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Holiday Rentals in Westchester

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Westchester holiday rentals

A two-story house with a covered porch and a staircase leading to the upper level.

1. A private 2BR & living area w/ patio for 4

A private 2BR & living area w/ patio for 4
Manassas Park
9.0 out of 10, Wonderful, (13 reviews)
"Place was clean and comfortable. It was a very nice neighborhood!"
United States
Terri G.
The price is €256
includes taxes & fees
19 Oct - 20 Oct
A private 2BR & living area w/ patio for 4
A hallway with two white doors, one leading to a laundry room with a washer and dryer, and another to a wooden closet.

2. Modern 2BR | Walk to VRE Train | 40 Min to DC

Modern 2BR | Walk to VRE Train | 40 Min to DC
Manassas
Modern 2BR | Walk to VRE Train | 40 Min to DC
A hot tub with a built-in heater, surrounded by a wooden deck and outdoor furniture.

3. Cozy Cottage with Spacious Backyard!

Cozy Cottage with Spacious Backyard!
Manassas
9.8 out of 10, Exceptional, (34 reviews)
"We had a very nice stay at this cute, super clean home. If we are ever in the area again we will definitely book. "
United States
jennifer s.
The price is €382
includes taxes & fees
19 Oct - 20 Oct
Cozy Cottage with Spacious Backyard!
A kitchen with white cabinets, a coffee maker, a stove, and a microwave.

4. Cozy 2-bedroom house in peaceful Woodbridge

Cozy 2-bedroom house in peaceful Woodbridge
Woodbridge
9.0 out of 10, Wonderful, (2 reviews)
"Very clean and cozy and host communicates well! Thank you for having us!"
United States
Anonymous traveller
The price is €192
includes taxes & fees
22 Oct - 23 Oct
Cozy 2-bedroom house in peaceful Woodbridge
A bedroom with a large bed, a nightstand, a dresser, a chair, and a rug.

5. Private 1BR Suite w/ Own Entry · Walk to GMU

Private 1BR Suite w/ Own Entry · Walk to GMU
Fairfax
10.0 out of 10, Exceptional, (43 reviews)
"Great spot for my husband and dog for the week. They had everything we needed!"
United States
Allie W.
The price is €172
includes taxes & fees
19 Oct - 20 Oct
Private 1BR Suite w/ Own Entry · Walk to GMU
A large, stone house with a symmetrical facade, multiple windows, and a central entrance.

6. Fairfax-GMU 2BR Retreat - Fire Pit & Wooded Views Lower Level

Fairfax-GMU 2BR Retreat - Fire Pit & Wooded Views Lower Level
Fairfax
9.6 out of 10, Exceptional, (36 reviews)
"It was a very charming stay in the country. The place was very clean and had everything we needed. The host was very to communicate with."
United States
C B.
The price is €261
includes taxes & fees
25 Oct - 26 Oct
Fairfax-GMU 2BR Retreat - Fire Pit & Wooded Views Lower Level
A kitchen with wooden cabinets, a white refrigerator, a microwave, and a coffee maker.

7. Hidden Gem Near Shopping Centers, Potomac Mills, Quantico, DC. Multiple Parking

Hidden Gem Near Shopping Centers, Potomac Mills, Quantico, DC. Multiple Parking
Woodbridge
10.0 out of 10, Exceptional, (1 review)
"Place was perfect. Very clean. Really large. Super convenient location. Staying here made our son’s graduation special because we could relax and be comfortable in this awesome place. Host was absolutely lovely and respectful. We will definitely be back when visiting Quantico. A peaceful hidden gem for sure!!!!"
United States
Katherine H.
The price is €351
includes taxes & fees
19 Oct - 20 Oct
Hidden Gem Near Shopping Centers, Potomac Mills, Quantico, DC. Multiple Parking
A living room with a TV, a coffee table, and a dining area with chairs.

8. Fantastic 2-bedroom apartment in charming Woodbridge

Fantastic 2-bedroom apartment in charming Woodbridge
Woodbridge
The price is €242
includes taxes & fees
19 Oct - 20 Oct
Fantastic 2-bedroom apartment in charming Woodbridge
A hotel room with a kitchenette, a sofa, a dining table set with plates, and a mirror on the wall.

9. Affordable Suites of America Quantico

Affordable Suites of America Quantico
3.0 star property
Stafford
9.4 out of 10, Exceptional, (527 reviews)
"Nice place. Quiet and safe parking lot"
United States
Johnnette
The price is €102
includes taxes & fees
19 Oct - 20 Oct
Affordable Suites of America Quantico
A living room with a beige sofa, a patterned rug, and a green plant.

