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Search results; Over 1,000 homes in Leesburg

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Guest favourite
Guest house in Leesburg
Private 2 King BR, 1 BA Apartment Near Wineries!
2 bedrooms, 2 beds, 1 private bathroom
1–6 Oct
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4.98 out of 5 average rating, 120 reviews
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Top guest favourite
Apartment in Leesburg
Downtown 1 BR Condo Steps to Everything
1 bedroom, 2 beds
8–13 Nov
4.94 out of 5 average rating, 288 reviews
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Top guest favourite
Home in Leesburg
Downtown Leesburg Cottage. Walk to everything!
2 bedrooms, 2 beds
26–31 Oct
5.0 out of 5 average rating, 214 reviews
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Guest favourite
Home in Leesburg
Chalet at Stone Tower Winery
4 bedrooms, 5 beds
27 Oct – 1 Nov
4.93 out of 5 average rating, 87 reviews
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Top guest favourite
Home in Leesburg
New Leesburg Stay
3 bedrooms, 4 beds
17–22 Oct
5.0 out of 5 average rating, 35 reviews
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Top guest favourite
Flat in Leesburg
Historic Leesburg location with so much more!
1 bedroom, 1 queen bed
20–25 Sept
4.98 out of 5 average rating, 509 reviews
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Guest favourite
Flat in Leesburg
Blue Skies
2 bedrooms, 2 queen beds
26–31 Oct
4.98 out of 5 average rating, 48 reviews
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Top guest favourite
Farm stay in Hamilton
Ballenger Farm
4 bedrooms, 6 beds
20–25 Sept
4.98 out of 5 average rating, 281 reviews
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Top guest favourite
Home in Leesburg
Spacious, Luxury Property - Downtown Leesburg
4 bedrooms, 4 beds
7–12 Dec
5.0 out of 5 average rating, 36 reviews
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Top guest favourite
Home in Leesburg
Entire Home in Leesburg – King & Queen Bed +Yard
2 bedrooms, 2 beds
15–20 Nov
4.98 out of 5 average rating, 192 reviews
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Top guest favourite
Villa in Leesburg
The Garage Mahal w/Hot Tub
3 bedrooms, 5 beds
17–22 Sept
5.0 out of 5 average rating, 55 reviews
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Top guest favourite
Flat in Leesburg
The Quarters at Belgrove
2 bedrooms, 2 beds
11–16 Oct
5.0 out of 5 average rating, 226 reviews
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Top guest favourite
Home in Leesburg
Spring House at Stone Tower Winery
3 bedrooms, 4 beds
19–24 Oct
5.0 out of 5 average rating, 14 reviews
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Top guest favourite
Home in Sterling
The Villa on Lakeside
3 bedrooms, 3 beds
20–25 Sept
4.97 out of 5 average rating, 145 reviews
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Guest favourite
Home in Leesburg
Oatlands - The Retreat
6 bedrooms, 8 beds
16–21 Sept
4.88 out of 5 average rating, 85 reviews
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Guest favourite
Home in Paeonian Springs
Cozy Haven Cottage - Wedding and Winery Retreat
2 bedrooms
20–25 Sept
5.0 out of 5 average rating, 10 reviews
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Top guest favourite
Rooms in Leesburg
Max & Boo's house
2 bedrooms, 2 beds
27 Sept – 2 Oct
4.99 out of 5 average rating, 131 reviews
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Top guest favourite
Home in Leesburg
The Watson Farm House
5 bedrooms, 6 beds
18–23 Oct
5.0 out of 5 average rating, 68 reviews
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Guest favourite
Home in Leesburg
The Cottage at Oakland Green Farm
2 bedrooms, 2 queen beds
20–25 Sept
4.98 out of 5 average rating, 64 reviews