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Holiday Rentals in Loudoun County

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255 rentals in Loudoun County.
Breathtaking views  with an  indoor private pool, come escape with us, holiday rental in Loudoun County
Breathtaking views  with an  indoor private pool, come escape with us, holiday rental in Loudoun County
Breathtaking views  with an  indoor private pool, come escape with us, holiday rental in Loudoun County

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

Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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Charming Writer's Cottage in the Heart of Middleburg, holiday rental in Loudoun County
Charming Writer's Cottage in the Heart of Middleburg, holiday rental in Loudoun County
Charming Writer's Cottage in the Heart of Middleburg, holiday rental in Loudoun County

Charming Writer's Cottage in the Heart of Middleburg

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Trailside Retreat in breathtaking Western Loudoun, holiday rental in Loudoun County
Trailside Retreat in breathtaking Western Loudoun, holiday rental in Loudoun County
Trailside Retreat in breathtaking Western Loudoun, holiday rental in Loudoun County

Trailside Retreat in breathtaking Western Loudoun

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Gruner Bungalow at Otium Cellars, holiday rental in Loudoun County
Gruner Bungalow at Otium Cellars, holiday rental in Loudoun County
Gruner Bungalow at Otium Cellars, holiday rental in Loudoun County

Gruner Bungalow at Otium Cellars

Holiday Rental House
8 bedrooms
7 bathrooms
Sleeps 16
Match: Sleeps
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Mt. Gilead Sunrise- Country Suite close to wineries, breweries & wedding venues, holiday rental in Loudoun County
Mt. Gilead Sunrise- Country Suite close to wineries, breweries & wedding venues, holiday rental in Loudoun County
Mt. Gilead Sunrise- Country Suite close to wineries, breweries & wedding venues, holiday rental in Loudoun County

Mt. Gilead Sunrise- Country Suite close to wineries, breweries & wedding venues

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Beautifully Restored Log Cabin in Bluemont, VA, holiday rental in Loudoun County
Beautifully Restored Log Cabin in Bluemont, VA, holiday rental in Loudoun County
Beautifully Restored Log Cabin in Bluemont, VA, holiday rental in Loudoun County

Beautifully Restored Log Cabin in Bluemont, VA

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Beautiful farmhouse nestled on 6 acres of wooded property, holiday rental in Loudoun County
Beautiful farmhouse nestled on 6 acres of wooded property, holiday rental in Loudoun County
Beautiful farmhouse nestled on 6 acres of wooded property, holiday rental in Loudoun County

Beautiful farmhouse nestled on 6 acres of wooded property

Holiday Rental House
6 bedrooms
7 bathrooms
Sleeps 14
Match: Sleeps
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Family Friendly Mountain Cabin w/ Steam Shower! Great for Couples., holiday rental in Loudoun County
Family Friendly Mountain Cabin w/ Steam Shower! Great for Couples., holiday rental in Loudoun County
Family Friendly Mountain Cabin w/ Steam Shower! Great for Couples., holiday rental in Loudoun County

Family Friendly Mountain Cabin w/ Steam Shower! Great for Couples.

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Cozy Bear-Themed Mountain Cabin in Harpers Ferry with Relaxing Jacuzzi Hot Tub, holiday rental in Loudoun County
Cozy Bear-Themed Mountain Cabin in Harpers Ferry with Relaxing Jacuzzi Hot Tub, holiday rental in Loudoun County
Cozy Bear-Themed Mountain Cabin in Harpers Ferry with Relaxing Jacuzzi Hot Tub, holiday rental in Loudoun County

Cozy Bear-Themed Mountain Cabin in Harpers Ferry with Relaxing Jacuzzi Hot Tub

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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18th Century Stone Cottage minutes from historic Middleburg, holiday rental in Loudoun County
18th Century Stone Cottage minutes from historic Middleburg, holiday rental in Loudoun County
18th Century Stone Cottage minutes from historic Middleburg, holiday rental in Loudoun County

18th Century Stone Cottage minutes from historic Middleburg

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Guest House at 1796 Historic Farm in Wine Country, holiday rental in Loudoun County
Guest House at 1796 Historic Farm in Wine Country, holiday rental in Loudoun County
Guest House at 1796 Historic Farm in Wine Country, holiday rental in Loudoun County

Guest House at 1796 Historic Farm in Wine Country

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Historic and Updated Farmhouse Built in 1808, holiday rental in Loudoun County
Historic and Updated Farmhouse Built in 1808, holiday rental in Loudoun County
Historic and Updated Farmhouse Built in 1808, holiday rental in Loudoun County

