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Search results; Over 1,000 homes in Chappaqua

Guest favourite
Tiny home in Chappaqua
Cozy tiny log cabin on 13 acres
1 bedroom, 1 bed, 1 bathroom
21–26 Aug
4.88 out of 5 average rating, 69 reviews
Top guest favourite
Room in Hawthorne
Room: Life is beautiful
2 beds, 1 bathroom
19–24 Aug
4.89 out of 5 average rating, 124 reviews
Top guest favourite
Guest suite in Pleasantville
Serene Escape | Private Suite | Ideal for 2
1 bedroom, 1 queen bed, 1 bathroom
22–27 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Mount Kisco
Serene Retreat in the Hills w/Jacuzzi
4 bedrooms, 4 beds, 2 bathrooms
2–7 Sept
5.0 out of 5 average rating, 45 reviews
Top guest favourite
Home in Mount Kisco
Incredible barn in country setting
2 bedrooms, 2 beds, 1 bathroom
22–27 Aug
4.94 out of 5 average rating, 159 reviews
Superhost
Room in Ossining
Freshly updated room
1 double bed, WC
11–16 Nov
4.94 out of 5 average rating, 32 reviews
Top guest favourite
Guest suite in Briarcliff Manor
Enjoy Summer Living "Stone Haven" Hudson Valley
1 bedroom, 2 beds, 1 bathroom
21–26 Aug
5.0 out of 5 average rating, 51 reviews
Guest favourite
Barn in Bedford Hills
Idyllic Retreat
1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Room in Ossining
The hidden gem
1 king bed, 1 bathroom
23–28 Aug
4.99 out of 5 average rating, 76 reviews
Guest favourite
Guest suite in Croton-on-Hudson
The Bluestone - Spacious 2 bedroom w/central air
2 bedrooms, 3 beds, 1 bathroom
20–25 Sept
4.92 out of 5 average rating, 169 reviews
Guest favourite
Home in Rye
1956 House of the Year Award. Easy commute to NYC.
3 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
4.91 out of 5 average rating, 144 reviews
Guest favourite
Flat in Bedford
Charming Cottage in historic Bedford Village
1 bedroom, 2 beds, 1 bathroom
23–28 Aug
4.9 out of 5 average rating, 42 reviews
Top guest favourite
Flat in Croton-on-Hudson
Croton Quarters-Modern Amenities
2 bedrooms, 2 queen beds, 1 bathroom
24–29 Aug
4.98 out of 5 average rating, 49 reviews
Top guest favourite
Guest house in Elmsford
Private Guest Suite
2 bedrooms, 2 queen beds, 1 bathroom
31 Aug – 5 Sept
5.0 out of 5 average rating, 37 reviews
Guest favourite
Home in Norwalk
Spacious Retreat with Game Room, 60 min to NYC
5 bedrooms, 6 beds, 2.5 bathrooms
4–9 Oct
4.95 out of 5 average rating, 43 reviews
Top guest favourite
Flat in Stony Point
Gorgeous Suite w/ Private Entrance
1 bedroom, 2 beds, 1 bathroom
11–16 Oct
4.98 out of 5 average rating, 123 reviews
Top guest favourite
Guest house in Bedford Hills
The Perch: Saltwater Pool Woodland Cottage Retreat
2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 93 reviews
Guest favourite
Flat in Bedford
Amazing 1 Bdrm Apt w Sep Entrance in Bedford Home
1 bedroom, 1 queen bed, 1 bathroom
20–25 Aug
4.86 out of 5 average rating, 63 reviews