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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, 402 reviews
Top guest favourite
Home in Leesburg
Downtown Leesburg Cottage. Walk to everything!
5.0 out of 5 average rating, 206 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
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
5–10 Oct
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
Room in Leesburg
Two rooms, shared house, downtown 3 minutes, Sauna
5.0 out of 5 average rating, 3 reviews, 1 bed, 1 bathroom
1–6 Aug
Home in Germantown
Modern Estate | Pool & Outdoor Oasis
New place to stay, 6 bedrooms, 8 beds, 3 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
Willow’s View
4.99 out of 5 average rating, 200 reviews, 1 bedroom, 2 beds, 1 bathroom
8–13 Aug
Top guest favourite
Cabin in Leesburg
A unique 5* mountaintop getaway overlooking Winery
4.96 out of 5 average rating, 28 reviews, 3 bedrooms, 3 beds, 3.5 bathrooms
1–6 Aug
Top guest favourite
Home in Leesburg
Peaceful Countryside 3BR+2Bath Near Leesburg
5.0 out of 5 average rating, 9 reviews, 3 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
Superhost
Home in Waterford
The Dormers - Country Escape in Historic Village
3 bedrooms, 3 beds, 3.5 bathrooms
1–6 Aug
Guest favourite
Home in Leesburg
Spring House at Stone Tower Winery
5.0 out of 5 average rating, 10 reviews, 3 bedrooms, 4 beds, 2 bathrooms
10–15 Aug
Top guest favourite
Home in Leesburg
Modern Farmhouse Wine Retreat Fire Pit Sunset View
4.95 out of 5 average rating, 43 reviews, 3 bedrooms, 5 beds, 3 bathrooms
15–20 Aug
Top guest favourite
Apartment in Leesburg
Downtown 1 BR Condo Steps to Everything
4.94 out of 5 average rating, 278 reviews, 1 bedroom, 2 beds, 1 bathroom
9–14 Aug
Guest favourite
Guest house in Hamilton
Trailside Chalet (A storybook chalet with hot tub)
4.96 out of 5 average rating, 180 reviews, 2 bedrooms, 5 beds, 1 bathroom
1–6 Aug
Top guest favourite
Rooms in Leesburg
Max & Boo's house
5.0 out of 5 average rating, 121 reviews, 2 bedrooms, 2 beds, 1 bathroom
1–6 Aug
Top guest favourite
Home in Leesburg
Hidden Hollow - Historic home with private pond
5.0 out of 5 average rating, 19 reviews, 4 bedrooms, 4 beds, 2.5 bathrooms
9–14 Nov