Historic and Updated Farmhouse Built in 1808

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Private farm apartment with views, holiday rental in Loudoun County
Private farm apartment with views, holiday rental in Loudoun County
Private farm apartment with views, holiday rental in Loudoun County

Private farm apartment with views

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Blue Ridge Getaway - Sunset Views, A.T. Access, holiday rental in Loudoun County
Blue Ridge Getaway - Sunset Views, A.T. Access, holiday rental in Loudoun County
Blue Ridge Getaway - Sunset Views, A.T. Access, holiday rental in Loudoun County

Blue Ridge Getaway - Sunset Views, A.T. Access

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The PINK PEARL in Historic Leesburg, holiday rental in Loudoun County
The PINK PEARL in Historic Leesburg, holiday rental in Loudoun County
The PINK PEARL in Historic Leesburg, holiday rental in Loudoun County

The PINK PEARL in Historic Leesburg

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Cottage on King | Charming Historic Leesburg Home, holiday rental in Loudoun County
Cottage on King | Charming Historic Leesburg Home, holiday rental in Loudoun County
Cottage on King | Charming Historic Leesburg Home, holiday rental in Loudoun County

Cottage on King | Charming Historic Leesburg Home

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Bull Run Mountain Retreat, holiday rental in Loudoun County
Bull Run Mountain Retreat, holiday rental in Loudoun County
Bull Run Mountain Retreat, holiday rental in Loudoun County

Bull Run Mountain Retreat

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Royal Heritage Home * Historic Leesburg, holiday rental in Loudoun County
Royal Heritage Home * Historic Leesburg, holiday rental in Loudoun County
Royal Heritage Home * Historic Leesburg, holiday rental in Loudoun County

Royal Heritage Home * Historic Leesburg

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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Beautiful Estate Nestled in the Blueridge Near Bluemont Wine Country, holiday rental in Loudoun County
Beautiful Estate Nestled in the Blueridge Near Bluemont Wine Country, holiday rental in Loudoun County
Beautiful Estate Nestled in the Blueridge Near Bluemont Wine Country, holiday rental in Loudoun County

Beautiful Estate Nestled in the Blueridge Near Bluemont Wine Country

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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The Oculus - Huge Cabin with a Hot Tub!, holiday rental in Loudoun County
The Oculus - Huge Cabin with a Hot Tub!, holiday rental in Loudoun County
The Oculus - Huge Cabin with a Hot Tub!, holiday rental in Loudoun County

The Oculus - Huge Cabin with a Hot Tub!

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Charming, Cozy, Secluded Mountain Cabin, holiday rental in Loudoun County
Charming, Cozy, Secluded Mountain Cabin, holiday rental in Loudoun County
Charming, Cozy, Secluded Mountain Cabin, holiday rental in Loudoun County

Charming, Cozy, Secluded Mountain Cabin

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Comfortable. Spacious. Quiet. 3 miles from Dulles Airport., holiday rental in Loudoun County
Comfortable. Spacious. Quiet. 3 miles from Dulles Airport., holiday rental in Loudoun County
Comfortable. Spacious. Quiet. 3 miles from Dulles Airport., holiday rental in Loudoun County

Comfortable. Spacious. Quiet. 3 miles from Dulles Airport.

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Woodpecker Woods - Cozy Log Cabin w/ Hot Tub!, holiday rental in Loudoun County
Woodpecker Woods - Cozy Log Cabin w/ Hot Tub!, holiday rental in Loudoun County
Woodpecker Woods - Cozy Log Cabin w/ Hot Tub!, holiday rental in Loudoun County

Woodpecker Woods - Cozy Log Cabin w/ Hot Tub!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Bear Chase Cottage, holiday rental in Loudoun County
Bear Chase Cottage, holiday rental in Loudoun County
Bear Chase Cottage, holiday rental in Loudoun County

Bear Chase Cottage

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Country Cottage on 1700’s Horse Farm/Wedding Venue, holiday rental in Loudoun County
Country Cottage on 1700’s Horse Farm/Wedding Venue, holiday rental in Loudoun County
Country Cottage on 1700’s Horse Farm/Wedding Venue, holiday rental in Loudoun County

Country Cottage on 1700’s Horse Farm/Wedding Venue

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Cozy Cabin Hidden Away on a Lake!, holiday rental in Loudoun County
Cozy Cabin Hidden Away on a Lake!, holiday rental in Loudoun County
Cozy Cabin Hidden Away on a Lake!, holiday rental in Loudoun County

