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Search results; Over 1,000 homes in Leesburg

Guest favourite
Cottage in Leesburg
Romantic Stone Cottage Circa 1869-75 acres to Hike
1 bedroom, 1 bed, 1 private bathroom
31 Aug – 5 Sept
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4.92 out of 5 average rating, 469 reviews
Guest favourite
Home in Leesburg
Chalet at Stone Tower Winery
4 bedrooms, 5 beds, 3 bathrooms
3–8 Dec
4.93 out of 5 average rating, 84 reviews
Top guest favourite
Home in Leesburg
Downtown Leesburg Cottage. Walk to everything!
2 bedrooms, 2 beds, 1 bathroom
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, 2 bathrooms
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, 1 bathroom
6–11 Sept
4.94 out of 5 average rating, 281 reviews
Home in Leesburg
The Hound's House at Stable & Vine
2 bedrooms, 2 beds, 2 bathrooms
27 Aug – 1 Sept
5.0 out of 5 average rating, 4 reviews
Home in Ashburn
A cozy peaceful townhome in central Ashburn
3 bedrooms, 3 beds, 2.5 bathrooms
20–25 Oct
New place to stay
Top guest favourite
Room in Lovettsville
Hillside Room at The Blue Hydrangea Retreat Center
1 bed, 1.5 bathrooms
23–28 Aug
4.97 out of 5 average rating, 103 reviews
Top guest favourite
Flat in Leesburg
Blue Skies
2 bedrooms, 2 queen beds, 1 bathroom
18–23 Aug
4.98 out of 5 average rating, 44 reviews
Top guest favourite
Home in Leesburg
Spring House at Stone Tower Winery
3 bedrooms, 4 beds, 2 bathrooms
17–22 Aug
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Home in Bluemont
Historic Bluemont Farmhouse
4 bedrooms, 5 beds, 2 bathrooms
23–28 Aug
5.0 out of 5 average rating, 36 reviews
Guest favourite
Home in Bluemont
Touch of Tuscan - Minutes to Wine, Beer, Hiking
3 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
4.97 out of 5 average rating, 29 reviews
Guest favourite
Home in Leesburg
Peaceful Countryside 3BR+2Bath Near Leesburg
3 bedrooms, 3 beds, 2 bathrooms
31 Aug – 5 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Leesburg
Porches and King Beds
2 bedrooms, 2 king beds, 2.5 bathrooms
23–28 Aug
5.0 out of 5 average rating, 40 reviews
Guest favourite
Guest house in Hamilton
Trailside Chalet (A storybook chalet with hot tub)
2 bedrooms, 5 beds, 1 bathroom
17–22 Aug
4.96 out of 5 average rating, 181 reviews
Top guest favourite
Home in Leesburg
Modern Farmhouse Wine Retreat Fire Pit Sunset View
3 bedrooms, 5 beds, 3 bathrooms
30 Aug – 4 Sept
4.96 out of 5 average rating, 48 reviews
Top guest favourite
Treehouse in Leesburg
Romantic Secluded Treehouse Stay in the Sky
1 bedroom, 2 beds, 1 bathroom
14–19 Sept
4.96 out of 5 average rating, 472 reviews
Guest favourite
Home in Waterford
The Waterford Manor
6 bedrooms, 9 beds, 5.5 bathrooms
22–27 Aug
5.0 out of 5 average rating, 13 reviews
Guest favourite
Cottage in Leesburg
The Cottage at Stone Tower Winery
1 bedroom, 1 king bed, 1 bathroom
6–11 Sept
4.94 out of 5 average rating, 294 reviews