Holiday Rentals in Westchester County

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Top Cities in Westchester County

Featured Holiday Rentals in Westchester County

Global Luxury Suites White Plains

3.5 star property
6.8 out of 10, (31)
"This place a marvelous!! Very nice and clean!! The scenery of nature that I experienced when waking up was very refreshing!!"
Global Luxury Suites White Plains

PureHeart House, Spacious, Peaceful 3bdr House in Yonkers

9.0 out of 10, Wonderful, (36)
"Short trip. great place to stay . Very cozy . Family loved it "
PureHeart House, Spacious, Peaceful 3bdr House in Yonkers

Historic Mamaroneck Guest House - Walk to Harbor!

9.4 out of 10, Exceptional, (10)
"We were in town for a family celebration, and this location was very convenient and close to our daughter’s house. The accommodations were spotless and we appreciated the thoughtful touches like snacks in the kitchen and Nespresso pods. The shower was especially nice with the rain shower option and all the fluffy towels. Thanks for a great stay!"
Historic Mamaroneck Guest House - Walk to Harbor!

3BR Prime Luxury near NYC w Arcade Room

2.0 star property
The price is €657
includes taxes & fees
25 Aug - 26 Aug
3BR Prime Luxury near NYC w Arcade Room

Modern Luxury Home w GameRoom & Parking

3.0 star property
7.0 out of 10, Good, (4)
"Put down a deposit with the understanding that the deposit would be back in my account within 24 hours. Messaged them several times and I have not gotten any response nor have I gotten my money back and it has been days now with no response. Apartment was filthy, beds were used and not cleaned, bunch of appliances didn’t work, found a towel with stains potentially from bodily fluids.DO NOT BOOK WITH THEM THEY ARE SCAMMERS. Charged a cleaning fee on top of this for an apartment that wasn’t even...
The price is €629
includes taxes & fees
17 Aug - 18 Aug
Modern Luxury Home w GameRoom & Parking

Luxury 5BR 2BA Spacious Home NYC Free Parking + Office

Luxury 5BR 2BA Spacious Home NYC Free Parking + Office

Secluded Luxury Home – Peaceful, Comfortable, and Fully Private.

Secluded Luxury Home – Peaceful, Comfortable, and Fully Private.

South Salem Vacation Rental w/ Furnished Deck!

10.0 out of 10, Exceptional, (2)
"This was the second time I stayed at this property and really do love it. It is close enough to my family in Ridgefield for me to fee like I am just around the corner, while being in a quiet, peaceful private property. The setup was perfect for myself and my mom, but could also accommodate a larger group. It isn’t a big space, but had everything that we needed. I would highly recommend this property and will definitely be looking to stay here again on another visit. Thank you!"
South Salem Vacation Rental w/ Furnished Deck!

Loft Apartment with full kitchen cozy nook + 2 sofa beds & all modern electronic

10.0 out of 10, Exceptional, (1)
"I chose this apartment for its location primarily and it was a hit. Since we were traveling and staying for two weeks with a toddler and a new baby I was looking for it to also have an outdoor space, and it was wonderful as seen in the pictures. For personal reasons I had to change my dates a few days before my booking was coming up, the hosts had no problem to accommodate my needs. During our stay, we even had the opportunity to meet the neighbor next door and visit her garden. The neighborhood...
The price is €282
includes taxes & fees
18 Aug - 19 Aug
Loft Apartment with full kitchen cozy nook + 2 sofa beds & all modern electronic

Spacious 4-bedroom house in charming Rye with AC

The price is €402
includes taxes & fees
16 Aug - 17 Aug
Spacious 4-bedroom house in charming Rye with AC

Luxury NY Home 3BR with Easy Parking

3.0 star property
3.0 out of 10, (4)
"I was fooled by the pictures. Upon check-in, they require to zelle cleaing fee. When I finally got inside, I found absolutely nothing lux about this property, no comfort and hospitality. The broken floor welcome me, all 4 beds are broken, only 2 TVs, moldy restroom, zero confort. They left 4 towels for 6 people for 6 nights. I had to request more towels. I had to scoop water fromthe shower to flush in the toilet because water would not drain. Half roll toilet paper was left. If you take...
The price is €406
includes taxes & fees
18 Aug - 19 Aug
Luxury NY Home 3BR with Easy Parking

Cozy 2 Bedroom, Near NYC, Easy Parking

10.0 out of 10, Exceptional, (2)
"Owners very responsive. I didn’t see message with check-out process (garbage etc) until after I left so I would suggest including with listing or providing upon check-in. Place was very clean! Easy on street parking. Only two towels though, for two females for two days. Not a huge deal but would have liked one or two more. "
Cozy 2 Bedroom, Near NYC, Easy Parking

Modern 4BD/3BA w/Parking & deck & 29 min>NYC

9.8 out of 10, Exceptional, (17)
"The house was very clean and the check-in process was smooth. Host was very responsive. Overall we loved our stay and would definitely book again next time we're in the area!"
Modern 4BD/3BA w/Parking & deck & 29 min>NYC

Charming 2-bedroom apt with AC and WiFi in lovely Mamaroneck

2.0 star property
9.8 out of 10, Exceptional, (12)
"Clean and spacious apartment in a quiet neighborhood."
Charming 2-bedroom apt with AC and WiFi in lovely Mamaroneck

near MetroNorth Station 2 BR | Kitchen + W/D

9.4 out of 10, Exceptional, (6)
"The unit was spacious and comfortable. Nice amenities in the building although I was there for work and did not get to use them. "
near MetroNorth Station 2 BR | Kitchen + W/D

Historic Hideaway with Lake Access!

9.8 out of 10, Exceptional, (17)
"The home was clean and the area is beautiful! It was a wonderful experience staying in a historic home and the owners were fantastic!"
Historic Hideaway with Lake Access!

La Casita Bonita near NYC

5.0 out of 10, (2)
"Convenient location to upstate snd downtown NYC. All the rooms were good size. Appreciate the welcoming outside space both out front and in the back area. Plan to come back later this year."
La Casita Bonita near NYC

⭐️❤️Historic Town ⭐️ Bridge View ⭐️ Walk Everywhere ⭐️ Quick Train to NYC

4.0 star property
10.0 out of 10, Exceptional, (7)
"This place was perfect for our family members - 7 adults. Everyone had their own bed and there were plenty of pillows and towels for all. It was quite clean and decorated nicely. The kitchen was well stocked with anything we might need and more. Thank you to the excellent hosts!"
⭐️❤️Historic Town ⭐️ Bridge View ⭐️ Walk Everywhere ⭐️ Quick Train to NYC

Charming 3-bedrooms in a private house w/AC and WiFi 30min drive to Midtown NYC

8.8 out of 10, Excellent, (3)
"Good location and good host"
Charming 3-bedrooms in a private house w/AC and WiFi 30min drive to Midtown NYC

Romantic retreat with stunning views of Croton River Gorge, a birder haven

9.8 out of 10, Exceptional, (6)
"I hesitate to sound too over the top in my praise of the Carriage House in Croton, but it’s difficult not to. The space is so comfortable, cozy, and filled with beautiful Mexican art pieces every where you look. Nothing has been forgotten by the hosts, who are charming and gracious, while allowing guests absolute privacy.The Carriage House is surrounded by natural beauty everywhere you look. From the Croton River below, to the wild turkeys in the morning and evening, and the omnipresent sound...
Romantic retreat with stunning views of Croton River Gorge, a birder haven
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Westchester County Hotel Reviews