Cozy Cabin Hidden Away on a Lake!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Lovettsville Cottage in Heart of Wine Country, holiday rental in Loudoun County
Lovettsville Cottage in Heart of Wine Country, holiday rental in Loudoun County
Lovettsville Cottage in Heart of Wine Country, holiday rental in Loudoun County

Lovettsville Cottage in Heart of Wine Country

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Morrisonville Manor w/ Fire Pit & Hot Tub!, holiday rental in Loudoun County
Morrisonville Manor w/ Fire Pit & Hot Tub!, holiday rental in Loudoun County
Morrisonville Manor w/ Fire Pit & Hot Tub!, holiday rental in Loudoun County

Morrisonville Manor w/ Fire Pit & Hot Tub!

Holiday Rental House
8 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Rebels Rest - Cabin with Enchanting Sunset Views!, holiday rental in Loudoun County
Rebels Rest - Cabin with Enchanting Sunset Views!, holiday rental in Loudoun County
Rebels Rest - Cabin with Enchanting Sunset Views!, holiday rental in Loudoun County

Rebels Rest - Cabin with Enchanting Sunset Views!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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YELLOWWOOD COTTAGE - Private Outdoor Space Sophisticated  Sunny Luxurious Indoor, holiday rental in Loudoun County
YELLOWWOOD COTTAGE - Private Outdoor Space Sophisticated  Sunny Luxurious Indoor, holiday rental in Loudoun County
YELLOWWOOD COTTAGE - Private Outdoor Space Sophisticated  Sunny Luxurious Indoor, holiday rental in Loudoun County

YELLOWWOOD COTTAGE - Private Outdoor Space Sophisticated Sunny Luxurious Indoor

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Charming Home with Yard Near Shenandoah River!, holiday rental in Loudoun County
Charming Home with Yard Near Shenandoah River!, holiday rental in Loudoun County
Charming Home with Yard Near Shenandoah River!, holiday rental in Loudoun County

Charming Home with Yard Near Shenandoah River!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Woodsy Retreat with a Hot Tub and Seasonal Views!, holiday rental in Loudoun County
Woodsy Retreat with a Hot Tub and Seasonal Views!, holiday rental in Loudoun County
Woodsy Retreat with a Hot Tub and Seasonal Views!, holiday rental in Loudoun County

Woodsy Retreat with a Hot Tub and Seasonal Views!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Historic 180 Acre Estate In The Hunt Country Of Loudoun County, Virginia, holiday rental in Loudoun County
Historic 180 Acre Estate In The Hunt Country Of Loudoun County, Virginia, holiday rental in Loudoun County
Historic 180 Acre Estate In The Hunt Country Of Loudoun County, Virginia, holiday rental in Loudoun County

Historic 180 Acre Estate In The Hunt Country Of Loudoun County, Virginia

Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 11
Match: Sleeps
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Stunning House! Minutes From Shenandoah River, holiday rental in Loudoun County
Stunning House! Minutes From Shenandoah River, holiday rental in Loudoun County
Stunning House! Minutes From Shenandoah River, holiday rental in Loudoun County

Stunning House! Minutes From Shenandoah River

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Secluded Cabin a Stone's Throw From the A.T.!, holiday rental in Loudoun County
Secluded Cabin a Stone's Throw From the A.T.!, holiday rental in Loudoun County
Secluded Cabin a Stone's Throw From the A.T.!, holiday rental in Loudoun County

Secluded Cabin a Stone's Throw From the A.T.!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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CEDAR LANE -   Private Cottage, Sophisticated Country Charm, holiday rental in Loudoun County
CEDAR LANE -   Private Cottage, Sophisticated Country Charm, holiday rental in Loudoun County
CEDAR LANE -   Private Cottage, Sophisticated Country Charm, holiday rental in Loudoun County

CEDAR LANE - Private Cottage, Sophisticated Country Charm

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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4 Room Luxury Wellness Spa Suite.  Free Sauna & Steam Room.  Offers Spa Services, holiday rental in Loudoun County
4 Room Luxury Wellness Spa Suite.  Free Sauna & Steam Room.  Offers Spa Services, holiday rental in Loudoun County
4 Room Luxury Wellness Spa Suite.  Free Sauna & Steam Room.  Offers Spa Services, holiday rental in Loudoun County

4 Room Luxury Wellness Spa Suite. Free Sauna & Steam Room. Offers Spa Services

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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A unique mountaintop getaway overlooking Willow Croft Winery., holiday rental in Loudoun County
A unique mountaintop getaway overlooking Willow Croft Winery., holiday rental in Loudoun County
A unique mountaintop getaway overlooking Willow Croft Winery., holiday rental in Loudoun County

A unique mountaintop getaway overlooking Willow Croft Winery.

