
Holiday rentals in Westchester County
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Top-rated holiday rentals in Westchester County
Guests agree: these stays are highly rated for location, cleanliness and more.
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Other great holiday rentals in Westchester County
Superhost

Flat in Cortlandt
4.83 out of 5 average rating, 48 reviewsPeaceful Hideaway
WendyRating, 5 stars3 weeks ago
nice size place for a person or couple. Location easy to get around to other places. Host nice likes to check in. the only challenge for high cosmetic/make up users tiny bathroom sink makes balancing bottles etc a little challenging. Big TVs in bedroom and living room. lots of parking space feet from private entrance very private quiet never heard hosts son
Guest favourite

Home in Fort Montgomery
5 out of 5 average rating, 22 reviewsModern 4 bedroom home near West Point & Bear Mt.
SharonRating, 5 stars4 months ago
We had a lovely Thanksgiving stay with our family. After a lengthy car trip with lots of traffic, we were so pleased to walk into a very welcoming space that was open, bright, and extremely comfortable. Additionally it was clearly well appointed and very clean. To top it off, there was a marvelous carrot cake left by Andrea for our enjoyment. When an issue came up, Andrea and Dennis responded promptly and quickly resolved the problem. We all very much enjoyed our stay and would be happy to return again at a later date.
Guest favourite

Home in Stamford
4.96 out of 5 average rating, 247 reviewsMidcentury Modern ZenHouse Sculptor Studio
GonzaloRating, 5 stars2 days ago
I stayed here for a weekend and I wished I would have stayed longer. Perfect spot for a getaway and relaxation. Olga was a really caring and warm host, super attentive at all time, always saved some food for us when she cooked. The house was clean, organized, with natural lighting everywhere surrounded by a beautiful garden and a river with ducks and a swan. I would recommend this place to anyone who’s looking to relax, have a weekend to themselves and enjoy nature.
Guest favourite

Home in Carmel Hamlet
4.93 out of 5 average rating, 73 reviewsCountry getaway with pool and hot tub on 9 acres
VinnyRating, 5 stars2 months ago
We loved our stay in Calum's Airbnb! It is a short commute from NYC and conveniently located between two main areas with plenty of grocery store and restaurant options. The home itself is well equipped with an amazing kitchen and many board games - so we were always entertained.

Home in Putnam Valley
4.75 out of 5 average rating, 40 reviewsThe Blue Lake House!
DanielRating, 5 stars6 days ago
We had a great time. Right on the lake and not too far from the city. Kids were kayaking/fishing/jakuzzing/playing darts all day, and we had time to enjoy the view and relax. Lovely dinners on the porch and breakfasts next to the water. Great hiking nearby. We don't usually return to airbnbs- prefer to check out new places- but we might return to this one. Thanks Paula!
Guest favourite

Home in North Salem
4.93 out of 5 average rating, 14 reviewsHistoric Pond Farmhouse
DawitRating, 5 stars1 month ago
My party was in town for work, and ended up dealing with a nightmare of a host halfway through our stay. We needed a new location on short notice, which led to Lisa showing us what it looks like to go above and beyond for their guests. She accepted my request and communicated the check in process all at the late hour of 1am, as we were being unjustly evicted by the nightmare host Helen at Pound Ridge. The following morning around 7am, she proceeded to assist us with checking in and getting settled. The entire process was a 6 hour turnaround overnight from booking to check in, in which she was vigilantly working to make our transition comfortable. Lisa also offered to have the house dusted before we arrive, which was unnecessary because the house is spotless and stocked with hygiene amenities. Everything inside the home was staged properly to the point where we barely had to reach out for assistance. Lisa deserved all the praise.. it’s worth paying extra for hosts with high praise.
Top guest favourite

Home in Pound Ridge
5 out of 5 average rating, 35 reviewsHistoric wooded 3BD 1 hour from NYC
PatrickRating, 5 stars1 week ago
Our time here was wonderful - the house is comfy, cute and very relaxing. The beds are great and the shower is as well. We made a fire in the living room and was just so warm and inviting after exploring the beautiful property. I would most certainly recommend this home for a relaxing getaway.
Guest favourite

Home in Yonkers
4.95 out of 5 average rating, 21 reviewsSweet & cozy house
RhadaisisRating, 5 stars1 week ago
This AirBnB experience was wonderful! The home was beautiful and exactly as pictured. Everything from the homey decor to the modern updated kitchen and bathroom was more than I expected. The host provided everything we needed and then some. The extras were such a nice touch! I highly recommend this home and the host, Hilda! She was very responsive and very friendly. I would book this home again in a heartbeat!
Destinations to explore
- Rentals with lake access Westchester County
- Rentals with a hot tub Westchester County
- Rentals with breakfast Westchester County
- Rentals with a patio Westchester County
- Apartment rentals Westchester County
- Family-friendly rentals Westchester County
- Rentals with a washing machine and dryer Westchester County
- Pet-friendly rentals Westchester County
- Rentals with a firepit Westchester County
- Waterfront rentals Westchester County
- Rentals with beach access Westchester County
- Rentals with outdoor seating Westchester County
- Flat rentals Westchester County
- Rentals with an EV charger Westchester County
- House rentals Westchester County
- Smoking-friendly rentals Westchester County
- Rentals with a fireplace Westchester County
- Rentals with a kayak Westchester County
- Fitness-friendly rentals Westchester County
- Family-friendly rentals Westchester County
- Rentals with pools Westchester County
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- Radio City Music Hall
- Times Square
- Bryant Park
- Madison Square Garden
- Grand Central Terminal
- Empire State Building
- Columbia University
- Barclays Center
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- Mountain Creek Resort
- Comedy Cellar
- Yale University
- Apollo Theater
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- St. Nicholas Park
- Citi Field
- Yankee Stadium
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- MetLife Stadium
- Bronx Zoo
- Astoria Park
- United Nations Headquarters
- Dunewood
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