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Search results; Over 1,000 homes in Wingdale

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Top guest favourite
Guest house in Wingdale
Mountain Creek Getaway
1 bedroom, 4 beds, 1.5 private bathrooms
15–20 Mar
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5.0 out of 5 average rating, 22 reviews
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Home in Dover Plains
Somewhere That’s Green, Gameroom/Bar, Fenced yard
3 bedrooms, 4 beds, 2.5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 49 reviews
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Home in Pawling
Farmhouse Oasis in the Hudson Valley, Stream Views
4 bedrooms, 6 beds, 3 bathrooms
12–17 Oct
4.97 out of 5 average rating, 108 reviews
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Home in New Milford
Merryall Manor 5 BDR Home + Game room + Fire pit
5 bedrooms, 6 beds, 3 bathrooms
20–25 Oct
5.0 out of 5 average rating, 52 reviews
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Home in Holmes
Laurelwood Cottage at Sanita Hill
4 bedrooms, 5 beds, 2 bathrooms
19–24 Oct
5.0 out of 5 average rating, 5 reviews
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Guest favourite
Home in Pawling
Private Lake House, Retreat
2 bedrooms, 2 beds, 1 bathroom
1–6 Oct
4.94 out of 5 average rating, 34 reviews
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Home in Redding
Retreat with Heated Pool, 1 Mile to NYC Train
4 bedrooms, 5 beds, 2.5 bathrooms
4–9 Oct
4.99 out of 5 average rating, 109 reviews
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Home in New Milford
The farmhouse on the hills
3 bedrooms, 4 beds, 3 bathrooms
1–6 Oct
5.0 out of 5 average rating, 5 reviews
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Guest favourite
Farm stay in New Milford
Mabels Hollow Farm in Litchfield County
5 bedrooms, 6 beds, 2 bathrooms
4–9 Oct
4.97 out of 5 average rating, 31 reviews
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Home in Pawling
Lakefront A-Frame Hudson Valley
4 bedrooms, 4 beds, 3 bathrooms
25–30 Oct
4.9 out of 5 average rating, 21 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
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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Top guest favourite
Home in New Milford
Charming 3BD/3BA Country Hideaway
3 bedrooms, 3 beds, 3 bathrooms
19–24 Oct
5.0 out of 5 average rating, 69 reviews
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Top guest favourite
Cabin in Cornwall
Beautiful country house in Cornwall CT.
5 bedrooms, 6 queen beds, 2 bathrooms
11–16 Oct
4.98 out of 5 average rating, 105 reviews
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Cabin in Holmes
Spa Cabin with 2 Suites & Hot Tub
5 bedrooms, 7 beds, 3.5 bathrooms
1–6 Oct
4.98 out of 5 average rating, 112 reviews
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Guest favourite
Home in Sherman
Lilly Fields
4 bedrooms, 7 beds, 3 bathrooms
1–8 Oct
5.0 out of 5 average rating, 5 reviews
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Flat in New Fairfield
Farmhouse apartment on beautiful grounds
3 bedrooms, 4 beds, 2 bathrooms
2–7 Oct
5.0 out of 5 average rating, 50 reviews
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Guest favourite
Loft in Sherman
Appalachian Getaway
2 bedrooms, 2 queen beds, 1 bathroom
4–9 Oct
5.0 out of 5 average rating, 21 reviews
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Top guest favourite
Home in Kent
Sugarloaf Mountain Farm
4 bedrooms, 7 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 78 reviews