Holiday Rentals in Westchester County

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Featured Holiday Rentals in Westchester County

Global Luxury Suites White Plains
Reception

Global Luxury Suites White Plains

3.5 star property
6.8 out of 10, (32)
"Being in an apartment building for an actual stay instead of a house was a first for myself and the family but overall a good stay."
Global Luxury Suites White Plains
3BR Prime Luxury near NYC w Arcade Room
Terrace/patio

3BR Prime Luxury near NYC w Arcade Room

2.0 star property
8.0 out of 10, Very good, (1)
"We thought we rented the entire property, but was half of it. expect a lot of stairs. No bath tubs but two showers. some door knobs and locks need maintenance, but overall nice clean rooms."
The price is €657
includes taxes & fees
30 Sept - 1 Oct
3BR Prime Luxury near NYC w Arcade Room
Fall Colors HQs. Stunning views of Croton River Gorge, a birder haven
Outdoor dining

Fall Colors HQs. Stunning views of Croton River Gorge, a birder haven

9.8 out of 10, Exceptional, (9)
"We loved our stay at the Carriage House. Patrick and Kathryn were wonderful hosts. They provided information in a timely manner, and were quick to respond to any questions. Our accommodations were clean, comfortable and well appointed, and Patrick and Kathryn included truly thoughtful touches. The location was perfect for exploring Croton-on-Hudson and the Hudson Valley. We'd love to come back!"
Fall Colors HQs. Stunning views of Croton River Gorge, a birder haven
PureHeart House, Spacious, Peaceful 3bdr House in Yonkers
Fridge, microwave, oven, stovetop

PureHeart House, Spacious, Peaceful 3bdr House in Yonkers

8.8 out of 10, Excellent, (40)
"Very clean, comfortable, and quiet property. Although advertised one car parking, actually can park 2, which is good since limited street parking in a crowded neighborhood. Highly recommended if you're staying in the NYC area."
PureHeart House, Spacious, Peaceful 3bdr House in Yonkers
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
Outdoor banquet area

Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!

8.6 out of 10, Excellent, (4)
"We booked the property because our family is growing too large for all of the children and grandchildren to spend the holidays together. The “holiday house” as our 4 year old coined it was the perfect place to spend Christmas and Hanukkah. Large yet cozy and very well appointed. All of our communication with proprietors was prompt and helpful, and they had the driveway salted and plowed within hours of the (very picturesque) snowfall the day before Christmas. I would happily book here again. "
The price is €825
includes taxes & fees
5 Oct - 6 Oct
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
Loft Apartment with full kitchen cozy nook + 2 sofa beds & all modern electronic
Smart TV

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

9.0 out of 10, Wonderful, (2)
"The owner was very responsive and kind. The apartment was very clean and well updated. We are older adults and the access to the basement apartment was a bit of a challenge but the owner did graciously help with our luggage. The family does clearly disclose that they live above the unit and sounds of children may be heard. Between the sounds of the family above and the fact it’s a basement, not a “Loft”, with all the plumbing just above your head - it was not for us. "
The price is €282
includes taxes & fees
5 Oct - 6 Oct
Loft Apartment with full kitchen cozy nook + 2 sofa beds & all modern electronic
Luxury 5BR 2BA Spacious Home NYC Free Parking + Office
Living area

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

2.0 out of 10, (1)
"If I could give this place zero stars, I would. Upon arrival, I received no check-in information, which immediately set the tone for a frustrating experience. When I got to the property, the front door was already open, raising serious concerns about security. Inside, the floors were dirty, the beds were unmade, and the trash from the previous guests had not been removed. There were bugs throughout the space, and the front door handle was broken, making the property feel unsafe and poorly...
Luxury 5BR 2BA Spacious Home NYC Free Parking + Office
Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle
Exterior

Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle

2.0 star property
9.6 out of 10, Exceptional, (5)
"We had such a nice and peaceful stay! Shelton’s place was super clean, quiet, comfortable, and had everything we needed. Would definitely stay here again! "
Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle
Spacious 3-bedroom apartment with WiFi, Parking in welcoming New Rochelle
3 bedrooms, WiFi

