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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
Room in Hawthorne
Room: Life is beautiful
2 beds, 1 bathroom
5–10 Aug
4.89 out of 5 average rating, 122 reviews
Superhost
Room in Ossining
Freshly updated room
1 double bed, WC
28 Oct – 2 Nov
4.94 out of 5 average rating, 32 reviews
Top guest favourite
Room in Ossining
The hidden gem
1 king bed, 1 bathroom
8–13 Aug
4.99 out of 5 average rating, 74 reviews
Guest favourite
Guest suite in Pleasantville
Serene Escape | Private Suite | Ideal for 2
1 bedroom, 1 queen bed, 1 bathroom
13–18 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Flat in Mount Kisco
Cozy 1 Bdrm Apt; Privt Entry; 5 min walk to train
1 bedroom, 4 beds, 1 bathroom
12–17 Oct
4.92 out of 5 average rating, 218 reviews
Top guest favourite
Guest suite in Mount Kisco
Spacious, private retreat 45 mins to NYC
1 bedroom, 3 beds, 1 bathroom
8–13 Aug
4.98 out of 5 average rating, 142 reviews
Top guest favourite
Guest suite in Pleasantville
Charming Studio Centrally Located in Pleasantville
2 beds, 1 bathroom
10–15 Sept
4.84 out of 5 average rating, 83 reviews
Top guest favourite
Guest suite in Stamford
Charming Retreat in North Stamford
1 queen bed, 1 bathroom
9–14 Oct
4.95 out of 5 average rating, 161 reviews
Top guest favourite
Home in Mount Kisco
Serene Retreat in the Hills w/Jacuzzi
4 bedrooms, 4 beds, 2 bathrooms
25–30 Aug
5.0 out of 5 average rating, 44 reviews
Top guest favourite
Flat in Croton-on-Hudson
Luxury 2bd⭐Comfort+Style⭐
2 bedrooms, 2 queen beds, 1 bathroom
21–26 Aug
4.98 out of 5 average rating, 382 reviews
Top guest favourite
Home in Mount Kisco
Incredible barn in country setting
2 bedrooms, 2 beds, 1 bathroom
6–11 Aug
4.94 out of 5 average rating, 158 reviews
Superhost
Room in Nyack
Clean Private Room • Free Parking • WiFi
1 queen bed, 1 bathroom
17–22 Aug
4.89 out of 5 average rating, 150 reviews
Top guest favourite
Cabin in Norwalk
Sunny French Cottage
1 bedroom, 1 bed, 1 bathroom
9–14 Aug
4.94 out of 5 average rating, 121 reviews
Guest favourite
Place to stay in Ossining
Top#9
1 bedroom, 1 queen bed, 1 bathroom
29 Aug – 4 Sept
4.93 out of 5 average rating, 30 reviews
Top guest favourite
Flat in Stony Point
Gorgeous Suite w/ Private Entrance
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
4.97 out of 5 average rating, 116 reviews
Top guest favourite
Guest suite in Briarcliff Manor
Enjoy Summer Living "Stone Haven" Hudson Valley
1 bedroom, 2 beds, 1 bathroom
7–12 Aug
5.0 out of 5 average rating, 50 reviews
Top guest favourite
Room in Dobbs Ferry
Hudson River Loft–private suite–NYC/Hudson Valley
1 double bed, 1 bathroom
10–15 Aug
5.0 out of 5 average rating, 27 reviews
Top guest favourite
Cottage in Cortlandt
The Little Cottage in the Woods
1 bedroom, 1 bathroom
24–29 Aug
5.0 out of 5 average rating, 227 reviews