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Search results; Over 1,000 homes in Dover Plains

Top guest favorite
Apartment in Dover Plains
Historic farmhouse with mountain views from porch
1 bedroom, 2 beds, 1.5 private baths
Sep 7 – 12
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4.91 out of 5 average rating, 374 reviews
Top guest favorite
Home in Dover Plains
Hillside retreat with a hot tub and fire pit
4.96 out of 5 average rating, 97 reviews, 4 bedrooms, 5 beds, 2 baths
Aug 23 – 28
Top guest favorite
Home in Dover Plains
Mountain panorama from a forested retreat
5.0 out of 5 average rating, 86 reviews, 3 bedrooms, 3 beds, 1 bath
Sep 17 – 22
Guest favorite
Dome in Dover Plains
Geodesic dome on 7 private acres
5.0 out of 5 average rating, 6 reviews, 1 bedroom, 2 beds, 1 bath
Aug 24 – 29
Guest favorite
Barn in Dover Plains
An 18-acre farm with trails and animals
5.0 out of 5 average rating, 8 reviews, 1 bedroom, 2 beds, 1 bath
Aug 30 – Sep 4
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Camper/RV in Wassaic
1970 Airstream with a hot tub
4.99 out of 5 average rating, 96 reviews, 3 beds, 1 bath
Sep 6 – 11
Top guest favorite
Home in Rhinebeck
Hilltop ranch on 130 acres with waterfall
4.95 out of 5 average rating, 300 reviews, 3 bedrooms, 4 beds, 2 baths
Sep 14 – 19
Apartment in Kent
Newly renovated with mountain views
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 2 beds, 1 bath
Aug 24 – 29
Top guest favorite
Cottage in Clinton Corners
Gut-renovated with vaulted ceilings and a deck
4.96 out of 5 average rating, 246 reviews, 2 bedrooms, 2 beds, 1 bath
Sep 20 – 25
Top guest favorite
Cabin in Wassaic
Hilltop A-frame with wrap-around decks
4.97 out of 5 average rating, 92 reviews, 3 bedrooms, 5 beds, 2 baths
Sep 4 – 9
Top guest favorite
Tent in Dover Plains
Glamping with a hot tub and mini golf
4.96 out of 5 average rating, 49 reviews, 2 bedrooms, 3 beds, 1 bath
Aug 17 – 22
Top guest favorite
Home in Kent
Stone fireplace and screened porch with skylights
4.97 out of 5 average rating, 109 reviews, 2 bedrooms, 3 beds, 1 bath
Aug 24 – 29
Top guest favorite
Apartment in Hyde Park
Private entrance with patio and fireplace
4.94 out of 5 average rating, 54 reviews, 1 bedroom, 2 beds, 1 bath
Sep 27 – Oct 2
Top guest favorite
Apartment in Verbank
Private entrance in central Dutchess County
4.97 out of 5 average rating, 181 reviews, 1 bedroom, 1 bed, 1 bath
Aug 22 – 27
Top guest favorite
Apartment in Pawling
Forest and mountain views from private deck
5.0 out of 5 average rating, 148 reviews, 1 bedroom, 1 bed, 1 bath
Aug 23 – 28
Top guest favorite
Guesthouse in Cornwall
Private pool on a 275-acre estate
5.0 out of 5 average rating, 70 reviews, 1 bedroom, 1 bed, 1 bath
Oct 17 – 22
Top guest favorite
Room in Salt Point
Bright 730-sqft studio with separate entrance
5.0 out of 5 average rating, 18 reviews, 1 queen bed, 1 bath
Aug 20 – 25
Top guest favorite
Cottage in New Milford
Wooded lake cottage with a stone fireplace
4.98 out of 5 average rating, 80 reviews, 2 bedrooms, 3 beds, 1.5 baths
Sep 9 – 14
Top guest favorite
Guest suite in Wingdale
1860s home near the Appalachian Trail
4.97 out of 5 average rating, 69 reviews, 1 bedroom, 2 beds, 1 bath
Aug 23 – 28