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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
4–9 Aug
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4.93 out of 5 average rating, 28 reviews
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
Cottage in Pawling
Twin Lakes Designer A-frame Stone Cottage
4.99 out of 5 average rating, 177 reviews, 1 bedroom, 1 bed, 1 bathroom
27 Sept – 2 Oct
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
29 Jul – 3 Aug
Top guest favourite
Flat in Holmes
Top Side
5.0 out of 5 average rating, 132 reviews, 1 bedroom, 1 bed, 1 bathroom
6–11 Sept
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 Aug
Top guest favourite
Home in Pawling
Lakefront retreat
5.0 out of 5 average rating, 18 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
26–31 Aug
Home in Holmes
Laurelwood Cottage at Sanita Hill
New place to stay, 4 bedrooms, 5 beds, 2 bathrooms
26–31 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 Carmel Hamlet
Cozy Log Cabin Getaway
4.97 out of 5 average rating, 93 reviews, 2 bedrooms, 4 beds, 1.5 bathrooms
29 Sept – 4 Oct
Top guest favourite
Home in Dover Plains
Somewhere That’s Green, Gameroom/Bar, Fenced yard
5.0 out of 5 average rating, 46 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
5–10 Aug
Guest favourite
Home in Pawling
Idyllic Lake Home-Hot tub, Woodstove-Hudson Valley
5.0 out of 5 average rating, 6 reviews, 3 bedrooms, 4 beds, 2 bathrooms
11–16 Aug
Guest favourite
Cabin in Holmes
A View From the Lakehouse
4.94 out of 5 average rating, 54 reviews, 3 bedrooms, 3 beds, 2 bathrooms
20–25 Jul
Top guest favourite
Room in Poughkeepsie
Hudson Pond · Garden Queen Suite · GF Breakfast
4.99 out of 5 average rating, 153 reviews, 1 queen bed, 1 bathroom
16–21 Aug
Top guest favourite
Cabin in New Milford
Stylish & Scenic Escape: Chef's Kitchen ~ Hot Tub
5.0 out of 5 average rating, 110 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
26–31 Jul
Top guest favourite
Cottage in New Milford
Waterfront, Wooded Cottage on Candlewood Lake
4.97 out of 5 average rating, 79 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
14–19 Aug
Top guest favourite
Flat in Danbury
Lakeview Suite Pet friendly Hot Tub 4 Park Spots
5.0 out of 5 average rating, 18 reviews, 3 bedrooms, 5 beds, 1 bathroom
26–31 Jul
Top guest favourite
Home in Pawling
Country Village Getaway
4.93 out of 5 average rating, 40 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
1–7 Jun
Top guest favourite
Camper van/Motorhome in Wassaic
Glamp in a 1970s Airstream | Hot Tub | NYC Train
4.99 out of 5 average rating, 86 reviews, 3 beds, 1 bathroom
2–7 Aug