Westchester County has a wonderful mix of attractions that are steeped in history and culture. It has well-preserved historic landmarks dating back to the 1600s such as Timothy Knapp House and Milton Cemetery, Philipse Manor Hall State Historic Site, and Old Dutch Church of Sleepy Hollow. It is also known for family-friendly destinations including Playland Amusement Park and LEGOLAND Discovery Center, where kids and kids at heart can enjoy hours of activities and fun.
With all its famous landmarks and attractions, a longer stay at Westchester might be a brilliant idea. Why not stay for a week or two to truly appreciate all it has to offer? Make the most of your vacation time and budget by scrolling through this list of the best short-term rentals in Westchester County, New York.
We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, decor, availability of dates, and short-term stay rules and regulations. The image galleries get refreshed with the latest updates regularly. They were last updated on April 13, 2024.
1. Luxurious house with a spacious pool (from USD 4387)
Treat yourself to a luxurious vacation and stay in this gorgeous house built in 1852. This rental was fully modernized in 2000 and has beautiful rooms with lush furniture.
It also has a game room with a pool table and a sizable space for its private pool and sun loungers. Internet is readily available to use, and pets are welcome on this property.
You can also get a discount of about 10% if you book it for a short-term stay of a week or longer.
Top guest reviews
Amenities & Room:
there was fantastic wi-fi coverage and dozens of smart tvs throughout the housethere is a beautiful conservatory room to relax in and enough bedrooms/bathrooms to accommodate over two dozen peoplethe numerous beds were so comfortablebeautiful grounds basement with game room entertainment room wine cellar etcRead more reviewsLocation:
the house is just steps away from the train that goes straight to grand central/nyc in 30 minutesthe location is perfect; we were along the hudson river (gorgeous sunsets ) and close to townit has a cozy fireplace right when you walk through the door to welcome youthe pictures do not do this property justice it is stunning and the location is absolutely amazing
2. Renovated home with a quaint backyard, Mamaroneck (from USD 295)
This rental is the perfect home base for your Westchester vacation. It can house up to eight guests at a time and is an ideal accommodation for families or groups of friends who are looking forward to spending some time together.
The property offers a spacious living room, comfortable bedrooms, and a well-equipped kitchen. There is also a lovely backyard with outdoor seating where you can lounge or read a book. For guests who need to squeeze in some tasks, a dedicated workspace is available in the basement.
Top guest reviews
Amenities & Room:
the beds are comfortable nice bathrooms and the kitchen has all necessary appliances/itemsthe kitchen/dining/living room are all open to each other which was nice for relaxing with friendsthis house is very comfortable and is larger in person than the pictures portraythe kitchen was fantastic which we really appreciated because we cooked every meal there during our stayCleanliness:
everything was very clean and well maintainedvery nice space and very clean and comfortableawesome spotless house fully stocked great communication with elizabethvery clean comfortable even the bedsclean place updated finishes and a very comfortable stayHost:
elizabeth is a wonderful hostkind caring and respectful and we navigated our reservation during covidi appreciate how communicative the host was throughout the process as wellelizabeth truly is a super hostelizabeth is the best host i've ever metRead more reviewsLocation:
the location is ideal in every waygreat place close to the train and walking distance to shops and restaurantsperfect location for someone needing to walk to train or walk to restaurants or storethe location is wonderful: close to the train food shopping etc and the neighborhood is very quietnice comfortable house in a great location
Superhost
3. Fully furnished house built in the 1920s, Yonkers (from USD 300)
Located in a peaceful neighborhood, this rental offers privacy and relaxation all throughout your stay. It is spacious enough to house up to eight guests and even features a side patio where you can take your coffee or hang out. There is also a large kitchen and dining room available for your use.
The host offers a discount of about 5% for short terms stays.
Top guest reviews
Read more reviewsAmenities & Room:
recommend he turn on a/c or heat 6 hours before house is available to renterthe kitchen was comfortable but not modern and we loved it
4. Cozy retreat surrounded by nature, Westchester County (from USD 109)
This rental is perfect for a short getaway. With its cozy furniture, kitchenette, and gorgeous nature view, a relaxing holiday is guaranteed.
You will also have limited access to a common space, which is a spacious deck with comfortable outdoor furniture. Modern amenities such as WiFi and TV with streaming services are readily available.
Stay for seven nights or longer and you’ll get an attractive weekly discount of about 10%.
Top guest reviews
Amenities & Room:
my parents enjoyed staying in a quiet clean well air-conditioned apartment in a quiet neighborhoodCleanliness:
the unit was very clean & cozythe studio is very nice and cleanthe space is lovely comfortable clean and modernhosts were attentive and the studio was fresh and clean highly recommend itHost:
helpful friendly hostvery quiet neighborhood and hosts were very welcomingthe owners were extremely friendly and thoughtful leaving snacks and water bottles upon arrivalthe hosts provided many little thoughtful and useful amenitiesRead more reviewsLocation:
the location was fantasticnice bike trail close bygreat stay in a great locationit’s a great locationa quiet and safe neighborhood with restaurants in walking distance
5. Spacious rental in a quiet neighborhood, Hastings-On-Hudson (from USD 590)
Look forward to a calm stay in this rental located in a quiet neighborhood. It is clean, bright, and spacious enough to accommodate a huge group of guests. The rooms are simply decorated and have big windows that ensure a lot of natural light comes in. The house also has a side yard deck that grants a nice river view.
Get a discount of around 2% if you book a short-term stay of a week or more.
