Westchester Holiday Rentals

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Our top choices for Westchester holiday rentals

Affordable Suites of America Quantico

Affordable Suites of America Quantico
3.0 star property
Stafford
9.4 out of 10, Exceptional, (458 reviews)
"The staff were friendly and efficient. The room was big and comfy with a living room and a full kitchen. We had a wonderful stay. Thanks."
United States
Alice and John
Affordable Suites of America Quantico

Quiet, Remodeled 1BR/1BA Condo in Annandale, VA w/pool near DC

Quiet, Remodeled 1BR/1BA Condo in Annandale, VA w/pool near DC
Annandale
8.8 out of 10, Excellent, (9 reviews)
"The location was close to my family, which I was visiting. Also not far from stores and the place was clean, which is a plus. I would stay there again when visiting."
United States
R S.
The price is NZ$296
includes taxes & fees
9 Feb - 10 Feb
Quiet, Remodeled 1BR/1BA Condo in Annandale, VA w/pool near DC

Global Luxury Suites at Reston

Global Luxury Suites at Reston
4.0 star property
Reston
7.4 out of 10, Good, (33 reviews)
"Great location and facilities. I would stay there again."
United States
Kim
The price is NZ$269
includes taxes & fees
8 Mar - 9 Mar
Global Luxury Suites at Reston

Clean, spacious, and Cozy Basement Apartment for a memorable HomeAway experience

Clean, spacious, and Cozy Basement Apartment for a memorable HomeAway experience
Triangle
10.0 out of 10, Exceptional, (13 reviews)
"Very convenient property near base. "
United States
Vicki M.
The price is NZ$268
includes taxes & fees
10 Feb - 11 Feb
Clean, spacious, and Cozy Basement Apartment for a memorable HomeAway experience

Tranquil 1-bed apt sleeps 4 overlooking Indian Creek Gorge w/ WiFi, AC & hot tub

Tranquil 1-bed apt sleeps 4 overlooking Indian Creek Gorge w/ WiFi, AC & hot tub
Alexandria
10.0 out of 10, Exceptional, (5 reviews)
"Communication with the hosts was exceptional, along with the ease of access, and the cleanliness of the home."
United States
Natnael Y.
The price is NZ$426
includes taxes & fees
21 Feb - 22 Feb
Tranquil 1-bed apt sleeps 4 overlooking Indian Creek Gorge w/ WiFi, AC & hot tub

Metro Closeby! Island Kitchen | Near Washington DC

Metro Closeby! Island Kitchen | Near Washington DC
Reston
10.0 out of 10, Exceptional, (3 reviews)
"Great location"
United States
Drew J.
The price is NZ$241
includes taxes & fees
12 Feb - 13 Feb
Metro Closeby! Island Kitchen | Near Washington DC

Charming Retreat in the Heart of the City

Charming Retreat in the Heart of the City
Springfield
10.0 out of 10, Exceptional, (2 reviews)
"Clean and close to the city. Would stay here again."
United States
Mary C.
The price is NZ$220
includes taxes & fees
15 Feb - 16 Feb
Charming Retreat in the Heart of the City

Global Luxury Suites at Reston Town Center

Global Luxury Suites at Reston Town Center
3.5 star property
Reston
8.2 out of 10, Very good, (161 reviews)
"Conveniently located. The staff was very helpful, the place was spotless. "
United States
Mindy
The price is NZ$266
includes taxes & fees
22 Feb - 23 Feb
Global Luxury Suites at Reston Town Center

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

Fairfax-GMU 2BR Retreat - Fire Pit & Wooded Views
Fairfax
9.4 out of 10, Exceptional, (24 reviews)
"Great place... "
United States
Dennis N.
The price is NZ$367
includes taxes & fees
11 Feb - 12 Feb
Fairfax-GMU 2BR Retreat - Fire Pit & Wooded Views

King Suite | Shared Indoor Pool + Free Breakfast

King Suite | Shared Indoor Pool + Free Breakfast
Stafford
10.0 out of 10, Exceptional, (1 review)
"Nice location Great room"
United States
Andrew
The price is NZ$252
includes taxes & fees
9 Feb - 10 Feb
King Suite | Shared Indoor Pool + Free Breakfast

Global Luxury Suites at Town Center

Global Luxury Suites at Town Center
4.0 star property
Reston
8.4 out of 10, Very good, (16 reviews)
"Very homey and family friendly. Close to restaurants, grocery stores, shopping and cinema. However the condo we booked still had hair in the shower from the previous tenants. "
United States
Serena
The price is NZ$258
includes taxes & fees
1 Mar - 2 Mar
Global Luxury Suites at Town Center

