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Search results; Over 1,000 homes in Pawling

Guest favourite
Home in Pawling
Private Lake House, Retreat
2 bedrooms, 2 beds, 1 private bathroom
4–9 Aug
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4.93 out of 5 average rating, 28 reviews
Top guest favourite
Flat in Pawling
Quiet Studio Apartment in Pawling
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, 126 reviews, 1 bedroom, 1 bed, 1 bathroom
10–15 Aug
Top guest favourite
Cottage in Pawling
Twin Lakes Designer A-frame Stone Cottage
4.99 out of 5 average rating, 177 reviews, 1 bedroom, 1 bed, 1 bathroom
27 Sept – 2 Oct
Home in Pawling
Quaker Hill Hideway | 7 Acres, Pool & Stargazing
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
8–13 Aug
Guest favourite
Cottage in Pawling
Forest Acres Cottage: Appalachian/Empire St Trail!
4.97 out of 5 average rating, 112 reviews, 1 bedroom, 2 beds, 1 bathroom
1–6 Aug
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
Guest favourite
Home in Pawling
Historic Mansion: 6BR Retreat + Horse Sanctuary
5.0 out of 5 average rating, 9 reviews, 6 bedrooms, 8 beds, 4 bathrooms
8–13 Aug
Home in Holmes
Laurelwood Cottage at Sanita Hill
New place to stay, 4 bedrooms, 5 beds, 2 bathrooms
1–6 Aug
Top guest favourite
Flat in Holmes
Top Side
5.0 out of 5 average rating, 134 reviews, 1 bedroom, 1 bed, 1 bathroom
6–11 Sept
Guest favourite
Home in Pawling
Idyllic Lake Home-Hot tub, Woodstove-Hudson Valley
5.0 out of 5 average rating, 6 reviews, 3 bedrooms, 4 beds, 2 bathrooms
11–16 Aug
Room in Pawling
Mountain View Apartment at Station Inn
3 beds, 1 bathroom
25–30 May
Top guest favourite
Home in Dover Plains
Hillside Grove
4.96 out of 5 average rating, 92 reviews, 4 bedrooms, 5 beds, 2 bathrooms
23–28 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
Home in New Milford
Cozy cottage
5.0 out of 5 average rating, 39 reviews, 1 bedroom, 1 bed, 1 bathroom
21–26 Sept
Top guest favourite
Home in Pawling
Quaker Hill Cottage
5.0 out of 5 average rating, 12 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
1–6 Aug
Top guest favourite
Cottage in New Milford
Waterfront, Wooded Cottage on Candlewood Lake
4.97 out of 5 average rating, 79 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
9–14 Sept
Top guest favourite
Barn in Roxbury
Fully Renovated Rural Barn
5.0 out of 5 average rating, 104 reviews, 1 bedroom, 2 beds, 1.5 bathrooms
15–20 Aug
Home in Brewster
Colonial Home with Hot Tub and Al Fresco Dining
5.0 out of 5 average rating, 18 reviews, 4 bedrooms, 7 beds, 3.5 bathrooms
4–9 Aug