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Search results; Over 1,000 homes in Chappaqua

Guest favourite
Home in Chappaqua
Chic and Cozy 2BD 1920's Cottage Retreat
2 bedrooms, 3 beds, 2 private bathrooms
1–8 Feb, Individual host
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4.86 out of 5 average rating, 85 reviews
Top guest favourite
Guest suite in Pleasantville
Serene Escape | Private Suite | Ideal for 2
1 bedroom, 1 queen bed, 1 bathroom
18–23 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Mount Kisco
Serene Retreat in the Hills w/Jacuzzi
4 bedrooms, 4 beds, 2 bathrooms
13–18 Oct
5.0 out of 5 average rating, 47 reviews
Top guest favourite
Home in Mount Kisco
Incredible barn in country setting
2 bedrooms, 2 beds, 1 bathroom
13–18 Sept
4.94 out of 5 average rating, 160 reviews
Guest favourite
Tiny home in Chappaqua
Cozy tiny log cabin on 13 acres
1 bedroom, 1 bed, 1 bathroom
13–18 Sept
4.89 out of 5 average rating, 70 reviews
Home in Croton-on-Hudson
Croton Country House
4 bedrooms, 4 beds, 2 bathrooms
14–19 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Townhouse in White Plains
Stylish 4bed 2bath Home in White Plains
4 bedrooms, 4 beds, 2 bathrooms
27 Sept – 2 Oct
4.95 out of 5 average rating, 128 reviews
Top guest favourite
Guest suite in Briarcliff Manor
Enjoy Summer Living "Stone Haven" Hudson Valley
1 bedroom, 2 beds, 1 bathroom
14–19 Sept
5.0 out of 5 average rating, 53 reviews
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, 35 reviews
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
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
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
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, 141 reviews
Top guest favourite
Guest house in Mount Kisco
White Cedar Cottage
1 bedroom, 2 beds, 1 bathroom
17–22 Oct
4.97 out of 5 average rating, 59 reviews
Top guest favourite
Home in Katonah
Peace and Stunning Views in Katonah
3 bedrooms, 3 queen beds, 2 bathrooms
26–31 Oct
4.93 out of 5 average rating, 111 reviews
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, 107 reviews
Top guest favourite
Room in Elmsford
Quiet room in the heart of Westchester
1 single bed, 1 bathroom
4–9 Oct
4.97 out of 5 average rating, 116 reviews
Top guest favourite
Guest suite in Pleasantville
Charming Studio Centrally Located in Pleasantville
2 beds, 1 bathroom
14–19 Nov
4.84 out of 5 average rating, 83 reviews
Home in Sleepy Hollow
Charming River Town Stay by the Hudson
4 bedrooms, 6 beds, 2 bathrooms
14–19 Sept
5.0 out of 5 average rating, 3 reviews