House holiday rentals in Westchester County
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Top-rated house rentals in Westchester County
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for house rentals in Westchester County
House rentals with a pool
Home in Pound Ridge
5.0 out of 5 average rating, 126 reviewsPeaceful Light-Filled Guesthouse 1 Hour From NYC
14–21 Dec
Home in Englewood
4.94 out of 5 average rating, 131 reviewsEnglewood NJ Country Carriage House (15 min NYC)
22–29 Oct
Home in North Salem
4.99 out of 5 average rating, 220 reviewsConverted Barn House
2–9 Oct
Home in Greenwich
4.95 out of 5 average rating, 22 reviewsCottage/Cabin Retreat by River Near Downtown
19–26 Jun
Home in Yonkers
5.0 out of 5 average rating, 11 reviewsEntire home- pool, gym, theater. 10 min from NYC.
15–22 May
Home in Katonah
5.0 out of 5 average rating, 24 reviewsContemporary Retreat w/ GameRoom Pool HBO
25 Aug – 1 Sep
Home in Mahopac
5.0 out of 5 average rating, 14 reviewsFarmhouse with Pool Hudson Valley 1 hr from NYC
28 Aug – 4 Sep
Home in Stamford
5.0 out of 5 average rating, 37 reviewsGameroom, backyard + pool! 7m to train + downtown
7–14 Dec
Weekly house rentals
Home in Ossining
4.84 out of 5 average rating, 126 reviewsLower Hudson Valley Idyllic Retreat
4–11 Jan
Home in Peekskill
4.9 out of 5 average rating, 153 reviewsThe Peekskill RiverView House
11–18 Jan
Home in Nyack
4.95 out of 5 average rating, 154 reviewsChic Vintage Cottage in Artsy Village of Nyack
6–13 Sep
Home in Sleepy Hollow
4.87 out of 5 average rating, 124 reviewsClose to New York City with Bridge View & Parking
22–29 Jul
Home in White Plains
4.92 out of 5 average rating, 12 reviewsCharming Victorian Retreat for Two
18–25 Dec
Home in Hastings-on-Hudson
4.86 out of 5 average rating, 7 reviewsRivertown Retreat 25 mins to NYC
1–8 Jun
Home in New Rochelle
5.0 out of 5 average rating, 31 reviewsNOMAH ( North of Manhattan Home)
8–15 Oct
Home in Peekskill
5.0 out of 5 average rating, 14 reviewsCharming Home in Peekskill NY
18–25 Oct
Private house rentals
Home in Mohegan Lake
4.97 out of 5 average rating, 32 reviewsA nice place to getaway
4–11 Nov
Home in White Plains
4.98 out of 5 average rating, 41 reviewsCozy renovated 3bed White Plains Home
1–8 Jan
Home in Mamaroneck
5.0 out of 5 average rating, 90 reviewsBright & Modern Victorian in NY Suburbs
16–23 Jun
Home in Mount Vernon
4.98 out of 5 average rating, 62 reviewsBackyard Gazebo in Quiet NYC Suburban Stay
23–30 Jul
Home in Bedford
5.0 out of 5 average rating, 15 reviewsComfortable Mid-Century on Quiet Country Road
5–12 Aug
Home in Mamaroneck
4.99 out of 5 average rating, 82 reviewsFully renovated 3 bedroom, 1 bath private home
4–11 Dec
Home in Mount Vernon
4.87 out of 5 average rating, 15 reviewsGreat Stay Away From Home
1–8 Oct
Home in Putnam Valley
5.0 out of 5 average rating, 38 reviewsLuxury Lake House Sauna 1h From NYC
22–29 Jun
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