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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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4.86 out of 5 average rating, 85 reviews
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
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
Top guest favourite
Guest suite in Pleasantville
Serene Escape | Private Suite | Ideal for 2
1 bedroom, 1 queen bed, 1 bathroom
18–23 Aug
5.0 out of 5 average rating, 7 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, 76 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
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, 219 reviews
Guest favourite
Room in Bedford Hills
Delightful Private Room
1 king bed, 1 bathroom
15–20 Aug
5.0 out of 5 average rating, 8 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
Top guest favourite
Guest suite in Briarcliff Manor
Enjoy Summer Living "Stone Haven" Hudson Valley
1 bedroom, 2 beds, 1 bathroom
17–22 Aug
5.0 out of 5 average rating, 51 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 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
Top guest favourite
Guest suite in Katonah
Comfy Peaceful Retreat
1 bedroom, 1 queen bed, 1 bathroom
26–31 Aug
4.91 out of 5 average rating, 161 reviews
Top guest favourite
Home in Peekskill
Charming Home in Peekskill NY
2 bedrooms, 3 double beds, 1 bathroom
1–6 Nov
4.97 out of 5 average rating, 123 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, 271 reviews
Home in Peekskill
The Hudson Hideaway
2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in Ossining
Hudson River Peaceful Getaway, Explore from here
2 bedrooms, 2 beds, 1 bathroom
15–20 Nov
4.96 out of 5 average rating, 551 reviews
Guest favourite
Home in Putnam Valley
Serene Lakefront Getaway w/ Private Sauna
3 bedrooms, 3 beds, 2 bathrooms
19–24 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Guest house in Bedford
Red Coat Cottage
1 bedroom, 1 bed, 1.5 bathrooms
16–21 Aug
5.0 out of 5 average rating, 56 reviews