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Search results; Over 1,000 homes in Dover Plains

Top guest favourite
Home in Dover Plains
Millstone Manor with East Mountain View
3 bedrooms, 3 beds, 1 private bathroom
17–22 Sept
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5.0 out of 5 average rating, 86 reviews
Top guest favourite
Home in Dover Plains
Hillside Grove
4 bedrooms, 5 beds
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
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
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
23–28 Aug
4.99 out of 5 average rating, 94 reviews
Top guest favourite
Tent in Dover Plains
Peaceful wooded site, hot tub, free EV charger
2 bedrooms, 3 beds
17–22 Aug
4.96 out of 5 average rating, 49 reviews
Top guest favourite
Flat in Holmes
Top Side
1 bedroom, 1 bed
18–23 Sept
5.0 out of 5 average rating, 137 reviews
Top guest favourite
Home in New Milford
Cozy cottage
1 bedroom, 1 queen bed
21–26 Sept
5.0 out of 5 average rating, 40 reviews
Top guest favourite
Room in Poughkeepsie
Hudson Pond · Garden Queen Suite · GF Breakfast
1 queen bed
31 Aug – 6 Sept
4.99 out of 5 average rating, 163 reviews
Flat in Kent
Kent Village Apartment
2 bedrooms, 2 queen beds
8–13 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Rhinebeck
3Br Hilltop Ranch on 130acre farm w/ falls & creek
3 bedrooms, 4 beds
14–19 Sept
4.95 out of 5 average rating, 299 reviews
Top guest favourite
Guest suite in Wingdale
Dog Tail Corners Studio
1 bedroom, 2 beds
14–19 Aug
4.97 out of 5 average rating, 69 reviews
Top guest favourite
Guest house in Litchfield
The Cottage @ 228 Maple
3 bedrooms, 3 beds
26–31 Aug
5.0 out of 5 average rating, 40 reviews
Top guest favourite
Cabin in New Milford
Private Hilltop Cabin at Houndcliffe
3 bedrooms, 5 beds
16–21 Aug
4.96 out of 5 average rating, 92 reviews
Top guest favourite
Guest house in Clinton Corners
Stunning lake side modern barn in Hudson Valley
1 bedroom, 1 queen bed
9–14 Aug
4.98 out of 5 average rating, 45 reviews
Top guest favourite
Home in Sharon
Woodland A-Frame
3 bedrooms, 3 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 26 reviews
Top guest favourite
Barn in Roxbury
Fully Renovated Rural Barn
1 bedroom, 2 beds
23–28 Aug
5.0 out of 5 average rating, 106 reviews
Top guest favourite
Flat in Millbrook
Dragonfly Retreat in the Old Mill, Millbrook, NY
1 bedroom, 1 queen bed
9–14 Aug
4.87 out of 5 average rating, 108 reviews
Top guest favourite
Guest house in New Milford
Luxury in the Litchfield Hills
1 bedroom, 1 king bed
11–16 Sept
4.98 out of 5 average rating, 124 reviews