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Search results; Over 1,000 homes in Dover Plains

Top guest favourite
Home in Dover Plains
Hillside Grove
4 bedrooms, 5 beds
23–28 Aug
4.96 out of 5 average rating, 98 reviews
Top guest favourite
Home in Dover Plains
Millstone Manor with East Mountain View
3 bedrooms, 3 beds
17–22 Sept
5.0 out of 5 average rating, 87 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, 8 reviews
Top guest favourite
Home in Dover Plains
Somewhere That’s Green, Gameroom/Bar, Fenced yard
3 bedrooms, 4 beds
21–26 Aug
5.0 out of 5 average rating, 49 reviews
Top guest favourite
Camper van/Motorhome in Wassaic
Glamp in a 1970s Airstream | Hot Tub | NYC Train
3 beds
6–11 Sept
4.99 out of 5 average rating, 99 reviews
Top guest favourite
Tent in Dover Plains
Peaceful wooded site, hot tub, free EV charger
2 bedrooms, 3 beds
30 Aug – 4 Sept
4.96 out of 5 average rating, 49 reviews
Top guest favourite
Guest suite in Kent
Bright 1-bedroom in walking distance to town
1 bedroom, 1 bed
20–25 Sept
4.99 out of 5 average rating, 134 reviews
Top guest favourite
Flat in Verbank
Large, private apartment in scenic Hudson Valley
1 bedroom, 1 king bed
30 Aug – 4 Sept
4.97 out of 5 average rating, 181 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, 41 reviews
Guest favourite
Barn in Roxbury
Classic Red Barn with game room and gym
2 bedrooms, 4 beds
31 Aug – 5 Sept
4.93 out of 5 average rating, 60 reviews
Superhost
Home in Wingdale
Dog Tail Corners Main House
3 bedrooms, 3 beds
21–26 Aug
New place to stay
Top guest favourite
Guest house in New Milford
Luxury in the Litchfield Hills
1 bedroom, 1 king bed
26 Sept – 1 Oct
4.98 out of 5 average rating, 124 reviews
Top guest favourite
Flat in Holmes
Top Side
1 bedroom, 1 bed
20–25 Sept
5.0 out of 5 average rating, 142 reviews
Top guest favourite
Guest suite in Wingdale
Dog Tail Corners Studio
1 bedroom, 2 beds
24–29 Aug
4.97 out of 5 average rating, 71 reviews
Top guest favourite
Guest suite in Litchfield
Hemlock Hill Suite
1 bedroom, 1 king bed
23–28 Aug
4.97 out of 5 average rating, 39 reviews
Top guest favourite
Flat in Pawling
Quiet Studio Apartment in Pawling
1 bedroom, 1 king bed
23–28 Aug
5.0 out of 5 average rating, 150 reviews
Flat in Kent
Kent Village Apartment
2 bedrooms, 2 queen beds
24–29 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Millerton
The House in a Beautiful Small Upstate Town
4 bedrooms, 7 beds
20–25 Sept
4.97 out of 5 average rating, 260 reviews