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Search results; Over 1,000 homes in Dover Plains

Top guest favourite
Home in Dover Plains
Hillside Grove
4 bedrooms, 5 beds, 2 private bathrooms
20–25 Sept
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4.96 out of 5 average rating, 103 reviews
Top guest favourite
Home in Dover Plains
Millstone Manor with East Mountain View
3 bedrooms, 3 beds, 1 bathroom
21–26 Oct
5.0 out of 5 average rating, 90 reviews
Top guest favourite
Home in Dover Plains
Somewhere That’s Green, Gameroom/Bar, Fenced yard
3 bedrooms, 4 beds, 2.5 bathrooms
12–17 Sept
5.0 out of 5 average rating, 49 reviews
Top guest favourite
Barn in Dover Plains
Punto Pino Farm Stay
1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 13 reviews
Guest favourite
Cottage in Dover Plains
Charming Country House
4 bedrooms, 4 queen beds, 2 bathrooms
14–19 Sept
5.0 out of 5 average rating, 25 reviews
Superhost
Home in Dover Plains
Inwood - Scenic Oasis on Working Farm
1 bedroom, 1 king bed, 1 bathroom
21–26 Sept
New place to stay
Top guest favourite
Home in Kent
Cozy house w/ screened porch near Kent & falls
2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
4.97 out of 5 average rating, 112 reviews
Top guest favourite
Home in New Milford
Merryall Manor 5 BDR Home + Game room + Fire pit
5 bedrooms, 6 beds, 3 bathrooms
15–20 Sept
5.0 out of 5 average rating, 52 reviews
Home in Pleasant Valley
Relaxing Lodge Retreat
6 bedrooms, 7 beds, 3.5 bathrooms
14–19 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Sherman
Designers Historic Connecticut Home
5 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Home in Kent
Sugarloaf Mountain Farm
4 bedrooms, 7 beds, 2 bathrooms
12–17 Sept
5.0 out of 5 average rating, 78 reviews
Top guest favourite
Home in Kent
Kent village home 2 hrs from NYC
4 bedrooms, 4 beds, 2.5 bathrooms
27 Sept – 2 Oct
4.89 out of 5 average rating, 151 reviews
Superhost
Home in Wingdale
Dog Tail Corners Main House
3 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in Kent
Kent Village Apartment
2 bedrooms, 2 queen beds, 1 bathroom
19–24 Oct
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Guest suite in Kent
Bright 1-bedroom in walking distance to town
1 bedroom, 1 bed, 1 bathroom
28 Sept – 3 Oct
4.99 out of 5 average rating, 138 reviews
Top guest favourite
Home in New Milford
New Milford CT - Free Spirit Mountain-Ed’s Place
3 bedrooms, 3 beds, 2.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 17 reviews
Home in Sherman
Private 2-Acre Retreat | Candlewood Beach Access
2 bedrooms, 2 queen beds, 1 bathroom
22–27 Sept
New place to stay
Top guest favourite
Home in Sharon
Woodland A-Frame
3 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 32 reviews
Guest favourite
Home in Pawling
Private Lake House, Retreat
2 bedrooms, 2 beds, 1 bathroom
24–29 Sept
4.94 out of 5 average rating, 33 reviews