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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 bathrooms
13–18 Sept
5.0 out of 5 average rating, 189 reviews
Top guest favourite
Home in Pound Ridge
Chic Midcentury Retreat with Private Pond near NYC
4 bedrooms, 3 beds, 2 bathrooms
14–19 Sept
4.97 out of 5 average rating, 34 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, 71 reviews
Guest favourite
Home in Pound Ridge
Secluded Modern Getaway-Seasonal heated pool
3 bedrooms, 3 beds, 3 bathrooms
22–27 Sept
4.77 out of 5 average rating, 13 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
Cottage in Pound Ridge
Cozy cottage in the village of Pound Ridge
1 bedroom, 1 queen bed, 1 bathroom
30 Nov – 5 Dec
4.96 out of 5 average rating, 79 reviews
Guest favourite
Guest house in Pound Ridge
Renovated guesthouse on private 7 acre property
1 bedroom, 1 king bed, 1 bathroom
1–6 Nov
5.0 out of 5 average rating, 18 reviews
Guest favourite
Home in Pound Ridge
Over Sized Colonial in very private setting
6 bedrooms, 7 beds, 6.5 bathrooms
4–9 Oct
4.82 out of 5 average rating, 44 reviews
Villa in Pound Ridge
Pool and tennis court, 5 bedroom beautiful home
5 bedrooms, 6 beds, 6.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 7 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, 59 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 Bedford
The Waterside Home - Pool, Tennis, Sauna & Nature
3 bedrooms, 3 beds, 2 bathrooms
18–23 Sept
4.98 out of 5 average rating, 60 reviews
Guest favourite
Barn in Pound Ridge
Life Is Beautiful! Treetop Lux Barn In The Woods.
1 bedroom, 1 queen bed, 1 bathroom
14–19 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Redding
Retreat with Heated Pool, 1 Mile to NYC Train
4 bedrooms, 5 beds, 2.5 bathrooms
4–9 Oct
4.99 out of 5 average rating, 107 reviews
Superhost
Home in Wilton
Spectacular Renovated Barn
4 bedrooms, 5 beds, 3.5 bathrooms
20–25 Sept
4.94 out of 5 average rating, 18 reviews
Guest favourite
Home in Bedford
Chancton House | 4 Bedrooms | Pool | Bedford
4 bedrooms, 5 beds, 4.5 bathrooms
28 Sept – 3 Oct
4.92 out of 5 average rating, 25 reviews
Guest favourite
Home in Bedford
Bedford Paradise Getaway | Hot Tub | Town Center
3 bedrooms, 4 beds, 2.5 bathrooms
12–17 Oct
4.92 out of 5 average rating, 119 reviews
Top guest favourite
Home in Pound Ridge
Historic wooded 3BD 1 hour from NYC
3 bedrooms, 3 beds, 2.5 bathrooms
1–6 Mar
5.0 out of 5 average rating, 43 reviews