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Search results; Over 1,000 homes in Leesburg

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Top guest favourite
Flat in Leesburg
The Quarters at Belgrove
2 bedrooms, 2 beds, 1.5 private bathrooms
11–16 Oct
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5.0 out of 5 average rating, 226 reviews
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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, 216 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, 290 reviews
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Guest favourite
Cottage in Leesburg
The Cottage at Stone Tower Winery
1 bedroom, 1 king bed, 1 bathroom
4–9 Oct
4.93 out of 5 average rating, 300 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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Guest favourite
Home in Leesburg
Chalet at Stone Tower Winery
4 bedrooms, 5 beds, 3 bathrooms
27 Oct – 1 Nov
4.91 out of 5 average rating, 88 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, 49 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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Top guest favourite
Villa in Leesburg
The Garage Mahal w/Hot Tub
3 bedrooms, 5 beds, 2.5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 55 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, 15 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
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, 511 reviews
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Top guest favourite
Cottage in Hamilton
*Cottage @ Firefly Cellars* VA Wine Country escape
1 bedroom, 1 queen bed, 1 bathroom
4–9 Oct
4.95 out of 5 average rating, 427 reviews
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Guest favourite
Home in Leesburg
Peaceful Countryside 3BR+2Bath Near Leesburg
3 bedrooms, 3 beds, 2 bathrooms
26–31 Oct
4.93 out of 5 average rating, 14 reviews
Photo 1 of 23
Guest favourite
Home in Paeonian Springs
Cozy Haven Cottage - Wedding and Winery Retreat
2 bedrooms, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 12 reviews
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Top guest favourite
Home in Leesburg
Historic Schoolhouse Retreat
2 bedrooms, 2 beds, 1 bathroom
11–16 Oct
4.98 out of 5 average rating, 66 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, 133 reviews
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Flat in Leesburg
Luxury 2-BR Penthouse Condo in Historic Leesburg
2 bedrooms, 2 beds, 2.5 bathrooms
1–6 Oct
New place to stay