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Search results; Over 1,000 homes in Leesburg

Guest favourite
Room in Leesburg
Wine, horses in Leesburg, The Paris Room
1 bedroom, 1 bed, 1 private bathroom
26–31 Aug
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4.86 out of 5 average rating, 185 reviews
Top guest favourite
Home in Leesburg
Downtown Leesburg Cottage. Walk to everything!
2 bedrooms, 2 beds
29 Aug – 3 Sept
5.0 out of 5 average rating, 210 reviews
Top guest favourite
Home in Leesburg
New Leesburg Stay
3 bedrooms, 4 beds
23–28 Aug
5.0 out of 5 average rating, 32 reviews
Top guest favourite
Apartment in Leesburg
Downtown 1 BR Condo Steps to Everything
1 bedroom, 2 beds
6–11 Sept
4.94 out of 5 average rating, 281 reviews
Guest favourite
Home in Leesburg
Chalet at Stone Tower Winery
4 bedrooms, 5 beds
3–8 Dec
4.93 out of 5 average rating, 83 reviews
Home in Ashburn
A cozy peaceful townhome in central Ashburn
3 bedrooms, 3 beds
20–25 Oct
New place to stay
Top guest favourite
Cottage in Leesburg
The Cottage at Forest Hills Farm
1 bedroom, 1 queen bed
23–28 Aug
4.92 out of 5 average rating, 406 reviews
Top guest favourite
Home in Leesburg
Modern Farmhouse Wine Retreat Fire Pit Sunset View
3 bedrooms, 5 beds
20–25 Aug
4.96 out of 5 average rating, 48 reviews
Top guest favourite
Flat in Leesburg
Blue Skies
2 bedrooms, 2 queen beds
18–23 Aug
4.98 out of 5 average rating, 44 reviews
Top guest favourite
Home in Leesburg
Porches and King Beds
2 bedrooms, 2 king beds
23–28 Aug
5.0 out of 5 average rating, 40 reviews
Top guest favourite
Cottage in Bluemont
Designer Modern Mountain Escape (w/View & Hot Tub)
3 bedrooms, 5 beds
12–17 Sept
5.0 out of 5 average rating, 52 reviews
Guest favourite
Home in Bluemont
Touch of Tuscan - Minutes to Wine, Beer, Hiking
3 bedrooms, 4 beds
23–28 Aug
4.97 out of 5 average rating, 29 reviews
Top guest favourite
Flat in Leesburg
The Barn at Belgrove
1 bedroom, 2 beds
25–30 Oct
5.0 out of 5 average rating, 203 reviews
Top guest favourite
Home in Leesburg
Spring House at Stone Tower Winery
3 bedrooms, 4 beds
17–22 Aug
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Treehouse in Leesburg
Romantic Secluded Treehouse Stay in the Sky
1 bedroom, 2 beds
14–19 Sept
4.96 out of 5 average rating, 472 reviews
Top guest favourite
Farm stay in Leesburg
The Stable House
1 bedroom, 1 queen bed
30 Aug – 4 Sept
4.96 out of 5 average rating, 77 reviews
Guest favourite
Guest house in Hamilton
Trailside Chalet (A storybook chalet with hot tub)
2 bedrooms, 5 beds
17–22 Aug
4.96 out of 5 average rating, 181 reviews
Guest favourite
Cottage in Leesburg
The Cottage at Stone Tower Winery
1 bedroom, 1 king bed
6–11 Sept
4.94 out of 5 average rating, 293 reviews
Top guest favourite
Home in Leesburg
Willow’s View
1 bedroom, 2 beds
18–23 Aug
4.99 out of 5 average rating, 201 reviews