filters

Search results; Over 1,000 homes in Pawling

Guest favourite
Cottage in Pawling
Forest Acres Cottage: Appalachian/Empire St Trail!
1 bedroom, 2 beds, 1 private bathroom
18–23 Aug
,
4.97 out of 5 average rating, 113 reviews
Top guest favourite
Flat in Pawling
Quiet Studio Apartment in Pawling
1 bedroom, 1 king bed, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 148 reviews
Top guest favourite
Cottage in Pawling
Twin Lakes Designer A-frame Stone Cottage
1 bedroom, 1 queen bed, 1 bathroom
24–29 Aug
4.99 out of 5 average rating, 182 reviews
Guest favourite
Home in Pawling
Private Lake House, Retreat
2 bedrooms, 2 beds, 1 bathroom
18–23 Aug
4.93 out of 5 average rating, 30 reviews
Top guest favourite
Flat in Holmes
Top Side
1 bedroom, 1 bed, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 140 reviews
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, 7 reviews
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
Top guest favourite
Home in Dover Plains
Somewhere That’s Green, Gameroom/Bar, Fenced yard
3 bedrooms, 4 beds, 2.5 bathrooms
15–20 Aug
5.0 out of 5 average rating, 48 reviews
Home in Holmes
Laurelwood Cottage at Sanita Hill
4 bedrooms, 5 beds, 2 bathrooms
15–20 Aug
Top guest favourite
Home in Pawling
Historic Mansion: 6BR Retreat + Horse Sanctuary
6 bedrooms, 8 beds, 4 bathrooms
13–18 Oct
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Home in Pawling
Quaker Hill Cottage
2 bedrooms, 2 beds, 1.5 bathrooms
25–30 Aug
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in Pawling
Idyllic Lake Home-Hot tub, Woodstove-Hudson Valley
3 bedrooms, 4 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Cabin in New Milford
Stylish & Scenic Escape: Chef's Kitchen ~ Hot Tub
3 bedrooms, 4 beds, 2.5 bathrooms
27 Aug – 1 Sept
5.0 out of 5 average rating, 111 reviews
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
Guest favourite
Dome in Dover Plains
Architect-Designed Dome on Private 7-Acre Retreat
1 bedroom, 2 beds, 1 bathroom
24–29 Aug
5.0 out of 5 average rating, 6 reviews
Home in Dover Plains
Luxury Newly Renovated 3BR 2BA| Family Fun
3 bedrooms, 1 queen bed, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Cottage in Brewster
Lakefront Brewster Vacation Rental w/ Private Dock
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.98 out of 5 average rating, 50 reviews
Top guest favourite
Guest house in Southbury
The Perch in the Purchase
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 73 reviews
Guest favourite
Cabin in Holmes
A View From the Lakehouse
3 bedrooms, 3 beds, 2 bathrooms
16–21 Aug
4.95 out of 5 average rating, 55 reviews