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Search results; Over 1,000 homes in Leesburg

Top guest favourite
Apartment in Leesburg
Downtown 1 BR Condo Steps to Everything
1 bedroom, 2 beds, 1 private bathroom
9–14 Aug
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4.94 out of 5 average rating, 275 reviews
Guest favourite
Home in Leesburg
Chalet at Stone Tower Winery
4 bedrooms, 5 beds, 3 bathrooms
23–28 Nov
4.93 out of 5 average rating, 81 reviews
Top guest favourite
Home in Leesburg
Downtown Leesburg Cottage. Walk to everything!
2 bedrooms, 2 beds, 1 bathroom
13–18 Jul
5.0 out of 5 average rating, 201 reviews
Top guest favourite
Home in Leesburg
New Leesburg Stay
3 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
5.0 out of 5 average rating, 30 reviews
Top guest favourite
Flat in Leesburg
Blue Skies
2 bedrooms, 2 queen beds, 1 bathroom
3–8 Aug
4.98 out of 5 average rating, 42 reviews
Top guest favourite
Home in Leesburg
South Street Stay - Downtown Leesburg
4 bedrooms, 4 beds, 2.5 bathrooms
5–10 Aug
5.0 out of 5 average rating, 33 reviews
Top guest favourite
Flat in Leesburg
The Barn at Belgrove
1 bedroom, 2 beds, 1 bathroom
23–28 Jul
4.99 out of 5 average rating, 198 reviews
Top guest favourite
Place to stay in Leesburg
Room for rent. Quiet clean apartment in Leesburg
1 bedroom, 1 bed, 1 bathroom
19–24 Jul
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Leesburg
Modern Farmhouse Wine Retreat Fire Pit Sunset View
3 bedrooms, 5 beds, 3 bathrooms
18–23 Jul
4.95 out of 5 average rating, 42 reviews
Guest favourite
Home in Leesburg
Spring House at Stone Tower Winery
3 bedrooms, 4 beds, 2 bathrooms
10–15 Aug
5.0 out of 5 average rating, 8 reviews
Guest favourite
Cottage in Leesburg
The Cottage at Stone Tower Winery
1 bedroom, 1 king bed, 1 bathroom
16–21 Aug
4.93 out of 5 average rating, 290 reviews
Guest favourite
Home in Waterford
The Waterford Manor
6 bedrooms, 9 beds, 5.5 bathrooms
9–14 Jul
5.0 out of 5 average rating, 13 reviews
Superhost
Home in Waterford
The Dormers - Country Escape in Historic Village
3 bedrooms, 3 beds, 3.5 bathrooms
10–15 Jul
New place to stay
Top guest favourite
Guest house in Leesburg
Private 2 King BR, 1 BA Apartment Near Wineries!
2 bedrooms, 2 king beds, 1 bathroom
15–20 Jul
4.99 out of 5 average rating, 117 reviews
Top guest favourite
Guest house in Leesburg
Downtown Private Guesthouse - Cozy Bungalow
2 bedrooms, 2 beds, 1.5 bathrooms
8–13 Dec
4.99 out of 5 average rating, 169 reviews
Top guest favourite
Rooms in Leesburg
Max & Boo's house
2 bedrooms, 2 beds, 1 bathroom
24–29 Aug
5.0 out of 5 average rating, 121 reviews
Top guest favourite
Flat in Leesburg
The Quarters at Belgrove
2 bedrooms, 2 beds, 1.5 bathrooms
26–31 Jul
5.0 out of 5 average rating, 219 reviews
Superhost
Loft in Leesburg
UpperLVL/Loft/Farmhouse sleeps 8/WineCountry
3 bedrooms, 6 beds, 2 bathrooms
19–24 Jul
4.75 out of 5 average rating, 4 reviews
Guest favourite
Home in Leesburg
The Greenwood Estate
9 bedrooms, 10 beds, 5 bathrooms
8–13 Jul
4.94 out of 5 average rating, 119 reviews