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Search results; Over 1,000 homes in Leesburg

Top guest favourite
Villa in Leesburg
The Garage Mahal w/Hot Tub
3 bedrooms, 5 beds, 2.5 private bathrooms
13–18 Sept
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5.0 out of 5 average rating, 54 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, 473 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
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
Porches and King Beds
2 bedrooms, 2 king beds, 2.5 bathrooms
6–11 Sept
5.0 out of 5 average rating, 40 reviews
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
4.93 out of 5 average rating, 30 reviews
Guest favourite
Home in Leesburg
Peaceful Countryside 3BR+2Bath Near Leesburg
3 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 9 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
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
Guest favourite
Guest house in Hamilton
Trailside Chalet (A storybook chalet with hot tub)
2 bedrooms, 5 beds, 1 bathroom
1–6 Sept
4.96 out of 5 average rating, 181 reviews
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, 203 reviews
Top guest favourite
Cabin in Waterford
The Weaver’s Cottage c. 1815
2 bedrooms, 2 queen beds, 1.5 bathrooms
1–6 Sept
4.97 out of 5 average rating, 113 reviews