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Compare 59 Cottages in 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, (76)
"Perfect weather for a getaway! Great location to get to get around. Cottage was perfect for us. Fire pit was great to hang out at. Went kayaking across the street. Beautiful lake. However, the access to the lake was a wee bit steep but we are in shape to handle it. All in all it was a great time!"
Lake Cottage 3 Private Beaches w/ Kayaks, 1 hour & 15 Minutes from NYC
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
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!
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.
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
Lakeview property in private community. Lake & beach access. Swim/Kayak all day!
Lakeview property in private community. Lake & beach access. Swim/Kayak all day!
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
Newly renovated cottage on the lake!
10.0 out of 10, Exceptional, (15)
"Perfect location right next to the lake"
Newly renovated cottage on the lake!
Cozy cottage with kettle pond lake 2 minutes away
Cozy cottage with kettle pond lake 2 minutes away
Country Cottage Retreat
10.0 out of 10, Exceptional, (9)
"we had a wonderful time! the cottage was very comfortable and really well-appointed. We made the most of the fireplace and our two dogs loved the access to the field and woods nearby. Susanne, the host, gave us great directions and was super friendly and helpful and we really appreciated the scones,chocolate and fresh local eggs left for us. We made the most of the easy access to the Rhinebeck restaurtants and hikes in the area and would love to come back! Thank you"
Country Cottage Retreat
Two Bedroom Cottage Close To Town
9.2 out of 10, Wonderful, (12)
"Beautiful location and property. Close to hiking and dining. House is perfect and has everything you need."
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
The Cottage at Highland Lake, year-round, waterfront with a boat dock
10.0 out of 10, Exceptional, (3)
"happen to get beautiful weather while staying at the cottage at highland lake. so nice to wake up with a view, and then at sunset to enjoy the glass like water."
The Cottage at Highland Lake, year-round, waterfront with a boat dock
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
9.6 out of 10, Exceptional, (14)
"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
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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 Kent

Spectacular Short Term Vacation Rental in Kent
9.6 out of 10, Exceptional, (74)
"For the groomsman it was perfect crazy fun."
Spectacular Short Term Vacation Rental in Kent
Lake Cottage 3 Private Beaches w/ Kayaks, 1 hour & 15 Minutes from NYC
9.4 out of 10, Exceptional, (76)
"Perfect weather for a getaway! Great location to get to get around. Cottage was perfect for us. Fire pit was great to hang out at. Went kayaking across the street. Beautiful lake. However, the access to the lake was a wee bit steep but we are in shape to handle it. All in all it was a great time!"
Lake Cottage 3 Private Beaches w/ Kayaks, 1 hour & 15 Minutes from NYC
Studio near Millbrook, Poughkeepsie. Close to Polo Club w/ mini farm!
9.0 out of 10, Wonderful, (30)
"Very charming one room apartment with bathroom and kitchen area. Beautiful surrounding you with very pleasant hosts"
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.

Kent Cottages information

Number of reviews
270
Accommodation
59 Cottages
Lowest Price
Highest Price

Frequently asked questions

How much do cottages in Kent cost?
Cottages in Kent range between and per night. These retreats offer a chance to get in tune with nature — at a price you can afford. This price was 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.
Why book your cottage in Kent with Expedia?
Expedia has some superb cottages in Kent, so start packing your bags for an unforgettable vacation on nature’s doorstep. If you have a budget, click on how much you want to spend and your preferred property star rating. Or, make your way to the filters to search for cottages with a pool or free WiFi. We’ll help you find the perfect place whatever your plans or bank balance.
How can I find cheap cottages in Kent?
With Expedia’s convenient filter tool, booking cheap cottages in Kent has never been simpler. To discover accommodations that’ll make your hip pocket happy, fine-tune your search results by star rating, budget and amenities.
What is there to do in Kent near my cottage?
Kent has enough sights and activities to keep you amused for weeks, beginning with Lake Waramaug State Park. Macedonia Brook State Park, Sharon Audubon Center and Morrison Gallery are other well-known attractions. If you’re lingering longer, Ober Gallery and Sloane-Stanley Museum will put the finishing touches on your itinerary.

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