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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
1–6 Oct
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4.94 out of 5 average rating, 34 reviews
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Top guest favourite
Flat in Pawling
Quiet Studio Apartment in Pawling
1 bedroom, 1 king bed
30 Oct – 4 Nov
5.0 out of 5 average rating, 155 reviews
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Guest favourite
Cottage in Pawling
Forest Acres Cottage: Appalachian/Empire St Trail!
1 bedroom, 2 beds
14–19 Oct
4.97 out of 5 average rating, 116 reviews
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Top guest favourite
Home in Pawling
Farmhouse Oasis in the Hudson Valley, Stream Views
4 bedrooms, 6 beds
12–17 Oct
4.97 out of 5 average rating, 108 reviews
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Top guest favourite
Home in Pawling
Lakefront retreat
3 bedrooms, 3 queen beds
19–24 Oct
5.0 out of 5 average rating, 20 reviews
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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
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Top guest favourite
Home in Dover Plains
Somewhere That’s Green, Gameroom/Bar, Fenced yard
3 bedrooms, 4 beds
1–6 Oct
5.0 out of 5 average rating, 49 reviews
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Top guest favourite
Home in Holmes
Laurelwood Cottage at Sanita Hill
4 bedrooms, 5 beds
19–24 Oct
5.0 out of 5 average rating, 5 reviews
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Top guest favourite
Flat in Holmes
Top Side
1 bedroom, 1 bed
15–20 Nov
5.0 out of 5 average rating, 148 reviews
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Top guest favourite
Home in Pawling
Idyllic Lake Home-Hot tub, Woodstove-Hudson Valley
3 bedrooms, 4 beds
20–25 Oct
5.0 out of 5 average rating, 13 reviews
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Home in Sherman
Private 2-Acre Retreat | Candlewood Beach Access
2 bedrooms, 2 queen beds
1–6 Oct
New place to stay
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Guest favourite
Cabin in Holmes
A View From the Lakehouse
3 bedrooms, 3 beds
1–6 Oct
4.95 out of 5 average rating, 58 reviews
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Guest favourite
Cottage in Sherman
Candlewood Cottage
2 bedrooms, 4 beds
12–17 Oct
5.0 out of 5 average rating, 7 reviews
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Top guest favourite
Home in New Fairfield
Candlewood Isle Cabin ~ Dog Friendly ~ Lake ~ Dock
3 bedrooms, 6 beds
1–6 Oct
5.0 out of 5 average rating, 59 reviews
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Top guest favourite
Home in Pawling
Quaker Hill Cottage
2 bedrooms, 2 beds
1–6 Oct
5.0 out of 5 average rating, 15 reviews
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Top guest favourite
Guest house in New Milford
Luxury in the Litchfield Hills
1 bedroom, 1 king bed
18–23 Oct
4.98 out of 5 average rating, 128 reviews
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Superhost
Room in New Fairfield
Nice CandleWood Hill Private Room lots of Car Park
1 double bed
1–6 Oct
4.64 out of 5 average rating, 45 reviews
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Guest favourite
Home in Sherman
Designers Historic Connecticut Home
5 bedrooms, 5 beds
18–23 Oct
5.0 out of 5 average rating, 21 reviews
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Top guest favourite
Flat in New Fairfield
Farmhouse apartment on beautiful grounds
3 bedrooms, 4 beds
2–7 Oct
5.0 out of 5 average rating, 50 reviews