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Westchester Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Westchester vacation rentals

Coffee/tea maker, fridge, microwave, oven

1. Beautiful 2BR/1BA Renovated Condo near DC w/pool

Beautiful 2BR/1BA Renovated Condo near DC w/pool
West Springfield
9.6 out of 10, Exceptional, (60 reviews)
"Amenities were in good condition and the hosts were very attentive through out the stay."
United States
Meghan M.
$154 nightly
The price is $177
Sep 8 - Sep 9
Total with taxes and fees
Beautiful 2BR/1BA Renovated Condo near DC w/pool
Interior

2. 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, (40 reviews)
"Great spot for my husband and dog for the week. They had everything we needed!"
United States
Allie W.
$155 nightly
The price is $178
Sep 7 - Sep 8
Total with taxes and fees
Spacious 1 BR Modern Basement Suite near GMU w/private entry - Updated Amenities
Exterior detail

3. Old Town Manassas Sleeps 4 next to bars and restaurants , WALK TO VRE

Old Town Manassas Sleeps 4 next to bars and restaurants , WALK TO VRE
Manassas
$314 nightly
The price is $358
Sep 8 - Sep 9
Total with taxes and fees
Old Town Manassas Sleeps 4 next to bars and restaurants , WALK TO VRE
40-inch LED TV with digital channels, TV

4. Affordable Suites of America Quantico

Affordable Suites of America Quantico
3.0 star property
Stafford
9.4 out of 10, Exceptional, (510 reviews)
"My stay was great"
United States
Adeola
$110 nightly
The price is $128
Sep 7 - Sep 8
Total with taxes and fees
Affordable Suites of America Quantico
Exterior

5. 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, (11 reviews)
"Place was clean and comfortable. It was a very nice neighborhood!"
United States
Terri G.
$252 nightly
The price is $285
Sep 7 - Sep 8
Total with taxes and fees
A private 2BR & living area w/ patio for 4
Exterior

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, (35 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.
$222 nightly
The price is $256
Sep 7 - Sep 8
Total with taxes and fees
Fairfax-GMU 2BR Retreat - Fire Pit & Wooded Views Lower Level
Outdoor spa tub

7. Cozy Cottage with Spacious Backyard!

Cozy Cottage with Spacious Backyard!
Manassas
9.8 out of 10, Exceptional, (29 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.
$370 nightly
The price is $421
Sep 7 - Sep 8
Total with taxes and fees
Cozy Cottage with Spacious Backyard!
Coffee/tea maker, fridge, microwave, oven

8. Cozy 2-bedroom house in peaceful Woodbridge

Cozy 2-bedroom house in peaceful Woodbridge
Woodbridge
8.0 out of 10, Very Good, (1 review)
"Good space. Clean. It is a basement unit at a home where the host lives, so there was some upstairs footsteps & activities that are heard down there. Everything was comfortable, but there’s no thermostat down there to adjust the temperature settings, do you are at the mercy of what the host has it set on.Overall good experience."
United States
Randy P.
$186 nightly
The price is $212
Sep 10 - Sep 11
Total with taxes and fees
Cozy 2-bedroom house in peaceful Woodbridge
Smart TV, offices

9. 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
9.0 out of 10, Wonderful, (9 reviews)
"Great "
United States
Daniel S.
$155 nightly
The price is $178
Sep 9 - Sep 10
Total with taxes and fees
Quiet, Remodeled 1BR/1BA Condo in Annandale, VA w/pool near DC
Dining

10. Luxurious Home Away From Home

Luxurious Home Away From Home
Woodbridge
$473 nightly
The price is $539
Sep 7 - Sep 8
Total with taxes and fees
Luxurious Home Away From Home
Exterior

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, (16 reviews)
"Absolutely loved the place. Spacious and everything you need "
United States
Brian P.
$137 nightly
The price is $156
Oct 1 - Oct 2
Total with taxes and fees
Clean, spacious, and Cozy Basement Apartment for a memorable HomeAway experience
Living area

12. Cozy Entire Basement Suite • 5 Min to the Mall

Cozy Entire Basement Suite • 5 Min to the Mall
Springfield
$158 nightly
The price is $182
Sep 7 - Sep 8
Total with taxes and fees
Cozy Entire Basement Suite • 5 Min to the Mall
Coffee/tea maker, fridge, microwave, electric kettle

13. 3-bedroom apartment in Woodbridge close to shopping centers, Quantico and DC.

