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Search results; Over 1,000 homes in Pawling

Top guest favourite
Guest suite in Pawling
Cozy retreat just a short stroll from the village
1 bedroom, 1 bed, 1 private bathroom
21–26 Aug
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4.94 out of 5 average rating, 130 reviews
Top guest favourite
Flat in Pawling
Quiet Studio Apartment in Pawling
1 bedroom, 1 king bed
23–28 Aug
5.0 out of 5 average rating, 149 reviews
Top guest favourite
Cottage in Pawling
Twin Lakes Designer A-frame Stone Cottage
1 bedroom, 1 queen bed
24–29 Aug
4.99 out of 5 average rating, 183 reviews
Guest favourite
Cottage in Pawling
Forest Acres Cottage: Appalachian/Empire St Trail!
1 bedroom, 2 beds
18–23 Aug
4.97 out of 5 average rating, 113 reviews
Top guest favourite
Flat in Holmes
Top Side
1 bedroom, 1 bed
20–25 Sept
5.0 out of 5 average rating, 140 reviews
Guest favourite
Home in Pawling
Private Lake House, Retreat
2 bedrooms, 2 beds
18–23 Aug
4.93 out of 5 average rating, 30 reviews
Home in Pawling
Quaker Hill Hideway | 7 Acres, Pool & Stargazing
3 bedrooms, 3 beds
12–17 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Pawling
Country Village Getaway
2 bedrooms, 2 queen beds
1–7 Jun
4.93 out of 5 average rating, 40 reviews
Top guest favourite
Home in Pawling
Quaker Hill Cottage
2 bedrooms, 2 beds
25–30 Aug
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in Pawling
Lakefront retreat
3 bedrooms, 3 queen beds
8–13 Sept
5.0 out of 5 average rating, 19 reviews
Top guest favourite
Home in New Milford
Cozy cottage
1 bedroom, 1 queen bed
21–26 Sept
5.0 out of 5 average rating, 41 reviews
Top guest favourite
Home in Pawling
Historic Mansion: 6BR Retreat + Horse Sanctuary
6 bedrooms, 8 beds
13–18 Oct
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Loft in Sherman
Appalachian Getaway
2 bedrooms, 2 queen beds
16–21 Aug
5.0 out of 5 average rating, 20 reviews
Home in Holmes
Laurelwood Cottage at Sanita Hill
4 bedrooms, 5 beds
15–20 Aug
Top guest favourite
Flat in Verbank
Large, private apartment in scenic Hudson Valley
1 bedroom, 1 king bed
16–21 Aug
4.97 out of 5 average rating, 181 reviews
Top guest favourite
Guest house in Southbury
The Perch in the Purchase
1 bedroom, 2 beds
20–25 Sept
5.0 out of 5 average rating, 73 reviews
Top guest favourite
Home in Pawling
Idyllic Lake Home-Hot tub, Woodstove-Hudson Valley
3 bedrooms, 4 beds
8–13 Sept
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Guest house in New Milford
Luxury in the Litchfield Hills
1 bedroom, 1 king bed
11–16 Sept
4.98 out of 5 average rating, 124 reviews
Top guest favourite
Flat in Marlboro
Cliff Top at Turtle Rock
1 bedroom, 1 queen bed
16–21 Aug
4.97 out of 5 average rating, 453 reviews