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Search results; Over 1,000 homes in Leesburg

Top guest favourite
Cottage in Leesburg
The Cottage at Forest Hills Farm
1 bedroom, 1 bed, 1 private bathroom
9–14 Aug
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4.92 out of 5 average rating, 401 reviews
Top guest favourite
Home in Leesburg
Downtown Leesburg Cottage. Walk to everything!
5.0 out of 5 average rating, 204 reviews, 2 bedrooms, 2 beds, 1 bathroom
29 Aug – 3 Sept
Top guest favourite
Flat in Leesburg
Blue Skies
4.98 out of 5 average rating, 43 reviews, 2 bedrooms, 2 beds, 1 bathroom
4–9 Aug
Top guest favourite
Home in Leesburg
Entire Home in Leesburg – King & Queen Bed +Yard
4.98 out of 5 average rating, 182 reviews, 2 bedrooms, 2 beds, 1 bathroom
1–6 Aug
Top guest favourite
Home in Leesburg
New Leesburg Stay
5.0 out of 5 average rating, 30 reviews, 3 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
Guest favourite
Home in Leesburg
Chalet at Stone Tower Winery
4.93 out of 5 average rating, 82 reviews, 4 bedrooms, 5 beds, 3 bathrooms
3–8 Dec
Guest favourite
Farm stay in Leesburg
The Stable House
4.96 out of 5 average rating, 74 reviews, 1 bedroom, 1 bed, 1 bathroom
4–9 Aug
Top guest favourite
Room in Leesburg
Cozy Room with Private Ensuite Bathroom
4.96 out of 5 average rating, 72 reviews, 1 double bed, 1 bathroom
29 Oct – 3 Nov
Guest favourite
Farm stay in Waterford
Hope Flower Farm Winery Cottage
4.97 out of 5 average rating, 134 reviews, 3 bedrooms, 3 beds, 1 bathroom
1–6 Aug
Superhost
Home in Waterford
The Dormers - Country Escape in Historic Village
3 bedrooms, 3 beds, 3.5 bathrooms
1–6 Aug
Top guest favourite
Home in Leesburg
The Watson Farm House
5.0 out of 5 average rating, 66 reviews, 5 bedrooms, 6 beds, 3 bathrooms
1–6 Aug
Top guest favourite
Home in Leesburg
Quiet, Simple Pleasure. Between DC and Shenandoah.
4.96 out of 5 average rating, 85 reviews, 5 bedrooms, 5 beds, 2.5 bathrooms
3–8 Aug
Guest favourite
Room in Leesburg
Private Room @ Leesburg - Near to town
4.87 out of 5 average rating, 122 reviews, 1 king bed, 1 bathroom
1–6 Aug
Top guest favourite
Apartment in Leesburg
Downtown 1 BR Condo Steps to Everything
4.94 out of 5 average rating, 277 reviews, 1 bedroom, 2 beds, 1 bathroom
9–14 Aug
Guest favourite
Loft in Leesburg
UpperLVL/Loft/Farmhouse sleeps 8/WineCountry
4.8 out of 5 average rating, 5 reviews, 3 bedrooms, 6 beds, 2 bathrooms
22–27 Aug
Guest favourite
Home in Leesburg
Historic home in the heart of downtown Leesburg!
4.97 out of 5 average rating, 116 reviews, 2 bedrooms, 1 bed, 1 bathroom
26–31 Oct
Top guest favourite
Guest house in Leesburg
Private 2 King BR, 1 BA Apartment Near Wineries!
4.99 out of 5 average rating, 117 reviews, 2 bedrooms, 2 beds, 1 bathroom
2–7 Aug
Top guest favourite
Home in Bluemont
Historic Bluemont Farmhouse
5.0 out of 5 average rating, 32 reviews, 4 bedrooms, 5 beds, 2 bathrooms
19–24 Sept
Guest favourite
Room in Leesburg
Wine, horses - Leesburg, The Beach Room
4.83 out of 5 average rating, 162 reviews, 1 queen bed, 1 bathroom
9–14 Aug