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Search results; Over 1,000 homes in Pound Ridge

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Guest favourite
Home in Pound Ridge
Secluded Modern Getaway-Seasonal heated pool
3 bedrooms, 3 beds, 3 private bathrooms
16–21 Sept
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4.77 out of 5 average rating, 13 reviews
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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, 187 reviews
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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
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Superhost
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
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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
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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
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Guest favourite
Home in Pound Ridge
Over Sized Colonial in very private setting
6 bedrooms, 7 beds, 6.5 bathrooms
6–11 Sept
4.82 out of 5 average rating, 44 reviews
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Villa in Pound Ridge
Pool and tennis court, 5 bedroom beautiful home
5 bedrooms, 6 beds, 6.5 bathrooms
7–14 Sept
5.0 out of 5 average rating, 6 reviews
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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
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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
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Top guest favourite
Home in Bedford
The Waterside Home - Pool, Tennis, Sauna & Nature
3 bedrooms, 3 beds, 2 bathrooms
18–23 Sept
5.0 out of 5 average rating, 58 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, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 8 reviews
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Guest favourite
Rooms in Bedford Hills
The Creative Escapade
3 bedrooms, 3 beds, 1 bathroom
8–13 Sept
4.85 out of 5 average rating, 34 reviews
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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
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Guest favourite
Room in Pound Ridge
Corner Queen with Blue Walls
1 queen bed, 1 bathroom
1–6 Jan
4.88 out of 5 average rating, 24 reviews
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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, 119 reviews
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Superhost
Home in Wilton
Spectacular Renovated Barn
4 bedrooms, 5 beds, 3.5 bathrooms
7–12 Sept
4.94 out of 5 average rating, 17 reviews
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Home in Pound Ridge
Pound Ridge Retreat in the woods
4 bedrooms, 5 beds, 4 bathrooms
5–10 Sept
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Guest favourite
Home in Bedford
Chancton House | 4 Bedrooms | Pool | Bedford
4 bedrooms, 5 beds, 4.5 bathrooms
14–19 Sept
4.92 out of 5 average rating, 25 reviews