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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
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4.87 out of 5 average rating, 84 reviews
Top guest favourite
Guest suite in Mount Kisco
Spacious, private retreat 45 mins to NYC
4.98 out of 5 average rating, 141 reviews, 1 bedroom, 3 beds, 1 bathroom
8–13 Aug
Top guest favourite
Room in Hawthorne
Room: Life is beautiful
4.89 out of 5 average rating, 122 reviews, 2 beds, 1 bathroom
1–6 Aug
Top guest favourite
Flat in Mount Kisco
Cozy 1 Bdrm Apt; Privt Entry; 5 min walk to train
4.93 out of 5 average rating, 217 reviews, 1 bedroom, 4 beds, 1 bathroom
3–8 Aug
Guest favourite
Home in Armonk
Modern Mediterranean living in Armonk
5.0 out of 5 average rating, 24 reviews, 4 bedrooms, 4 beds, 3.5 bathrooms
1–6 Aug
Top guest favourite
Guest suite in Pleasantville
Charming Studio Centrally Located in Pleasantville
4.84 out of 5 average rating, 83 reviews, 2 beds, 1 bathroom
10–15 Sept
Guest suite in Pleasantville
Serene Escape | Private Suite | Ideal for 2
5.0 out of 5 average rating, 4 reviews, 1 bedroom, 1 bed, 1 bathroom
6–11 Aug
Top guest favourite
Guest house in Mount Kisco
White Cedar Cottage
4.96 out of 5 average rating, 55 reviews, 1 bedroom, 2 beds, 1 bathroom
6–11 Aug
Top guest favourite
Room in Ossining
The hidden gem
4.99 out of 5 average rating, 73 reviews, 1 king bed, 1 bathroom
4–9 Aug
Top guest favourite
Home in Mount Kisco
Serene Retreat in the Hills w/Jacuzzi
5.0 out of 5 average rating, 43 reviews, 4 bedrooms, 4 beds, 2 bathrooms
25–30 Aug
Top guest favourite
Flat in Tarrytown
Stylish, Cozy 2 BR Pied-á-terre
4.95 out of 5 average rating, 22 reviews, 2 bedrooms, 2 beds, 1 bathroom
1–6 Aug
Top guest favourite
Guest suite in Briarcliff Manor
Enjoy Summer Living "Stone Haven" Hudson Valley
5.0 out of 5 average rating, 50 reviews, 1 bedroom, 2 beds, 1 bathroom
3–8 Aug
Top guest favourite
Guest suite in Stamford
Charming Retreat in North Stamford
4.95 out of 5 average rating, 161 reviews, 1 bed, 1 bathroom
25–30 Aug
Top guest favourite
Home in Mount Kisco
Incredible barn in country setting
4.94 out of 5 average rating, 157 reviews, 2 bedrooms, 2 beds, 1 bathroom
1–6 Aug
Guest favourite
Flat in Mount Kisco
Clean, Comfy & Convenient. 1Bed Village Apt by MNR
4.91 out of 5 average rating, 107 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Aug
Top guest favourite
Home in Pound Ridge
Peaceful Light-Filled Guesthouse salt pool/sauna
5.0 out of 5 average rating, 185 reviews, 3 bedrooms, 5 beds, 2 bathrooms
7–12 Sept
Superhost
Barn in Bedford Hills
Idyllic Retreat
5.0 out of 5 average rating, 3 reviews, 1 bedroom, 2 beds, 1 bathroom
1–6 Aug
Top guest favourite
Guest house in Elmsford
Private Guest Suite
5.0 out of 5 average rating, 35 reviews, 2 bedrooms, 2 beds, 1 bathroom
31 Aug – 5 Sept
Top guest favourite
Home in Bedford
Comfortable Mid-Century on Quiet Country Road
5.0 out of 5 average rating, 74 reviews, 4 bedrooms, 5 beds, 2 bathrooms
11–16 Aug