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Vacation rentals in Middleburg

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Top-rated vacation rentals in Middleburg

Guests agree: these stays are highly rated for location, cleanliness, and more.

Loft in Walkersville
Daysville Inn- Boho Farmhouse Apt
This farmhouse apartment is perfect for your next visit to the Walkersville/Frederick MD area! Peacefully private from the hosts’ home, and conveniently located just 2 miles from the popular Walkers Overlook Wedding Venue, and 7 miles from the fun downtown Frederick! With many popular breweries/wineries surrounding it, it’s your perfect weekend getaway! It even comes with two friendly goats our guests are welcome to pet! No hotels are closer! We hope you book your stay today at Daysville Inn!
$94 per night
Home in Union Bridge
Cozy Country Retreat on a Horse Breeding Farm!
Embrace your inner equestrian with a one-of-a-kind stay at this beautifully furnished Union Bridge home, located just minutes from Gettysburg attractions and Maryland wine country. Once you've settled in, breathe in the fresh country air and take in the views from the private patio, or venture out on a walk through the grounds. After long days of exploring via trail, tour, or horseback, you'll love coming home to the tranquil and spacious setting of this 1-bedroom, 1-bath vacation rental.
$135 per night
Home in Keymar
Keymar Cottage
Stay in this stone rancher in beautiful rural Frederick County half an hour from historic Gettysburg and Frederick. The property is surrounded by fields on three sides with a great view of the mountains (unless the corn is too tall). Watch the sunrise from the front porch and sit on the back patio to watch the sunset. There is a two-car garage and a macadam driveway for parking. The six-tenths acre property includes a nice grassy lawn, trees and shrubbery and a picnic table on the patio.
$84 per night

Other great vacation rentals in Middleburg

Home in Woodsboro
Peaceful Retreat Getaway
$107 per night
Rental unit in Union Bridge
Historic Apartment in Frederick Co.
$100 per night
Private room in Gettysburg
Newly renovated room with free parking.
$81 per night
Cottage in Fairfield
The Cottage
$100 per night
Home in Blue Ridge Summit
Colonial Era Spring House
$130 per night
Farm stay in Mount Airy
Historic Farmhouse on Brewery Property
$115 per night
Private room in Taneytown
Home Away From Home- Single Bed
$40 per night
Loft in Emmitsburg
The MD / PA Line Retreat: Scenic Country Getaway!
$106 per night
Private room in Westminster
Historic Estate near Gettysburg (Room 3)
$75 per night
Private room in Westminster
Historic Estate near Gettysburg (Room 2)
$75 per night
Loft in Westminster
Luxury Downtown Loft
$126 per night
Cabin in Middletown
Charming vintage cabin in the ❤️ of Middletown.
$125 per night
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