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Compare 783 Vacation Homes in Leesburg with updated reviews, rates, and availability.

Breathtaking views with an indoor private pool, come escape with us

9.8 out of 10, Exceptional, (242)
"We thoroughly enjoyed the cozy lodge vibe and the different spaces it offered our group. The host, Leslie, was always available for any questions we had. She also had the place decorated for Christmas which warmed our hearts!! Thank you Bear Chase for a great weekend. "
Breathtaking views with an indoor private pool, come escape with us

Charming "Cream of the Crop" Cape ~❤️of Middletown

10.0 out of 10, Exceptional, (117)
"We were looking for a quiet getaway location from the Black Friday and Small Business Saturday crowds, but also a location that was close to several small towns near the area...and this property checked all boxes! Everywhere you go within 20-30 minutes is a delight for the history, art, music collector, foodie, entertainment, wine, distillery, brewery, or shopping fanatic...a delightful home and one we hope to visit again!"
The price is SAR 676
SAR 1,310 total
includes taxes & fees
30 Dec - 31 Dec
Charming "Cream of the Crop" Cape ~❤️of Middletown

Cozy townhome with WiFi and AC in charming Sterling

The price is SAR 297
SAR 445 total
includes taxes & fees
23 Dec - 24 Dec
Cozy townhome with WiFi and AC in charming Sterling

Terra Alta - Incredible River Views and Hot Tub!

9.8 out of 10, Exceptional, (52)
"Está bien hermosa la casa "
The price is SAR 1,044
SAR 2,437 total
includes taxes & fees
26 Dec - 27 Dec
Terra Alta - Incredible River Views and Hot Tub!

Charles Town Home w/ Private Pool & Hot Tub

10.0 out of 10, Exceptional, (40)
"Lots of space for everyone, excellent pool and hot tub"
Charles Town Home w/ Private Pool & Hot Tub

Stylishly restored 1800's historic home- heart of Virginia hunt & wine country!

10.0 out of 10, Exceptional, (62)
"We were looking for the perfect place to stay during our week in hunt country- convenient to the farm where we kept our horses and the restaurants in Middleburg. This exceeded our expectations. This house has been lovingly restored and is beautifully decorated. Its cozy, traditional vibe meshes perfectly with its modern updates. There are thoughtful touches everywhere- from a large selection of coffees, to the working fireplace, and many more. The beds and bedding are super comfortable. We...
Stylishly restored 1800's historic home- heart of Virginia hunt & wine country!

YELLOWWOOD COTTAGE - Private Outdoor Space Sophisticated Sunny Luxurious Indoor

10.0 out of 10, Exceptional, (95)
"The home was in excellent condition, clean, beautiful and overall lovely. Close to Middleburg, a delightful small town. We felt like we were in the country, but close to everything we wanted to do."
YELLOWWOOD COTTAGE - Private Outdoor Space Sophisticated Sunny Luxurious Indoor

Charming 3-Bedroom Home in historic Harpers Ferry: No Pet or Cleaning Fees!

10.0 out of 10, Exceptional, (12)
"Harper’s Ferry is amazing and the property is in the heart of it. Walk to the historical sites or Trail store. Park and ride is less than 5 mins to catch train to DC. Home has a modernized restoration with beautiful aesthetics inside. Large deck with smokeless firepit. Back yard is gated for pups. Many thoughtful amenities. Professionally clean. Nice owners. 10/10"
Charming 3-Bedroom Home in historic Harpers Ferry: No Pet or Cleaning Fees!

Riverside cottage, minutes from historic Harpers Ferry! Private river access!

9.8 out of 10, Exceptional, (88)
"Great year round location. Owners are nearby if issues occur. HIGHLY RECOMMENDED. "
The price is SAR 545
SAR 828 total
includes taxes & fees
26 Dec - 27 Dec
Riverside cottage, minutes from historic Harpers Ferry! Private river access!

Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!

10.0 out of 10, Exceptional, (110)
"This property could not have been more quaint and peaceful. My husband, two dogs and I enjoyed the long weekend, walking the trails and taking in the history of Harper’s Ferry. I would highly recommend this property to anyone looking for a quiet getaway. The location could not be better for seeing the town on foot. The property was clean and so neatly appointed. Breathtaking views! "
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!

