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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
7–12 Sept
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5.0 out of 5 average rating, 185 reviews
Top guest favourite
Home in Pound Ridge
Chic Midcentury Retreat with Private Pond near NYC
4 bedrooms, 3 beds, 2 bathrooms
10–15 Aug
4.97 out of 5 average rating, 33 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
Guest favourite
Barn in Pound Ridge
Life Is Beautiful! Treetop Lux Barn In The Woods.
1 bedroom, 1 queen bed, 1 bathroom
3–8 Aug
5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in Pound Ridge
Scandi forest home with heated pool
3 bedrooms, 4 beds, 2.5 bathrooms
17–22 Aug
5.0 out of 5 average rating, 5 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, 42 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, 91 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 Bedford
Bedford Paradise Getaway | Hot Tub | Town Center
3 bedrooms, 4 beds, 1 bathroom
23–28 Aug
4.92 out of 5 average rating, 116 reviews
Top guest favourite
Flat in Stamford
Modern Guest House - N. Stamford
1 bedroom, 1 bed, 1 bathroom
24–29 Sept
4.88 out of 5 average rating, 24 reviews
Home in Danbury
Dreamy Waterfront Paradise 90 Mins from NYC
2 bedrooms, 2 beds, 2 bathrooms
13–18 Aug
New place to stay
Guest favourite
Flat in Stamford
Standalone Cottage surrounded by woods
1 bedroom, 2 beds, 1 bathroom
28 Sept – 3 Oct
4.95 out of 5 average rating, 268 reviews
Top guest favourite
Cottage in South Salem
Oscaleta Guest House: Lakefront Cabin
1 bedroom, 1 queen bed, 1 bathroom
17–22 Aug
5.0 out of 5 average rating, 135 reviews
Top guest favourite
Guest suite in Mount Kisco
Spacious, private retreat 45 mins to NYC
1 bedroom, 3 beds, 1 bathroom
9–14 Aug
4.98 out of 5 average rating, 142 reviews
Top guest favourite
Guest suite in Stamford
Charming Retreat in North Stamford
1 queen bed, 1 bathroom
9–14 Oct
4.95 out of 5 average rating, 161 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, 57 reviews
Top guest favourite
Cottage in South Salem
Serene lake front cottage 1 hour from NYC
2 bedrooms, 4 beds, 1 bathroom
9–14 Aug
4.97 out of 5 average rating, 147 reviews
Top guest favourite
Guest suite in Katonah
Comfy Peaceful Retreat
1 bedroom, 1 queen bed, 1 bathroom
3–8 Aug
4.92 out of 5 average rating, 157 reviews