10. Spacious 5-bedroom townhome in delightful Woodbridge with AC

Spacious 5-bedroom townhome in delightful Woodbridge with AC
Woodbridge
The price is €227
includes taxes & fees
19 Oct - 20 Oct
Spacious 5-bedroom townhome in delightful Woodbridge with AC
A two-story residential building with a garage, a well-maintained lawn, and a small garden area with shrubs and flowers.

11. 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, (17 reviews)
"Comfortable, clean place to stay while we explored the area!"
United States
Nancy Jane Koerber and Ronald K.
The price is €143
includes taxes & fees
31 Oct - 1 Nov
Clean, spacious, and Cozy Basement Apartment for a memorable HomeAway experience
A living room with a sofa, armchairs, a coffee table, a rug, and a painting on the wall.

12. Sunny Renovated 2BR Condo · Pool · Near DC

Sunny Renovated 2BR Condo · Pool · Near DC
West Springfield
9.6 out of 10, Exceptional, (63 reviews)
"We had a great stay! The home was clean, the beds were comfortable, and the neighborhood felt safe and quiet. Everything went smoothly, and we had no issues during our stay. Overall, a very pleasant experience!"
United States
Christina
The price is €162
includes taxes & fees
25 Oct - 26 Oct
Sunny Renovated 2BR Condo · Pool · Near DC
A living room with a grey sofa, two decorative pillows, a dining area with a table and chairs, and a kitchen with wooden cabinets and appliances.

13. Comfy Deluxe Getaway Suite

Comfy Deluxe Getaway Suite
Woodbridge
The price is €475
includes taxes & fees
1 Nov - 2 Nov
Comfy Deluxe Getaway Suite
A residential area with a well-maintained lawn, a small pond, and a pathway leading to a house.

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

Lakeview - Tranquille and private suite Located 20 minutes from D.C
Burke
9.0 out of 10, Wonderful, (17 reviews)
"This was a great getaway for our family. The owner was so very helpful with bus shuttles and train schedules. I would recommend this property to my friends and family."
United States
Dana D.
The price is €356
includes taxes & fees
21 Oct - 22 Oct
Lakeview - Tranquille and private suite Located 20 minutes from D.C
A kitchen with wooden cabinets, a central island with two chairs, a microwave, and a stove.

15. Comfy Vacation Retreat

Comfy Vacation Retreat
Woodbridge
10.0 out of 10, Exceptional, (4 reviews)
"Great place"
United States
Kevin
The price is €541
includes taxes & fees
31 Oct - 1 Nov
Comfy Vacation Retreat
A living room with a sofa, a coffee table, a chandelier, a clock, and a red and white striped curtain.

16. Comfortable and Peaceful Stay With Everything You Need Away From Home

Comfortable and Peaceful Stay With Everything You Need Away From Home
Stafford
9.4 out of 10, Exceptional, (6 reviews)
"Great place to stay in Stafford. Clean, nicely decorated, and had everything we needed to make our stay comfortable."
United States
Laurinda L.
The price is €264
includes taxes & fees
19 Oct - 20 Oct
Comfortable and Peaceful Stay With Everything You Need Away From Home
A living room with a sofa, a coffee table, a lamp, and wall art.

17. Bright Remodeled Condo · Pool · 20 Min to DC

Bright Remodeled Condo · Pool · 20 Min to DC
Annandale
9.0 out of 10, Wonderful, (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 €172
includes taxes & fees
19 Oct - 20 Oct
Bright Remodeled Condo · Pool · 20 Min to DC
A hotel with multiple buildings, a landscaped garden, and a parking area.

18. 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
1 Bedroom | King Suite Near IAD | Free Breakfast
A laundry room with two white washing machines and a hose.

19. Luxury 3BR Near Shops, Town Center Potomac Mills, State Park & Washington DC

Luxury 3BR Near Shops, Town Center Potomac Mills, State Park & Washington DC
Woodbridge
The price is €387
includes taxes & fees
20 Oct - 21 Oct
Luxury 3BR Near Shops, Town Center Potomac Mills, State Park & Washington DC
A bedroom with a large bed, a dresser, a TV, and a window with curtains.

20. 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
West Springfield
9.8 out of 10, Exceptional, (15 reviews)
"The space was perfect for my husband and two teenage boys. Everyone had plenty of space, fully equipped kitchen, large bathroom. Hope to stay again."
United States
Kendra R.
The price is €293
includes taxes & fees
23 Oct - 24 Oct
Urban Oasis I Large 2bd/1ba I Surrounded by Nature I 30 mins to DC
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

The Westin Reston Heights

The Westin Reston Heights

10/10 Excellent
"Thank you Anisa for your incredible hospitality"
Soone 1-night trip
Posted less than an hour ago
The Westin Reston Heights

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 €102 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?

Spacious 1 BR Modern Basement Suite near GMU w/private entry - Updated Amenities: This holiday home rental outside of Westchester is located in a rural location, and has a fireplace, a patio and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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 Prince William Forest Park. 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.