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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, 372 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
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
Superhost
Dome in Dover Plains
Architect-Designed Dome on Private 7-Acre Retreat
1 bedroom, 2 beds, 1 bathroom
10–15 Aug
5.0 out of 5 average rating, 4 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, 6 reviews
Home in Dover Plains
Luxury Newly Renovated 3BR 2BA| Family Fun
3 bedrooms, 1 queen bed, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Guest suite in Kent
Bright 1-bedroom in walking distance to town
1 bedroom, 1 bed, 1 bathroom
16–21 Aug
4.99 out of 5 average rating, 134 reviews
Top guest favourite
Home in New Milford
Cozy cottage
1 bedroom, 1 queen bed, 1 bathroom
5–10 Oct
5.0 out of 5 average rating, 40 reviews
Top guest favourite
Flat in Holmes
Top Side
1 bedroom, 1 bed, 1 bathroom
18–23 Sept
5.0 out of 5 average rating, 137 reviews
Top guest favourite
Home in Stanfordville
Hilltop Hideaway- fire pit, hot tub, mountain view
3 bedrooms, 4 beds, 2 bathrooms
22–27 Aug
5.0 out of 5 average rating, 35 reviews
Top guest favourite
Cottage in Millbrook
Leonardo Lane Cottage
1 bedroom, 1 queen bed, 1 bathroom
22–27 Sept
4.95 out of 5 average rating, 246 reviews
Top guest favourite
Camper van/Motorhome in Wassaic
Glamp in a 1970s Airstream | Hot Tub | NYC Train
3 beds, 1 bathroom
11–16 Aug
4.99 out of 5 average rating, 94 reviews
Top guest favourite
Tent in Dover Plains
Peaceful wooded site, hot tub, free EV charger
2 bedrooms, 3 beds, 1 bathroom
10–15 Aug
4.96 out of 5 average rating, 49 reviews
Top guest favourite
Guest house in Litchfield
The Cottage @ 228 Maple
3 bedrooms, 3 beds, 2 bathrooms
26–31 Aug
5.0 out of 5 average rating, 40 reviews
Top guest favourite
Home in Sharon
Nature lover’s retreat in NWCT
1 bedroom, 1 bed, 1 bathroom
7–12 Aug
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Cabin in New Milford
Private Hilltop Cabin at Houndcliffe
3 bedrooms, 5 beds, 3.5 bathrooms
4–9 Aug
4.96 out of 5 average rating, 91 reviews
Home in Holmes
Laurelwood Cottage at Sanita Hill
4 bedrooms, 5 beds, 2 bathrooms
4–9 Aug
New place to stay
Flat in Kent
Kent Village Apartment
2 bedrooms, 2 queen beds, 1 bathroom
4–9 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Guest suite in Litchfield
Hemlock Hill Suite
1 bedroom, 1 king bed, 1 bathroom
9–14 Aug
4.97 out of 5 average rating, 36 reviews