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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, 76 reviews
"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
Dainty New Preston Cottage w/ Dock & Lake Views!
9.0 out of 10, Wonderful, 32 reviews
"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 reviews
"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
Candlewood Lake Retreat with year round views
10.0 out of 10, Exceptional, 7 reviews
"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 reviews
"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 reviews
"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 review
"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, 15 reviews
"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 reviews
"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 reviews
"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 reviews
"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 reviews
"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 reviews
"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 reviews
"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 reviews
"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 reviews
"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 reviews
"Enjoyed our stay was clean "
New Fairfield Home w/ Beach Access & Fire Pit
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See all available properties in South Kent
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, 76 reviews
"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 reviews
"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!
Lakeview Home 3 Private Beaches w/ Kayaks, on Squantz Pond
9.6 out of 10, Exceptional, 59 reviews
"We had a lovely weekend stay for a quick family get-away. The main kitchen and living area has spectacular views onto the lake as does the deck where we spent most of our time. The lake is just across the very quiet street. The kitchen is incredibly well stocked, the host super responsive and the rooms very comfortable. We did not use the well equipped basement work-out and additional TV space but it looked great. Easy to get to grocery store, hikes, local attractions but honestly we just loved...
Lakeview Home 3 Private Beaches w/ Kayaks, on Squantz Pond
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.

South Kent Cottages information

Number of reviews
259
Accommodation
51 Cottages
Lowest Price
Highest Price

Frequently asked questions

How much do cottages in South Kent cost?
You can expect to pay between and per night for cottages in South Kent. Whatever your budget, an excellent stay is only a few clicks away on Expedia. 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 South Kent with Expedia?
Reserving a cottage in South Kent is as simple as working out your travel dates and choosing an ideal place for a getaway in nature. From luxurious retreats to low-cost properties and cottages that include amenities like a kitchenette, Expedia has something for all tastes and styles. As for awesome deals? We have them too!
How can I find cheap cottages in South Kent?
With Expedia’s user-friendly filter tool, sourcing cheap cottages in South Kent has never been simpler. To find accommodations that’ll make your bank balance smile, fine-tune your search results by star rating, amenities and budget.
What is there to do in South Kent near my cottage?
You’ll find tons of wonderful things to do and see in South Kent. Head for major attractions like Kent Falls State Park, Lake Waramaug State Park and Hopkins Vineyard. Macedonia Brook State Park, Mount Bushnell State Park and Lake Waramaug are also on many to-do lists.

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