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Search results; Over 1,000 homes in Pawling

Descriptions are based on details hosts provide
Guest favourite
Cottage in Pawling
Forest Acres Cottage: Appalachian/Empire St Trail!
1 bedroom, 2 beds, 1 private bathroom
29 Jul – 3 Aug
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4.97 out of 5 average rating, 112 reviews
Top guest favourite
Flat in Pawling
Forest and mountain views from private deck
5.0 out of 5 average rating, 145 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Aug
Top guest favourite
Guest suite in Pawling
Cozy retreat just a short stroll from the village
4.94 out of 5 average rating, 124 reviews, 1 bedroom, 1 bed, 1 bathroom
27 Jul – 1 Aug
Guest favourite
Home in Pawling
1840 manor on 16 acres with animals
5.0 out of 5 average rating, 9 reviews, 6 bedrooms, 8 beds, 4 bathrooms
8–13 Aug
Guest favourite
Home in Pawling
Private Lake House, Retreat
4.93 out of 5 average rating, 27 reviews, 2 bedrooms, 2 beds, 1 bathroom
26–31 Jul
Top guest favourite
Cottage in Pawling
1930s stone A-frame on a private lake
4.99 out of 5 average rating, 177 reviews, 1 bedroom, 1 bed, 1 bathroom
14–19 Sept
Home in Pawling
7 private acres with pool and stargazing
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
8–13 Aug
Top guest favourite
Home in Pawling
Country Village Getaway
4.93 out of 5 average rating, 40 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
1–7 Jun
Top guest favourite
Flat in Holmes
Top Side
5.0 out of 5 average rating, 131 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Aug
Top guest favourite
Home in Dover Plains
5 private acres with a game room
5.0 out of 5 average rating, 46 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
29 Jul – 3 Aug
Hotel in Pawling
Mountain View Apartment at Station Inn
1 bedroom, 3 beds, 1 bathroom
25–30 May
Top guest favourite
Home in Pawling
Lakefront retreat
5.0 out of 5 average rating, 18 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
26–31 Aug
Home in Brewster
Hot tub, fire pit, and pool table
5.0 out of 5 average rating, 18 reviews, 4 bedrooms, 7 beds, 3.5 bathrooms
4–9 Aug
Top guest favourite
Cabin in Holmes
5-acre retreat with hot tub and pizza oven
4.98 out of 5 average rating, 107 reviews, 5 bedrooms, 7 beds, 3.5 bathrooms
3–8 Aug
Guest favourite
Cabin in Holmes
Lakeside cabin with a private dock
4.94 out of 5 average rating, 54 reviews, 3 bedrooms, 3 beds, 2 bathrooms
19–24 Jul
Home in Hopewell Junction
20-acre former horse farm with pool
5.0 out of 5 average rating, 5 reviews, 5 bedrooms, 11 beds, 3.5 bathrooms
9–14 Aug
Guest favourite
Home in Sherman
1790 home with a heated lagoon pool
5.0 out of 5 average rating, 20 reviews, 5 bedrooms, 5 beds, 2 bathrooms
23–28 Aug
Guest favourite
Home in Pawling
Idyllic Lake Home-Hot tub, Woodstove-Hudson Valley
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 4 beds, 2 bathrooms
11–16 Aug
Top guest favourite
Cabin in New Milford
Wood-burning hot tub and a fire pit
5.0 out of 5 average rating, 109 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
26–31 Jul