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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
27 Aug – 1 Sept
4.89 out of 5 average rating, 123 reviews
Guest favourite
Tiny home in Chappaqua
Cozy tiny log cabin on 13 acres
1 bedroom, 1 bed, 1 bathroom
12–17 Aug
4.88 out of 5 average rating, 69 reviews
Top 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, 6 reviews
Top guest favourite
Room in Ossining
The hidden gem
1 king bed, 1 bathroom
16–21 Aug
4.99 out of 5 average rating, 75 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, 44 reviews
Rooms in Stamford
Cozy Attic Room • Free Parking • Quiet Stamford
4 bedrooms, 6 beds, 1 bathroom
12–17 Aug
4.84 out of 5 average rating, 128 reviews
Top guest favourite
Home in Mount Kisco
Incredible barn in country setting
2 bedrooms, 2 beds, 1 bathroom
18–23 Aug
4.94 out of 5 average rating, 158 reviews
Guest favourite
Home in Pound Ridge
1840Farmhouse, 65"OLED4k, firepit, 3x4ktvs, 3acres
2 bedrooms, 2 beds, 2 bathrooms
3–8 Oct
4.89 out of 5 average rating, 70 reviews
Guest favourite
Flat in Stamford
Standalone Cottage surrounded by woods
1 bedroom, 2 beds, 1 bathroom
28 Sept – 3 Oct
4.95 out of 5 average rating, 270 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 Chester
Cozy Guest Suite in Historic Victorian Mansion
1 bedroom, 1 queen bed, 1 bathroom
23–28 Aug
4.95 out of 5 average rating, 246 reviews
Superhost
Barn in Bedford Hills
Idyllic Retreat
1 bedroom, 2 beds, 1 bathroom
26–31 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Flat in Stony Point
Gorgeous Suite w/ Private Entrance
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
4.98 out of 5 average rating, 120 reviews
Top guest favourite
Cabin in Norwalk
Sunny French Cottage
1 bedroom, 1 bed, 1 bathroom
13–18 Sept
4.94 out of 5 average rating, 124 reviews
Top guest favourite
Guest suite in Briarcliff Manor
Enjoy Summer Living "Stone Haven" Hudson Valley
1 bedroom, 2 beds, 1 bathroom
12–17 Aug
5.0 out of 5 average rating, 51 reviews
Home in Chester
Private Estate | Pool, Hot Tub & 10BR Retreat
10 bedrooms, 20 beds, 4.5 bathrooms
16–21 Aug
New place to stay
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, 35 reviews
Superhost
Home in Piermont
Piermont Retreat mountain/creek view 30 min - NYC
3 bedrooms, 3 queen beds, 2.5 bathrooms
19–24 Oct
New place to stay