Top guest reviews
Cleanliness:
house was absolutely beautiful clean new amazingHost:
david is a wonderful hostthe owner went above and beyond to make sure we had everything we neededRead more reviewsLocation:
the location was gorgeous and still close enough to the cityit was a beautiful place for us perfect location and served all of our collective needs
6. Welcoming rental with a hot tub, Tuckahoe (from USD 444)
This rental is decorated simply but tastefully, which gives it a very homey feel. It is perfect for a romantic getaway or an intimate family vacation as this apartment offers generous weekly discounts for short-term stays.
It has a well-equipped kitchen and a dining area where you can prepare and share your meals. There is also a hot tub in a private gazebo that you can use after a long day of exploring and sightseeing.
Top guest reviews
Amenities & Room:
the kitchen is fully stocked with pans and tools and the backyard was a huge plusRead more reviewsLocation:
train station is super closeneighborhood is safe & quieteasy walk into quaint tuckahoe for meals
7. Bright rental in the downtown area, Yonkers (from USD 230)
This beautiful rental is located in a historic blacksmith building at the heart of downtown Yonkers. From here, the Metro North commuter rail station is only a block away while Grand Central Station is only 25 minutes away.
The space is bright and has an open floor plan. The rooms are simple yet homey and are adorned with comfortable furniture. Moreover, the host offers a weekly discount of around 32% if you book it for at least a week or longer.
Top guest reviews
Amenities & Room:
the apartment was immaculate and with may extra touches that made our stay more comfortablebeds were very comfortableCleanliness:
the apartment was clean and comfortable1) the house is very clean and well setup comfortable fit to my family of threeHost:
the owner is friendly and helpful with local tips and international experienceRead more reviewsLocation:
it's a beautiful place newly renovated in a new york style loft
8. The New Dawn Foundation, New Rochelle (from USD 1200)
This rental is a non-profit retreat center that is situated in a historic estate house. It is the perfect setting for a health and wellness retreat or a rejuvenating reunion with family.
The tranquil property is gorgeous with well-maintained rooms and a sprawling garden. Some highlights of this rental are its Tiffany stained glass windows and ceramic fireplaces. It also sits waterfront and offers a stunning view of the ocean and gardens.
The host provides a weekly discount of up to 15% for short-term stays.
Top guest reviews
Amenities & Room:
the sunroom table handled board and card games with easecould do with better aircon in the summer especially in the kitchen when cookingbedrooms and bedding all were very well appointed and the bathrooms though vintage suited us just fineCleanliness:
it was meticulously cleaned before our event and the beds were comfortableHost:
refreshing and truly one of a kindwe were able to communicate with nancy the manager who is very sweet and kindthe good think is the manager was very responsive and helped quickly with issuesRead more reviewsLocation:
amazing property with plenty of space located in a scenic location
9. Lovely accommodation with indoor parking, Ardsley (from USD 105)
This lovely rental offers comfort and full privacy for up to three guests. It features a cozy living room with plush sofas and a TV for movie nights. There is also a small dining area where you can share a meal.
You’ll get a private entrance and indoor parking throughout your stay. Moreover, a weekly discount is available if you book it for more than seven days.
Top guest reviews
Amenities & Room:
loved having the tv and couch areawell stocked keurig rack breakfast snacks and microwave popcorn were nice touchespamela made everything to make this stay comfortable from frequent clean-ups to regular supply of coffee for breakfastvery clean many amenities a garage to park our suv plenty of roomthe space itself has everything you need and pamela adds plenty of thoughtful touches to make you feel cozyCleanliness:
everything was clean and tidyvery nice place clean and nicely decoratedplace was cozy clean and nicely furnishedthe bathroom was clean and very functionalthe space was clean and very calmingHost:
pamela is a great hostyou’re a great hostshe was so kind and helpfulowners are great and responsivepamela was kind and responsiveRead more reviewsLocation:
the location was great as wellgreat house great location great timereally secure and easy entry/exit and good locationa great place to stay everything is there close to every restaurant and storesa cute place just around 30 minutes north of the city
10. Gorgeous house in front of quiet park (from USD 402)
This rental is beautiful both inside and out, making it the perfect retreat for a short-term holiday.
Some of the highlights of this house are the bright sunroom, well-equipped kitchen, and cozy bedrooms. It is located in front of a tranquil park where you can take walks and admire nature. Modern amenities such as WiFi and a 55-inch HDTV with streaming services are also available here.
Book this rental for longer than a week and avail a generous discount.
Top guest reviews
Amenities & Room:
the beds were extremely comfortable and the amenities provided were superbawesome place and so many extras- coffee breakfast bars fresh fruit paper products toiletries- just to name a fewthe house was cozy warm and charmingjoanne though of everything that would make her guests comfortableboth my husband and brother found it very comfortable and my daughter fell in love with itCleanliness:
very clean and welcoming experienceeverything was sparkling clean and every need was anticipatedthe house is clean and feels like homethe neighborhood is clean and quietit’s just as described and very clean with a well appointed kitchenHost:
joanne was a great hostjoanne is an excellent hostshe was very communicative and helpfuljoanne was an excellent host and very accommodatingour hosts were very responsive it was like they were next doorRead more reviewsLocation:
location is greatthe location was great too within easy distance of new york city or points northit was situated in a very cute walkable neighborhoodshops restaurants and the fleetwood train station are an easy ~15 minute walk through a residential neighborhoodvernon is a great location
Discover everything Westchester County has to offer
From its historic houses to its fun amusement parks, Westchester County has something to offer for everyone. Make sure you give yourself enough time to discover and appreciate this beautiful hotspot by extending your stay to a week or even longer. Give this list a read and find the best short-term rentals in Westchester County, New York.
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