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Search results; Over 1,000 homes in Pawling

Top guest favourite
Cottage in Pawling
Forest Acres Cottage: Appalachian/Empire St Trail!
1 bedroom, 2 beds, 1 private bathroom
20–25 Jul
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4.97 out of 5 average rating, 112 reviews
Top guest favourite
Cottage in Pawling
Twin Lakes Designer A-frame Stone Cottage
1 bedroom, 1 queen bed
12–17 Aug
4.99 out of 5 average rating, 176 reviews
Top guest favourite
Flat in Pawling
Quiet Studio Apartment in Pawling
1 bedroom, 1 king bed
23–28 Aug
5.0 out of 5 average rating, 145 reviews
Top guest favourite
Guest suite in Pawling
Cozy retreat just a short stroll from the village
1 bedroom, 1 queen bed
9–14 Jul
4.93 out of 5 average rating, 123 reviews
Top guest favourite
Flat in Holmes
Top Side
1 bedroom, 1 bed
26–31 Jul
5.0 out of 5 average rating, 131 reviews
Guest favourite
Home in Pawling
Private Lake House, Retreat
2 bedrooms, 2 beds
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
8–13 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Pawling
Lakefront retreat
3 bedrooms, 3 queen beds
12–17 Jul
5.0 out of 5 average rating, 18 reviews
Guest favourite
Home in Pawling
Historic Mansion: 6BR Retreat + Horse Sanctuary
6 bedrooms, 8 beds
8–13 Aug
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Barn in Roxbury
Fully Renovated Rural Barn
1 bedroom, 2 beds
12–17 Jul
5.0 out of 5 average rating, 100 reviews
Guest favourite
Home in Pawling
Idyllic Lake Home-Hot tub, Woodstove-Hudson Valley
3 bedrooms, 4 beds
26–31 Jul
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Cabin in New Milford
Stylish & Scenic Escape: Chef's Kitchen ~ Hot Tub
3 bedrooms, 4 beds
12–17 Jul
5.0 out of 5 average rating, 109 reviews
Top guest favourite
Cabin in Carmel Hamlet
Cozy Log Cabin Getaway
2 bedrooms, 4 beds
29 Sept – 4 Oct
4.98 out of 5 average rating, 91 reviews
Hotel in Pawling
Mountain View Apartment at Station Inn
1 bedroom, 3 beds
25–30 May
Top guest favourite
Room in Poughkeepsie
Hudson Pond · Garden Queen Suite · GF Breakfast
1 queen bed
29 Jul – 3 Aug
4.99 out of 5 average rating, 150 reviews
Guest favourite
Cabin in Holmes
A View From the Lakehouse
3 bedrooms, 3 beds
12–17 Jul
4.94 out of 5 average rating, 53 reviews
Top guest favourite
Home in New Milford
Charming 3BD/3BA Country Hideaway
3 bedrooms, 3 beds
13–18 Jul
5.0 out of 5 average rating, 58 reviews
Home in Dover Plains
Luxury Newly Renovated 3BR 2BA| Family Fun
3 bedrooms, 1 queen bed
13–18 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Brookfield
Stay at Old Dorset Farm & create lifelong memories
3 bedrooms, 5 beds
8–13 Jul
4.98 out of 5 average rating, 177 reviews