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Middleburg Vacation Rentals

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
28 rentals in Middleburg.
The Orchard, vacation rental in Middleburg
The Orchard, vacation rental in Middleburg
The Orchard, vacation rental in Middleburg

The Orchard

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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The following properties within 20 miles of Middleburg match all your filters:
LOG Cabin, 5 miles from town, but very country setting, vacation rental in Middleburg
LOG Cabin, 5 miles from town, but very country setting, vacation rental in Middleburg
LOG Cabin, 5 miles from town, but very country setting, vacation rental in Middleburg

LOG Cabin, 5 miles from town, but very country setting

Rental Home
2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
More info
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The Casa at Centre I A Skip to The Stadium I Go Colonels!, vacation rental in Middleburg
The Casa at Centre I A Skip to The Stadium I Go Colonels!, vacation rental in Middleburg
The Casa at Centre I A Skip to The Stadium I Go Colonels!, vacation rental in Middleburg

The Casa at Centre I A Skip to The Stadium I Go Colonels!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Countryside House w/ Amazing Views of 5 Counties!, vacation rental in Middleburg
Countryside House w/ Amazing Views of 5 Counties!, vacation rental in Middleburg
Countryside House w/ Amazing Views of 5 Counties!, vacation rental in Middleburg

Countryside House w/ Amazing Views of 5 Counties!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Historical house-pet friendly, steps from Centre College, shops and hospital., vacation rental in Middleburg
Historical house-pet friendly, steps from Centre College, shops and hospital., vacation rental in Middleburg
Historical house-pet friendly, steps from Centre College, shops and hospital., vacation rental in Middleburg

Historical house-pet friendly, steps from Centre College, shops and hospital.

Rental Home
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Secluded Creekside farmhouse, vacation rental in Middleburg
Secluded Creekside farmhouse, vacation rental in Middleburg
Secluded Creekside farmhouse, vacation rental in Middleburg

Secluded Creekside farmhouse

Rental Home
3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
More info
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The Liberty Ranch, vacation rental in Middleburg
The Liberty Ranch, vacation rental in Middleburg
The Liberty Ranch, vacation rental in Middleburg

The Liberty Ranch

Rental Home
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
More info
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Stay in the heart of Danville, vacation rental in Middleburg
Stay in the heart of Danville, vacation rental in Middleburg
Stay in the heart of Danville, vacation rental in Middleburg

Stay in the heart of Danville

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Private Queen Bedroom w Private Entrance, vacation rental in Middleburg
Private Queen Bedroom w Private Entrance, vacation rental in Middleburg
Private Queen Bedroom w Private Entrance, vacation rental in Middleburg

Private Queen Bedroom w Private Entrance

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Mid Century home close to downtown Danville.  Large yard, gameroom, vacation rental in Middleburg
Mid Century home close to downtown Danville.  Large yard, gameroom, vacation rental in Middleburg
Mid Century home close to downtown Danville.  Large yard, gameroom, vacation rental in Middleburg

Mid Century home close to downtown Danville. Large yard, gameroom

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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The Barn House, Somerset, KY, vacation rental in Middleburg
The Barn House, Somerset, KY, vacation rental in Middleburg
The Barn House, Somerset, KY, vacation rental in Middleburg

The Barn House, Somerset, KY

Rental Home
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Home in Liberty, vacation rental in Middleburg
Home in Liberty, vacation rental in Middleburg
Home in Liberty, vacation rental in Middleburg

Home in Liberty

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Beautiful Cubby Cabin On The Mountain, vacation rental in Middleburg
Beautiful Cubby Cabin On The Mountain, vacation rental in Middleburg
Beautiful Cubby Cabin On The Mountain, vacation rental in Middleburg

Beautiful Cubby Cabin On The Mountain

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Sandy Acres Hobbit - Near Galilean Home - Liberty, vacation rental in Middleburg
Sandy Acres Hobbit - Near Galilean Home - Liberty, vacation rental in Middleburg
Sandy Acres Hobbit - Near Galilean Home - Liberty, vacation rental in Middleburg

Sandy Acres Hobbit - Near Galilean Home - Liberty

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Jake's Place, vacation rental in Middleburg
Jake's Place, vacation rental in Middleburg
Jake's Place, vacation rental in Middleburg

Jake's Place

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
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Suzi's Place., vacation rental in Middleburg
Suzi's Place., vacation rental in Middleburg
Suzi's Place., vacation rental in Middleburg

Suzi's Place.