Spacious 1 BR Modern Basement Suite near GMU w/private entry - Updated Amenities

Spacious 1 BR Modern Basement Suite near GMU w/private entry - Updated Amenities
Fairfax
10.0 out of 10, Exceptional, (38 reviews)
"Our stay was absolutely wonderful! The accommodations are top notch that include a kitchen, screened in back patio, washer and dryer. Totally a great stay!We were in town to see historical venues and this location was central to all. If we’re back in the area again, we will definitely stay here. "
United States
Linda M.
The price is NZ$296
includes taxes & fees
16 Feb - 17 Feb
Spacious 1 BR Modern Basement Suite near GMU w/private entry - Updated Amenities

Comfy Vacation Retreat

Comfy Vacation Retreat
Woodbridge
10.0 out of 10, Exceptional, (4 reviews)
"Great place"
United States
Kevin
The price is NZ$989
includes taxes & fees
9 Feb - 10 Feb
Comfy Vacation Retreat

Newly Renovated Adorable Private Basement with Bathroom

Newly Renovated Adorable Private Basement with Bathroom
Herndon
9.2 out of 10, Wonderful, (17 reviews)
"Clean room with an excellent host"
United States
James C.
The price is NZ$268
includes taxes & fees
9 Feb - 10 Feb
Newly Renovated Adorable Private Basement with Bathroom

✨ Ultimate Fairfax Stay | Work & Explore | Near DC, Metro, Dining! ✨

✨ Ultimate Fairfax Stay | Work & Explore | Near DC, Metro, Dining! ✨
Fairfax
9.2 out of 10, Wonderful, (5 reviews)
"A great space with an amazing location! The house is very wall stocked, has plently of space and has quick access to anywhere you need to drive in the DMV. We will definitely be booking this place on our future trips!"
United States
Steven N.
The price is NZ$932
includes taxes & fees
3 Mar - 4 Mar
✨ Ultimate Fairfax Stay | Work & Explore | Near DC, Metro, Dining! ✨

Garden Hallow, Entire Private Guest Suite

Garden Hallow, Entire Private Guest Suite
Woodbridge
6.0 out of 10, (2 reviews)
"Very clean and comfortable home away from home. Host was in contact just enough. I will definitely be staying with her next trip!"
United States
Cathy C.
The price is NZ$214
includes taxes & fees
10 Feb - 11 Feb
Garden Hallow, Entire Private Guest Suite

Great Value! Relaxing Retreat in Stafford! Shared Indoor Pool + 24h Business Center

Great Value! Relaxing Retreat in Stafford! Shared Indoor Pool + 24h Business Center
Stafford
9.4 out of 10, Exceptional, (3 reviews)
"We absolutely loved every aspect of our stay from the cleanliness, comfort, hospitality, breakfast. I would 1000% recommend!"
United States
Kristyn E.
The price is NZ$218
includes taxes & fees
10 Feb - 11 Feb
Great Value! Relaxing Retreat in Stafford! Shared Indoor Pool + 24h Business Center

Urban Oasis I Large 2bd/1ba I Surrounded by Nature I 30 mins to DC

Urban Oasis I Large 2bd/1ba I Surrounded by Nature I 30 mins to DC
Springfield
9.8 out of 10, Exceptional, (12 reviews)
"Spacious, clean, lots of green space. "
United States
Siobhan G.
The price is NZ$485
includes taxes & fees
14 Feb - 15 Feb
Urban Oasis I Large 2bd/1ba I Surrounded by Nature I 30 mins to DC

Entire Guest Suite w Elevator near Tysons Corner Falls Church Dunn Loring Metro

Entire Guest Suite w Elevator near Tysons Corner Falls Church Dunn Loring Metro
Dunn Loring
8.0 out of 10, Very good, (1 review)
"The place was very clean, owner was super nice, the only issue we encounter was the wifi! It disconnected or slow down every moment while we were watching TV- We came just to sleep and we were super tired to fight with the internet- maybe it needs a better connection?For the rest of the stay it was pleasant! Bed was comfortable and the kitchenette area was nice too! All kind of restaurants and places to visit are a short distance.I do recommend this place to stay!"
United States
Aracely T.
The price is NZ$354
includes taxes & fees
9 Feb - 10 Feb
Entire Guest Suite w Elevator near Tysons Corner Falls Church Dunn Loring Metro

1 Bedroom | King Suite Near IAD | Free Breakfast

1 Bedroom | King Suite Near IAD | Free Breakfast
Chantilly
10.0 out of 10, Exceptional, (2 reviews)
"Great staff! Clean! "
United States
andrea
The price is NZ$305
includes taxes & fees
21 Feb - 22 Feb
1 Bedroom | King Suite Near IAD | Free Breakfast
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, 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 NZ$258 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?

FallsChurch, Tysons Corner, Dulles airport, DC : This holiday home rental outside of Westchester offers a fireplace, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop and a microwave.

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 Hylton Performing Arts Center and Westfields Golf Club.

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.