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Search results; Over 1,000 homes in Leesburg

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Top guest favourite
Home in Leesburg
Downtown Leesburg Cottage. Walk to everything!
2 bedrooms, 2 beds, 1 bathroom
26–31 Oct
5.0 out of 5 average rating, 214 reviews
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Top guest favourite
Apartment in Leesburg
Downtown 1 BR Condo Steps to Everything
1 bedroom, 2 beds, 1 bathroom
8–13 Nov
4.94 out of 5 average rating, 288 reviews
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Top guest favourite
Home in Leesburg
New Leesburg Stay
3 bedrooms, 4 beds, 2 bathrooms
17–22 Oct
5.0 out of 5 average rating, 35 reviews
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Guest favourite
Home in Leesburg
Chalet at Stone Tower Winery
4 bedrooms, 5 beds, 3 bathrooms
27 Oct – 1 Nov
4.93 out of 5 average rating, 87 reviews
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Home in Leesburg
Home in Leesburg
4 bedrooms, 4 beds, 3.5 bathrooms
17–22 Nov
New place to stay
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Guest favourite
Flat in Leesburg
Blue Skies
2 bedrooms, 2 queen beds, 1 bathroom
26–31 Oct
4.98 out of 5 average rating, 48 reviews
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Guest favourite
Home in Paeonian Springs
Cozy Haven Cottage - Wedding and Winery Retreat
2 bedrooms, 2 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 10 reviews
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Top guest favourite
Home in Leesburg
Entire Home in Leesburg – King & Queen Bed +Yard
2 bedrooms, 2 beds, 1 bathroom
15–20 Nov
4.98 out of 5 average rating, 193 reviews
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Top guest favourite
Villa in Leesburg
The Garage Mahal w/Hot Tub
3 bedrooms, 5 beds, 2.5 bathrooms
18–23 Sept
5.0 out of 5 average rating, 55 reviews
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Top guest favourite
Flat in Leesburg
Historic Leesburg location with so much more!
1 bedroom, 1 queen bed, 1 bathroom
27 Oct – 1 Nov
4.98 out of 5 average rating, 509 reviews
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Top guest favourite
Guest suite in Leesburg
Stunning Views in Spacious Unit
1 bedroom, 3 beds, 1 bathroom
19–24 Sept
4.94 out of 5 average rating, 136 reviews
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Top guest favourite
Home in Sterling
The Villa on Lakeside
3 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
4.97 out of 5 average rating, 145 reviews
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Guest favourite
Cottage in Leesburg
The Cottage at Stone Tower Winery
1 bedroom, 1 king bed, 1 bathroom
20–25 Sept
4.93 out of 5 average rating, 300 reviews
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Top guest favourite
Flat in Leesburg
The Barn at Belgrove
1 bedroom, 2 beds, 1 bathroom
30 Oct – 4 Nov
5.0 out of 5 average rating, 206 reviews
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Top guest favourite
Home in Leesburg
Spring House at Stone Tower Winery
3 bedrooms, 4 beds, 2 bathrooms
19–24 Oct
5.0 out of 5 average rating, 14 reviews
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Top guest favourite
Guest house in Hamilton
Trailside Chalet (A storybook chalet with hot tub)
2 bedrooms, 5 beds, 1 bathroom
20–25 Sept
4.96 out of 5 average rating, 184 reviews
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Guest favourite
Home in Leesburg
Oatlands - The Retreat
6 bedrooms, 8 beds, 5.5 bathrooms
18–23 Sept
4.88 out of 5 average rating, 85 reviews
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Flat in Leesburg
Luxury 2-BR Penthouse Condo in Historic Leesburg
2 bedrooms, 2 beds, 2.5 bathrooms
18–23 Sept
New place to stay