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Big Foot's Retreat- is in walking distance of Cumberland Point Recreation Area, vacation rental in Middleburg
Big Foot's Retreat- is in walking distance of Cumberland Point Recreation Area, vacation rental in Middleburg
Big Foot's Retreat- is in walking distance of Cumberland Point Recreation Area, vacation rental in Middleburg

Big Foot's Retreat- is in walking distance of Cumberland Point Recreation Area

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Unique Modern - Rustic Retreat, vacation rental in Middleburg
Unique Modern - Rustic Retreat, vacation rental in Middleburg
Unique Modern - Rustic Retreat, vacation rental in Middleburg

Unique Modern - Rustic Retreat

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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The Horse & Buggy Country Inn, vacation rental in Middleburg
The Horse & Buggy Country Inn, vacation rental in Middleburg
The Horse & Buggy Country Inn, vacation rental in Middleburg

The Horse & Buggy Country Inn

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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Spacious Home 2 Mi from Downtown Stanford!, vacation rental in Middleburg
Spacious Home 2 Mi from Downtown Stanford!, vacation rental in Middleburg
Spacious Home 2 Mi from Downtown Stanford!, vacation rental in Middleburg

Spacious Home 2 Mi from Downtown Stanford!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Stay in the heart of Danville 2, vacation rental in Middleburg
Stay in the heart of Danville 2, vacation rental in Middleburg
Stay in the heart of Danville 2, vacation rental in Middleburg

Stay in the heart of Danville 2

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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The Liberty Ranch, vacation rental in Middleburg
The Liberty Ranch, vacation rental in Middleburg
The Liberty Ranch, vacation rental in Middleburg

The Liberty Ranch

Rental Home
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
More info
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Sandy Acres Cabins (Big Cabin) - by Galilean Home, vacation rental in Middleburg
Sandy Acres Cabins (Big Cabin) - by Galilean Home, vacation rental in Middleburg
Sandy Acres Cabins (Big Cabin) - by Galilean Home, vacation rental in Middleburg

Sandy Acres Cabins (Big Cabin) - by Galilean Home

Rental Home
3 bedrooms
2 bathrooms
Sleeps 16
Match: Sleeps
More info
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Cozy Kentucky Getaway w/ Panoramic Farm Views!, vacation rental in Middleburg
Cozy Kentucky Getaway w/ Panoramic Farm Views!, vacation rental in Middleburg
Cozy Kentucky Getaway w/ Panoramic Farm Views!, vacation rental in Middleburg

Cozy Kentucky Getaway w/ Panoramic Farm Views!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Farmhouse in the Lake Cumberland area, vacation rental in Middleburg
Farmhouse in the Lake Cumberland area, vacation rental in Middleburg
Farmhouse in the Lake Cumberland area, vacation rental in Middleburg

Farmhouse in the Lake Cumberland area

Rental Home
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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The Bunkhouse, vacation rental in Middleburg
The Bunkhouse, vacation rental in Middleburg
The Bunkhouse, vacation rental in Middleburg

The Bunkhouse

Rental Home
6 bedrooms
5 bathrooms
Sleeps 15
Match: Sleeps
More info
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The Bunkhouse, vacation rental in Middleburg
The Bunkhouse, vacation rental in Middleburg
The Bunkhouse, vacation rental in Middleburg

The Bunkhouse

Rental Home
7 bedrooms
5 bathrooms
Sleeps 15
Match: Sleeps
More info
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The Knotted Nook Cabin *fire pit *tiny cabin *pet friendly *private  , vacation rental in Middleburg
The Knotted Nook Cabin *fire pit *tiny cabin *pet friendly *private  , vacation rental in Middleburg
The Knotted Nook Cabin *fire pit *tiny cabin *pet friendly *private  , vacation rental in Middleburg

The Knotted Nook Cabin *fire pit *tiny cabin *pet friendly *private

Rental Home
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Showing results 1-28 of 28
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