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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
8–13 Oct
5.0 out of 5 average rating, 8 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, 17 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
Cottage in Valhalla
Charming private 1BR apt. Easy access to NYC
1 bedroom, 2 beds, 1 bathroom
1–6 Oct
4.96 out of 5 average rating, 340 reviews
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Flat in Pleasantville
Beautiful apartment 1 in great Pleasantville, NY
3 bedrooms, 3 beds, 1 bathroom
1–8 Nov
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Guest favourite
Tiny home in Chappaqua
Cozy tiny log cabin on 13 acres
1 bedroom, 1 bed, 1 bathroom
4–9 Oct
4.89 out of 5 average rating, 71 reviews
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Top guest favourite
Room in Ossining
The hidden gem
1 king bed, 1 bathroom
11–16 Oct
4.99 out of 5 average rating, 79 reviews
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Superhost
Hotel in Tarrytown
Close to Sleepy Hollow | Free Breakfast. Bar. Gym.
3 beds, 1 bathroom
1–6 Nov
4.91 out of 5 average rating, 23 reviews
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Guest favourite
Home in White Plains
Bright&Comfy 2bed/1ba in quiet duplex
2 bedrooms, 2 queen beds, 1 bathroom
31 Oct – 5 Nov
4.86 out of 5 average rating, 267 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
4–9 Oct
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Flat in Croton-on-Hudson
Croton Nook - Cozy Getaway
2 beds, 1 bathroom
11–16 Oct
5.0 out of 5 average rating, 36 reviews
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Guest favourite
Place to stay in Ossining
Top#9
1 bedroom, 1 queen bed, 1 bathroom
1–6 Oct
4.91 out of 5 average rating, 32 reviews
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Top guest favourite
Home in Mount Kisco
Incredible barn in country setting
2 bedrooms, 2 beds, 1 bathroom
1–6 Oct
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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Guest favourite
Home in Briarcliff Manor
Quaint Cottage in the Woods
2 bedrooms, 2 beds, 1 bathroom
2–7 Nov
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 Oct
5.0 out of 5 average rating, 54 reviews
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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, 559 reviews
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Top guest favourite
Flat in Croton-on-Hudson
Luxury 2bd⭐Comfort+Style⭐
2 bedrooms, 2 queen beds, 1 bathroom
3–8 Nov
4.98 out of 5 average rating, 386 reviews