filters

Search results; Over 1,000 homes in Chappaqua

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
Top guest favourite
Guest suite in Pleasantville
Serene Escape | Private Suite | Ideal for 2
1 bedroom, 1 queen bed
20–25 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Mount Kisco
Serene Retreat in the Hills w/Jacuzzi
4 bedrooms, 4 beds
19–24 Oct
5.0 out of 5 average rating, 47 reviews
Top guest favourite
Home in Mount Kisco
Incredible barn in country setting
2 bedrooms, 2 beds
16–21 Sept
4.94 out of 5 average rating, 160 reviews
Guest favourite
Home in Croton-on-Hudson
Secluded Mid-Century Modern Home 4 bedroom
4 bedrooms, 3 beds
27 Sept – 2 Oct
4.83 out of 5 average rating, 36 reviews
Home in Sleepy Hollow
Charming River Town Stay by the Hudson
4 bedrooms, 6 beds
9–14 Nov
5.0 out of 5 average rating, 3 reviews
Guest favourite
Townhouse in White Plains
Charming 3BR Home - Quiet Stay, Close to NYC
3 bedrooms, 4 beds
11–16 Oct
4.95 out of 5 average rating, 142 reviews
Top guest favourite
Home in Bedford
Comfortable Mid-Century on Quiet Country Road
4 bedrooms, 5 beds
27 Oct – 1 Nov
5.0 out of 5 average rating, 79 reviews
Top guest favourite
Guest suite in Briarcliff Manor
Enjoy Summer Living "Stone Haven" Hudson Valley
1 bedroom, 2 beds
17–22 Sept
5.0 out of 5 average rating, 54 reviews
Top guest favourite
Home in Valhalla
Valhalla Home
2 bedrooms, 3 beds
28 Sept – 3 Oct
5.0 out of 5 average rating, 33 reviews
Top guest favourite
Home in Pleasantville
Charming 3BR Walk to Town & Train
3 bedrooms, 4 beds
4–9 Oct
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Flat in Croton-on-Hudson
Croton Quarters-Modern Amenities
2 bedrooms, 2 queen beds
23–28 Oct
4.98 out of 5 average rating, 50 reviews
Top guest favourite
Home in Katonah
Elegant Hideaway: Cozy Cottage in Katonah, NY
1 bedroom, 1 queen bed
1–7 Oct
5.0 out of 5 average rating, 12 reviews
Guest favourite
Home in Briarcliff Manor
Quaint Cottage in the Woods
2 bedrooms, 2 beds
25–30 Sept
4.95 out of 5 average rating, 41 reviews
Home in Yonkers
Beautiful 2BR jacuzzi & Private Patio
2 bedrooms, 4 beds
4–9 Oct
5.0 out of 5 average rating, 4 reviews
Home in Pleasantville
Cheerful home downtown Pleasantville
3 bedrooms, 3 beds
21–26 Nov
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Bedford
Chancton House | 4 Bedrooms | Pool | Bedford
4 bedrooms, 5 beds
28 Sept – 3 Oct
4.92 out of 5 average rating, 26 reviews
Guest favourite
Home in Bedford
Bedford Paradise Getaway | Hot Tub | Town Center
3 bedrooms, 4 beds
12–17 Oct
4.92 out of 5 average rating, 119 reviews
Castle in White Plains
Detached contemporary-style single family home
3 bedrooms, 4 beds
28 Sept – 3 Oct
New place to stay