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Search results; Over 1,000 homes in Kent

Top guest favorite
Home in Kent
Renovated Dutch colonial near Main Street
4 bedrooms, 4 beds, 2.5 private baths
Aug 13 – 18
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4.89 out of 5 average rating, 149 reviews
Apartment in Kent
Newly renovated with mountain views
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 2 beds, 1 bath
Aug 24 – 29
Top guest favorite
Guest suite in Kent
Walk to town with a private backyard
4.99 out of 5 average rating, 134 reviews, 1 bedroom, 1 bed, 1 bath
Aug 27 – Sep 1
Top guest favorite
Farm stay in Kent
Converted barn with hot tub and sauna
4.88 out of 5 average rating, 369 reviews, 3 bedrooms, 8 beds, 2.5 baths
Aug 15 – 20
Top guest favorite
Apartment in Kent
Mid-century modern with river and field views
4.98 out of 5 average rating, 84 reviews, 2 beds, 1 bath
Aug 23 – 28
Top guest favorite
Guest suite in Kent
Pool and fire pit near Kent Falls
4.98 out of 5 average rating, 52 reviews, 2 bedrooms, 3 beds, 1 bath
Aug 16 – 21
Top guest favorite
Home in Kent
Stone fireplace and screened porch with skylights
4.97 out of 5 average rating, 109 reviews, 2 bedrooms, 3 beds, 1 bath
Aug 24 – 29
Top guest favorite
Home in Kent
Newly built guesthouse overlooking a nature preserve
5.0 out of 5 average rating, 20 reviews, 2 bedrooms, 3 beds, 1 bath
Aug 17 – 22
Top guest favorite
Home in Kent
Sun-filled hilltop home on one acre
4.96 out of 5 average rating, 70 reviews, 2 bedrooms, 2 beds, 1.5 baths
Oct 16 – 21
Home in Kent
Cape with a fire pit, walkable downtown
New place to stay, 3 bedrooms, 3 beds, 2 baths
Aug 15 – 22
Guest favorite
Barn in Kent
Barn with a fireplace in Litchfield Hills
4.8 out of 5 average rating, 152 reviews, 1 bedroom, 2 beds, 1 bath
Sep 15 – 20
Home in Kent
Riverfront with a baby grand piano
4.71 out of 5 average rating, 14 reviews, 3 bedrooms, 3 beds, 1.5 baths
Aug 16 – 21
Top guest favorite
Home in Kent
Rustic farmhouse with valley views and pool
5.0 out of 5 average rating, 21 reviews, 4 bedrooms, 5 beds, 2 baths
Sep 8 – 13
Top guest favorite
Vacation home in Warren
New home on 10 acres with trails
4.98 out of 5 average rating, 227 reviews, 3 bedrooms, 4 beds, 2 baths
Aug 23 – 28
Top guest favorite
Cabin in Kent
Mountaintop log cabin with sauna and fireplace
4.95 out of 5 average rating, 66 reviews, 4 bedrooms, 5 beds, 3 baths
Aug 25 – 30
Guest favorite
Home in Cornwall
Farmhouse on a working dairy farm
4.98 out of 5 average rating, 184 reviews, 2 bedrooms, 2 beds, 1 bath
Oct 29 – Nov 3
Top guest favorite
Home in New Milford
Cottage overlooking fields and Long Mountain
5.0 out of 5 average rating, 41 reviews, 1 bedroom, 1 bed, 1 bath
Sep 21 – 26
Home in Washington
Restored 1927 cottage overlooking Lake Waramaug
New place to stay, 2 bedrooms, 2 beds, 1.5 baths
Aug 13 – 18
Top guest favorite
Camper/RV in Wassaic
1970 Airstream with a hot tub
4.99 out of 5 average rating, 96 reviews, 3 beds, 1 bath
Sep 6 – 11