Spacious 3-bedroom apartment with WiFi, Parking in welcoming New Rochelle

10.0 out of 10, Exceptional, (3)
"House was lovely and we enjoyed our stay."
The price is €599
includes taxes & fees
30 Sept - 1 Oct
Spacious 3-bedroom apartment with WiFi, Parking in welcoming New Rochelle
Spacious 4-bedroom house in charming Rye with AC
Miscellaneous

Spacious 4-bedroom house in charming Rye with AC

The price is €400
includes taxes & fees
30 Sept - 1 Oct
Spacious 4-bedroom house in charming Rye with AC
Modern Luxury Home w GameRoom & Parking
House | Living area

Modern Luxury Home w GameRoom & Parking

3.0 star property
7.2 out of 10, Good, (5)
"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...
Modern Luxury Home w GameRoom & Parking
Spectacular 2- bedroom Apt in Yonkers, NY
Fridge, microwave, oven, stovetop

Spectacular 2- bedroom Apt in Yonkers, NY

8.0 out of 10, Very good, (15)
"Nice place I would definitely stay again when in town for business. "
Spectacular 2- bedroom Apt in Yonkers, NY
Modern 4BD/3BA w/Parking & deck & 29 min>NYC
Outdoor dining

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

9.6 out of 10, Exceptional, (19)
"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
La Casita Bonita near NYC
Fridge, microwave, oven, stovetop

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
The Subterranean Haven
Fridge, microwave, stovetop, coffee/tea maker

The Subterranean Haven

9.0 out of 10, Wonderful, (8)
"Great space but anlittle amall, the floor dips a few spots and the space is pretty tight, but perfect for a short term stay!"
The price is €256
includes taxes & fees
30 Sept - 1 Oct
The Subterranean Haven
Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
Fridge, microwave, dishwasher, toaster

Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!

10.0 out of 10, Exceptional, (25)
"Great stay for our trip! We came here for a wedding nearby and was a great affordable option."
The price is €330
includes taxes & fees
1 Oct - 2 Oct
Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
Spacious NYC Getaway House
Private kitchen

Spacious NYC Getaway House

10.0 out of 10, Exceptional, (1)
"We have rented it many times and will rent again. "
Spacious NYC Getaway House
Peekskill Carriage House Downtown Studio
Interior

Peekskill Carriage House Downtown Studio

9.8 out of 10, Exceptional, (16)
"Really nice property. Cannot wait to stay here again. My family comes to see extended family here. I loved my visit and the place was so convenient. Thank you. PS Many extras."
Peekskill Carriage House Downtown Studio
Cozy secret apartment with free parking in Yonkers
Interior

Cozy secret apartment with free parking in Yonkers

9.8 out of 10, Exceptional, (11)
"My daughter and I came to town for a family event. The location has convenient access to the parkway. The apartment was clean and quiet and perfect for the two of us. I would definitely stay again when we return to the area. "
Cozy secret apartment with free parking in Yonkers
Modern Luxury Loft with Artful Vibes
Fridge, oven, stovetop, dishwasher

Modern Luxury Loft with Artful Vibes

2.0 star property
10.0 out of 10, Exceptional, (2)
"Awesome host, great communication and super accommodating..."
Modern Luxury Loft with Artful Vibes
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Westchester County Hotel Reviews

Royal Regency Hotel

Royal Regency Hotel

10/10 Excellent
"Great place!"
Jeffrey 1-night trip
Posted 1 day ago
Royal Regency Hotel

Find out more about Westchester County

Find out more about Westchester County

Holiday Homes in Westchester County

Search for holiday homes in Westchester County on Expedia.ie! You can easily find your home rentals, villas, holiday apartments in Westchester County using one of the methods below: 

  • View our selection of featured holiday homes in Westchester County
  • Use the map to find apartments and other holiday rentals in the Westchester County neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday homes in Westchester County while they last

Look no further and take a look at our great range of rental properties in Westchester County!