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Cozy home centrally located to historical old-town leesburg w/ HotTub, holiday rental in Loudoun County
Cozy home centrally located to historical old-town leesburg w/ HotTub, holiday rental in Loudoun County
Cozy home centrally located to historical old-town leesburg w/ HotTub, holiday rental in Loudoun County

Cozy home centrally located to historical old-town leesburg w/ HotTub

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Private10000sf Retreat GuitarPool Hottub-Wine Area, holiday rental in Loudoun County
Private10000sf Retreat GuitarPool Hottub-Wine Area, holiday rental in Loudoun County
Private10000sf Retreat GuitarPool Hottub-Wine Area, holiday rental in Loudoun County

Private10000sf Retreat GuitarPool Hottub-Wine Area

Holiday Rental House
9 bedrooms
6 bathrooms
Sleeps 24
Match: Sleeps
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Cozy Apt in Harpers Ferry by the lake!, holiday rental in Loudoun County
Cozy Apt in Harpers Ferry by the lake!, holiday rental in Loudoun County
Cozy Apt in Harpers Ferry by the lake!, holiday rental in Loudoun County

Cozy Apt in Harpers Ferry by the lake!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Stylishly restored 1800's historic home- heart of Virginia hunt & wine country!, holiday rental in Loudoun County
Stylishly restored 1800's historic home- heart of Virginia hunt & wine country!, holiday rental in Loudoun County
Stylishly restored 1800's historic home- heart of Virginia hunt & wine country!, holiday rental in Loudoun County

Stylishly restored 1800's historic home- heart of Virginia hunt & wine country!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Private 3BDR, Spacious 1LVL Home, Mins to Airport, holiday rental in Loudoun County
Private 3BDR, Spacious 1LVL Home, Mins to Airport, holiday rental in Loudoun County
Private 3BDR, Spacious 1LVL Home, Mins to Airport, holiday rental in Loudoun County

Private 3BDR, Spacious 1LVL Home, Mins to Airport

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Historic Bluemont Village Home, holiday rental in Loudoun County
Historic Bluemont Village Home, holiday rental in Loudoun County
Historic Bluemont Village Home, holiday rental in Loudoun County

Historic Bluemont Village Home

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg., holiday rental in Loudoun County
Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg., holiday rental in Loudoun County
Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg., holiday rental in Loudoun County

Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Lovely Guest House 2.5 miles from downtown Middleburg, holiday rental in Loudoun County
Lovely Guest House 2.5 miles from downtown Middleburg, holiday rental in Loudoun County
Lovely Guest House 2.5 miles from downtown Middleburg, holiday rental in Loudoun County

Lovely Guest House 2.5 miles from downtown Middleburg

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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The Van Gogh Room in Villa, holiday rental in Loudoun County
The Van Gogh Room in Villa, holiday rental in Loudoun County
The Van Gogh Room in Villa, holiday rental in Loudoun County

The Van Gogh Room in Villa

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Harpers Ferry Cabin - Walk to Private Lake!, holiday rental in Loudoun County
Harpers Ferry Cabin - Walk to Private Lake!, holiday rental in Loudoun County
Harpers Ferry Cabin - Walk to Private Lake!, holiday rental in Loudoun County

Harpers Ferry Cabin - Walk to Private Lake!

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Gorgeous, Wooded 3 Acre Estate -5 Bed/4  Bath-Leesburg/Brambleton/Aldie area, holiday rental in Loudoun County
Gorgeous, Wooded 3 Acre Estate -5 Bed/4  Bath-Leesburg/Brambleton/Aldie area, holiday rental in Loudoun County
Gorgeous, Wooded 3 Acre Estate -5 Bed/4  Bath-Leesburg/Brambleton/Aldie area, holiday rental in Loudoun County

Gorgeous, Wooded 3 Acre Estate -5 Bed/4 Bath-Leesburg/Brambleton/Aldie area

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Ashburn: Suburban, Work Friendly, & Near DC, holiday rental in Loudoun County
Ashburn: Suburban, Work Friendly, & Near DC, holiday rental in Loudoun County
Ashburn: Suburban, Work Friendly, & Near DC, holiday rental in Loudoun County

Ashburn: Suburban, Work Friendly, & Near DC

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Showing results 1-50 of 255
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