We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Leesburg Vacation Rentals

List your property
Owner log in
Check-in
— / — / —
Check-out
— / — / —
Guests
0 rooms, 2+ guests
Distance from
1 km
Price per night
C$0
C$1,000+
Suitability
Show more
Bathrooms
Any
Amenities
Show more
Property type
Show more
Distinctive Features
Show more
Neighbourhood
50 rentals in Leesburg.
Sort by:
Tripadvisor Sort
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
More info
Vrbo.com logo
Check-in
Check-out
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
More info
Vrbo.com logo
Check-in
Check-out
'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
More info
Check-in
Check-out
Payment Protection
Springs Store Cottage, vacation rental in Leesburg

Springs Store Cottage

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
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
More info
Check-in
Check-out
Payment Protection
Tentrr Signature Site - Potomac River View, vacation rental in Leesburg

Tentrr Signature Site - Potomac River View

1 bedroom
1 bathroom
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Tentrr Signature Site - Nut Orchard Retreat, vacation rental in Leesburg

Tentrr Signature Site - Nut Orchard Retreat

1 bedroom
1 bathroom
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
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
More info
Vrbo.com logo
Check-in
Check-out
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
More info
Vrbo.com logo
Check-in
Check-out
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
More info
Vrbo.com logo
Check-in
Check-out
Save time - get the best Leesburg rentals sent straight to your email!
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
More info
Vrbo.com logo
Check-in
Check-out
The Countryside Home, vacation rental in Leesburg

The Countryside Home

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Gorgeous English Hunt Country Cottage, vacation rental in Leesburg

Gorgeous English Hunt Country Cottage

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
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
More info
Vrbo.com logo
Check-in
Check-out
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
More info
Vrbo.com logo
Check-in
Check-out
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
More info
Vrbo.com logo
Check-in
Check-out
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
More info
Vrbo.com logo
Check-in
Check-out
Restoration B&B -  Master Bed, vacation rental in Leesburg

Restoration B&B - Master Bed

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
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
More info
Vrbo.com logo
Check-in
Check-out
Paradise in Horse Country, vacation rental in Leesburg

Paradise in Horse Country

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Golden Room at Loudoun Valley Manor near Leesburg, vacation rental in Leesburg

Golden Room at Loudoun Valley Manor near Leesburg

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
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
More info
Vrbo.com logo
Check-in
Check-out
Turquoise room at Loudoun Valley Manor - near Leesburg off Route 9, vacation rental in Leesburg

Turquoise room at Loudoun Valley Manor - near Leesburg off Route 9

1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
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
More info
Vrbo.com logo
Check-in
Check-out
Green room - suite at Loudoun Valley Manor, vacation rental in Leesburg

Green room - suite at Loudoun Valley Manor

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
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
More info
Vrbo.com logo
Check-in
Check-out
The Blueridge Cabin!, vacation rental in Leesburg

The Blueridge Cabin!

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Mountain Lodge on 86 Acre Horse Estate, vacation rental in Leesburg

Mountain Lodge on 86 Acre Horse Estate

4 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Sienna Room at Loudoun Valley Manor - off Route 9 near Leesburg, vacation rental in Leesburg

Sienna Room at Loudoun Valley Manor - off Route 9 near Leesburg

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
'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
More info
Check-in
Check-out
Payment Protection
Clean Spacious Basement, vacation rental in Leesburg

Clean Spacious Basement

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Burgundy room - Loudoun Valley Manor, vacation rental in Leesburg

Burgundy room - Loudoun Valley Manor

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Restoration B&B - Washington Room, vacation rental in Leesburg

Restoration B&B - Washington Room

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Restoration B&B Capital, vacation rental in Leesburg

Restoration B&B Capital

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Your own  amazing10,000s/f Mansion in the Heart of Wine Country w/Guitar Pool, vacation rental in Leesburg

Your own amazing10,000s/f Mansion in the Heart of Wine Country w/Guitar Pool

9 bedrooms
7 bathrooms
Sleeps 18
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Log House at Sugarloaf Mountain MD, vacation rental in Leesburg

Log House at Sugarloaf Mountain MD

5 bedrooms
6 bathrooms
Sleeps 15
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
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
More info
Vrbo.com logo
Check-in
Check-out
Karens Cottage, vacation rental in Leesburg

Karens Cottage

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Catoctin Valley Country Home, vacation rental in Leesburg

Catoctin Valley Country Home

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Sheraton Vistiana, vacation rental in Leesburg

Sheraton Vistiana

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
The Inn At Waterford, vacation rental in Leesburg

The Inn At Waterford

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
3 Bed - UNAVAILABLE, vacation rental in Leesburg

3 Bed - UNAVAILABLE

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Low Level 2-Bedroom apartment, vacation rental in Leesburg

Low Level 2-Bedroom apartment

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Couple's romantic getaway, vacation rental in Leesburg

Couple's romantic getaway

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Cabin On The Creek, vacation rental in Leesburg

Cabin On The Creek

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
DonRea Villa, vacation rental in Leesburg

DonRea Villa

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Farm View Cottage, vacation rental in Leesburg

Farm View Cottage

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Restored 1820 Waterford Village Farmhouse, vacation rental in Leesburg

Restored 1820 Waterford Village Farmhouse

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
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
More info
Check-in
Check-out
Payment Protection
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
More info
Vrbo.com logo
Check-in
Check-out
PreviousNext
1
Frequently Asked Questions about Leesburg