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Search results; Over 1,000 homes in South Kent

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Top guest favourite
Flat in Kent
Kent Village Apartment
2 bedrooms, 2 queen beds, 1 bathroom
1–6 Nov
5.0 out of 5 average rating, 10 reviews
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Top guest favourite
Home in Kent
Modern Farmhouse Gem minutes from downtown Kent CT
4 bedrooms, 5 beds, 2.5 bathrooms
12–17 Oct
5.0 out of 5 average rating, 21 reviews
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Top guest favourite
Farm stay in Kent
(°) The Wandering Peacock (°)
3 bedrooms, 8 beds, 2.5 bathrooms
5–10 Oct
4.88 out of 5 average rating, 372 reviews
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Guest favourite
Home in Kent
Beautiful Barn w/ Pond Views. Pool/hot tub/sauna
3 bedrooms, 3 beds, 2 bathrooms
11–16 Oct
4.9 out of 5 average rating, 72 reviews
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Top guest favourite
Home in Kent
Cozy house w/ screened porch near Kent & falls
2 bedrooms, 3 beds, 1 bathroom
31 Oct – 5 Nov
4.97 out of 5 average rating, 112 reviews
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Top guest favourite
Home in Dover Plains
Hillside Grove
4 bedrooms, 5 beds, 2 bathrooms
11–16 Nov
4.96 out of 5 average rating, 105 reviews
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Top guest favourite
Guest suite in Kent
Bright 1-bedroom in walking distance to town
1 bedroom, 1 bed, 1 bathroom
10–15 Dec
4.99 out of 5 average rating, 139 reviews
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Home in Kent
The Ultimate Weekend Escape from NYC for Families
4 bedrooms, 4 beds, 2 bathrooms
4–9 Oct
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Top guest favourite
Cabin in New Milford
Stylish & Scenic Escape: Chef's Kitchen ~ Hot Tub
3 bedrooms, 4 beds, 2.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 113 reviews
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Top guest favourite
Guest suite in Kent
2 bedroom private suite. 2nd floor. No kitchen.
2 bedrooms, 3 beds, 1 bathroom
12–17 Oct
4.97 out of 5 average rating, 58 reviews
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Top guest favourite
Home in Kent
Charming Home in Kent
2 bedrooms, 2 queen beds, 1.5 bathrooms
15–20 Dec
4.96 out of 5 average rating, 71 reviews
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Guest favourite
Farm stay in New Milford
Mabels Hollow Farm in Litchfield County
5 bedrooms, 6 beds, 2 bathrooms
4–9 Oct
4.97 out of 5 average rating, 31 reviews
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Flat in Pawling
Cozy Retreat in Quaker Hill, Pawling
2 bedrooms, 2 beds, 1 bathroom
1–6 Oct
New place to stay
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Top guest favourite
Home in Kent
Kent village home 2 hrs from NYC
4 bedrooms, 4 beds, 2.5 bathrooms
11–16 Nov
4.89 out of 5 average rating, 151 reviews
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Top guest favourite
Flat in Kent
MCM Studio in the Meadow - Short Walk to Town
2 beds, 1 bathroom
27 Oct – 1 Nov
4.98 out of 5 average rating, 88 reviews
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Top guest favourite
Home in New Milford
Merryall Manor 5 BDR Home + Game room + Fire pit
5 bedrooms, 6 beds, 3 bathrooms
1–6 Oct
5.0 out of 5 average rating, 52 reviews
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Top guest favourite
Barn in Dover Plains
Punto Pino Farm Stay
1 bedroom, 2 beds, 1 bathroom
11–16 Oct
5.0 out of 5 average rating, 14 reviews
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Guest favourite
Home in Kent
Country retreat on 4 private acres
3 bedrooms, 4 beds, 2 bathrooms
27 Oct – 1 Nov
4.96 out of 5 average rating, 47 reviews