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Search results; Over 1,000 homes in Dover Plains

Top guest favourite
Flat in Dover Plains
Hoppy Hill Farm House
1 bedroom, 2 beds, 1.5 private bathrooms
7–12 Sept
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4.91 out of 5 average rating, 373 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
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
Superhost
Dome in Dover Plains
Architect-Designed Dome on Private 7-Acre Retreat
1 bedroom, 2 beds, 1 bathroom
10–15 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Barn in Dover Plains
Punto Pino Farm Stay
1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Camper van/Motorhome in Wassaic
Glamp in a 1970s Airstream | Hot Tub | NYC Train
3 beds, 1 bathroom
23–28 Aug
4.99 out of 5 average rating, 94 reviews
Top guest favourite
Guest suite in Wingdale
Dog Tail Corners Studio
1 bedroom, 2 beds, 1 bathroom
14–19 Aug
4.97 out of 5 average rating, 69 reviews
Top guest favourite
Home in Kent
Charming Home in Kent
2 bedrooms, 2 queen beds, 1.5 bathrooms
29 Oct – 3 Nov
4.96 out of 5 average rating, 69 reviews
Top guest favourite
Flat in Holmes
Top Side
1 bedroom, 1 bed, 1 bathroom
18–23 Sept
5.0 out of 5 average rating, 137 reviews
Top guest favourite
Tent in Dover Plains
Peaceful wooded site, hot tub, free EV charger
2 bedrooms, 3 beds, 1 bathroom
10–15 Aug
4.96 out of 5 average rating, 49 reviews
Top guest favourite
Room in Rhinecliff
Rhinecliff: King Room with Balcony
1 king bed, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 14 reviews
Guest suite in Poughkeepsie
Cedar Grove
1 bedroom, 1 queen bed, 1 bathroom
16–21 Aug
New place to stay
Top guest favourite
Flat in Millbrook
Red Tail Ridge
1 bedroom, 1 queen bed, 1 bathroom
7–12 Sept
4.94 out of 5 average rating, 247 reviews
Top guest favourite
Barn in Roxbury
Fully Renovated Rural Barn
1 bedroom, 2 beds, 1.5 bathrooms
23–28 Aug
5.0 out of 5 average rating, 106 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, 40 reviews
Top guest favourite
Home in Millerton
The House in a Beautiful Small Upstate Town
4 bedrooms, 7 beds, 3 bathrooms
20–25 Sept
4.97 out of 5 average rating, 260 reviews
Top guest favourite
Guest suite in Litchfield
Hemlock Hill Suite
1 bedroom, 1 king bed, 1 bathroom
9–14 Aug
4.97 out of 5 average rating, 36 reviews
Top guest favourite
Cottage in Clinton Corners
(Hudson Valley) Laughing Duck Cottage
2 bedrooms, 2 queen beds, 1 bathroom
20–25 Sept
4.96 out of 5 average rating, 245 reviews
Top guest favourite
Guest house in New Milford
Luxury in the Litchfield Hills
1 bedroom, 1 king bed, 1 bathroom
11–16 Sept
4.98 out of 5 average rating, 124 reviews