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Westchester Holiday Rentals

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 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 AU$391
includes taxes & fees
11 Nov - 12 Nov
A private 2BR & living area w/ patio for 4
A hot tub with a built-in heater, surrounded by a wooden deck and outdoor furniture.

2. 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 AU$565
includes taxes & fees
9 Nov - 10 Nov
Cozy Cottage with Spacious Backyard!
A kitchen with white cabinets, a coffee maker, a stove, and a microwave.

3. 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 AU$299
includes taxes & fees
12 Nov - 13 Nov
Cozy 2-bedroom house in peaceful Woodbridge
A sunlit patio with a seating area, including a bench and two chairs with floral cushions.

4. 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, (45 reviews)
"Great spot for my husband and dog for the week. They had everything we needed!"
United States
Allie W.
The price is AU$280
includes taxes & fees
11 Nov - 12 Nov
Private 1BR Suite w/ Own Entry · Walk to GMU
A large, stone house with a symmetrical facade, multiple windows, and a central entrance.

5. 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, (38 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 AU$354
includes taxes & fees
11 Nov - 12 Nov
Fairfax-GMU 2BR Retreat - Fire Pit & Wooded Views Lower Level
A Nordstrom Rack store at night with a clear sign, accessible entrance, and a parking lot in front.

6. 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 AU$518
includes taxes & fees
9 Nov - 10 Nov
Hidden Gem Near Shopping Centers, Potomac Mills, Quantico, DC. Multiple Parking
A modern kitchen with a central island, stainless steel appliances, and pendant lighting.

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

Spacious 5-bedroom townhome in delightful Woodbridge with AC
Woodbridge
The price is AU$356
includes taxes & fees
10 Nov - 11 Nov
Spacious 5-bedroom townhome in delightful Woodbridge with AC
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.

8. Comfy Deluxe Getaway Suite

Comfy Deluxe Getaway Suite
Woodbridge
The price is AU$708
includes taxes & fees
9 Nov - 10 Nov
Comfy Deluxe Getaway Suite
A two-story residential building with a garage, a well-maintained lawn, and a small garden area with shrubs and flowers.

9. 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 AU$223
includes taxes & fees
10 Nov - 11 Nov
Clean, spacious, and Cozy Basement Apartment for a memorable HomeAway experience
A two-story house with a well-maintained lawn and a variety of shrubs and trees.

10. Fantastic 2-bedroom apartment in charming Woodbridge

Fantastic 2-bedroom apartment in charming Woodbridge
Woodbridge
The price is AU$366
includes taxes & fees
9 Nov - 10 Nov
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.

11. Affordable Suites of America Quantico

Affordable Suites of America Quantico
3.0 star property
Stafford
9.4 out of 10, Exceptional, (531 reviews)
"Nice place. Quiet and safe parking lot"
United States
Johnnette
The price is AU$166
includes taxes & fees
9 Dec - 10 Dec
Affordable Suites of America Quantico
A living room with a round mirror, a yellow armchair, a grey sofa, and a coffee table.

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 AU$298
includes taxes & fees
16 Nov - 17 Nov
Sunny Renovated 2BR Condo · Pool · Near DC
A dining room with a table set for six, surrounded by dark chairs, a chandelier, and framed artwork on the walls.

13. Comfy Vacation Retreat!

Comfy Vacation Retreat!
Woodbridge
10.0 out of 10, Exceptional, (2 reviews)
"We had a wonderful stay. The property was as described in the listing. The host was very attentive and helpful. Thank you!"
United States
Anonymous traveller
The price is AU$1,001
includes taxes & fees
19 Nov - 20 Nov
Comfy Vacation Retreat!
A landscaped garden with pathways, decorative lanterns, and a well-maintained lawn.

14. Luxurious, modern Oasis in Clifton near IAD, sleeps 6, fast Wi Fi, free parking,

Luxurious, modern Oasis in Clifton near IAD, sleeps 6, fast Wi Fi, free parking,
Clifton
Luxurious, modern Oasis in Clifton near IAD, sleeps 6, fast Wi Fi, free parking,
A residential area with a well-maintained lawn, a small pond, and a pathway leading to a house.

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

Lakeview - Tranquille and private suite Located 20 minutes from D.C
Springfield
8.8 out of 10, Excellent, (18 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 AU$539
includes taxes & fees
9 Nov - 10 Nov
Lakeview - Tranquille and private suite Located 20 minutes from D.C
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
9.6 out of 10, Exceptional, (7 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 AU$400
includes taxes & fees
12 Nov - 13 Nov
Comfortable and Peaceful Stay With Everything You Need Away From Home
A modern interior with a wooden floor, grey cabinets, a grey chair, and a door with a brick pattern.

17. Private lower-level apartment near George Mason University. King bedroom, full kitchen, dining for six, workspace, and in-unit laundry. Sleeps five with a king sleeper sofa and twin sleeper chair. Private entrance and keypad self check-in.

Private lower-level apartment near George Mason University. King bedroom, full kitchen, dining for six, workspace, and in-unit laundry. Sleeps five with a king sleeper sofa and twin sleeper chair. Private entrance and keypad self check-in.
Fairfax
10.0 out of 10, Exceptional, (1 review)
"We had an amazing stay! The hosts were quiet and discreet while also being warm, welcoming, and accommodating. The home is beautifully renovated with high-end furnishings and appliances, and everything felt brand new. The kids’ toys and backyard were perfect for our family, and the space was incredibly comfortable and thoughtfully equipped with everything we needed to prepare meals with ease.The location was fantastic, nestled in a beautiful neighborhood. The home felt like a luxury apartment....
United States
Laura C.
The price is AU$285
includes taxes & fees
10 Nov - 11 Nov
Private lower-level apartment near George Mason University. King bedroom, full kitchen, dining for six, workspace, and in-unit laundry. Sleeps five with a king sleeper sofa and twin sleeper chair. Private entrance and keypad self check-in.
A kitchen with wooden cabinets, a central island with two chairs, a microwave, and a stove.

18. Comfy Vacation Retreat

Comfy Vacation Retreat
Woodbridge
10.0 out of 10, Exceptional, (4 reviews)
"Great place"
United States
Kevin
The price is AU$819
includes taxes & fees
30 Nov - 1 Dec
Comfy Vacation Retreat
A wooden pier leading to a structure at sunset.

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 AU$623
includes taxes & fees
6 Dec - 7 Dec
Luxury 3BR Near Shops, Town Center Potomac Mills, State Park & Washington DC
A modern kitchen with white cabinets, a central island, a microwave, stove, and a refrigerator.

20. Comfy Deluxe Getaway Resort

Comfy Deluxe Getaway Resort
Woodbridge
9.0 out of 10, Wonderful, (8 reviews)
"It was a quick stay but the host was very responsive and helpful. The home was clean and very nice. I would enjoy coming again and staying longer. "
United States
Kassandra P.
The price is AU$1,008
includes taxes & fees
13 Nov - 14 Nov
Comfy Deluxe Getaway Resort
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

Best Western Fairfax

Best Western Fairfax

8/10 Good
"Old property but the room is super clean and comfortable. Bathroom is clean and as far as you stay in the room, it is very good. in the morning at 8am when I was in the room, the cleaning staff suddenly opened the door without knocking. It was annoying."
Naoko 1-night trip
Posted 1 hour ago
Best Western Fairfax

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$166 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?

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.