Westchester Holiday Rentals

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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, (143)
"We had a lovely stay. The apartment was clean, comfortable, and well appointed with everything we needed for an enjoyable stay in Reston Town Center. We would definitely stay again."
Global Luxury Suites at Reston Town Center

Affordable Suites of America Quantico

3.0 star property
9.4 out of 10, Exceptional, (438)
"Awesome management and staff and overall a wonderful hotel property."
Affordable Suites of America Quantico

Global Luxury Suites at Reston

4.0 star property
7.6 out of 10, Good, (20)
"Super cute place, neat, clean, cool city."
The price is AU$382
includes taxes & fees
21 Sept - 22 Sept
Global Luxury Suites at Reston

Cozy Private studio. Pet-Friendly. Conveniently located. Access 395, 495 and I95

2.0 star property
10.0 out of 10, Exceptional, (41)
"Everything was perfect at this cozy cottage. Peaceful get away for sure!! "
The price is AU$305
includes taxes & fees
3 Sept - 4 Sept
Cozy Private studio. Pet-Friendly. Conveniently located. Access 395, 495 and I95

Global Luxury Suites at Town Center

4.0 star property
7.0 out of 10, Good, (2)
"The property was undeniably beautiful and spacious, but the pre-arrival process was a disaster. I booked a Global Luxury Suites hotel via hotels.com, only to find it was actually the Skymark building, owned by Churchill. I opted to pay upon arrival, yet my card was charged in full 7-10 days before my stay without any explanation. Attempts to resolve this with hotels.com failed; they couldn't contact the company. A search for "Global Luxury Suites, Reston VA" revealed it didn't exist. I received...
Global Luxury Suites at Town Center

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. "
Bull Run Mountain Retreat

Luxury huge Victorian Villa 7000 sq ft. 15 min to DC. Sleeps 27 guests.

9.8 out of 10, Exceptional, (131)
"We came with a group of high school students. The house had a ton of room for a large group like ours. The host was very attentive if I had a need or question, it was answered immediately and very helpful. The house is beautiful, first class all the way, fresh, clean throughout. Our group will definitely book this again next year for our trip. This house is also very close to bud stop, fast food, and many other amenities. I give it a 10 of 10!"
Luxury huge Victorian Villa 7000 sq ft. 15 min to DC. Sleeps 27 guests.

Dulles Luxury: Movie Theater, Grill, Gazebo !

9.0 out of 10, Wonderful, (6)
"Nice"
The price is AU$1,469
includes taxes & fees
9 Sept - 10 Sept
Dulles Luxury: Movie Theater, Grill, Gazebo !

Lakeview - Tranquille and private suite Located 20 minutes from D.C

9.0 out of 10, Wonderful, (16)
"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."
The price is AU$624
includes taxes & fees
12 Sept - 13 Sept
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. "
The price is AU$247
includes taxes & fees
2 Oct - 3 Oct
Clean, spacious, and Cozy Basement Apartment for a memorable HomeAway experience

Gorgeous Chateau/House on 1.5 acres - in Annandale Center/ mins to Washington DC

9.8 out of 10, Exceptional, (69)
"The place was very spacious and worked great for our family, especially with three kids! "
Gorgeous Chateau/House on 1.5 acres - in Annandale Center/ mins to Washington DC

Where Charming Local History Meets Modern Comfort ~ Historic Fauquier County, VA

9.8 out of 10, Exceptional, (70)
"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."
Where Charming Local History Meets Modern Comfort ~ Historic Fauquier County, VA

Historic apartment in Old Town Warrenton, Virginia

9.8 out of 10, Exceptional, (53)
"The property was top notch! It was as comfortable as any 5 star hotels we have stayed in. Upon arrival we took advantage of the outdoor dining area and had drinks before leaving for dinner. The linens were also soft and fluffy. The rooms were beautifully decorated."
The price is AU$361
includes taxes & fees
3 Sept - 4 Sept
Historic apartment in Old Town Warrenton, Virginia

Fairfax-GMU 2BR Retreat - Fire Pit & Wooded Views

9.8 out of 10, Exceptional, (15)
"Very clean and accommodating, plenty of towels and linens. Plenty of room for relaxing or visiting. "
The price is AU$430
includes taxes & fees
9 Sept - 10 Sept
Fairfax-GMU 2BR Retreat - Fire Pit & Wooded Views

Newly Renovated Adorable Private Basement with Bathroom

9.2 out of 10, Wonderful, (10)
"Great property, convenient to shopping dining airport, communication with property owner exceptional, very comfortable, great amenities, quiet neighborhood."
The price is AU$249
includes taxes & fees
13 Sept - 14 Sept
Newly Renovated Adorable Private Basement with Bathroom

Heron’s Cove II off the Potomac

8.6 out of 10, Excellent, (9)
"House was clean and location was close to our activities. "
The price is AU$624
includes taxes & fees
7 Sept - 8 Sept
Heron’s Cove II off the Potomac

Cozy cottage with a beautiful waterfront view. Pet friendly! 45 min from DC.

9.4 out of 10, Exceptional, (12)
"The cottage was large, quaint, well appointed, and clean. The farm setting was peaceful andtbeautiful. The host were extremely attentive and a pleasure to deal with. We loved our stay!extremely "
Cozy cottage with a beautiful waterfront view. Pet friendly! 45 min from DC.

Cozy Cottage with Spacious Backyard!

9.6 out of 10, Exceptional, (15)
"We had a WONDERFUL stay while visiting family. The dogs enjoyed the fenced yard as well."
The price is AU$649
includes taxes & fees
14 Sept - 15 Sept
Cozy Cottage with Spacious Backyard!

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!"
Quantico Bungalow Marine Graduations FBI HQ Marines Potomac River Getaway

Mulberry Manor House<br> Spacious, Private & Peaceful Retreat -

10.0 out of 10, Exceptional, (22)
"Clean, spacious, very well-equipped. We enjoyed our stay very much."
Mulberry Manor House<br> Spacious, Private & Peaceful Retreat -
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

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, 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 favourite 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 depend 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 AU$247 per night. Entering your travel dates in the search wizard might find you 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?

Luxury huge Victorian Villa 7000 sq ft. 15 min to DC. Sleeps 27 guests.: This holiday home rental outside of Westchester is located next to a golf course, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 8 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, 1 hot tub and a selection of books so that you can immerse yourself in your holiday.

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 Paradise Springs Winery.

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.