Westchester Vacation Rentals

Start date: Check-in selected.
End date: Check-out

Check prices for these dates

In two weeks
In one month
In two months
In three months

Vacation Rentals in Westchester

Our top choices for Westchester vacation rentals

Global Luxury Suites at Reston Town Center

3.5 star property
8.4 out of 10, Very Good, (144)
"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."
$263 nightly
The price is $302
Oct 2 - Oct 3
Total with taxes and fees
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."
$110 nightly
The price is $128
Sep 3 - Sep 4
Total with taxes and fees
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."
$230 nightly
The price is $265
Sep 21 - Sep 22
Total with taxes and fees
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, (42)
"Everything was perfect at this cozy cottage. Peaceful get away for sure!! "
$172 nightly
The price is $198
Sep 3 - Sep 4
Total with taxes and fees
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...
$246 nightly
The price is $283
Sep 21 - Sep 22
Total with taxes and fees
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"
$829 nightly
The price is $953
Sep 7 - Sep 8
Total with taxes and fees
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."
$346 nightly
The price is $398
Sep 3 - Sep 4
Total with taxes and fees
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. "
$133 nightly
The price is $151
Sep 20 - Sep 21
Total with taxes and fees
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."
$214 nightly
The price is $234
Sep 3 - Sep 4
Total with taxes and fees
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. "
$247 nightly
The price is $284
Sep 9 - Sep 10
Total with taxes and fees
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."
$137 nightly
The price is $158
Sep 8 - Sep 9
Total with taxes and fees
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. "
$355 nightly
The price is $404
Sep 7 - Sep 8
Total with taxes and fees
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."
$370 nightly
The price is $421
Sep 14 - Sep 15
Total with taxes and fees
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Westchester Hotel Reviews

Find out more about Westchester

Find out more about Westchester

Everything you need to know about Westchester vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Westchester vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Westchester vacation 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 low season months. For more hustle and bustle, you may prefer to visit Westchester in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $128 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Westchester rentals

At Expedia, we put the best Westchester vacation 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 vacation.

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 vacation rentals in Westchester?

Yes, we offer vacation rentals close to top attractions in Westchester, or you can go with a secluded option if you want a relaxing place to stay.

What's the top vacation rental that Westchester has to offer?

Luxury huge Victorian Villa 7000 sq ft. 15 min to DC. Sleeps 27 guests.: This vacation home rental outside of Westchester is located next to a golf course and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. It offers a garden, a hot tub, and a selection of books so you can immerse yourself in your vacation.

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 larger area, you’ll find Manassas Museum and Paradise Springs Winery.

What’s a vacation rental in Westchester like?

A vacation rental is a private property you can stay in for a couple of days or more in Westchester. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll have a home away from home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of safety away from shared hotel elevators and busy reception areas while still allowing you to travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for families.