filters

Search results; Over 1,000 homes in Chappaqua

Photo 1 of 19
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
Photo 1 of 29
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
Photo 1 of 26
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
Photo 1 of 29
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
Photo 1 of 29
Home in Stony Point
Massive 10BR Estate w/Pool, Hot Tub & Pizza Oven
10 bedrooms, 25 beds, 9 bathrooms
1–6 Oct
5.0 out of 5 average rating, 5 reviews
Photo 1 of 27
Guest favourite
Townhouse in White Plains
Charming 3BR Home - Quiet Stay, Close to NYC
3 bedrooms, 4 beds, 1 bathroom
11–16 Oct
4.95 out of 5 average rating, 142 reviews
Photo 1 of 29
Guest favourite
Home in Bedford
Bedford Paradise Getaway | Hot Tub | Town Center
3 bedrooms, 4 beds, 2.5 bathrooms
1–6 Oct
4.92 out of 5 average rating, 120 reviews
Photo 1 of 29
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
Photo 1 of 19
Guest favourite
Home in Croton-on-Hudson
Secluded Mid-Century Modern Home 4 bedroom
4 bedrooms, 3 beds, 2 bathrooms
4–9 Oct
4.83 out of 5 average rating, 36 reviews
Photo 1 of 11
Top guest favourite
Home in Valhalla
Valhalla Home
2 bedrooms, 3 beds, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 34 reviews
Photo 1 of 29
Top guest favourite
Home in Redding
Retreat with Heated Pool, 1 Mile to NYC Train
4 bedrooms, 5 beds, 2.5 bathrooms
4–9 Oct
4.99 out of 5 average rating, 109 reviews
Photo 1 of 28
Top guest favourite
Flat in Croton-on-Hudson
Croton Quarters-Modern Amenities
2 bedrooms, 2 queen beds, 1 bathroom
3–8 Nov
4.98 out of 5 average rating, 50 reviews
Photo 1 of 29
Top guest favourite
Villa in Stony Point
Spacious 10BR Escape w/Pool, Hot Tub & Game Room
10 bedrooms, 15 beds, 4.5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 5 reviews
Photo 1 of 13
Home in Sleepy Hollow
Charming River Town Stay by the Hudson
4 bedrooms, 6 beds, 2 bathrooms
9–14 Nov
5.0 out of 5 average rating, 3 reviews
Photo 1 of 15
Home in White Plains
Gorgeous NY Home | Parking| Mins2Train
3 bedrooms, 4 beds, 2 bathrooms
4–9 Oct
New place to stay
Photo 1 of 22
Top guest favourite
Guest house in Elmsford
Private Guest Suite
2 bedrooms, 2 queen beds, 1 bathroom
18–23 Oct
4.98 out of 5 average rating, 41 reviews
Photo 1 of 29
Top guest favourite
Home in Bedford
Comfortable Mid-Century on Quiet Country Road
4 bedrooms, 5 beds, 2 bathrooms
27 Oct – 1 Nov
5.0 out of 5 average rating, 79 reviews
Photo 1 of 29
Top guest favourite
Guest suite in Croton-on-Hudson
Forest Suite | Croton Dam Trails | 45 Min NYC
1 bedroom, 2 beds, 2 bathrooms
1–6 Nov
4.91 out of 5 average rating, 65 reviews
Photo 1 of 29
Home in Yonkers
Beautiful 2BR jacuzzi & Private Patio
2 bedrooms, 4 beds, 1 bathroom
8–13 Nov
5.0 out of 5 average rating, 5 reviews