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Search results; Over 1,000 homes in Pawling

Top guest favourite
Cottage in Pawling
Twin Lakes Designer A-frame Stone Cottage
1 bedroom, 1 bed, 1 private bathroom
27 Sept – 2 Oct
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4.99 out of 5 average rating, 189 reviews
Top guest favourite
Flat in Pawling
Quiet Studio Apartment in Pawling
1 bedroom, 1 king bed, 1 bathroom
11–16 Oct
5.0 out of 5 average rating, 154 reviews
Top guest favourite
Guest suite in Pawling
Cozy retreat just a short stroll from the village
1 bedroom, 1 queen bed, 1 bathroom
4–9 Oct
4.94 out of 5 average rating, 131 reviews
Guest favourite
Cottage in Pawling
Forest Acres Cottage: Appalachian/Empire St Trail!
1 bedroom, 2 beds, 1 bathroom
8–13 Oct
4.97 out of 5 average rating, 116 reviews
Guest favourite
Home in Pawling
Private Lake House, Retreat
2 bedrooms, 2 beds, 1 bathroom
24–29 Sept
4.94 out of 5 average rating, 33 reviews
Top guest favourite
Flat in Holmes
Top Side
1 bedroom, 1 bed, 1 bathroom
25–30 Oct
5.0 out of 5 average rating, 146 reviews
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, 42 reviews
Top guest favourite
Home in Pawling
Country Village Getaway
2 bedrooms, 2 queen beds, 1.5 bathrooms
1–7 Jun
4.93 out of 5 average rating, 40 reviews
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, 90 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
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
Top guest favourite
Room in Hopewell Junction
Relax and Unwind in Dutchess County
1 queen bed, 1 bathroom
28 Sept – 3 Oct
4.98 out of 5 average rating, 45 reviews
Guest favourite
Cottage in Sherman
Candlewood Cottage
2 bedrooms, 4 beds, 1 bathroom
15–20 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Guest house in New Milford
Luxury in the Litchfield Hills
1 bedroom, 1 king bed, 1 bathroom
29 Sept – 4 Oct
4.98 out of 5 average rating, 127 reviews
Top guest favourite
Home in Holmes
Laurelwood Cottage at Sanita Hill
4 bedrooms, 5 beds, 2 bathrooms
12–17 Sept
5.0 out of 5 average rating, 5 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
Home in Sherman
Private 2-Acre Retreat | Candlewood Beach Access
2 bedrooms, 2 queen beds, 1 bathroom
22–27 Sept
New place to stay
Top guest favourite
Loft in Sherman
Appalachian Getaway
2 bedrooms, 2 queen beds, 1 bathroom
15–20 Sept
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Home in New Fairfield
Beautiful Lakefront Retreat with Private Dock
3 bedrooms, 4 beds, 2.5 bathrooms
9–15 Oct
4.93 out of 5 average rating, 132 reviews