Westchester Vacation Rentals

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Check prices for these dates

In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Westchester vacation rentals

Fridge, microwave, oven, stovetop
Beautiful 2BR/1BA Renovated Condo near DC w/pool

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

Beautiful 2BR/1BA Renovated Condo near DC w/pool
West Springfield
9.4 out of 10, Exceptional, (51)
"Everything we needed for a great stay and EXCELLENT communication with the host. "
United States
Matt E.
The price is ￥10,167
￥27,654 total
includes taxes & fees
Dec 30 - Dec 31
Beautiful 2BR/1BA Renovated Condo near DC w/pool
Exterior
Clean, spacious, and Cozy Basement Apartment for a memorable HomeAway experience

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)
"Very convenient property near base. "
United States
Vicki M.
The price is ￥10,538
￥23,585 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Clean, spacious, and Cozy Basement Apartment for a memorable HomeAway experience
Terrace/patio
Cozy Private studio. Pet-Friendly. Conveniently located. Access 395, 495 and I95

Cozy Private studio. Pet-Friendly. Conveniently located. Access 395, 495 and I95

Cozy Private studio. Pet-Friendly. Conveniently located. Access 395, 495 and I95
2.0 star property
West Springfield
10.0 out of 10, Exceptional, (55)
"Perfect stay for a visit to the area—with all the amenities. "
United States
John B.
The price is ￥15,594
￥32,280 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Cozy Private studio. Pet-Friendly. Conveniently located. Access 395, 495 and I95
Outdoor pool
Quiet, Remodeled 1BR/1BA Condo in Annandale, VA w/pool near DC

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)
"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 ￥12,935
￥32,808 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Quiet, Remodeled 1BR/1BA Condo in Annandale, VA w/pool near DC
Interior
Metro Closeby! Island Kitchen | Near Washington DC

Metro Closeby! Island Kitchen | Near Washington DC

Metro Closeby! Island Kitchen | Near Washington DC
Reston
10.0 out of 10, Exceptional, (3)
"Great location"
United States
Drew J.
The price is ￥15,282
￥21,161 total
includes taxes & fees
Dec 28 - Dec 29
Metro Closeby! Island Kitchen | Near Washington DC
Fridge, microwave, stovetop, coffee/tea maker
M&H Sweet Home is a very cozy place to relax and great area for vacation.

M&H Sweet Home is a very cozy place to relax and great area for vacation.

M&H Sweet Home is a very cozy place to relax and great area for vacation.
Stafford
10.0 out of 10, Exceptional, (2)
"Great place with lots of attention paid to making it comfortable and convenient."
United States
Jennifer I.
The price is ￥17,153
￥36,815 total
includes taxes & fees
Jan 4 - Jan 5, 2026
M&H Sweet Home is a very cozy place to relax and great area for vacation.
Terrace/patio
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

Tranquil 1-bed apt sleeps 4 overlooking Indian Creek Gorge w/ WiFi, AC & hot tub
Alexandria
10.0 out of 10, Exceptional, (4)
"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 ￥10,916
￥27,798 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Tranquil 1-bed apt sleeps 4 overlooking Indian Creek Gorge w/ WiFi, AC & hot tub
Meeting facility
Global Luxury Suites at Town Center

Global Luxury Suites at Town Center

Global Luxury Suites at Town Center
4.0 star property
Reston
8.8 out of 10, Excellent, (9)
"The stay, property and amenities were very nice. Improve purchasing process. Was charged although"
United States
Leslie
The price is ￥17,431
￥25,244 total
includes taxes & fees
Dec 28 - Dec 29
Global Luxury Suites at Town Center
Full-size fridge, microwave, oven, stovetop
Global Luxury Suites at Reston

Global Luxury Suites at Reston

Global Luxury Suites at Reston
4.0 star property
Reston
7.4 out of 10, Good, (28)
"Love it"
United States
Valerie
The price is ￥13,754
￥21,016 total
includes taxes & fees
Dec 28 - Dec 29
Global Luxury Suites at Reston
Reception
Global Luxury Suites at Reston Town Center

Global Luxury Suites at Reston Town Center

Global Luxury Suites at Reston Town Center
3.5 star property
Reston
8.4 out of 10, Very Good, (156)
"Conveniently located. The staff was very helpful, the place was spotless. "
United States
Mindy
Global Luxury Suites at Reston Town Center
Full-size fridge, microwave, oven, stovetop
Affordable Suites of America Quantico

