Leesburg, VA Vacation Rentals

Our Favorite Vacation Rentals in Leesburg

  • Tranquil Treehouse Cottage
     Chalet
    Booking.com
    From
    $399
  • NEW! 'Thomson Farm' Classic Home Near Vineyards!
     7br Home/Apartment
    HolidayLettings
    From
    $1,083
  • Loudoun Escape
     Country House
    Booking.com
    From
    $400
  • Farm View Cottage
     Home/Apartment
    HolidayLettings
    From
    $343
  • LUXURY & EXQUISITE LARGE CONDO-STERLING/IAD/RESTON
     Home/Apartment
    Booking.com
    From
    $145
  • Couple's romantic getaway
     2br Townhouse
    HolidayLettings
    From
    $296
  • Couple's romantic getaway
     Family Stay
    Booking.com
    From
    $84
  • Golden Room at Loudoun Valley Manor near Leesburg
    ExcellentHome/Apartment
    HolidayLettings
    From
    $132

Check prices for these upcoming dates

Leesburg Vacation Rentals with a Pool

  • Upscale Camping in Barn & Paddock
     Home/Apartment
    Airbnb
    From
    $62
  • The Manor at Courtland Farm
     6br Home/Apartment
    Airbnb
    From
    $6,300
  • One bedroom at One Loudoun close to Dulles airport
     Home/Apartment
    Airbnb
    From
    $73
  • Wheatland Spring Farm + Brewery Cottage House
     Home/Apartment
    Airbnb
    From
    $181

Leesburg Vacation Rentals with Wi-Fi

  • Historic Leesburg location with so much more!
    ExcellentHome/Apartment
    Airbnb
    From
    $185
  • Downtown Private Guesthouse - Cozy Bungalow
    Excellent2br Home/Apartment
    Airbnb
    From
    $222
  • Leesburg Basement Studio
    ExcellentHome/Apartment
    Airbnb
    From
    $112
  • Rustic Chic Condo in downtown Leesburg, Virginia
    Excellent2br Home/Apartment
    Airbnb
    From
    $263

Leesburg Pet-Friendly Vacation Rentals

  • The House Above the Barn
     3br Home/Apartment
    HolidayLettings
    From
    $341
  • DonRea Villa
     2br Home/Apartment
    HolidayLettings
    From
    $548
  • Cabin On The Creek
     4br Home/Apartment
    HolidayLettings
    From
    $700
  • The Cottage at Forest Hills Farm
    ExcellentHome/Apartment
    Airbnb
    From
    $198

Leesburg Travel Guide

Leesburg is a historic town close to the Potomac River, 33 miles west of Washington DC. It's the county seat of Loudon County VA and is in the heart of the wine country, boasting close to more than 30 wineries. In fact, the area has been designated as one of the top ten best wine travel destinations in the USA!

Things to Do in Leesburg

For a relaxing break, stroll past the beautifully preserved historic buildings in downtown Leesburg and shop for antiques. The area has a very rich agricultural heritage, so foodies will love the authentic cuisine in restaurants which use the local organically grown ingredients.

Alternatively, head out to nearby Ball's Bluff Battlefield Regional Park, site of the earliest Civil War engagement in the county. History buffs will delight in the opportunity to explore Virginia's interesting past, with visits to Morven Park Mansion and Marshall House, home of one of America's greatest statesmen General George C Marshall.

Best Time to Visit Leesburg

Visit Leesburg in the spring and the fall to take advantage of the warm days and cool evenings.

Price and Availability in Leesburg

Most expensive
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The cheapest day to stay at a vacation rental in Leesburg tends to be Tuesday, while the most expensive day tends to be Friday. Vacation homes in Leesburg tend to be busiest on Saturdays, while it tends to be much quieter on Tuesdays.
The most expensive month to stay in a vacation rental in Leesburg is in July, while the cheapest month is in February. The most popular time to book a vacation rental in Leesburg is in the high season in June. Leesburg has its low season in February, when less people are visiting and the vacation home occupancy rate drops.

The Weather in Leesburg

Rainy days
59°
3
72°
3
79° 19°
4
84° 30°
0
91° 41°
5
95° 46°
2
99° 57°
5
97° 55°
2
95° 45°
1
93° 34°
5
68° 21°
1
63° 18°
3
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Rainy days

This climate histogram shows you the weather patterns in Leesburg. The warmest months in Leesburg are June and May, when temperatures reach 99 ˚F. The coolest month is December, when temperatures drop to 1 ˚F. The wettest month in Leesburg is March with 5.02 inches of rain, while the driest month is September with 0.45 inches of rain.

What Expert Travelers Think

  • — The great thing about AllTheRooms is their ability to cover all bases. If you are travelling solo, with a partner, friends or even a larger family. There is something there for everyone and that is a hugely powerful tool that I believe it boasts moreso than competitors.

    Max Hobbs
    Max HobbsLTL Mandarin School
  • — When I plan a trip, I no longer waste time visiting multiple websites in search of the best accommodations. Now, I just go to AllTheRooms and immediately find everything from luxury villas to pet-friendly rentals! All in one place

    Whitney Wear
    Whitney WearTravel Better Guide
  • — My favorite thing about AllTheRooms is that it combines both rentals and hotels available so you can see an entire view of what is available in a certain area. I was able to see listings on AllTheRooms that I never even saw on other travel sites!

    Daniella Flores
    Daniella FloresILIKETODABBLE

Vacation Rentals in Leesburg

Browse vacation rentals from all your favorite providers including Airbnb, Priceline, Agoda and others at AllTheRooms.com. AllTheRooms has 106 vacation rentals, hotels and other great places to stay while you enjoy Leesburg, with everything from budget hostels and homestays to extravagant Airbnbs and hotels. For those wanting to save money, the lowest priced place to stay in Leesburg is only $16 a night. An average vacation rental in Leesburg costs on average $100 per night.

Those looking to get some work done during their trip to Leesburg can choose from 40 places to stay that include WiFi. We have 4 accommodations that include a breakfast included. Fitness fanatics can get a workout in during their stay by choosing from 8 accommodations that have gyms. If you are driving to Leesburg, you'll want to pick from 40 places to stay that provide parking. 7 hotels and vacation rentals come with a pool or jacuzzi

Those traveling with a dog, cat or some other animal can stay in any of 5 accommodations that are designated as pet-friendly.

AllTheRooms aggregates vacation rentals, hotels and other bespoke accommodation types from many providers in Leesburg, including 38 places to stay from Airbnb, 5 accommodations from Priceline and 4 places to stay from Agoda

51 of the accommodations in Leesburg have been reviewed and rated. 65% are rated great. You can instantly book any of 29 places to stay right now.

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