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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, 189 reviews
Top guest favourite
Flat in Pawling
Quiet Studio Apartment in Pawling
1 bedroom, 1 king bed
11–16 Oct
5.0 out of 5 average rating, 153 reviews
Top guest favourite
Guest suite in Pawling
Cozy retreat just a short stroll from the village
1 bedroom, 1 queen bed
9–14 Sept
4.94 out of 5 average rating, 131 reviews
Guest favourite
Cottage in Pawling
Forest Acres Cottage: Appalachian/Empire St Trail!
1 bedroom, 2 beds
8–13 Oct
4.97 out of 5 average rating, 116 reviews
Guest favourite
Home in Pawling
Private Lake House, Retreat
2 bedrooms, 2 beds
11–16 Sept
4.94 out of 5 average rating, 32 reviews
Top guest favourite
Flat in Holmes
Top Side
1 bedroom, 1 bed
25–30 Oct
5.0 out of 5 average rating, 144 reviews
Top guest favourite
Home in New Milford
Cozy cottage
1 bedroom, 1 queen bed
3–8 Nov
5.0 out of 5 average rating, 42 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
Home in Pawling
Farmhouse Oasis in the Hudson Valley, Stream Views
4 bedrooms, 6 beds
1–6 Oct
4.97 out of 5 average rating, 106 reviews
Top guest favourite
Guest house in New Milford
Luxury in the Litchfield Hills
1 bedroom, 1 king bed
29 Sept – 4 Oct
4.98 out of 5 average rating, 126 reviews
Home in Holmes
Laurelwood Cottage at Sanita Hill
4 bedrooms, 5 beds
9–14 Sept
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Dover Plains
5 Harts Rd - Newly built home in Dover, NY
3 bedrooms, 6 beds
2–7 Nov
4.91 out of 5 average rating, 57 reviews
Top guest favourite
Home in Pawling
Lakefront retreat
3 bedrooms, 3 queen beds
10–15 Sept
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Home in Dover Plains
Millstone Manor with East Mountain View
3 bedrooms, 3 beds
16–21 Sept
5.0 out of 5 average rating, 90 reviews
Home in Dover Plains
Luxury Newly Renovated 3BR 2BA| Family Fun
3 bedrooms, 3 beds
10–15 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Cottage in Sherman
Candlewood Cottage
2 bedrooms, 4 beds
14–19 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Cabin in New Milford
Stylish & Scenic Escape: Chef's Kitchen ~ Hot Tub
3 bedrooms, 4 beds
9–14 Sept
5.0 out of 5 average rating, 113 reviews
Guest favourite
Cabin in Holmes
A View From the Lakehouse
3 bedrooms, 3 beds
9–14 Sept
4.95 out of 5 average rating, 57 reviews
Top guest favourite
Home in New Milford
New Milford CT - Free Spirit Mountain-Ed’s Place
3 bedrooms, 3 beds
9–14 Sept
5.0 out of 5 average rating, 16 reviews