3-bedroom apartment in Woodbridge close to shopping centers, Quantico and DC.
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.
$336 nightly
The price is $383
Sep 9 - Sep 10
Total with taxes and fees
3-bedroom apartment in Woodbridge close to shopping centers, Quantico and DC.
Outdoor dining

14. Charming Retreat in the Heart of the City

Charming Retreat in the Heart of the City
Springfield
9.8 out of 10, Exceptional, (6 reviews)
"Clean and close to the city. Would stay here again."
United States
Mary C.
$169 nightly
The price is $194
Sep 8 - Sep 9
Total with taxes and fees
Charming Retreat in the Heart of the City
Property grounds

15. 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.
$342 nightly
The price is $393
Sep 11 - Sep 12
Total with taxes and fees
Lakeview - Tranquille and private suite Located 20 minutes from D.C
Living area

16. Comfy Deluxe Getaway Suite

Comfy Deluxe Getaway Suite
Woodbridge
$463 nightly
The price is $528
Sep 30 - Oct 1
Total with taxes and fees
Comfy Deluxe Getaway Suite
Coffee/tea maker, fridge, microwave, oven

17. Chic Mosaic District 2BR/1BA Condo pet friendly near DC w/pool

Chic Mosaic District 2BR/1BA Condo pet friendly near DC w/pool
Annandale
8.0 out of 10, Very Good, (1 review)
"Did not receive check in instructions. Called the owner and he helped us check in but was definitely irritated and hurried to end the call. Did not understand that there was laundry or parking permit until we received the check out instructions."
United States
Vanya N.
$173 nightly
The price is $199
Sep 7 - Sep 8
Total with taxes and fees
Chic Mosaic District 2BR/1BA Condo pet friendly near DC w/pool
Interior

18. Business-Ready Private Suite 15 minutes to DC Metro Area

Business-Ready Private Suite 15 minutes to DC Metro Area
West Falls Church
7.2 out of 10, Good, (7 reviews)
"Very convenient and we loved the fenced yard!"
United States
Kimberly Y.
$203 nightly
The price is $233
Sep 9 - Sep 10
Total with taxes and fees
Business-Ready Private Suite 15 minutes to DC Metro Area
Interior

19. Upscale, Full Kitchen, 2-Bedroom Apt

Upscale, Full Kitchen, 2-Bedroom Apt
West Falls Church
8.4 out of 10, Very Good, (14 reviews)
"Excellent, well decorated, enjoyed our stay"
United States
Daniel W.
$264 nightly
The price is $304
Sep 7 - Sep 8
Total with taxes and fees
Upscale, Full Kitchen, 2-Bedroom Apt
Coffee/tea maker, fridge, microwave, oven

20. Comfy Vacation Retreat

Comfy Vacation Retreat
Woodbridge
10.0 out of 10, Exceptional, (4 reviews)
"Great place"
United States
Kevin
$507 nightly
The price is $578
Oct 1 - Oct 2
Total with taxes and fees
Comfy Vacation 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

Best Western Fairfax

Best Western Fairfax

10/10 Excellent
"Room could have been cleaned a bit better. Also room was for four people. Only blankets and pillows were on the bed. None for the pull out couch.only one shampoo and conditioner. Just had to ask for everything that’s usually there. Other than little things like that it was nice! Bed was super comfortable and breakfast exceeded my expectations. Pool was beautiful as well! Would definitely stay again."
Alicia 1-night trip
Posted 1 hour ago
Best Western Fairfax

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?

Gorgeous Chateau/House on 1.5 acres - in Annandale Center/ mins to Washington DC: This vacation home rental outside of Westchester offers a fireplace, a balcony, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a hot tub.

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 Bull Run Regional Park. In the larger area, you’ll find Manassas Museum and Hylton Performing Arts Center.

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.