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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
10–15 Aug
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4.94 out of 5 average rating, 127 reviews
Top guest favourite
Flat in Pawling
Quiet Studio Apartment in Pawling
1 bedroom, 1 king bed, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 147 reviews
Top guest favourite
Cottage in Pawling
Twin Lakes Designer A-frame Stone Cottage
1 bedroom, 1 queen bed, 1 bathroom
24–29 Aug
4.99 out of 5 average rating, 179 reviews
Guest favourite
Cottage in Pawling
Forest Acres Cottage: Appalachian/Empire St Trail!
1 bedroom, 2 beds, 1 bathroom
4–9 Aug
4.97 out of 5 average rating, 113 reviews
Guest favourite
Home in Pawling
Private Lake House, Retreat
2 bedrooms, 2 beds, 1 bathroom
6–11 Aug
4.93 out of 5 average rating, 28 reviews
Home in Pawling
Quaker Hill Hideway | 7 Acres, Pool & Stargazing
3 bedrooms, 3 beds, 2.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Pawling
Farmhouse Oasis in the Hudson Valley, Stream Views
4 bedrooms, 6 beds, 3 bathrooms
18–23 Aug
4.97 out of 5 average rating, 105 reviews
Home in Holmes
Laurelwood Cottage at Sanita Hill
4 bedrooms, 5 beds, 2 bathrooms
4–9 Aug
New place to stay
Top guest favourite
Home in Pawling
Lakefront retreat
3 bedrooms, 3 queen beds, 2.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 19 reviews
Top guest favourite
Flat in Holmes
Top Side
1 bedroom, 1 bed, 1 bathroom
18–23 Sept
5.0 out of 5 average rating, 137 reviews
Room in Pawling
Mountain View Apartment at Station Inn
3 beds, 1 bathroom
25–30 May
Top guest favourite
Home in Holmes
A Seclusive Retreat by the Water at Hudson Valley
1 bedroom, 1 queen bed, 1 bathroom
8–13 Aug
5.0 out of 5 average rating, 52 reviews
Top guest favourite
Home in Pawling
Idyllic Lake Home-Hot tub, Woodstove-Hudson Valley
3 bedrooms, 4 beds, 2 bathrooms
11–16 Aug
5.0 out of 5 average rating, 9 reviews
Guest favourite
Home in Pawling
Historic Mansion: 6BR Retreat + Horse Sanctuary
6 bedrooms, 8 beds, 4 bathrooms
8–13 Aug
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Barn in Roxbury
Fully Renovated Rural Barn
1 bedroom, 2 beds, 1.5 bathrooms
23–28 Aug
5.0 out of 5 average rating, 105 reviews
Top guest favourite
Home in Dover Plains
Somewhere That’s Green, Gameroom/Bar, Fenced yard
3 bedrooms, 4 beds, 2.5 bathrooms
5–10 Aug
5.0 out of 5 average rating, 46 reviews
Top guest favourite
Home in Pawling
Quaker Hill Cottage
2 bedrooms, 2 beds, 1.5 bathrooms
9–14 Aug
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Cabin in New Milford
Stylish & Scenic Escape: Chef's Kitchen ~ Hot Tub
3 bedrooms, 4 beds, 2.5 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 110 reviews
Guest favourite
Home in Highland
VIEWS on Hudson River / Luxury Modern Home
4 bedrooms, 5 beds, 3 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 7 reviews