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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
27 Jul – 1 Aug
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5.0 out of 5 average rating, 85 reviews
Top guest favourite
Home in Dover Plains
Hillside Grove
4.96 out of 5 average rating, 91 reviews, 4 bedrooms, 5 beds, 2 bathrooms
19–24 Jul
Superhost
Dome in Dover Plains
Architect-Designed Dome on Private 7-Acre Retreat
5.0 out of 5 average rating, 3 reviews, 1 bedroom, 2 beds, 1 bathroom
3–8 Aug
Superhost
Barn in Dover Plains
Punto Pino Farm Stay
5.0 out of 5 average rating, 4 reviews, 1 bedroom, 2 beds, 1 bathroom
2–7 Aug
Home in Dover Plains
Luxury Newly Renovated 3BR 2BA| Family Fun
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 1 bed, 2 bathrooms
27 Jul – 1 Aug
Cottage in Dover Plains
Fallerhof – Millbrook Retreat on 150 Private Acres
2 bedrooms, 2 beds, 1 bathroom
26–31 Jul
Top guest favourite
Camper van/Motorhome in Wassaic
Glamp in a 1970s Airstream | Hot Tub | NYC Train
4.99 out of 5 average rating, 86 reviews, 3 beds, 1 bathroom
9–14 Aug
Top guest favourite
Home in New Milford
Cozy cottage
5.0 out of 5 average rating, 37 reviews, 1 bedroom, 1 bed, 1 bathroom
21–26 Sept
Top guest favourite
Tent in Dover Plains
Peaceful wooded site, hot tub, free EV charger
4.96 out of 5 average rating, 49 reviews, 2 bedrooms, 3 beds, 1 bathroom
20–25 Jul
Flat in Kent
Kent Village Apartment
New place to stay, 2 bedrooms, 2 beds, 1 bathroom
27 Jul – 1 Aug
Top guest favourite
Guest suite in Kent
Bright 1-bedroom in walking distance to town
4.99 out of 5 average rating, 131 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Jul
Top guest favourite
Flat in Millbrook
Dragonfly Retreat in the Old Mill, Millbrook, NY
4.87 out of 5 average rating, 107 reviews, 1 bedroom, 1 bed, 1 bathroom
26–31 Jul
Top guest favourite
Home in Kent
Charming Home in Kent
4.96 out of 5 average rating, 69 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
29 Oct – 3 Nov
Top guest favourite
Home in Rhinebeck
3Br Hilltop Ranch on 130acre farm w/ falls & creek
4.95 out of 5 average rating, 299 reviews, 3 bedrooms, 4 beds, 2 bathrooms
14–19 Sept
Top guest favourite
Home in Millerton
The House in a Beautiful Small Upstate Town
4.97 out of 5 average rating, 260 reviews, 4 bedrooms, 7 beds, 3 bathrooms
20–25 Sept
Top guest favourite
Home in Staatsburg
Boulder Tree House
4.99 out of 5 average rating, 131 reviews, 1 bedroom, 2 beds, 2 bathrooms
6–11 Aug
Top guest favourite
Guest suite in Wingdale
Dog Tail Corners Studio
4.97 out of 5 average rating, 68 reviews, 1 bedroom, 2 beds, 1 bathroom
26–31 Jul
Top guest favourite
Home in Kent
Kent village home 2 hrs from NYC
4.89 out of 5 average rating, 149 reviews, 4 bedrooms, 4 beds, 2.5 bathrooms
19–24 Jul
Top guest favourite
Cabin in New Milford
Private Hilltop Cabin at Houndcliffe
4.96 out of 5 average rating, 90 reviews, 3 bedrooms, 5 beds, 3.5 bathrooms
26–31 Jul