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Search results; Over 1,000 homes in Leesburg

Descriptions are based on details hosts provide
Top guest favourite
Guest house in Leesburg
Private 2 King BR, 1 BA Apartment Near Wineries!
2 bedrooms, 2 beds, 1 private bathroom
16–21 Jul
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4.99 out of 5 average rating, 117 reviews
Top guest favourite
Farm stay in Leesburg
The Forge on Sunnyside Farm
5.0 out of 5 average rating, 130 reviews, 1 bedroom, 2 beds, 1 bathroom
19–24 Jul
Top guest favourite
Place to stay in Leesburg
Quiet room 10 minutes from downtown
5.0 out of 5 average rating, 8 reviews, 1 bedroom, 1 bed, 1 bathroom
5–10 Aug
Guest favourite
Home in Leesburg
Winery views from 2 large decks
4.93 out of 5 average rating, 82 reviews, 4 bedrooms, 5 beds, 3 bathrooms
30 Nov – 5 Dec
Top guest favourite
Flat in Leesburg
Top-floor flat in the historic district
4.98 out of 5 average rating, 42 reviews, 2 bedrooms, 2 beds, 1 bathroom
3–8 Aug
Top guest favourite
Cottage in Leesburg
A cottage on a 14-acre farm
4.92 out of 5 average rating, 399 reviews, 1 bedroom, 1 bed, 1 bathroom
9–14 Aug
Top guest favourite
Home in Leesburg
Downtown Leesburg Cottage. Walk to everything!
5.0 out of 5 average rating, 203 reviews, 2 bedrooms, 2 beds, 1 bathroom
29 Aug – 3 Sept
Top guest favourite
Farm stay in Purcellville
Cozy Cuddle up on 1700’s Clydesdale Farm
4.99 out of 5 average rating, 389 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Jul
Top guest favourite
Apartment in Leesburg
Amazing Remodeled 1 BR Condo Steps to Everything
4.95 out of 5 average rating, 186 reviews, 1 bedroom, 1 bathroom
6–11 Sept
Guest favourite
Cottage in Leesburg
The Cottage at Stone Tower Winery
4.93 out of 5 average rating, 290 reviews, 1 bedroom, 1 bed, 1 bathroom
9–14 Aug
Top guest favourite
Cabin in Bluemont
Mountaintop hot tub with valley views
4.99 out of 5 average rating, 621 reviews, 2 bedrooms, 4 beds, 1 bathroom
26–31 Jul
Top guest favourite
Treehouse in Waterford
Treetop views through large windows
5.0 out of 5 average rating, 275 reviews, 2 bedrooms, 3 beds, 1 bathroom
12–17 Aug
Top guest favourite
Home in Leesburg
Minutes from Leesburg’s wine country
5.0 out of 5 average rating, 30 reviews, 3 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
Guest favourite
Cottage in Bluemont
170-year-old cottage with stone walls
4.99 out of 5 average rating, 170 reviews, 1 bedroom, 1 bed, 1 bathroom
10–15 Aug
Top guest favourite
Home in Bluemont
Renovated 1890 farmhouse near the Shenandoah
5.0 out of 5 average rating, 31 reviews, 4 bedrooms, 5 beds, 2 bathrooms
25–30 Jul
Guest favourite
Home in Leesburg
Spring House at Stone Tower Winery
5.0 out of 5 average rating, 9 reviews, 3 bedrooms, 4 beds, 2 bathrooms
10–15 Aug
Top guest favourite
Home in Leesburg
Modern Farmhouse Wine Retreat Fire Pit Sunset View
4.95 out of 5 average rating, 43 reviews, 3 bedrooms, 5 beds, 3 bathrooms
18–23 Jul
Guest favourite
Home in Bluemont
Tuscan-inspired retreat atop the Blue Ridge
4.96 out of 5 average rating, 25 reviews, 3 bedrooms, 4 beds, 2 bathrooms
26–31 Jul
Superhost
Place to stay in Leesburg
3 Little Birds @ Leesburg | Calm & Peaceful Vibes
New place to stay, 1 bedroom, 1 bed, 1 bathroom
19–24 Jul