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Search results; Over 1,000 homes in Chappaqua

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Guest favourite
Home in Chappaqua
Chic and Cozy 2BD 1920's Cottage Retreat
2 bedrooms, 3 beds, 2 private bathrooms
31 Oct – 7 Nov, Individual host
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4.86 out of 5 average rating, 85 reviews
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Top guest favourite
Home in Mount Kisco
Serene Retreat in the Hills w/Jacuzzi
4 bedrooms, 4 beds, 2 bathrooms
19–24 Oct
5.0 out of 5 average rating, 48 reviews
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Guest favourite
Tiny home in Chappaqua
Cozy tiny log cabin on 13 acres
1 bedroom, 1 bed, 1 bathroom
4–9 Oct
4.89 out of 5 average rating, 72 reviews
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Top guest favourite
Guest suite in Pleasantville
Serene Escape | Private Suite | Ideal for 2
1 bedroom, 1 queen bed, 1 bathroom
26–31 Oct
5.0 out of 5 average rating, 8 reviews
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Top guest favourite
Home in Mount Kisco
Incredible barn in country setting
2 bedrooms, 2 beds, 1 bathroom
1–6 Oct
4.94 out of 5 average rating, 161 reviews
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Home in Croton-on-Hudson
Croton Country House
4 bedrooms, 4 beds, 2 bathrooms
26–31 Oct
5.0 out of 5 average rating, 3 reviews
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Guest favourite
Home in Briarcliff Manor
Hudson River Views: Briarcliff Manor Home w/ Deck
4 bedrooms, 6 beds, 6 bathrooms
28 Nov – 3 Dec
4.88 out of 5 average rating, 24 reviews
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Top guest favourite
Cottage in Valhalla
Charming private 1BR apt. Easy access to NYC
1 bedroom, 2 beds, 1 bathroom
11–16 Oct
4.96 out of 5 average rating, 340 reviews
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Guest favourite
Townhouse in White Plains
Charming 3BR Home - Quiet Stay, Close to NYC
3 bedrooms, 4 beds, 1 bathroom
11–16 Oct
4.95 out of 5 average rating, 143 reviews
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Top guest favourite
Guest suite in Briarcliff Manor
Enjoy Summer Living "Stone Haven" Hudson Valley
1 bedroom, 2 beds, 1 bathroom
1–6 Nov
5.0 out of 5 average rating, 54 reviews
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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, 109 reviews
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Top guest favourite
Home in Valhalla
Valhalla Home
2 bedrooms, 3 beds, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 34 reviews
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Top guest favourite
Flat in Mount Kisco
Cozy 1 Bdrm Apt; Privt Entry; 5 min walk to train
1 bedroom, 4 beds, 1 bathroom
26–31 Oct
4.92 out of 5 average rating, 224 reviews
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Top guest favourite
Barn in Bedford Hills
Idyllic Retreat
1 bedroom, 2 beds, 1 bathroom
18–23 Oct
5.0 out of 5 average rating, 9 reviews
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Guest favourite
Home in Croton-on-Hudson
Secluded Mid-Century Modern Home 4 bedroom
4 bedrooms, 3 beds, 2 bathrooms
4–9 Oct
4.83 out of 5 average rating, 36 reviews
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Guest favourite
Home in Yonkers
Beautiful 2BR jacuzzi & Private Patio
2 bedrooms, 4 beds, 1 bathroom
12–17 Oct
5.0 out of 5 average rating, 6 reviews
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Top guest favourite
Villa in Stony Point
Spacious 10BR Escape w/Pool, Hot Tub & Game Room
10 bedrooms, 15 beds, 4.5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 5 reviews
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Top guest favourite
Guest suite in Croton-on-Hudson
Forest Suite | Croton Dam Trails | 45 Min NYC
1 bedroom, 2 beds, 2 bathrooms
1–6 Nov
4.91 out of 5 average rating, 65 reviews
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Top guest favourite
Townhouse in White Plains
Stylish 4bed 2bath Home in White Plains
4 bedrooms, 4 beds, 2 bathrooms
14–19 Nov
4.95 out of 5 average rating, 132 reviews