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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
27 Aug – 1 Sept
4.89 out of 5 average rating, 123 reviews
Top guest favourite
Guest suite in Mount Kisco
Spacious, private retreat 45 mins to NYC
1 bedroom, 3 beds
10–15 Aug
4.98 out of 5 average rating, 142 reviews
Top guest favourite
Guest suite in Pleasantville
Serene Escape | Private Suite | Ideal for 2
1 bedroom, 1 queen bed
13–18 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Mount Kisco
Serene Retreat in the Hills w/Jacuzzi
4 bedrooms, 4 beds
25–30 Aug
5.0 out of 5 average rating, 44 reviews
Top guest favourite
Room in Ossining
The hidden gem
1 king bed
16–21 Aug
4.99 out of 5 average rating, 74 reviews
Top guest favourite
Room in Dobbs Ferry
Hudson River Loft–private suite–NYC/Hudson Valley
1 double bed
16–21 Aug
5.0 out of 5 average rating, 28 reviews
Guest favourite
Home in Pound Ridge
1840Farmhouse, 65"OLED4k, firepit, 3x4ktvs, 3acres
2 bedrooms, 2 beds
3–8 Oct
4.89 out of 5 average rating, 70 reviews
Top guest favourite
Home in Mount Kisco
Incredible barn in country setting
2 bedrooms, 2 beds
18–23 Aug
4.94 out of 5 average rating, 158 reviews
Top guest favourite
Guest suite in Chester
Cozy Guest Suite in Historic Victorian Mansion
1 bedroom, 1 queen bed
23–28 Aug
4.95 out of 5 average rating, 246 reviews
Top guest favourite
Flat in Stony Point
Gorgeous Suite w/ Private Entrance
1 bedroom, 2 beds
20–25 Sept
4.97 out of 5 average rating, 118 reviews
Guest favourite
Flat in Stamford
Standalone Cottage surrounded by woods
1 bedroom, 2 beds
28 Sept – 3 Oct
4.95 out of 5 average rating, 269 reviews
Top guest favourite
Flat in Mount Kisco
Cozy 1 Bdrm Apt; Privt Entry; 5 min walk to train
1 bedroom, 4 beds
12–17 Oct
4.92 out of 5 average rating, 218 reviews
Rooms in Stamford
WELCOME TO NEW ENGLAND ! (Upstairs room 3)
4 bedrooms, 6 beds
10–15 Aug
4.84 out of 5 average rating, 128 reviews
Superhost
Barn in Bedford Hills
Idyllic Retreat
1 bedroom, 2 beds
26–31 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Guest house in Elmsford
Private Guest Suite
2 bedrooms, 2 queen beds
31 Aug – 5 Sept
5.0 out of 5 average rating, 35 reviews
Top guest favourite
Cabin in Norwalk
Sunny French Cottage
1 bedroom, 1 bed
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
11–16 Aug
5.0 out of 5 average rating, 51 reviews
Guest favourite
Flat in Bedford
Charming Cottage in historic Bedford Village
1 bedroom, 2 beds
23–28 Aug
4.9 out of 5 average rating, 42 reviews