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Search results; Over 1,000 homes in Wingdale

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
Top guest favourite
Home in Dover Plains
Somewhere That’s Green, Gameroom/Bar, Fenced yard
3 bedrooms, 4 beds, 2.5 bathrooms
14–19 Sept
5.0 out of 5 average rating, 49 reviews
Top guest favourite
Home in Pawling
Farmhouse Oasis in the Hudson Valley, Stream Views
4 bedrooms, 6 beds, 3 bathrooms
1–6 Oct
4.97 out of 5 average rating, 106 reviews
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Home in New Milford
Merryall Manor 5 BDR Home + Game room + Fire pit
5 bedrooms, 6 beds, 3 bathrooms
15–20 Sept
5.0 out of 5 average rating, 52 reviews
Top guest favourite
Home in Dover Plains
Hillside Grove
4 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
4.96 out of 5 average rating, 103 reviews
Top guest favourite
Cabin in Cornwall
Beautiful country house in Cornwall CT.
5 bedrooms, 6 queen beds, 2 bathrooms
27 Sept – 2 Oct
4.98 out of 5 average rating, 105 reviews
Top guest favourite
Cabin in Holmes
Spa Cabin with 2 Suites & Hot Tub
5 bedrooms, 7 beds, 3.5 bathrooms
23–28 Sept
4.98 out of 5 average rating, 111 reviews
Guest favourite
Home in Holmes
Country outside the city
3 bedrooms, 4 beds, 2 bathrooms
30 Oct – 4 Nov
4.89 out of 5 average rating, 45 reviews
Guest favourite
Farm stay in New Milford
Mabels Hollow Farm in Litchfield County
5 bedrooms, 6 beds, 2 bathrooms
16–21 Sept
4.97 out of 5 average rating, 31 reviews
Top guest favourite
Home in Pawling
Lakefront A-Frame Hudson Valley
4 bedrooms, 4 beds, 3 bathrooms
27 Sept – 2 Oct
4.9 out of 5 average rating, 21 reviews
Superhost
Home in Wingdale
Dog Tail Corners Main House
3 bedrooms, 3 beds, 2 bathrooms
15–20 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Pawling
Lakefront retreat
3 bedrooms, 3 queen beds, 2.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 20 reviews
Guest favourite
Home in Dover Plains
5 Harts Rd - Newly built home in Dover, NY
3 bedrooms, 6 beds, 1 bathroom
2–7 Nov
4.91 out of 5 average rating, 57 reviews
Guest favourite
Home in Sherman
Lilly Fields
4 bedrooms, 7 beds, 3 bathrooms
21–28 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Holiday home in Warren
Private new house on 10 acres of pristine nature
3 bedrooms, 4 beds, 2 bathrooms
14–19 Oct
4.98 out of 5 average rating, 228 reviews
Top guest favourite
Home in New Milford
New Milford CT - Free Spirit Mountain-Ed’s Place
3 bedrooms, 3 beds, 2.5 bathrooms
15–20 Sept
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Home in New Fairfield
Best Candlewood Direct Lakefront Location
5 bedrooms, 7 beds, 3.5 bathrooms
16–21 Sept
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Home in Kent
Kent village home 2 hrs from NYC
4 bedrooms, 4 beds, 2.5 bathrooms
11–16 Nov
4.89 out of 5 average rating, 151 reviews
Guest favourite
Cottage in Sherman
Candlewood Cottage
2 bedrooms, 4 beds, 1 bathroom
17–22 Sept
5.0 out of 5 average rating, 7 reviews