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Search results; Over 1,000 homes in Pawling

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Guest favourite
Home in Pawling
Private Lake House, Retreat
2 bedrooms, 2 beds, 1 private bathroom
24–29 Sept
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4.94 out of 5 average rating, 34 reviews
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Flat in Pawling
Quiet Studio Apartment in Pawling
1 bedroom, 1 king bed, 1 bathroom
30 Oct – 4 Nov
5.0 out of 5 average rating, 155 reviews
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Cottage in Pawling
Forest Acres Cottage: Appalachian/Empire St Trail!
1 bedroom, 2 beds, 1 bathroom
8–13 Oct
4.97 out of 5 average rating, 116 reviews
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Home in Pawling
Lakefront retreat
3 bedrooms, 3 queen beds, 2.5 bathrooms
19–24 Oct
5.0 out of 5 average rating, 20 reviews
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Home in Pawling
Idyllic Lake Home-Hot tub, Woodstove-Hudson Valley
3 bedrooms, 4 beds, 2 bathrooms
30 Sept – 5 Oct
5.0 out of 5 average rating, 13 reviews
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Top guest favourite
Home in Pawling
Country Village Getaway
2 bedrooms, 2 queen beds, 1.5 bathrooms
1–7 Jun
4.93 out of 5 average rating, 40 reviews
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Home in Holmes
Laurelwood Cottage at Sanita Hill
4 bedrooms, 5 beds, 2 bathrooms
22–27 Sept
5.0 out of 5 average rating, 5 reviews
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Flat in Holmes
Top Side
1 bedroom, 1 bed, 1 bathroom
25–30 Oct
5.0 out of 5 average rating, 148 reviews
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Home in Dover Plains
Somewhere That’s Green, Gameroom/Bar, Fenced yard
3 bedrooms, 4 beds, 2.5 bathrooms
19–24 Sept
5.0 out of 5 average rating, 49 reviews
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Top guest favourite
Cabin in Holmes
Spa Cabin with 2 Suites & Hot Tub
5 bedrooms, 7 beds, 3.5 bathrooms
23–28 Sept
4.98 out of 5 average rating, 112 reviews
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Home in Sherman
Private 2-Acre Retreat | Candlewood Beach Access
2 bedrooms, 2 queen beds, 1 bathroom
22–27 Sept
New place to stay
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Top guest favourite
Home in Pawling
Quaker Hill Cottage
2 bedrooms, 2 beds, 1.5 bathrooms
21–26 Sept
5.0 out of 5 average rating, 15 reviews
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Guest favourite
Cabin in Holmes
A View From the Lakehouse
3 bedrooms, 3 beds, 2 bathrooms
19–24 Sept
4.95 out of 5 average rating, 57 reviews
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Home in Sherman
Slice of Paradise in the Country
2 bedrooms, 2 beds, 2 bathrooms
31 Oct – 5 Nov
5.0 out of 5 average rating, 110 reviews
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Guest favourite
Flat in Danbury
Hat City Danbury II | Welcome to your Retreat
2 bedrooms, 2 beds, 1 bathroom
21–26 Sept
4.96 out of 5 average rating, 24 reviews
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Flat in Danbury
Lakeview Suite Pet friendly Hot Tub 4 Park Spots
3 bedrooms, 5 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 31 reviews
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Guest favourite
Home in Sherman
Designers Historic Connecticut Home
5 bedrooms, 5 beds, 2 bathrooms
19–24 Sept
5.0 out of 5 average rating, 21 reviews
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Room in Brookfield
Rural Retreat with Pool on Ten Acres
2 beds, 1 bathroom
2–7 Oct
4.98 out of 5 average rating, 175 reviews
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Flat in Verbank
Large, private apartment in scenic Hudson Valley
1 bedroom, 1 king bed, 1 bathroom
27 Sept – 2 Oct
4.97 out of 5 average rating, 183 reviews