was as expected. Good location with access to all Litchfield County has to offer."
Modern, cozy 3 bedroom lakeside cottage
Cozy 2-bedroom Cottage with Access to Bantam Lake
10.0 out of 10, Exceptional, (13)
"Even with horrible weather, we had a wonderful stay!"
Cozy 2-bedroom Cottage with Access to Bantam Lake
Lakefront Brewster Vacation Rental w/ Private Dock
Lakefront Brewster Vacation Rental w/ Private Dock
Cottage Retreat - Historic Cottage Home w Home Gym
6.0 out of 10, (3)
"Door code invalid as relayed. Check in time not honored. Upon entry thermostat read 41degrees on a a damp cold day. Multiple diffusers, plug-ins did not offset the dirty diaper, blood stained sheet, & foul bathroom smell. Meager linen supply, lack of detergent, rodent bags rounded out this thoroughly unpleasant experience."
Cottage Retreat - Historic Cottage Home w Home Gym
Peaceful Goshen Cottage w/ Screened Porch & Views!
9.0 out of 10, Wonderful, (27)
"House was just right for our needs . Very comfortable ,clean, and private. We were in the area for family weekend at Kent School, wish we had more time to spend at the home and enjoy the great outdoors with the fall foliage and the nice outdoor fireplace. would definitely stay here again.."
Peaceful Goshen Cottage w/ Screened Porch & Views!
Cozy Lakefront Cottage on Candlewood- swim, relax, hike, wineries 90min from NYC
10.0 out of 10, Exceptional, (3)
"We really enjoyed our stay at the cottage. The location was ideal for visiting family and exploring the area. Sherman is super nice. And the house had everything we needed and charm to spare. It was winter, so we didn't make use of the lake, but when it snowed one morning, the scene was gorgeous. Thanks!"
Cozy Lakefront Cottage on Candlewood- swim, relax, hike, wineries 90min from NYC
New Fairfield Home w/ Beach Access & Fire Pit
3.0 star property
9.0 out of 10, Wonderful, (2)
"Enjoyed our stay was clean "
New Fairfield Home w/ Beach Access & Fire Pit
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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 South Kent

Lake Cottage 3 Private Beaches w/ Kayaks, 1 hour & 15 Minutes from NYC
9.4 out of 10, Exceptional, (75)
"We had such an awesome stay! Check in process was easy! Amazing scenery amazing adventure we had with our two furr babies!"
Lake Cottage 3 Private Beaches w/ Kayaks, 1 hour & 15 Minutes from NYC
Lakeview Home 3 Private Beaches w/ Kayaks, on Squantz Pond
9.6 out of 10, Exceptional, (58)
"Property manager was very kind and responsive. Greatly enjoyed the views of the pond and the basement pool and ping pong tables. Great time playing these games with mybson as the weather wasn't conducive for water activities."
Lakeview Home 3 Private Beaches w/ Kayaks, on Squantz Pond
Studio near Millbrook, Poughkeepsie. Close to Polo Club w/ mini farm!
9.0 out of 10, Wonderful, (29)
"Lovely stay! Comfortable accommodation and welcoming family."
Studio near Millbrook, Poughkeepsie. Close to Polo Club w/ mini farm!
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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