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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, 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
24–29 Aug
5.0 out of 5 average rating, 5 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
Guest favourite
Cottage in Dover Plains
Charming Country House
4 bedrooms, 4 queen beds, 2 bathrooms
24–29 Aug
5.0 out of 5 average rating, 24 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, 96 reviews
Top guest favourite
Guest suite in Wingdale
Dog Tail Corners Studio
1 bedroom, 2 beds, 1 bathroom
23–28 Aug
4.97 out of 5 average rating, 69 reviews
Top guest favourite
Guest suite in Kent
Bright 1-bedroom in walking distance to town
1 bedroom, 1 bed, 1 bathroom
27 Aug – 1 Sept
4.99 out of 5 average rating, 134 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
Room in Hyde Park
Scandinavian Design Dutchess County - 1 of 3 rooms
1 king bed, 1 bathroom
20–25 Sept
4.95 out of 5 average rating, 689 reviews
Top guest favourite
Tent in Dover Plains
Peaceful wooded site, hot tub, free EV charger
2 bedrooms, 3 beds, 1 bathroom
17–22 Aug
4.96 out of 5 average rating, 49 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, 41 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
Top guest favourite
Home in Staatsburg
Boulder Tree House
1 bedroom, 2 beds, 2 bathrooms
7–12 Nov
4.99 out of 5 average rating, 134 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
Guest suite in Poughkeepsie
Cedar Grove
1 bedroom, 1 queen bed, 1 bathroom
1–6 Sept
New place to stay
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
Flat in Kent
Kent Village Apartment
2 bedrooms, 2 queen beds, 1 bathroom
11–16 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Guest house in Clinton Corners
Stunning lake side modern barn in Hudson Valley
1 bedroom, 1 queen bed, 1 bathroom
16–21 Aug
4.98 out of 5 average rating, 45 reviews