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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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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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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, 289 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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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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Top guest favourite
Rooms in Leesburg
Max & Boo's house
2 bedrooms, 2 beds, 1 bathroom
8–13 Nov
4.99 out of 5 average rating, 131 reviews
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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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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, 194 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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Guest favourite
Home in Leesburg
Historic home in the heart of downtown Leesburg!
2 bedrooms, 1 queen bed, 1 bathroom
10–15 Nov
4.98 out of 5 average rating, 121 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, 12 reviews
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Guest favourite
Home in Ashburn
A cozy peaceful townhome in central Ashburn
3 bedrooms, 3 beds, 2.5 bathrooms
16–21 Nov
5.0 out of 5 average rating, 8 reviews
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Guest favourite
Home in Leesburg
The Greenwood Estate
9 bedrooms, 10 beds, 5 bathrooms
17–22 Nov
4.94 out of 5 average rating, 122 reviews
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Top guest favourite
Home in Leesburg
Spacious, Luxury Property - Downtown Leesburg
4 bedrooms, 4 beds, 2.5 bathrooms
7–12 Dec
5.0 out of 5 average rating, 36 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
Farm stay in Hamilton
Locust Hill Retreat | Private Pool + Hot Tub!
4 bedrooms, 5 beds, 2.5 bathrooms
26–31 Oct
4.97 out of 5 average rating, 70 reviews
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Guest favourite
Flat in Leesburg
Cosy one bedroom apartment in Leesburg
1 bedroom, 1 king bed, 1 bathroom
18–23 Oct
4.92 out of 5 average rating, 25 reviews