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Search results; Over 1,000 homes in Leesburg

Top guest favourite
Home in Leesburg
Red Watson Mountain House
3 bedrooms, 3 beds, 2.5 private bathrooms
1–6 Sept
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5.0 out of 5 average rating, 139 reviews
Top guest favourite
Home in Leesburg
Downtown Leesburg Cottage. Walk to everything!
2 bedrooms, 2 beds, 1 bathroom
17–22 Oct
5.0 out of 5 average rating, 211 reviews
Top guest favourite
Home in Leesburg
New Leesburg Stay
3 bedrooms, 4 beds, 2 bathrooms
5–10 Sept
5.0 out of 5 average rating, 33 reviews
Home in Leesburg
The Hound's House at Stable & Vine
2 bedrooms, 2 beds, 2 bathrooms
6–11 Sept
5.0 out of 5 average rating, 4 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, 474 reviews
Guest favourite
Home in Leesburg
Chalet at Stone Tower Winery
4 bedrooms, 5 beds, 3 bathrooms
7–12 Sept
4.93 out of 5 average rating, 84 reviews
Top guest favourite
Home in Leesburg
Porches and King Beds
2 bedrooms, 2 king beds, 2.5 bathrooms
6–11 Sept
5.0 out of 5 average rating, 40 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
Home in Leesburg
Hidden Hollow - Historic home with private pond
4 bedrooms, 4 beds, 2.5 bathrooms
21–26 Sept
5.0 out of 5 average rating, 20 reviews
Guest favourite
Home in Bluemont
Touch of Tuscan - Minutes to Wine, Beer, Hiking
3 bedrooms, 4 beds, 2 bathrooms
6–11 Sept
4.9 out of 5 average rating, 31 reviews
Guest favourite
Home in Leesburg
Peaceful Countryside 3BR+2Bath Near Leesburg
3 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
4.9 out of 5 average rating, 10 reviews
Top guest favourite
Treehouse in Waterford
Hummingbirds Hideaway Treehouse
2 bedrooms, 2 king beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 284 reviews
Top guest favourite
Home in Ashburn
Ashburn Manor: 1920’s Farmhouse
3 bedrooms, 4 beds, 2 bathrooms
21–27 Sept
4.99 out of 5 average rating, 126 reviews
Top guest favourite
Apartment in Leesburg
Downtown 1 BR Condo Steps to Everything
1 bedroom, 2 beds, 1 bathroom
31 Oct – 5 Nov
4.94 out of 5 average rating, 282 reviews
Top guest favourite
Villa in Leesburg
The Garage Mahal w/Hot Tub
3 bedrooms, 5 beds, 2.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 54 reviews
Top guest favourite
Home in Leesburg
Historic Schoolhouse Retreat
2 bedrooms, 2 beds, 1 bathroom
13–18 Sept
4.98 out of 5 average rating, 66 reviews
Guest favourite
Farm stay in Waterford
Hope Flower Farm Winery Cottage
3 bedrooms, 3 beds, 1 bathroom
6–11 Sept
4.96 out of 5 average rating, 136 reviews
Superhost
Townhouse in Hamilton
Cozy Residence in the heart of Historic Hamilton
4 bedrooms, 4 beds, 3.5 bathrooms
4–9 Sept
New place to stay
Top guest favourite
Flat in Leesburg
The Barn at Belgrove
1 bedroom, 2 beds, 1 bathroom
25–30 Oct
5.0 out of 5 average rating, 204 reviews