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Search results; Over 1,000 homes in Pound Ridge

Top guest favourite
Home in Pound Ridge
Peaceful Light-Filled Guesthouse salt pool/sauna
3 bedrooms, 5 beds, 2 private bathrooms
13–18 Sept
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5.0 out of 5 average rating, 187 reviews
Top guest favourite
Home in Pound Ridge
Chic Midcentury Retreat with Private Pond near NYC
4 bedrooms, 3 beds, 2 bathrooms
6–11 Sept
4.97 out of 5 average rating, 34 reviews
Guest favourite
Cottage in Pound Ridge
Cozy cottage in the village of Pound Ridge
1 bedroom, 1 queen bed, 1 bathroom
16–21 Sept
4.96 out of 5 average rating, 79 reviews
Guest favourite
Home in Pound Ridge
1840Farmhouse, 65"OLED4k, firepit, 3x4ktvs, 3acres
2 bedrooms, 2 beds, 2 bathrooms
3–8 Oct
4.89 out of 5 average rating, 70 reviews
Home in Pound Ridge
Luxury Renovated French Tutor Stone Estate w/pool
7 bedrooms, 7 beds, 3 bathrooms
1–6 Oct
New place to stay
Guest favourite
Barn in Pound Ridge
Life Is Beautiful! Treetop Lux Barn In The Woods.
1 bedroom, 1 queen bed, 1 bathroom
13–18 Aug
5.0 out of 5 average rating, 8 reviews
Guest favourite
Home in Pound Ridge
Secluded Modern Getaway-Seasonal heated pool
3 bedrooms, 3 beds, 3 bathrooms
8–13 Sept
4.77 out of 5 average rating, 13 reviews
Guest favourite
Home in Pound Ridge
Over Sized Colonial in very private setting
6 bedrooms, 7 beds, 6.5 bathrooms
16–21 Aug
4.81 out of 5 average rating, 43 reviews
Top guest favourite
Flat in Stamford
Modern Guest House - N. Stamford
1 bedroom, 1 bed, 1 bathroom
28 Sept – 3 Oct
4.88 out of 5 average rating, 24 reviews
Top guest favourite
Home in Pound Ridge
Historic wooded 3BD 1 hour from NYC
3 bedrooms, 3 beds, 2.5 bathrooms
24 Feb – 1 Mar
5.0 out of 5 average rating, 43 reviews
Guest favourite
Home in Bedford
Bedford Paradise Getaway | Hot Tub | Town Center
3 bedrooms, 4 beds, 2.5 bathrooms
2–7 Sept
4.92 out of 5 average rating, 116 reviews
Top guest favourite
Cottage in New Canaan
Peaceful New Canaan 2-BdRm Cottage - Pet Friendly!
2 bedrooms, 3 beds, 2 bathrooms
2–7 Sept
4.96 out of 5 average rating, 28 reviews
Guest favourite
Cabin in Pound Ridge
The Cottage on Maple Grove Farm
1 bedroom, 1 queen bed, 1 bathroom
1–6 Oct
4.94 out of 5 average rating, 16 reviews
Top guest favourite
Home in Katonah
Elegant Hideaway: Cozy Cottage in Katonah, NY
1 bedroom, 1 queen bed, 1 bathroom
13–19 Aug
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Home in Stamford
Bright Stylish Chic 4BR 4BA Home
4 bedrooms, 4 beds, 4 bathrooms
31 Aug – 5 Sept
4.98 out of 5 average rating, 259 reviews
Top guest favourite
Guest house in Bedford Hills
The Perch: Saltwater Pool Woodland Cottage Retreat
2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 92 reviews
Top guest favourite
Home in Wilton
Mid Century Modern Cottage
1 queen bed, 1 bathroom
22–27 Sept
4.94 out of 5 average rating, 238 reviews
Guest favourite
Cottage in South Salem
Private cottage in horse country &1 hour from NYC!
1 bedroom, 1 queen bed, 1 bathroom
17–22 Aug
4.95 out of 5 average rating, 276 reviews
Top guest favourite
Home in Pound Ridge
Private farm cottage +hiking
1 bedroom, 1 king bed, 1.5 bathrooms
9–14 Nov
5.0 out of 5 average rating, 58 reviews