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Leesburg Vacation Rentals

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50 rentals in Leesburg.
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Historic and Updated Farmhouse Built in 1808, vacation rental in Leesburg

Historic and Updated Farmhouse Built in 1808

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Cottage on King St | Historic Charm | Modern Living, vacation rental in Leesburg

Cottage on King St | Historic Charm | Modern Living

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Springs Store Cottage, vacation rental in Leesburg

Springs Store Cottage

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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East Wing Row | Beautifully Remodeled Townhouse 5 Mins from DT Leesburg, vacation rental in Leesburg

East Wing Row | Beautifully Remodeled Townhouse 5 Mins from DT Leesburg

3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Tentrr Signature Site - Nut Orchard Retreat, vacation rental in Leesburg

Tentrr Signature Site - Nut Orchard Retreat

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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'Thomson Farm' Classic Home < 10 Mi to Vineyards!, vacation rental in Leesburg

'Thomson Farm' Classic Home < 10 Mi to Vineyards!

7 bedrooms
7 bathrooms
Sleeps 14
Match: Sleeps
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Tentrr Signature Site - Potomac River View, vacation rental in Leesburg

Tentrr Signature Site - Potomac River View

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Spacious Farm House in Horse and Wine Country, vacation rental in Leesburg

Spacious Farm House in Horse and Wine Country

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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A Restored Wagon Barn On A 1790's Farm, vacation rental in Leesburg

A Restored Wagon Barn On A 1790's Farm

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Middleburg, VA - Private Cottage, Sophisticated Country Charm  - Newly Remodeled, vacation rental in Leesburg

Middleburg, VA - Private Cottage, Sophisticated Country Charm - Newly Remodeled

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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The Countryside Home, vacation rental in Leesburg

The Countryside Home

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Breathtaking views  with an  indoor private pool, come escape with us, vacation rental in Leesburg

Breathtaking views with an indoor private pool, come escape with us

6 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps
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Spacious Private Outdoor Space, Sophisticated Modern Sunny and Luxurious Indoor, vacation rental in Leesburg

Spacious Private Outdoor Space, Sophisticated Modern Sunny and Luxurious Indoor

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Hillandale Farmhouse circa 1774 - 6 bedrooms, sleeps 14, newly renovated, vacation rental in Leesburg

Hillandale Farmhouse circa 1774 - 6 bedrooms, sleeps 14, newly renovated

6 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Gorgeous English Hunt Country Cottage, vacation rental in Leesburg

Gorgeous English Hunt Country Cottage

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Stunning 3 BR/ 2 BA Mountainside Chalet, vacation rental in Leesburg

Stunning 3 BR/ 2 BA Mountainside Chalet

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Historic Artist's Cottage on 5 Acre Property Near Blue Ridge Mts. and Wineries, vacation rental in Leesburg

Historic Artist's Cottage on 5 Acre Property Near Blue Ridge Mts. and Wineries

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Leesburg Ashburn 26-acre Farm IAD/12mi Wine/11mi  ***ASK FOR NEW YEAR'S QUOTE***, vacation rental in Leesburg

Leesburg Ashburn 26-acre Farm IAD/12mi Wine/11mi ***ASK FOR NEW YEAR'S QUOTE***

4 bedrooms
3 bathrooms
Sleeps 16
Match: Sleeps
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Romantic Shabby Chic Cottage on 5 Acre Property Near Wineries and Blue Ridge Mts, vacation rental in Leesburg

Romantic Shabby Chic Cottage on 5 Acre Property Near Wineries and Blue Ridge Mts

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Paradise in Horse Country, vacation rental in Leesburg

Paradise in Horse Country

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Gorgeous, Cozy & Spacious - 20% OFF JAN/09 to APR/02, vacation rental in Leesburg

Gorgeous, Cozy & Spacious - 20% OFF JAN/09 to APR/02

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Meadowbrook -Entire House - Close to Vineyards and Breweries, vacation rental in Leesburg

Meadowbrook -Entire House - Close to Vineyards and Breweries

5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Cozy Cabin Hidden Away on a Lake!, vacation rental in Leesburg

Cozy Cabin Hidden Away on a Lake!

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Restored 1820 Waterford Village Farmhouse, vacation rental in Leesburg

Restored 1820 Waterford Village Farmhouse

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Dome Of Your Dreams!, vacation rental in Leesburg

Dome Of Your Dreams!

2 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Shannondale Lake House, vacation rental in Leesburg

Shannondale Lake House

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cozy Apt in Harpers Ferry by the lake!, vacation rental in Leesburg

Cozy Apt in Harpers Ferry by the lake!

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Historic House Close to The Potomac River / C&O Canal / Appalachian Trail, vacation rental in Leesburg

Historic House Close to The Potomac River / C&O Canal / Appalachian Trail

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Log House at Sugarloaf Mountain MD, vacation rental in Leesburg

Log House at Sugarloaf Mountain MD

5 bedrooms
6 bathrooms
Sleeps 15
Match: Sleeps
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The Love Cottage in Harpers Ferry by the lake!, vacation rental in Leesburg

The Love Cottage in Harpers Ferry by the lake!

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Maple Hill Farm within minutes of Vineyards, Wedding Venues and Horse Stables, vacation rental in Leesburg

Maple Hill Farm within minutes of Vineyards, Wedding Venues and Horse Stables

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Large Beautiful Vacation House Outside Washington DC, vacation rental in Leesburg

Large Beautiful Vacation House Outside Washington DC

5 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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The Blueridge Cabin!, vacation rental in Leesburg

The Blueridge Cabin!

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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The Travelers Rest in Harpers Ferry by the lake, vacation rental in Leesburg

The Travelers Rest in Harpers Ferry by the lake

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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'Anny's Farm House' in Round Hill Wine Country!, vacation rental in Leesburg

'Anny's Farm House' in Round Hill Wine Country!

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Northern Virginia Escape, Near Wine and Horse Country, vacation rental in Leesburg

Northern Virginia Escape, Near Wine and Horse Country

5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Karens Cottage, vacation rental in Leesburg

Karens Cottage

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Catoctin Valley Country Home, vacation rental in Leesburg

Catoctin Valley Country Home

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Sheraton Vistiana, vacation rental in Leesburg

Sheraton Vistiana

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful Luxury Estate Home, vacation rental in Leesburg

Beautiful Luxury Estate Home

5 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps
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Cozy 3 Bedroom Spacious Modern Home, vacation rental in Leesburg

Cozy 3 Bedroom Spacious Modern Home

3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Couple's romantic getaway, vacation rental in Leesburg

Couple's romantic getaway

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Nice Home : 100% Relaxation, vacation rental in Leesburg

Nice Home : 100% Relaxation

5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Cabin On The Creek, vacation rental in Leesburg

Cabin On The Creek

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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DonRea Villa, vacation rental in Leesburg

DonRea Villa

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Farm View Cottage, vacation rental in Leesburg

Farm View Cottage

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Renovated Condo near IAD and close walk to downtown Herndon!, vacation rental in Leesburg

Renovated Condo near IAD and close walk to downtown Herndon!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Ideal vacation or business rental minutes from Duller Airport., vacation rental in Leesburg

Ideal vacation or business rental minutes from Duller Airport.

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful | Luxury |Fast WiFi |Parking |Movie Theater, vacation rental in Leesburg

Beautiful | Luxury |Fast WiFi |Parking |Movie Theater

5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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NEW! Chic Chantilly Villa: Wineries + DC Museums, vacation rental in Leesburg

NEW! Chic Chantilly Villa: Wineries + DC Museums

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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