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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
29 Jul – 3 Aug
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4.97 out of 5 average rating, 112 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, 145 reviews
Top guest favourite
Cottage in Pawling
Twin Lakes Designer A-frame Stone Cottage
1 bedroom, 1 queen bed, 1 bathroom
12–17 Aug
4.99 out of 5 average rating, 176 reviews
Top guest favourite
Guest suite in Pawling
Cozy retreat just a short stroll from the village
1 bedroom, 1 queen bed, 1 bathroom
27 Jul – 1 Aug
4.94 out of 5 average rating, 124 reviews
Guest favourite
Home in Pawling
Private Lake House, Retreat
2 bedrooms, 2 beds, 1 bathroom
26–31 Jul
4.93 out of 5 average rating, 27 reviews
Home in Pawling
Quaker Hill Hideway | 7 Acres, Pool & Stargazing
3 bedrooms, 3 beds, 2.5 bathrooms
8–13 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Holmes
Top Side
1 bedroom, 1 bed, 1 bathroom
19–24 Aug
5.0 out of 5 average rating, 131 reviews
Top guest favourite
Home in Pawling
Lakefront retreat
3 bedrooms, 3 queen beds, 2.5 bathrooms
26–31 Aug
5.0 out of 5 average rating, 18 reviews
Guest favourite
Home in Pawling
Historic Mansion: 6BR Retreat + Horse Sanctuary
6 bedrooms, 8 beds, 4 bathrooms
8–13 Aug
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in New Milford
Cozy cottage
1 bedroom, 1 queen bed, 1 bathroom
19–24 Sept
5.0 out of 5 average rating, 37 reviews
Top guest favourite
Cabin in New Milford
Stylish & Scenic Escape: Chef's Kitchen ~ Hot Tub
3 bedrooms, 4 beds, 2.5 bathrooms
26–31 Jul
5.0 out of 5 average rating, 109 reviews
Top guest favourite
Guest house in Southbury
The Perch in the Purchase
1 bedroom, 2 beds, 1 bathroom
26–31 Jul
5.0 out of 5 average rating, 68 reviews
Top guest favourite
Room in Poughkeepsie
Hudson Pond · Hideaway King Suite · GF Breakfast
1 king bed, 1 bathroom
2–7 Aug
4.97 out of 5 average rating, 238 reviews
Home in Brewster
Colonial Home with Hot Tub and Al Fresco Dining
4 bedrooms, 7 beds, 3.5 bathrooms
4–9 Aug
5.0 out of 5 average rating, 18 reviews
Guest favourite
Cabin in Holmes
A View From the Lakehouse
3 bedrooms, 3 beds, 2 bathrooms
19–24 Jul
4.94 out of 5 average rating, 54 reviews
Superhost
Dome in Dover Plains
Architect-Designed Dome on Private 7-Acre Retreat
1 bedroom, 2 beds, 1 bathroom
27 Jul – 1 Aug
New place to stay
Hotel in Pawling
Mountain View Apartment at Station Inn
1 bedroom, 3 beds, 1 bathroom
25–30 May
Top guest favourite
Guest house in Newtown
Guest Suite at Wisteria Gardens
1 bedroom, 1 queen bed, 1 bathroom
27 Jul – 1 Aug
4.99 out of 5 average rating, 171 reviews
Guest favourite
Home in Pawling
Idyllic Lake Home-Hot tub, Woodstove-Hudson Valley
3 bedrooms, 4 beds, 2 bathrooms
11–16 Aug
5.0 out of 5 average rating, 5 reviews