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Search results; Over 1,000 homes in Pleasantville

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Top guest favourite
Guest suite in Pleasantville
Charming Studio Centrally Located in Pleasantville
Studio, 2 beds, 1 private bathroom
1–6 Apr
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4.84 out of 5 average rating, 83 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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Home in Pleasantville
Cheerful home downtown Pleasantville
3 bedrooms, 3 beds, 2.5 bathrooms
21–26 Nov
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Home in Pleasantville
Charming 3BR Walk to Town & Train
3 bedrooms, 4 beds, 1.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 16 reviews
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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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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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Guest favourite
Place to stay in Ossining
Top#9
1 bedroom, 1 queen bed, 1 bathroom
27 Sept – 2 Oct
4.94 out of 5 average rating, 31 reviews
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Flat in White Plains
Modern 1BR | 5 Min to Valhalla Train • Near NYC
1 bedroom, 1 queen bed, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 3 reviews
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Guest favourite
Home in Briarcliff Manor
Quaint Cottage in the Woods
2 bedrooms, 2 beds, 1 bathroom
25–30 Sept
4.95 out of 5 average rating, 41 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
18–23 Sept
5.0 out of 5 average rating, 54 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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Top guest favourite
Flat in Croton-on-Hudson
Croton Nook - Cozy Getaway
2 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 35 reviews
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Home in Croton-on-Hudson
Croton Country House
4 bedrooms, 4 beds, 2 bathrooms
18–23 Sept
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Home in Mount Kisco
Incredible barn in country setting
2 bedrooms, 2 beds, 1 bathroom
17–22 Sept
4.94 out of 5 average rating, 160 reviews
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Top guest favourite
Room in Elmsford
Quiet room in the heart of Westchester
1 single bed, 1 bathroom
4–9 Oct
4.97 out of 5 average rating, 116 reviews
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Top guest favourite
Guest suite in White Plains
neither near nor far from nyc
1 bedroom, 4 beds, 1 bathroom
8–13 Nov
4.95 out of 5 average rating, 57 reviews
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Guest favourite
Yurt in Ossining
Private Glamping Oasis
1 bedroom, 1 bed, 1 bathroom
18–23 Sept
4.98 out of 5 average rating, 41 reviews
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Guest favourite
Guest suite in Tarrytown
Stylish Tarrytown Studio | Walk to Train & Main St
4 beds, 1 bathroom
4–9 Oct
4.92 out of 5 average rating, 290 reviews
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Guest favourite
Room in Elmsford
1 -1 ensuite INSIDE OF New Westchester home
1 bed, 1 bathroom
21–26 Sept
4.93 out of 5 average rating, 168 reviews