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Hillsboro Holiday Apartments

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50 rentals in Hillsboro.
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Stunning 3 BR/ 2 BA Mountainside Chalet, holiday rental in Hillsboro

Stunning 3 BR/ 2 BA Mountainside Chalet

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Cozy Cabin Hidden Away on a Lake!, holiday rental in Hillsboro

Cozy Cabin Hidden Away on a Lake!

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Cozy Apt in Harpers Ferry by the lake!, holiday rental in Hillsboro

Cozy Apt in Harpers Ferry by the lake!

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Shannondale Lake House, holiday rental in Hillsboro

Shannondale Lake House

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Love Cottage in Harpers Ferry by the lake!, holiday rental in Hillsboro

The Love Cottage in Harpers Ferry by the lake!

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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The Travelers Rest in Harpers Ferry by the lake, holiday rental in Hillsboro

The Travelers Rest in Harpers Ferry by the lake

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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A Restored Wagon Barn On A 1790's Farm, holiday rental in Hillsboro

A Restored Wagon Barn On A 1790's Farm

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Breathtaking views  with an  indoor private pool, come escape with us, holiday rental in Hillsboro

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

6 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps
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Paradise View OF THE Shenandoah Mountains Wineries and Breweries!!, holiday rental in Hillsboro

Paradise View OF THE Shenandoah Mountains Wineries and Breweries!!

4 bedrooms
4 bathrooms
Sleeps 7
Match: Sleeps
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Family-friendly, centrally located, quiet, updated, historic home built in 1890., holiday rental in Hillsboro

Family-friendly, centrally located, quiet, updated, historic home built in 1890.

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Hillandale Farmhouse circa 1774 - 6 bedrooms, sleeps 14, newly renovated, holiday rental in Hillsboro

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

6 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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The Countryside Home, holiday rental in Hillsboro

The Countryside Home

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Gorgeous English Hunt Country Cottage, holiday rental in Hillsboro

Gorgeous English Hunt Country Cottage

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Historic Artist's Cottage on 5 Acre Property Near Blue Ridge Mts. and Wineries, holiday rental in Hillsboro

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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Private Secluded Estate on 13 Acres, holiday rental in Hillsboro

Private Secluded Estate on 13 Acres

6 bedrooms
8 bathrooms
Sleeps 26
Match: Sleeps
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Romantic Shabby Chic Cottage on 5 Acre Property Near Wineries and Blue Ridge Mts, holiday rental in Hillsboro

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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RIVERFRONT COTTAGE (The Neon Moon), holiday rental in Hillsboro

RIVERFRONT COTTAGE (The Neon Moon)

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Blue Ridge Beauty, River Excitement, Wineries, Breweries, Casino, holiday rental in Hillsboro

Blue Ridge Beauty, River Excitement, Wineries, Breweries, Casino

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Restoration B&B -  Master Bed, holiday rental in Hillsboro

Restoration B&B - Master Bed

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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River House Near Harpers Ferry!, holiday rental in Hillsboro

River House Near Harpers Ferry!

4 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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Gorgeous, Cozy & Spacious - 20% OFF JAN/09 to APR/02, holiday rental in Hillsboro

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

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Historic Booth House at the Harpers Ferry KOA, holiday rental in Hillsboro

Historic Booth House at the Harpers Ferry KOA

6 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Golden Room at Loudoun Valley Manor near Leesburg, holiday rental in Hillsboro

Golden Room at Loudoun Valley Manor near Leesburg

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Renovated Mountain Basement Studio Near Wineries Breweries w/ Laundry & Fire Pit, holiday rental in Hillsboro

Renovated Mountain Basement Studio Near Wineries Breweries w/ Laundry & Fire Pit

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Titicaca Room, holiday rental in Hillsboro

Titicaca Room

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Meadowbrook -Entire House - Close to Vineyards and Breweries, holiday rental in Hillsboro

Meadowbrook -Entire House - Close to Vineyards and Breweries

5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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The McCoy House at the Harpers Ferry/Civil War Battlefields KOA, holiday rental in Hillsboro

The McCoy House at the Harpers Ferry/Civil War Battlefields KOA

5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Dome Of Your Dreams!, holiday rental in Hillsboro

Dome Of Your Dreams!

2 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Turquoise room at Loudoun Valley Manor - near Leesburg off Route 9, holiday rental in Hillsboro

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

1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Green room - suite at Loudoun Valley Manor, holiday rental in Hillsboro

Green room - suite at Loudoun Valley Manor

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Harpers Ferry Mountain Retreat - 3 Bedroom Near Wineries w/ Laundry & Fire Pit, holiday rental in Hillsboro

Harpers Ferry Mountain Retreat - 3 Bedroom Near Wineries w/ Laundry & Fire Pit

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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The Blueridge Cabin!, holiday rental in Hillsboro

The Blueridge Cabin!

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Sienna Room at Loudoun Valley Manor - off Route 9 near Leesburg, holiday rental in Hillsboro

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

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Burgundy room - Loudoun Valley Manor, holiday rental in Hillsboro

Burgundy room - Loudoun Valley Manor

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Shallows Room, holiday rental in Hillsboro

Shallows Room

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Restoration B&B - Washington Room, holiday rental in Hillsboro

Restoration B&B - Washington Room

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Restoration B&B Capital, holiday rental in Hillsboro

Restoration B&B Capital

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Country Cottage with Super Location All Private Suite & Breakfast Included, holiday rental in Hillsboro

Country Cottage with Super Location All Private Suite & Breakfast Included

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Your own  amazing10,000s/f Mansion in the Heart of Wine Country w/Guitar Pool, holiday rental in Hillsboro

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

9 bedrooms
7 bathrooms
Sleeps 18
Match: Sleeps
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Karens Cottage, holiday rental in Hillsboro

Karens Cottage

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Idyllic Restored 18c cabin Not Available! Wine country! Views*All Amenities., holiday rental in Hillsboro

Idyllic Restored 18c cabin Not Available! Wine country! Views*All Amenities.

2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Harpers Ferry Apt. w/ Pool, Hot Tub & Fire Pit!, holiday rental in Hillsboro

Harpers Ferry Apt. w/ Pool, Hot Tub & Fire Pit!

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Potomac Room, holiday rental in Hillsboro

Potomac Room

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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The Inn At Waterford, holiday rental in Hillsboro

The Inn At Waterford

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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3 Bed - UNAVAILABLE, holiday rental in Hillsboro

3 Bed - UNAVAILABLE

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Low Level 2-Bedroom apartment, holiday rental in Hillsboro

Low Level 2-Bedroom apartment

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Cabin On The Creek, holiday rental in Hillsboro

Cabin On The Creek

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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DonRea Villa, holiday rental in Hillsboro

DonRea Villa

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Farm View Cottage, holiday rental in Hillsboro

Farm View Cottage

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Restored 1820 Waterford Village Farmhouse, holiday rental in Hillsboro

Restored 1820 Waterford Village Farmhouse

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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