Holiday Rentals in Westchester

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Holiday Rentals in Westchester

Global Luxury Suites at Reston Town Center
3.5 star property
8.4 out of 10, Very good, (150)
"It is in a great location with dining and shopping near-by all walkable. Close to Dulles airport. "
United States
Cynthia
Global Luxury Suites at Reston Town Center
Affordable Suites of America Quantico
3.0 star property
9.4 out of 10, Exceptional, (442)
"Awesome management and staff and overall a wonderful hotel property."
United States
Probal
Affordable Suites of America Quantico
Global Luxury Suites at Reston
4.0 star property
7.4 out of 10, Good, (23)
"Super cute place, neat, clean, cool city."
United States
Misa
The price is €205
includes taxes & fees
13 Nov - 14 Nov
Global Luxury Suites at Reston
Global Luxury Suites at Town Center
4.0 star property
8.0 out of 10, Very good, (3)
"The location was perfect for walking to the Metro and places to eat. It felt very safe, even walking at night. We enjoyed being so close to the Washington and Old Dominion Trail and rented bikes from a nearby Capital Bikeshare station to explore. One thing that was confusing is the check in—you need to fill out a form online with your personal details before check in. Upon arrival, press “Leasing Office” on the door pad to call the front desk to be let in. We arrived at night and were confused...
United States
Amelia
The price is €374
includes taxes & fees
20 Oct - 21 Oct
Global Luxury Suites at Town Center
Cozy Private studio. Pet-Friendly. Conveniently located. Access 395, 495 and I95
2.0 star property
10.0 out of 10, Exceptional, (47)
"Attentive hosts especially after weather outage"
United States
NATALIE O.
The price is €184
includes taxes & fees
20 Oct - 21 Oct
Cozy Private studio. Pet-Friendly. Conveniently located. Access 395, 495 and I95
Luxury huge Victorian Villa 7000 sq ft. 15 min to DC. Sleeps 27 guests.
9.8 out of 10, Exceptional, (133)
"Everything was as advertised. The house worked great for our group. The kitchen and dining room were perfect for a large group. The piano was beautiful and in tune. "
United States
Mitch H.
Luxury huge Victorian Villa 7000 sq ft. 15 min to DC. Sleeps 27 guests.
Charming townhome with all conveniences available in Manassas
The price is €189
includes taxes & fees
26 Oct - 27 Oct
Charming townhome with all conveniences available in Manassas
Fairfax-GMU 2BR Retreat - Fire Pit & Wooded Views
9.6 out of 10, Exceptional, (19)
"Very clean and accommodating, plenty of towels and linens. Plenty of room for relaxing or visiting. "
United States
Christopher J.
The price is €223
includes taxes & fees
21 Oct - 22 Oct
Fairfax-GMU 2BR Retreat - Fire Pit & Wooded Views
Bull Run Mountain Retreat
9.4 out of 10, Exceptional, (28)
"Great house for family visit to attend goldcup. We were not in the house itself very much, but this would be a great place to just stay around—the home & grounds are terrific entertainment. "
United States
kim b.
Bull Run Mountain Retreat
Gorgeous Chateau/House on 1.5 acres - in Annandale Center/ mins to Washington DC
9.8 out of 10, Exceptional, (73)
"We had a group of 14, four families. This house worked great for sleeping and meals and entertainment. The owner was very responsive to our questions. Check in process was simple."
United States
Amy L.
Gorgeous Chateau/House on 1.5 acres - in Annandale Center/ mins to Washington DC
4 Mi to Dulles Airport: Spacious D.c. Area Home
3.0 star property
4 Mi to Dulles Airport: Spacious D.c. Area Home
Lakeview - Tranquille and private suite Located 20 minutes from D.C
9.0 out of 10, Wonderful, (17)
"Incredibly kind and responsive hosts. Very peaceful location next to a pond and walking paths, close to shopping, and convenient to DC. All the amenities we needed for a lengthy stay. Would definitely stay here again."
United States
John W.
The price is €348
includes taxes & fees
22 Oct - 23 Oct
Lakeview - Tranquille and private suite Located 20 minutes from D.C
Clean, spacious, and Cozy Basement Apartment for a memorable HomeAway experience
10.0 out of 10, Exceptional, (10)
"Very convenient property near base. "
United States
Vicki M.
The price is €134
includes taxes & fees
1 Nov - 2 Nov
Clean, spacious, and Cozy Basement Apartment for a memorable HomeAway experience
The Black Aframe ⛺️ - HOT TUB & ⛰Mountain Views
8.6 out of 10, Excellent, (10)
"Very cool and unique property. Stayed for a wedding with another couple . Perfect stay for the 4 of us. "
United States
Taylor F.
The Black Aframe ⛺️ - HOT TUB & ⛰Mountain Views
Where Charming Local History Meets Modern Comfort ~ Historic Fauquier County, VA
9.8 out of 10, Exceptional, (71)
"Communication with the host was excellent and an early check in was incredibly helpful - the house served its purpose exactly as expected - hosting friends for the weekend with easy access to the countryside of VA."
United States
Nick W.
Where Charming Local History Meets Modern Comfort ~ Historic Fauquier County, VA
Quantico Bungalow Marine Graduations FBI HQ Marines Potomac River Getaway
9.8 out of 10, Exceptional, (29)
"This property was just what we needed to break up our long drive. Two adults and two teens and we each had our own space to relax. Highly recommend staying here!"
United States
Lisa G.
Quantico Bungalow Marine Graduations FBI HQ Marines Potomac River Getaway
Le Home Hotel Connect travelers with unique accommodations
8.6 out of 10, Excellent, (4)
"I had the absolute pleasure of staying here the week before my college graduation. Carolina was so nice and the room was amazing. Everything was comfortable and I felt safe and secure the entire time I stayed. I got there a few days before my fiancé because he had work, but we both really enjoyed our time there and would most certainly return."
United States
Lauren C.
Le Home Hotel Connect travelers with unique accommodations
Welcome to Our Cozy Oasis!
9.8 out of 10, Exceptional, (7)
"It was spotless, well stocked with everything you could possibly need. Beds were extremely comfortable. Excellent communication from the rental staff - very clear and easy check in and check out information. We hope to stay again!"
United States
Marcia E.
Welcome to Our Cozy Oasis!
In the heart of Springfield! charming and stylish retreat!
The price is €266
includes taxes & fees
21 Oct - 22 Oct
In the heart of Springfield! charming and stylish retreat!
Comfy Deluxe Getaway Suite
The price is €452
includes taxes & fees
20 Oct - 21 Oct
Comfy Deluxe Getaway Suite
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 Hotel Reviews

Find out more about Westchester

Everything you need to know about Westchester holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Westchester holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Westchester holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Westchester holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Westchester. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Westchester holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Westchester holiday rentals we have selected for you start as low as €134 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Westchester rentals

At Expedia, we put the best Westchester holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Westchester rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Westchester holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Westchester. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Westchester?

Yes, there are holiday rentals close to the most popular sights in Westchester, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Westchester has to offer?

Fairfax-GMU 2BR Retreat - Fire Pit & Wooded Views: This holiday home rental outside of Westchester offers a fireplace, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a microwave. Make the most of books in this rental home to help you unwind.

What’s there to see and do in Westchester?

While exploring the area, visit family-friendly sights like Splash Down Water Park, or get outside and enjoy nature at Lake Ridge Park, Marina and Golf Course. In the wider area, you’ll find Manassas Museum and Hylton Performing Arts Center.

What’s a holiday rental in Westchester like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Westchester. Holiday rentals feature extras like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and bustling concierge desks while still allowing you to travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for family trips.