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Search results; Over 1,000 homes in Pawling

Guest favourite
Home in Pawling
Private Lake House, Retreat
2 bedrooms, 2 beds, 1 private bathroom
26–31 Jul
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4.93 out of 5 average rating, 27 reviews
Top guest favourite
Cottage in Pawling
Twin Lakes Designer A-frame Stone Cottage
4.99 out of 5 average rating, 176 reviews, 1 bedroom, 1 bed, 1 bathroom
12–17 Aug
Top guest favourite
Flat in Pawling
Quiet Studio Apartment in Pawling
5.0 out of 5 average rating, 145 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Aug
Top guest favourite
Guest suite in Pawling
Cozy retreat just a short stroll from the village
4.93 out of 5 average rating, 123 reviews, 1 bedroom, 1 bed, 1 bathroom
10–15 Jul
Top guest favourite
Flat in Holmes
Top Side
5.0 out of 5 average rating, 131 reviews, 1 bedroom, 1 bed, 1 bathroom
26–31 Jul
Top guest favourite
Cottage in Pawling
Forest Acres Cottage: Appalachian/Empire St Trail!
4.97 out of 5 average rating, 112 reviews, 1 bedroom, 2 beds, 1 bathroom
20–25 Jul
Home in Pawling
Quaker Hill Hideway | 7 Acres, Pool & Stargazing
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
8–13 Sept
Top guest favourite
Home in Pawling
Lakefront retreat
5.0 out of 5 average rating, 18 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
12–17 Jul
Guest favourite
Home in Pawling
Historic Mansion: 6BR Retreat + Horse Sanctuary
5.0 out of 5 average rating, 9 reviews, 6 bedrooms, 8 beds, 4 bathrooms
8–13 Aug
Top guest favourite
Cabin in New Milford
Stylish & Scenic Escape: Chef's Kitchen ~ Hot Tub
5.0 out of 5 average rating, 109 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
12–17 Jul
Hotel in Pawling
Mountain View Apartment at Station Inn
1 bedroom, 3 beds, 1 bathroom
25–30 May
Top guest favourite
Barn in Roxbury
Fully Renovated Rural Barn
5.0 out of 5 average rating, 100 reviews, 1 bedroom, 2 beds, 1.5 bathrooms
12–17 Jul
Top guest favourite
Room in Poughkeepsie
Hudson Pond · Garden Queen Suite · GF Breakfast
4.99 out of 5 average rating, 150 reviews, 1 queen bed, 1 bathroom
29 Jul – 3 Aug
Guest favourite
Home in Pawling
Idyllic Lake Home-Hot tub, Woodstove-Hudson Valley
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 4 beds, 2 bathrooms
26–31 Jul
Superhost
Dome in Dover Plains
Architect-Designed Dome on Private 7-Acre Retreat
New place to stay, 1 bedroom, 2 beds, 1 bathroom
27 Jul – 1 Aug
Top guest favourite
Camper van/Motorhome in Wassaic
Glamp in a 1970s Airstream | Hot Tub | NYC Train
5.0 out of 5 average rating, 80 reviews, 3 beds, 1 bathroom
26–31 Jul
Guest favourite
Cabin in Holmes
A View From the Lakehouse
4.94 out of 5 average rating, 53 reviews, 3 bedrooms, 3 beds, 2 bathrooms
12–17 Jul
Top guest favourite
Cabin in Carmel Hamlet
Cozy Log Cabin Getaway
4.97 out of 5 average rating, 92 reviews, 2 bedrooms, 4 beds, 1.5 bathrooms
29 Sept – 4 Oct
Top guest favourite
Home in Hopewell Junction
Blue Hill Cottage
5.0 out of 5 average rating, 8 reviews, 1 bedroom, 1 bed, 1 bathroom
7–12 Sept