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Search results; Over 1,000 homes in Chappaqua

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Guest favourite
Home in Chappaqua
Chic and Cozy 2BD 1920's Cottage Retreat
2 bedrooms, 3 beds, 2 private bathrooms
1–8 Feb, Individual host
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4.86 out of 5 average rating, 85 reviews
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Guest favourite
Tiny home in Chappaqua
Cozy tiny log cabin on 13 acres
1 bedroom, 1 bed, 1 bathroom
21–26 Sept
4.89 out of 5 average rating, 71 reviews
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Top guest favourite
Guest suite in Pleasantville
Serene Escape | Private Suite | Ideal for 2
1 bedroom, 1 queen bed, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 8 reviews
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Top guest favourite
Home in Mount Kisco
Incredible barn in country setting
2 bedrooms, 2 beds, 1 bathroom
18–23 Sept
4.94 out of 5 average rating, 160 reviews
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Top guest favourite
Home in Mount Kisco
Serene Retreat in the Hills w/Jacuzzi
4 bedrooms, 4 beds, 2 bathrooms
19–24 Oct
5.0 out of 5 average rating, 47 reviews
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Top guest favourite
Guest suite in Briarcliff Manor
Enjoy Summer Living "Stone Haven" Hudson Valley
1 bedroom, 2 beds, 1 bathroom
19–24 Sept
5.0 out of 5 average rating, 54 reviews
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Guest favourite
Flat in Mount Kisco
Clean, Comfy & Convenient. 1Bed Village Apt by MNR
1 bedroom, 1 queen bed, 1 bathroom
26–31 Oct
4.91 out of 5 average rating, 112 reviews
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Home in Briarcliff Manor
Hudson River Views: Briarcliff Manor Home w/ Deck
4 bedrooms, 4 beds, 6 bathrooms
28 Nov – 3 Dec
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Guest favourite
Home in Yorktown Heights
Designer Home in Lower Hudson Valley
5 bedrooms, 5 beds, 4 bathrooms
7–12 Oct
5.0 out of 5 average rating, 7 reviews
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Top guest favourite
Room in Ossining
The hidden gem
1 king bed, 1 bathroom
19–24 Sept
4.99 out of 5 average rating, 79 reviews
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Top guest favourite
Barn in Bedford Hills
Idyllic Retreat
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 8 reviews
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Guest favourite
Home in Croton-on-Hudson
Secluded Mid-Century Modern Home 4 bedroom
4 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
4.83 out of 5 average rating, 36 reviews
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Top guest favourite
Home in Bedford
The Waterside Home - Pool, Tennis, Sauna & Nature
3 bedrooms, 3 beds, 2 bathrooms
18–23 Sept
4.98 out of 5 average rating, 60 reviews
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Top guest favourite
Guest house in Mount Kisco
White Cedar Cottage
1 bedroom, 2 beds, 1 bathroom
2–7 Nov
4.95 out of 5 average rating, 60 reviews
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Home in Croton-on-Hudson
Croton Country House
4 bedrooms, 4 beds, 2 bathrooms
19–24 Sept
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Home in Valhalla
Valhalla Home
2 bedrooms, 3 beds, 1 bathroom
28 Sept – 3 Oct
5.0 out of 5 average rating, 33 reviews
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Top guest favourite
Flat in Mount Kisco
Cozy 1 Bdrm Apt; Privt Entry; 5 min walk to train
1 bedroom, 4 beds, 1 bathroom
14–19 Nov
4.92 out of 5 average rating, 224 reviews
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Top guest favourite
Flat in White Plains
Walk to Dam! City 8 min Drive! 2 Fire Pits! Cozy!
1 bedroom, 1 bed, 2 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 10 reviews
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Top guest favourite
Guest suite in Pleasantville
Charming Studio Centrally Located in Pleasantville
2 beds, 1 bathroom
1–6 Apr
4.84 out of 5 average rating, 83 reviews