Walk to Potomac River and downtown Harpers Ferry

10.0 out of 10, Exceptional, (110)
"The house was amazing, great views and a great layout that allowed for us to hang as a group or have some privacy. Very convenient to everything we wanted to do; Harper’s Ferry, Ziplining (or rafting based on time of year), and the Brewery that we went to on the last night felt like it was almost walking distance. Definitely recommend and would stay again in a heartbeat. "
Walk to Potomac River and downtown Harpers Ferry

Cozy Entire Guest Suite by IAD Intl. Airport

5.2 out of 10, (5)
"Close to Dulles Airport, although it is a small space it had everything I needed. Water pressure is good in the shower, toilet takes a while to fill and is crammed in a corner. "
The price is SAR 319
SAR 594 total
includes taxes & fees
26 Dec - 27 Dec
Cozy Entire Guest Suite by IAD Intl. Airport

The PINK PEARL in Historic Leesburg

9.6 out of 10, Exceptional, (31)
"Loved the location and ability to sleep 8 people. Great for a weekend stay!"
The PINK PEARL in Historic Leesburg

Stunning House! Minutes From Shenandoah River

10.0 out of 10, Exceptional, (18)
"Lovely and well maintained home in a quiet neighborhood!"
Stunning House! Minutes From Shenandoah River

A 3-bedroom house just a 20-minute walk from historic Harpers Ferry.

10.0 out of 10, Exceptional, (1)
"Raisa's place was quaint and more than adequate. It was neat and had many interesting plants throughout the house. The backyard was great to have (especially being pet friendly). Access to Harper's Ferry was close by and very convenient. Recommend!"
A 3-bedroom house just a 20-minute walk from historic Harpers Ferry.

Cozy Country Getaway in the Heart of Upperville

10.0 out of 10, Exceptional, (7)
"Highly recommend this place."
Cozy Country Getaway in the Heart of Upperville

Escape the city to this Spacious and Clean 5BR / 3.5BA home with a Heated Pool and Spa on 8 Acres in Horse & Wine Country

9.6 out of 10, Exceptional, (13)
"We had a small family gathering here around Christmas and we absolutely loved it! We immediately felt right at home. It is a gorgeous property, well appointed, and very comfortable. The game room was a huge hit with everyone. We're hoping to make it an annual tradition, hopefully for longer than one night next time!"
The price is SAR 1,762
SAR 2,111 total
includes taxes & fees
14 Jan - 15 January 2025
Escape the city to this Spacious and Clean 5BR / 3.5BA home with a Heated Pool and Spa on 8 Acres in Horse & Wine Country

Romantic Stone Cottage Circa 1869-75 acres to Hike

9.2 out of 10, Wonderful, (5)
"Unfortunately we happened to stay when there was a wind storm in the county so we lost power, water and heat for the night. We texted the host to check on candles and/or flashlights but were told to “just use our phones”. (Not really an option when you’ve been traveling all day and phones are almost dead). The cottage is very rustic and not quite as comfortable as the pictures make it out to be. The bed is extremely firm so be aware if you have bad hips or back. There’s also glade plug ins in...
Romantic Stone Cottage Circa 1869-75 acres to Hike

Charming 4-bedroom Estate - A Historic Gem in Clarke County, VA

Charming 4-bedroom Estate - A Historic Gem in Clarke County, VA

Charming 1 bed, 1 bath in the Heart of Germantown

2.5 star property
9.4 out of 10, Exceptional, (3)
"Property was nice. Bathroom a little cramped and the entrance was a little odd being the back of a condo complex, but overall very nice"
The price is SAR 327
SAR 1,138 total
includes taxes & fees
25 Dec - 26 Dec
Charming 1 bed, 1 bath in the Heart of Germantown
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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Other property types in Leesburg

New Wine Horse Country 10 Acre Lux Retreat amid historic sites. Stunning Views!

10.0 out of 10, Exceptional, (22)
"We had a wonderful stay. Everything was exactly as described. Very clean, all necessities were great, linens and towels were very nice. The grounds are large with beautiful views. Very close to restaurants, wineries and breweries. The host was very helpful and responded within minutes. "
New Wine Horse Country 10 Acre Lux Retreat amid historic sites. Stunning Views!

Country Farm Estate - The Manor at Courtland Farm - Sleeps up to 20 people.

Country Farm Estate - The Manor at Courtland Farm - Sleeps up to 20 people.

Historic 180 Acre Estate In The Hunt Country Of Loudoun County, Virginia

10.0 out of 10, Exceptional, (54)
"The property is quite lovely, surrounded by the rolling hills of western Virginia. The house was perfect, a lot of space to spread out if needed. We spent our evenings on the screened in back porch. The pool and gardens were an added bonus. Every evening the neighbor cows would graze along the fence line- just a lovely get away from the City! "
Historic 180 Acre Estate In The Hunt Country Of Loudoun County, Virginia
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.