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Search results; Over 1,000 homes in Pawling

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Superhost
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
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Top guest favourite
Flat in Pawling
Quiet Studio Apartment in Pawling
1 bedroom, 1 king bed, 1 bathroom
9–14 Oct
5.0 out of 5 average rating, 151 reviews
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Guest favourite
Cottage in Pawling
Forest Acres Cottage: Appalachian/Empire St Trail!
1 bedroom, 2 beds, 1 bathroom
4–9 Sept
4.97 out of 5 average rating, 113 reviews
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Top guest favourite
Flat in Holmes
Top Side
1 bedroom, 1 bed, 1 bathroom
24–29 Oct
5.0 out of 5 average rating, 143 reviews
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Guest favourite
Home in Pawling
Private Lake House, Retreat
2 bedrooms, 2 beds, 1 bathroom
7–12 Sept
4.94 out of 5 average rating, 31 reviews
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Superhost
Home in New Milford
Cozy cottage
1 bedroom, 1 queen bed, 1 bathroom
21–26 Sept
5.0 out of 5 average rating, 41 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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Top guest favourite
Home in Pawling
Farmhouse Oasis in the Hudson Valley, Stream Views
4 bedrooms, 6 beds, 3 bathrooms
1–6 Oct
4.97 out of 5 average rating, 106 reviews
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Home in Holmes
Laurelwood Cottage at Sanita Hill
4 bedrooms, 5 beds, 2 bathrooms
7–12 Sept
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Top guest favourite
Home in Pawling
Historic Mansion: 6BR Retreat + Horse Sanctuary
6 bedrooms, 8 beds, 4 bathrooms
19–24 Oct
5.0 out of 5 average rating, 11 reviews
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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
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Guest favourite
Cottage in Sherman
Candlewood Cottage
2 bedrooms, 4 beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 7 reviews
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Top guest favourite
Cabin in New Milford
Stylish & Scenic Escape: Chef's Kitchen ~ Hot Tub
3 bedrooms, 4 beds, 2.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 112 reviews
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Superhost
Home in Sherman
Slice of Paradise in the Country
2 bedrooms, 2 beds, 2 bathrooms
30 Oct – 4 Nov
5.0 out of 5 average rating, 110 reviews
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Top guest favourite
Guest house in New Milford
Luxury in the Litchfield Hills
1 bedroom, 1 king bed, 1 bathroom
4–9 Oct
4.98 out of 5 average rating, 124 reviews
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Home in Pawling
Quaker Hill Hideway | 7 Acres, Pool & Stargazing
3 bedrooms, 3 beds, 2.5 bathrooms
12–17 Sept
5.0 out of 5 average rating, 8 reviews
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Superhost
Home in Dover Plains
Blue Heron - Scenic Oasis on Working Farm
3 bedrooms, 4 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 50 reviews
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Top guest favourite
Loft in Sherman
Appalachian Getaway
2 bedrooms, 2 queen beds, 1 bathroom
25–30 Sept
5.0 out of 5 average rating, 20 reviews
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Guest favourite
Cabin in Holmes
A View From the Lakehouse
3 bedrooms, 3 beds, 2 bathrooms
1–6 Sept
4.95 out of 5 average rating, 55 reviews