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Search results; Over 1,000 homes in Pound Ridge

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Top guest favourite
Home in Pound Ridge
Peaceful Light-Filled Guesthouse salt pool/sauna
3 bedrooms, 5 beds, 2 private bathrooms
18–23 Oct
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5.0 out of 5 average rating, 189 reviews
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Guest favourite
Home in Pound Ridge
1840Farmhouse, 65"OLED4k, firepit, 3x4ktvs, 3acres
2 bedrooms, 2 beds
3–8 Oct
4.89 out of 5 average rating, 71 reviews
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Top guest favourite
Home in Pound Ridge
Chic Midcentury Retreat with Private Pond near NYC
4 bedrooms, 3 beds
17–22 Sept
4.97 out of 5 average rating, 35 reviews
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Guest favourite
Home in Pound Ridge
Secluded Modern Getaway-Seasonal heated pool
3 bedrooms, 3 beds
22–27 Sept
4.77 out of 5 average rating, 13 reviews
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Guest favourite
Cottage in Pound Ridge
Cozy cottage in the village of Pound Ridge
1 bedroom, 1 queen bed
30 Nov – 5 Dec
4.96 out of 5 average rating, 79 reviews
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Home in Pound Ridge
Luxury Renovated French Tutor Stone Estate w/pool
7 bedrooms, 7 beds
1–6 Oct
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Guest favourite
Guest house in Pound Ridge
Renovated guesthouse on private 7 acre property
1 bedroom, 1 king bed
1–6 Nov
5.0 out of 5 average rating, 18 reviews
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Villa in Pound Ridge
Pool and tennis court, 5 bedroom beautiful home
5 bedrooms, 6 beds
29 Sept – 4 Oct
5.0 out of 5 average rating, 7 reviews
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Guest favourite
Home in Pound Ridge
Over Sized Colonial in very private setting
6 bedrooms, 7 beds
4–9 Oct
4.82 out of 5 average rating, 44 reviews
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Top guest favourite
Home in Pound Ridge
Private farm cottage +hiking
1 bedroom, 1 king bed
12–17 Dec
5.0 out of 5 average rating, 59 reviews
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Guest favourite
Cabin in Pound Ridge
The Cottage on Maple Grove Farm
1 bedroom, 1 queen bed
24–29 Oct
4.94 out of 5 average rating, 16 reviews
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Guest favourite
Barn in Pound Ridge
Life Is Beautiful! Treetop Lux Barn In The Woods.
1 bedroom, 1 queen bed
21–26 Sept
5.0 out of 5 average rating, 8 reviews
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Top guest favourite
Home in Bedford
The Waterside Home - Pool, Tennis, Sauna & Nature
3 bedrooms, 3 beds
18–23 Sept
4.98 out of 5 average rating, 60 reviews
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Guest favourite
Home in Bedford
Chancton House | 4 Bedrooms | Pool | Bedford
4 bedrooms, 5 beds
16–21 Sept
4.92 out of 5 average rating, 26 reviews
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Top guest favourite
Home in Redding
Retreat with Heated Pool, 1 Mile to NYC Train
4 bedrooms, 5 beds
4–9 Oct
4.99 out of 5 average rating, 108 reviews
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Top guest favourite
Guest house in Bedford
Private Guest Studio
1 bed
12–17 Nov
4.92 out of 5 average rating, 233 reviews
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Top guest favourite
Home in Wilton
Mid Century Modern Cottage
1 queen bed
1–6 Nov
4.94 out of 5 average rating, 242 reviews
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Top guest favourite
Home in Mount Kisco
Incredible barn in country setting
2 bedrooms, 2 beds
17–22 Sept
4.94 out of 5 average rating, 160 reviews
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Top guest favourite
Guest house in Bedford Hills
The Perch: Saltwater Pool Woodland Cottage Retreat
2 bedrooms, 3 beds
26 Sept – 1 Oct
5.0 out of 5 average rating, 97 reviews