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Search results; Over 1,000 homes in Pawling

Descriptions are based on details hosts provide
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
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
4.94 out of 5 average rating, 124 reviews, 1 bedroom, 1 bed, 1 bathroom
27 Jul – 1 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
14–19 Sept
Guest favourite
Cottage in Pawling
Renovated cottage with a forest-view porch
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
Lake views with a fire pit
5.0 out of 5 average rating, 131 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Aug
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
Top guest favourite
Guest house in Southbury
New modern barn loft with a balcony
5.0 out of 5 average rating, 68 reviews, 1 bedroom, 2 beds, 1 bathroom
26–31 Jul
Guest favourite
Home in Pawling
1840 manor on 16 acres with animals
5.0 out of 5 average rating, 9 reviews, 6 bedrooms, 8 beds, 4 bathrooms
8–13 Aug
Home in New Milford
Family Home with Pool & Game Garage
New place to stay, 3 bedrooms, 3 beds, 2.5 bathrooms
16–21 Aug
Top guest favourite
Room in Poughkeepsie
Hudson Pond · Garden Queen Suite · GF Breakfast
4.99 out of 5 average rating, 151 reviews, 1 queen bed, 1 bathroom
29 Jul – 3 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
26–31 Jul
Superhost
Dome in Dover Plains
Architect-Designed Dome on Private 7-Acre Retreat
5.0 out of 5 average rating, 3 reviews, 1 bedroom, 2 beds, 1 bathroom
27 Jul – 1 Aug
Guest favourite
Cabin in Holmes
Lakeside cabin with a private dock
4.94 out of 5 average rating, 54 reviews, 3 bedrooms, 3 beds, 2 bathrooms
19–24 Jul
Top guest favourite
Guest house in Newtown
Guest Suite at Wisteria Gardens
4.99 out of 5 average rating, 171 reviews, 1 bedroom, 1 bed, 1 bathroom
27 Jul – 1 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
11–16 Aug
Top guest favourite
Home in Fishkill Village
Hudson Valley Retreat w/ Sauna Near Beacon sleeps7
5.0 out of 5 average rating, 79 reviews, 3 bedrooms, 4 beds, 2 bathrooms
22–27 Oct
Hotel in Pawling
Mountain View Apartment at Station Inn
1 bedroom, 3 beds, 1 bathroom
25–30 May