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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
4.97 out of 5 average rating, 33 reviews, 4 bedrooms, 3 beds, 2 bathrooms
16–21 Aug
Guest favourite
Cottage in Pound Ridge
Cozy cottage in the village of Pound Ridge
4.96 out of 5 average rating, 79 reviews, 1 bedroom, 1 bed, 1 bathroom
16–21 Sept
Guest favourite
Home in Pound Ridge
Secluded Modern Getaway-Seasonal heated pool
4.77 out of 5 average rating, 13 reviews, 3 bedrooms, 3 beds, 3 bathrooms
8–13 Sept
Guest favourite
Home in Pound Ridge
1840Farmhouse, 65"OLED4k, firepit, 3x4ktvs, 3acres
4.89 out of 5 average rating, 70 reviews, 2 bedrooms, 2 beds, 2 bathrooms
3–8 Oct
Home in Pound Ridge
Luxury Renovated French Tutor Stone Estate w/pool
New place to stay, 7 bedrooms, 7 beds, 2 bathrooms
1–6 Oct
Guest favourite
Barn in Pound Ridge
Life Is Beautiful! Treetop Lux Barn In The Woods.
5.0 out of 5 average rating, 6 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Aug
Top guest favourite
Home in Pound Ridge
Historic wooded 3BD 1 hour from NYC
5.0 out of 5 average rating, 41 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
1–6 Aug
Guest favourite
Home in Pound Ridge
Over Sized Colonial in very private setting
4.81 out of 5 average rating, 43 reviews, 6 bedrooms, 7 beds, 6.5 bathrooms
9–14 Aug
Top guest favourite
Home in Bedford
Comfortable Mid-Century on Quiet Country Road
5.0 out of 5 average rating, 74 reviews, 4 bedrooms, 5 beds, 2 bathrooms
11–16 Aug
Top guest favourite
Home in Pound Ridge
Private farm cottage +hiking
5.0 out of 5 average rating, 56 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
9–14 Nov
Guest favourite
Home in Norwalk
Spacious Retreat with Game Room, 60 min to NYC
4.95 out of 5 average rating, 39 reviews, 5 bedrooms, 6 beds, 2.5 bathrooms
30 Aug – 4 Sept
Top guest favourite
Guest house in Bedford Hills
The Perch: Saltwater Pool Woodland Cottage Retreat
5.0 out of 5 average rating, 90 reviews, 2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
Guest favourite
Flat in Stamford
Standalone Cottage surrounded by woods
4.95 out of 5 average rating, 264 reviews, 1 bedroom, 2 beds, 1 bathroom
6–11 Sept
Guest favourite
Home in Armonk
Modern Mediterranean living in Armonk
5.0 out of 5 average rating, 24 reviews, 4 bedrooms, 4 beds, 3.5 bathrooms
1–6 Aug
Guest favourite
Home in Redding
Cozy private retreat
5.0 out of 5 average rating, 13 reviews, 2 bedrooms, 2 beds, 1 bathroom
23–28 Aug
Top guest favourite
Guest suite in Mount Kisco
Spacious, private retreat 45 mins to NYC
4.98 out of 5 average rating, 141 reviews, 1 bedroom, 3 beds, 1 bathroom
8–13 Aug
Top guest favourite
Cottage in South Salem
Oscaleta Guest House: Lakefront Cabin
5.0 out of 5 average rating, 135 reviews, 1 bedroom, 1 bed, 1 bathroom
3–8 Aug
Superhost
Barn in Bedford Hills
Idyllic Retreat
5.0 out of 5 average rating, 3 reviews, 1 bedroom, 2 beds, 1 bathroom
1–6 Aug