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Search results; Over 1,000 homes in Leesburg

Guest favourite
Cottage in Leesburg
The Cottage at Stone Tower Winery
1 bedroom, 1 bed, 1 private bathroom
6–11 Sept
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4.94 out of 5 average rating, 298 reviews
Home in Leesburg
The Hound's House at Stable & Vine
2 bedrooms, 2 beds
6–11 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Leesburg
Downtown Leesburg Cottage. Walk to everything!
2 bedrooms, 2 beds
17–22 Oct
5.0 out of 5 average rating, 213 reviews
Top guest favourite
Home in Leesburg
New Leesburg Stay
3 bedrooms, 4 beds
13–18 Sept
5.0 out of 5 average rating, 34 reviews
Top guest favourite
Home in Leesburg
Porches and King Beds
2 bedrooms, 2 king beds
6–11 Sept
5.0 out of 5 average rating, 41 reviews
Top guest favourite
Apartment in Leesburg
Downtown 1 BR Condo Steps to Everything
1 bedroom, 2 beds
31 Oct – 5 Nov
4.94 out of 5 average rating, 285 reviews
Guest favourite
Loft in Leesburg
UpperLVL/Loft/Farmhouse sleeps 8/WineCountry
3 bedrooms, 6 beds
13–18 Sept
4.88 out of 5 average rating, 8 reviews
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, 13 reviews
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, 130 reviews
Top guest favourite
Flat in Leesburg
Blue Skies
2 bedrooms, 2 queen beds
26–31 Oct
4.98 out of 5 average rating, 46 reviews
Top guest favourite
Home in Leesburg
Historic Schoolhouse Retreat
2 bedrooms, 2 beds
8–13 Sept
4.98 out of 5 average rating, 66 reviews
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
Top guest favourite
Flat in Leesburg
Historic Leesburg location with so much more!
1 bedroom, 1 queen bed
7–12 Sept
4.98 out of 5 average rating, 507 reviews
Top guest favourite
Guest house in Leesburg
CozyLeesburgCottage-Private Home Downtown Leesburg
1 bedroom, 1 queen bed
16–21 Nov
4.96 out of 5 average rating, 583 reviews
Top guest favourite
Farm stay in Hamilton
Historic Manor on Beautiful 150 acre Farm
3 bedrooms, 4 beds
13–18 Sept
4.97 out of 5 average rating, 74 reviews
Top guest favourite
Home in Ashburn
Ashburn Manor: 1920’s Farmhouse
3 bedrooms, 4 beds
21–27 Sept
4.99 out of 5 average rating, 129 reviews
Top guest favourite
Home in Leesburg
The Watson Farm House
5 bedrooms, 6 beds
6–11 Sept
5.0 out of 5 average rating, 66 reviews
Top guest favourite
Cottage in Leesburg
The Cottage at Forest Hills Farm
1 bedroom, 1 queen bed
16–21 Nov
4.92 out of 5 average rating, 409 reviews
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