Affordable Suites of America Quantico

Affordable Suites of America Quantico
3.0 star property
Stafford
9.4 out of 10, Exceptional, (453)
"Amazing place. "
United States
Magdalena
Affordable Suites of America Quantico
Exterior
Great Value! Relaxing Retreat in Stafford! Shared Indoor Pool + 24h Business Center

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)
"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 ￥16,324
￥21,910 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Great Value! Relaxing Retreat in Stafford! Shared Indoor Pool + 24h Business Center
Living area
Charming Retreat in the Heart of the City

Charming Retreat in the Heart of the City

Charming Retreat in the Heart of the City
2.0 star property
Springfield
The price is ￥11,851
￥17,215 total
includes taxes & fees
Dec 28 - Dec 29
Charming Retreat in the Heart of the City
Interior
Pool, Gym, Yoga Deck | 2BR nr Reston TC & Metro

Pool, Gym, Yoga Deck | 2BR nr Reston TC & Metro

Pool, Gym, Yoga Deck | 2BR nr Reston TC & Metro
2.0 star property
Reston
9.0 out of 10, Wonderful, (4)
"Great room, fantastic view, quality ammenities and a very clean and safe city overall!"
United States
Derek M.
The price is ￥25,730
￥33,714 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Pool, Gym, Yoga Deck | 2BR nr Reston TC & Metro
Interior
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

Spacious 1 BR Modern Basement Suite near GMU w/private entry - Updated Amenities
Fairfax
10.0 out of 10, Exceptional, (36)
"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 ￥10,167
￥29,447 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Spacious 1 BR Modern Basement Suite near GMU w/private entry - Updated Amenities
Property grounds
Full apartment, 7 minutes from dulles airport

Full apartment, 7 minutes from dulles airport

Full apartment, 7 minutes from dulles airport
2.0 star property
Herndon
10.0 out of 10, Exceptional, (1)
"I enjoyed my stay. The place was clean and had everything I needed for a comfortable stay. I would recommend. "
United States
James C.
The price is ￥22,736
￥30,508 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Full apartment, 7 minutes from dulles airport
Exterior
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

Entire Guest Suite w Elevator near Tysons Corner Falls Church Dunn Loring Metro
2.0 star property
Dunn Loring
8.0 out of 10, Very Good, (1)
"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 ￥15,438
￥32,997 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Entire Guest Suite w Elevator near Tysons Corner Falls Church Dunn Loring Metro
Lobby
Full Kitchen & In-unit Washer/D | Home Depot Close by | Reston

Full Kitchen & In-unit Washer/D | Home Depot Close by | Reston

Full Kitchen & In-unit Washer/D | Home Depot Close by | Reston
Reston
10.0 out of 10, Exceptional, (4)
"This Vrbo was perfect for our stay. Very clean, excellent location, comfortable bed and pillows."
United States
Chris P.
The price is ￥16,997
￥23,133 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Full Kitchen & In-unit Washer/D | Home Depot Close by | Reston
Private kitchen
Private space, House Retreat - Studio

Private space, House Retreat - Studio

Private space, House Retreat - Studio
2.0 star property
Burke
The price is ￥11,696
￥19,727 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Private space, House Retreat - Studio
Exterior
Newly Renovated Adorable Private Basement with Bathroom

Newly Renovated Adorable Private Basement with Bathroom

Newly Renovated Adorable Private Basement with Bathroom
Herndon
9.2 out of 10, Wonderful, (17)
"Good stay no issues. "
United States
James C.
The price is ￥12,491
￥25,122 total
includes taxes & fees
Dec 28 - Dec 29
Newly Renovated Adorable Private Basement with Bathroom
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

Hampton Inn & Suites Fort Belvoir Alexandria South

Hampton Inn & Suites Fort Belvoir Alexandria South

10/10 Excellent
"Great stay"
Mary Alice 1-night trip
Posted 2 days ago
Hampton Inn & Suites Fort Belvoir Alexandria South

Find out more about Westchester

Search for holiday rentals in Westchester on Expedia! You can easily find your home rentals, villas, holiday apartments in Westchester using one of the methods below:

  • View our selection of featured holiday rentals in Westchester
  • Use the map to find apartments and other holiday homes in the Westchester neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Westchester while they last

Look no further and take a look at our great range of rental properties in Westchester!

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 Lake Ridge Park, Marina and Golf Course. 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.