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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, 374 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, 97 reviews
Guest favourite
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, 6 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
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, 8 reviews
Top guest favourite
Camper van/Motorhome in Wassaic
Glamp in a 1970s Airstream | Hot Tub | NYC Train
3 beds, 1 bathroom
6–11 Sept
4.99 out of 5 average rating, 96 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
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
Room in Poughkeepsie
Hudson Pond · Garden Queen Suite · GF Breakfast
1 queen bed, 1 bathroom
31 Aug – 6 Sept
4.99 out of 5 average rating, 165 reviews
Top guest favourite
Home in Warren
The Mountain Laurel Overlook
3 bedrooms, 3 beds, 2 bathrooms
13–18 Aug
4.96 out of 5 average rating, 24 reviews
Top guest favourite
Home in Kent
Charming Home in Kent
2 bedrooms, 2 queen beds, 1.5 bathrooms
16–21 Oct
4.96 out of 5 average rating, 70 reviews
Top guest favourite
Flat in Hyde Park
Private, cozy, clean, apartment in Hyde Park NY
1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
4.94 out of 5 average rating, 54 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
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 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 Rhinebeck
3Br Hilltop Ranch on 130acre farm w/ falls & creek
3 bedrooms, 4 beds, 2 bathrooms
27 Sept – 2 Oct
4.95 out of 5 average rating, 300 reviews
Guest favourite
Home in Pawling
Private Lake House, Retreat
2 bedrooms, 2 beds, 1 bathroom
27 Aug – 1 Sept
4.93 out of 5 average rating, 30 reviews
Top guest favourite
Cottage in Litchfield
The oldest home in Litchfield.
3 bedrooms, 5 beds, 2 bathrooms
16–21 Aug
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Cabin in Wassaic
Cozy Hudson Valley House
3 bedrooms, 5 beds, 2 bathrooms
4–9 Sept
4.97 out of 5 average rating, 92 reviews