Holiday 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
Farm stay in Lovettsville
'Waterfront' on 1796 Historic Farm
Feel refreshed when you stay in this rustic gem! The Springhouse is nestled in the rolling hills of Northern Virginia’s Wine Country! Originally constructed in the early 1800's, this structure was built over a natural spring and used for refrigeration. The water from the spring maintains a constant cool temperature throughout the year while also filling a pond. The original stone well, channel and stone flooring are all intact for guests to explore and experience how our ancestors lived.
5–12 Jan
$161 SGD per night
5.0 out of 5 average rating, 128 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.
16–23 Nov
$307 SGD per night
5.0 out of 5 average rating, 110 reviews
Guest favourite
Guest suite in Leesburg
Suite GG ~ Relax & Enjoy
Let this lovely above-garage apartment be your home away from home. Located in Lucketts, VA we are within a short distance to the small artsy town of Leesburg, local wineries, breweries, antique stores, shopping outlets, hiking, biking and canoeing/kayaking on the Potomac River. Our spacious, fully-furnished apartment with private entrance sits above a detached garage and features a private bedroom with an antique queen-size bed, full-service kitchen, living room, bathroom and laundry room.
1–8 Dec
$157 SGD per night
4.98 out of 5 average rating, 176 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
Treehouse in Leesburg
Romantic Treehouse Stay in the Sky
5–12 Jan
$416 SGD per night
4.97 out of 5 average rating, 189 reviews
Guest favourite
Home in Leesburg
Cottage on King | Charming Historic Leesburg Home
6–13 Sep
$382 SGD per night
4.89 out of 5 average rating, 295 reviews
Guest favourite
Cottage in Hamilton
*Cottage @ Firefly Cellars* VA Wine Country escape
6–13 Jul
$349 SGD per night
4.94 out of 5 average rating, 302 reviews
Guest favourite
Cabin in Leesburg
100 Acre Wood
23–30 Apr
$328 SGD per night
4.95 out of 5 average rating, 315 reviews
Guest favourite
Home in Bluemont
The Country French Cottage at High Meadows Estate
30 Sep – 7 Oct
$166 SGD per night
4.93 out of 5 average rating, 195 reviews
Guest favourite
Flat in Ashburn
Cozy room
29 Aug – 5 Sep
$119 SGD per night
4.93 out of 5 average rating, 280 reviews
Guest favourite
Guest suite in Leesburg
Wine Country Retreat with Stunning Views & Bikes
7–14 Sep
$138 SGD per night
4.92 out of 5 average rating, 93 reviews
Guest favourite
Cottage in Leesburg
Hilltop @ Shiloh
13–20 Aug
$159 SGD per night
4.91 out of 5 average rating, 92 reviews
Guest favourite
Home in Leesburg
Downtown Leesburg Cottage. Walk to everything!
25 Nov – 2 Dec
$328 SGD per night
5.0 out of 5 average rating, 56 reviews
Guest favourite
Home in Ashburn
Elegant garden guest suite in Ashburn
9–16 Jan
$118 SGD per night
4.91 out of 5 average rating, 43 reviews
Guest favourite
Home in Leesburg
1880 Historic Farmhouse 4 x King 1 x Queen Beds
15–22 Jul
$800 SGD per night
5.0 out of 5 average rating, 10 reviews
Guest favourite
Apartment in Sterling
The Loft at Lakeside
25 Apr – 2 May
$170 SGD per night
4.93 out of 5 average rating, 71 reviews

Quick stats about holiday rentals in Leesburg

Total rentals

70 properties

Wifi availability

70 properties include access to wifi

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