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Search results; Over 1,000 places in Chappaqua

Guest favorite
Room in Briarcliff Manor
Stay with Amna
Quiet area in Briarcliff Manor
Apr 1 – 6
4.86 out of 5 average rating, 7 reviews
Superhost
Guest suite in Pleasantville
Entire Pleasant Private Studio APT
1 queen bed
Apr 8 – 13
4.69 out of 5 average rating, 45 reviews
Guest favorite
Apartment in Mount Kisco
Cozy 1 Bdrm Apt; Privt Entry; 5 min walk to train
4 beds
Apr 8 – 13
4.93 out of 5 average rating, 147 reviews
Guest favorite
Apartment in Ossining
Studio Apartment with Private Deck
1 double bed
Apr 1 – 6
4.86 out of 5 average rating, 76 reviews
Guest favorite
Apartment in Ossining
Hudson River Peaceful Getaway
2 beds
Apr 7 – 12
4.94 out of 5 average rating, 290 reviews
Guest favorite
Home in Chappaqua
Chic and Cozy 2BD 1920's Cottage
3 beds
May 17 – 23
4.87 out of 5 average rating, 71 reviews
Guest favorite
Guesthouse in Katonah
Adorable one bedroom guesthouse
2 beds
Apr 2 – 7
4.94 out of 5 average rating, 79 reviews
Guest favorite
Apartment in Ossining
Gorgeous 1 BR w/High End Finishes, Heated BA Floor
2 beds
Apr 5 – 10
4.95 out of 5 average rating, 100 reviews
Home in Ossining
Ossining Vacation Rental Near River, Trails & MTA!
7 beds
Apr 8 – 13
New place to stay
Guest favorite
Guesthouse in Bedford
Private Guest Studio
1 bed
Apr 8 – 13
4.93 out of 5 average rating, 171 reviews
Home in Ossining
N.Y studio 9
1 sofa bed
Apr 1 – 6
New place to stay
Guest favorite
Guest suite in Bedford
Sweet Suite in walkable historic Bedford Village
2 beds
Apr 15 – 20
4.96 out of 5 average rating, 123 reviews
Guest favorite
Cottage in Valhalla
Charming private 1BR apt. Easy access to NYC
2 beds
Apr 23 – 28
4.97 out of 5 average rating, 218 reviews
Guest favorite
Guesthouse in Pound Ridge
A Lovely Cottage in the Woods
1 queen bed
Apr 1 – 6
4.95 out of 5 average rating, 60 reviews
Superhost
Home in Ossining
Lower Hudson Valley Idyllic Retreat
5 beds
Apr 1 – 6
4.84 out of 5 average rating, 124 reviews
Guest favorite
Apartment in Croton-on-Hudson
Luxury 2bd⭐Comfort+Style⭐
2 queen beds
Apr 20 – 25
4.98 out of 5 average rating, 265 reviews
Guest favorite
Guest suite in Croton-on-Hudson
Enchanting Farmhouse Suite w/ pool and sauna
1 bed
Apr 1 – 6
4.99 out of 5 average rating, 90 reviews
Guest favorite
Home in Bedford
Comfortable Mid-Century on Quiet Country Road
5 beds
Apr 22 – 27
5.0 out of 5 average rating, 12 reviews