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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, 184 reviews
Top guest favourite
Flat in Pawling
Quiet Studio Apartment in Pawling
1 bedroom, 1 king bed
9–14 Oct
5.0 out of 5 average rating, 150 reviews
Guest favourite
Cottage in Pawling
Forest Acres Cottage: Appalachian/Empire St Trail!
1 bedroom, 2 beds
4–9 Sept
4.97 out of 5 average rating, 113 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, 8 reviews
Top guest favourite
Flat in Holmes
Top Side
1 bedroom, 1 bed
24–29 Oct
5.0 out of 5 average rating, 142 reviews
Guest favourite
Home in Pawling
Private Lake House, Retreat
2 bedrooms, 2 beds
7–12 Sept
4.94 out of 5 average rating, 31 reviews
Top guest favourite
Home in Pawling
Quaker Hill Cottage
2 bedrooms, 2 beds
8–13 Sept
5.0 out of 5 average rating, 13 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
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
Guest house in Newtown
Guest Suite at Wisteria Gardens
1 bedroom, 1 queen bed
7–12 Sept
4.99 out of 5 average rating, 182 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
Guest house in New Milford
Luxury in the Litchfield Hills
1 bedroom, 1 king bed
4–9 Oct
4.98 out of 5 average rating, 124 reviews
Top guest favourite
Room in Brookfield
Rural Retreat with Pool on Ten Acres
2 beds
13–18 Sept
4.98 out of 5 average rating, 173 reviews
Top guest favourite
Cabin in New Milford
Stylish & Scenic Escape: Chef's Kitchen ~ Hot Tub
3 bedrooms, 4 beds
1–6 Sept
5.0 out of 5 average rating, 111 reviews
Top guest favourite
Room in Hyde Park
Scandinavian Design Dutchess County - 1 of 3 rooms
1 king bed
26–31 Oct
4.95 out of 5 average rating, 691 reviews
Top guest favourite
Guest house in Southbury
The Perch in the Purchase
1 bedroom, 2 beds
8–13 Nov
5.0 out of 5 average rating, 73 reviews
Home in Holmes
Laurelwood Cottage at Sanita Hill
4 bedrooms, 5 beds
7–12 Sept
Guest favourite
Barn in Dover Plains
Punto Pino Farm Stay
1 bedroom, 2 beds
6–11 Sept
5.0 out of 5 average rating, 9 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, 11 reviews