filters

Search results; Over 1,000 homes in Pawling

Photo 1 of 29
Top guest favourite
Cottage in Pawling
Twin Lakes Designer A-frame Stone Cottage
1 bedroom, 1 bed, 1 private bathroom
15–20 Nov
,
4.99 out of 5 average rating, 190 reviews
Photo 1 of 18
Top guest favourite
Guest suite in Pawling
Cozy retreat just a short stroll from the village
1 bedroom, 1 queen bed, 1 bathroom
4–9 Oct
4.94 out of 5 average rating, 131 reviews
Photo 1 of 19
Top guest favourite
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
Photo 1 of 28
Guest favourite
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
Photo 1 of 29
Guest favourite
Home in Pawling
Private Lake House, Retreat
2 bedrooms, 2 beds, 1 bathroom
24–29 Sept
4.94 out of 5 average rating, 34 reviews
Photo 1 of 29
Top guest favourite
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
Photo 1 of 27
Top guest favourite
Flat in Holmes
Top Side
1 bedroom, 1 bed, 1 bathroom
25–30 Oct
5.0 out of 5 average rating, 148 reviews
Photo 1 of 29
Top guest favourite
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
Photo 1 of 29
Top guest favourite
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
Photo 1 of 22
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
Photo 1 of 29
Top guest favourite
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
Photo 1 of 29
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
Photo 1 of 29
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
Photo 1 of 21
Home in Sherman
Private 2-Acre Retreat | Candlewood Beach Access
2 bedrooms, 2 queen beds, 1 bathroom
22–27 Sept
New place to stay
Photo 1 of 29
Top guest favourite
Home in New Fairfield
Beautiful Lakefront Retreat with Private Dock
3 bedrooms, 4 beds, 2.5 bathrooms
9–15 Oct
4.93 out of 5 average rating, 132 reviews
Photo 1 of 29
Top guest favourite
Barn in Dover Plains
Punto Pino Farm Stay
1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 13 reviews
Photo 1 of 18
Guest favourite
Loft in Sherman
Appalachian Getaway
2 bedrooms, 2 queen beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 21 reviews
Photo 1 of 29
Top guest favourite
Home in New Milford
Charming 3BD/3BA Country Hideaway
3 bedrooms, 3 beds, 3 bathrooms
19–24 Oct
5.0 out of 5 average rating, 67 reviews
Photo 1 of 6
Top guest favourite
Room in Hopewell Junction
Free your mind/soul: Relax and enjoy Hudson Valley
1 queen bed, 1 bathroom
13–18 Oct
4.98 out of 5 average rating, 40 reviews