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Search results; Over 1,000 homes in Chappaqua

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Guest favourite
Tiny home in Chappaqua
Cozy tiny log cabin on 13 acres
1 bedroom, 1 bed, 1 bathroom
21–26 Sept
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4.89 out of 5 average rating, 71 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
20–25 Sept
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
17–22 Sept
4.94 out of 5 average rating, 160 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, 47 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
27 Sept – 2 Oct
4.83 out of 5 average rating, 36 reviews
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Flat in Katonah
The Mark
2 bedrooms, 3 beds, 1 bathroom
16–21 Sept
New place to stay
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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
18–23 Sept
5.0 out of 5 average rating, 54 reviews
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Home in Sleepy Hollow
Charming River Town Stay by the Hudson
4 bedrooms, 6 beds, 2 bathrooms
9–14 Nov
5.0 out of 5 average rating, 3 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, 142 reviews
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Top guest favourite
Home in Valhalla
Valhalla Home
2 bedrooms, 3 beds, 1 bathroom
28 Sept – 3 Oct
5.0 out of 5 average rating, 33 reviews
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Home in White Plains
Gorgeous NY Home | Parking| Mins2Train
3 bedrooms, 4 beds, 2 bathrooms
16–21 Sept
New place to stay
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Guest favourite
Rooms in Bedford Hills
The Creative Escapade
3 bedrooms, 3 beds, 1 bathroom
20–25 Sept
4.85 out of 5 average rating, 34 reviews
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Top guest favourite
Home in Katonah
Elegant Hideaway: Cozy Cottage in Katonah, NY
1 bedroom, 1 queen bed, 1 bathroom
1–7 Oct
5.0 out of 5 average rating, 12 reviews
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Top guest favourite
Flat in Croton-on-Hudson
Croton Quarters-Modern Amenities
2 bedrooms, 2 queen beds, 1 bathroom
23–28 Oct
4.98 out of 5 average rating, 50 reviews
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Top guest favourite
Home in Bedford
Comfortable Mid-Century on Quiet Country Road
4 bedrooms, 5 beds, 2 bathrooms
27 Oct – 1 Nov
5.0 out of 5 average rating, 79 reviews
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Top guest favourite
Home in Pleasantville
Charming 3BR Walk to Town & Train
3 bedrooms, 4 beds, 1.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 16 reviews
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Guest favourite
Home in Briarcliff Manor
Quaint Cottage in the Woods
2 bedrooms, 2 beds, 1 bathroom
25–30 Sept
4.95 out of 5 average rating, 41 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
27 Sept – 2 Oct
4.91 out of 5 average rating, 65 reviews
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Top guest favourite
Guest suite in Katonah
Comfy Peaceful Retreat
1 bedroom, 1 queen bed, 1 bathroom
27 Sept – 2 Oct
4.92 out of 5 average rating, 165 reviews