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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
Home in Mount Kisco
Incredible barn in country setting
2 bedrooms, 2 beds, 1 bathroom
24–29 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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Top guest favourite
Guest suite in Pleasantville
Serene Escape | Private Suite | Ideal for 2
1 bedroom, 1 queen bed, 1 bathroom
8–13 Oct
5.0 out of 5 average rating, 8 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
Flat in Croton-on-Hudson
Croton Quarters-Modern Amenities
2 bedrooms, 2 queen beds, 1 bathroom
3–8 Nov
4.98 out of 5 average rating, 50 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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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
Guest suite in Pleasantville
Charming Studio Centrally Located in Pleasantville
2 beds, 1 bathroom
1–6 Apr
4.84 out of 5 average rating, 83 reviews
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Guest favourite
Home in Bedford
Bedford Paradise Getaway | Hot Tub | Town Center
3 bedrooms, 4 beds, 2.5 bathrooms
20–25 Sept
4.92 out of 5 average rating, 120 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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Top guest favourite
Guest house in Elmsford
Private Guest Suite
2 bedrooms, 2 queen beds, 1 bathroom
18–23 Oct
4.98 out of 5 average rating, 41 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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Top guest favourite
Guest suite in Briarcliff Manor
Enjoy Summer Living "Stone Haven" Hudson Valley
1 bedroom, 2 beds, 1 bathroom
18–23 Oct
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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Home in White Plains
Gorgeous NY Home | Parking| Mins2Train
3 bedrooms, 4 beds, 2 bathrooms
26 Sept – 1 Oct
New place to stay
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Home in Pleasantville
Cheerful home downtown Pleasantville
3 bedrooms, 3 beds, 2.5 bathrooms
21–26 Nov
5.0 out of 5 average rating, 3 reviews
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Home in Yonkers
Beautiful 2BR jacuzzi & Private Patio
2 bedrooms, 4 beds, 1 bathroom
30 Sept – 5 Oct
5.0 out of 5 average rating, 4 reviews
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Guest favourite
Home in Yorktown Heights
Designer Home in Lower Hudson Valley
5 bedrooms, 5 beds, 4 bathrooms
7–12 Oct
5.0 out of 5 average rating, 7 reviews