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Search results; Over 1,000 homes in South Kent

Home in Kent
Cozy Kent Cape
3 bedrooms, 3 beds, 2 bathrooms
13–20 Aug
New place to stay
Flat in Kent
Kent Village Apartment
2 bedrooms, 2 queen beds, 1 bathroom
11–16 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Kent
Cozy house w/ screened porch near Kent & falls
2 bedrooms, 3 beds, 1 bathroom
24–29 Aug
4.97 out of 5 average rating, 109 reviews
Top guest favourite
Home in Kent
Modern Farmhouse Gem minutes from downtown Kent CT
4 bedrooms, 5 beds, 2.5 bathrooms
31 Aug – 5 Sept
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Home in Kent
Kent village home 2 hrs from NYC
4 bedrooms, 4 beds, 2.5 bathrooms
11–16 Aug
4.89 out of 5 average rating, 149 reviews
Top guest favourite
Home in Kent
Stunning Hillside Retreat Close to Kent
2 bedrooms, 3 beds, 1 bathroom
17–22 Aug
5.0 out of 5 average rating, 19 reviews
Top guest favourite
Farm stay in Kent
(°) The Wandering Peacock (°)
3 bedrooms, 8 beds, 2.5 bathrooms
11–16 Aug
4.88 out of 5 average rating, 368 reviews
Top guest favourite
Guest house in Litchfield
Cozy Guest House on 15 Acres
3 bedrooms, 3 beds, 1.5 bathrooms
15–20 Aug
4.98 out of 5 average rating, 45 reviews
Top guest favourite
Home in Dover Plains
Millstone Manor with East Mountain View
3 bedrooms, 3 beds, 1 bathroom
17–22 Sept
5.0 out of 5 average rating, 86 reviews
Guest house in Washington
Tiny House Magic
1 bedroom, 1 queen bed, 1 bathroom
16–21 Aug
4.72 out of 5 average rating, 335 reviews
Guest favourite
Cottage in Kent
Kent Collection | Garden Cottages | The Train Car
1 bedroom, 3 beds, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 14 reviews
Guest favourite
Farm stay in New Milford
Mabels Hollow Farm in Litchfield County
4 bedrooms, 5 beds, 2 bathrooms
12–17 Aug
4.97 out of 5 average rating, 31 reviews
Top guest favourite
Home in Dover Plains
Hillside Grove
4 bedrooms, 5 beds, 2 bathrooms
23–28 Aug
4.96 out of 5 average rating, 95 reviews
Guest favourite
Barn in Kent
Country Guest Cottage/Barn
1 bedroom, 2 beds, 1 bathroom
15–20 Sept
4.8 out of 5 average rating, 152 reviews
Top guest favourite
Campsite in Dover Plains
Hidden gem, cozy canvas tents, ev charger, hot tub
2 bedrooms, 3 beds, 1 bathroom
15–20 Aug
4.97 out of 5 average rating, 75 reviews
Top guest favourite
Home in New Milford
Cozy cottage
1 bedroom, 1 queen bed, 1 bathroom
21–26 Sept
5.0 out of 5 average rating, 41 reviews
Home in Warren
Rustic Farmhouse; Cozy Apartment; Litchfield Cnty
2 bedrooms, 2 queen beds, 1 bathroom
10–15 Aug
4.72 out of 5 average rating, 260 reviews
Top guest favourite
Home in Torrington
Enjoy the NW Hills, then relax by the river…
3 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
5.0 out of 5 average rating, 12 reviews