Vacation rentals in Leesburg

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Top-rated holiday rentals in Leesburg

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Cabin in Leesburg
100 Acre Wood
🌳100 Acre Wood Cabin 🌳is the perfect private spot for a quiet spring getaway 🌸🌼🌸in the woods🌳Our custom designed cabin is located on a 100 acre property in the❤️of Loudoun County, in the charming village of Lucketts, known for its BEAUTIFUL WINERIES 🍷FAMOUS ANTIQUE SHOPS & FINE DINING & CRAFT BREWERIES🍻Potomac River, C&O Canal, Appalachian & WO&D Trails & Harpers Ferry are a few miles away. Come relax, unwind & enjoy our peaceful woods & wildlife🐾Located approx 1 hour to DC & 1/2 hr to Dulles✈️
27 Jun – 4 Jul
$605 NZD per night
4.95 out of 5 average rating, 315 reviews
Guest favourite
Cottage in Hamilton
*Cottage @ Firefly Cellars* VA Wine Country escape
The Cottage at Firefly Cellars is a private, tranquil escape on the tasting room property. Come enjoy the private pool (in summer months), walk the property with a glass of wine, enjoy views of the neighboring horses, hop to local wineries, or just sit back and enjoy all the cottage has to offer. The cottage is meticulously maintained, beautifully designed, and you will feel at home the moment you walk through the doors. Perfect for a couple, or an individual looking to escape from busy life!
29 May – 5 Jun
$563 NZD per night
4.94 out of 5 average rating, 302 reviews
Guest favourite
Farm stay in Leesburg
The Loft at Sneaky Fox Farm
We are close to Morven Park, Rose Hill Manor, Downtown Leesburg, White's Ferry Manor Pool is open May-Sept Retreat away to scenic Sneaky Fox Farm, a newly-constructed barn apartment which sits above our working horse farm. We are conveniently located less than 5 minutes from Historic Downtown Leesburg and within minutes to Loudoun’s best wineries and breweries. Our property offers the feeling of abundant open-space all the while being a stone’s throw away from all that Loudoun has to offer.
22–29 Jan
$490 NZD per night
5.0 out of 5 average rating, 110 reviews

Popular amenities for Leesburg holiday rentals

Stay near Leesburg's top sights

Leesburg Premium Outlets114 locals recommend
Village at Leesburg6 locals recommend
Costco Wholesale6 locals recommend
Tally Ho Theater12 locals recommend
Wegmans78 locals recommend
Melt Gourmet Cheeseburgers15 locals recommend

Other great holiday rentals in Leesburg

Guest favourite
Home in Leesburg
The Cottage on Royal - Historic Leesburg Home
18–25 Jun
$594 NZD per night
4.95 out of 5 average rating, 119 reviews
Guest favourite
Farm stay in Lovettsville
'Waterfront' on 1796 Historic Farm
19–26 Dec
$279 NZD per night
5.0 out of 5 average rating, 128 reviews
Guest favourite
Home in Leesburg
Charming 3BR Farmview Cottage in northern VA
14–21 Jul
$484 NZD per night
4.97 out of 5 average rating, 115 reviews
Superhost
Cottage in Hamilton
Robins Nest
27 May – 3 Jun
$340 NZD per night
4.86 out of 5 average rating, 295 reviews
Guest favourite
Guesthouse in Hamilton
Trailside Chalet (A storybook chalet with hot tub)
13–20 Sep
$556 NZD per night
4.98 out of 5 average rating, 113 reviews
Guest favourite
Farm stay in Round Hill
Come and get your goat on!
1–8 Jun
$269 NZD per night
4.94 out of 5 average rating, 337 reviews
Guest favourite
Home in Bluemont
The Country French Cottage at High Meadows Estate
13–20 Jan
$286 NZD per night
4.93 out of 5 average rating, 195 reviews
Guest favourite
Farm stay in Purcellville
Cozy Cuddle up on 1700’s Clydesdale Farm
30 Mar – 6 Apr
$393 NZD per night
4.99 out of 5 average rating, 305 reviews
Guest favourite
Guest suite in Bluemont
Blueridge Mountain Retreat Apartment
30 Sep – 7 Oct
$211 NZD per night
4.93 out of 5 average rating, 514 reviews
Guest favourite
Home in Leesburg
Downtown Leesburg Cottage. Walk to everything!
13–20 Jan
$489 NZD per night
5.0 out of 5 average rating, 56 reviews
Guest favourite
Guest suite in Leesburg
Wine Country Retreat with Stunning Views & Bikes
2–9 Sep
$249 NZD per night
4.92 out of 5 average rating, 93 reviews
Guest favourite
Cottage in Leesburg
Hilltop @ Shiloh
7–14 Aug
$284 NZD per night
4.91 out of 5 average rating, 92 reviews

Quick stats about holiday rentals in Leesburg

Total rentals

70 properties

Wi-Fi availability

70 properties include access to Wi-Fi

Rentals with dedicated workspaces

30 properties have a dedicated workspace

Pet-friendly rentals

20 properties allow pets

Family-friendly rentals

30 properties are a good fit for families

Total number of reviews

3.6K reviews

Destinations to explore

  1. Airbnb
  2. United States
  3. Virginia
  4. Loudoun County
  5. Leesburg