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Search results; Over 1,000 homes in Dover Plains

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Top guest favourite
Home in Dover Plains
Hillside Grove
4 bedrooms, 5 beds, 2 private bathrooms
20–25 Sept
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4.96 out of 5 average rating, 103 reviews
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Top guest favourite
Home in Dover Plains
Millstone Manor with East Mountain View
3 bedrooms, 3 beds, 1 bathroom
21–26 Oct
5.0 out of 5 average rating, 91 reviews
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Top guest favourite
Home in Dover Plains
Somewhere That’s Green, Gameroom/Bar, Fenced yard
3 bedrooms, 4 beds, 2.5 bathrooms
19–24 Sept
5.0 out of 5 average rating, 49 reviews
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Top guest favourite
Barn in Dover Plains
Punto Pino Farm Stay
1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 13 reviews
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Guest favourite
Dome in Dover Plains
Architect-Designed Dome on Private 7-Acre Retreat
1 bedroom, 2 beds, 1 bathroom
19–24 Sept
5.0 out of 5 average rating, 7 reviews
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Guest favourite
Cottage in Dover Plains
Charming Country House
4 bedrooms, 4 queen beds, 2 bathrooms
21–26 Sept
5.0 out of 5 average rating, 25 reviews
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Superhost
Home in Dover Plains
Inwood - Scenic Oasis on Working Farm
1 bedroom, 1 king bed, 1 bathroom
21–26 Sept
New place to stay
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Home in New Milford
Merryall Manor 5 BDR Home + Game room + Fire pit
5 bedrooms, 6 beds, 3 bathrooms
19–24 Sept
5.0 out of 5 average rating, 52 reviews
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Flat in Kent
Kent Village Apartment
2 bedrooms, 2 queen beds, 1 bathroom
19–24 Oct
5.0 out of 5 average rating, 10 reviews
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Top guest favourite
Home in Kent
Sugarloaf Mountain Farm
4 bedrooms, 7 beds, 2 bathrooms
30 Sept – 5 Oct
5.0 out of 5 average rating, 78 reviews
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Top guest favourite
Home in Kent
Cozy house w/ screened porch near Kent & falls
2 bedrooms, 3 beds, 1 bathroom
12–17 Oct
4.97 out of 5 average rating, 112 reviews
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Top guest favourite
Home in New Milford
New Milford CT - Free Spirit Mountain-Ed’s Place
3 bedrooms, 3 beds, 2.5 bathrooms
19–24 Oct
5.0 out of 5 average rating, 17 reviews
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Home in Sherman
Private 2-Acre Retreat | Candlewood Beach Access
2 bedrooms, 2 queen beds, 1 bathroom
22–27 Sept
New place to stay
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Home in Pleasant Valley
Relaxing Lodge Retreat
6 bedrooms, 7 beds, 3.5 bathrooms
28 Sept – 3 Oct
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Home in Millerton
The 1913 House, book 6 days get the 7th free.
3 bedrooms, 4 beds, 1.5 bathrooms
20–25 Sept
4.9 out of 5 average rating, 184 reviews
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Superhost
Home in Wingdale
Dog Tail Corners Main House
3 bedrooms, 3 beds, 2 bathrooms
18–23 Oct
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Home in New Milford
Cozy cottage
1 bedroom, 1 queen bed, 1 bathroom
3–8 Nov
5.0 out of 5 average rating, 43 reviews
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Top guest favourite
Home in Goshen
Northwest Connecticut Vacation House in Goshen
5 bedrooms, 7 beds, 2.5 bathrooms
12–17 Oct
5.0 out of 5 average rating, 20 reviews
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Home in Washington
The Flirt | Restored 1927 Lake Waramaug Cottage
2 bedrooms, 2 beds, 1.5 bathrooms
19–24 Sept
5.0 out of 5 average rating, 4 reviews