Vacation rentals in Middleburg

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Middleburg

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

1 of 1 pages1 / 1
Top guest favorite
The log cabin features a warm wooden exterior with a blue metal roof, nestled among trees. A screened porch allows for outdoor enjoyment while a fire pit is positioned nearby, surrounded by natural stone. The peaceful setting invites relaxation amidst the greenery.
Cabin in Myersville
4.96 out of 5 average rating, 193 reviews

Sleepy Hollow Log Cabin

Sleepy Hollow Log Cabin at Beechnut Springs is nestled in the majestic Blue Ridge Mountains. A short distance from Rt 70 as you travel down scenic route 17 following a bustling trout stream to Beechnut Springs entrance. After you arrive & settle into your secluded cabin, you will find many unique activities & quiet places in this serene setting amid the wonders of quiet waterfalls, easy walking paths, a wildlife haven, natural running streams & "The Bog Shack". Welcome to Sleepy Hollow Log Cabin

Guest favorite
A stunning sunset is displayed over a rural landscape, with warm orange and yellow hues spreading across the sky. Silhouettes of trees and rolling hills create a serene backdrop, while the softly illuminated horizon adds to the tranquil atmosphere.
Farm stay in Union Bridge
4.94 out of 5 average rating, 206 reviews

UB Paradise - Rustic, Relaxing, Amazing View

A unique rustic atmosphere, relaxing location with amazing view. Private entry, open floor plan basement is 1,300 square feet; 4 double beds, wrap around window seat, bar with kitchenette, bath/shower, and game area. We welcome those who are looking for a unique place to stay. We are close to Taneytown (Antrim 1844), Gettysburg, Frederick, Ski Liberty, Catoctin Mountain, Carroll County Wine Trail, Flood Zone. We do live upstairs, you are renting a walkin basement, and have use of outdoor spaces.

Top guest favorite
The log cabin features a spacious covered porch surrounded by trees. The wooden structure blends into the natural setting, while large windows invite natural light. The front yard is landscaped with shrubs, providing a warm and inviting entrance.
Home in Thurmont
4.87 out of 5 average rating, 617 reviews

Cabin in the Woods - Weekday Specials!

Welcome to our log cabin! This three bedroom, two bath, all-wood home is set on five wooded acres less than a mile from the main highway. There is easy access to historic Frederick and Gettysburg. Surrounded by beautiful National and State Parks and only 20 minutes from Ski Liberty. Enjoy a relaxing time surrounded by trees or take a walk along the neighborhood orchards. Sit on the covered porch, relax by the fire-pit and eat on the back patio – or if it’s cold outside, enjoy the wood stove!

Guest favorite
The charming cabin is nestled beside a serene pond, featuring a softly illuminated fountain. Twinkling string lights adorn the surrounding trees, casting a gentle glow on the property as evening falls. The warm lights from the cabin windows reflect beautifully on the water's surface.
Cabin in Wrightsville
4.98 out of 5 average rating, 230 reviews

The Roundtop Chalet (romantic couples retreat)

Indulge in a getaway to our charming cabin, the perfect retreat for all your special celebrations - be it anniversaries, birthdays, or simply a much-needed escape from routine. Perfectly designed for romantic getaways, this cabin seamlessly blends rustic charm with modern comforts. Savour the warmth of a cozy fireplace, unwinding in a hot tub,and indulge with unlimited lattes, crafted by our Breville Touch Espresso Machine. Embrace serenity at its finest and make memories that will last forever

Top guest favorite
The farmhouse exterior is showcased, featuring a white façade with brown shutters. A wide path leads to the front entrance, framed by landscaped gardens and a spacious lawn. The metal roof and symmetrical design contribute to the country charm against a backdrop of blue sky and fluffy clouds.
Farm stay in Thurmont
4.96 out of 5 average rating, 157 reviews

Private Farmhouse Escape w/ Mountain Views

Welcome to The Farmhouse at Magnolia Meadow Farms! This thoughtfully updated, 5 bedroom, 3.5 bathroom ranch-style home lives on 22 acres of total seclusion. Need a place to stay for a wedding or event, or just need to breathe some fresh air? This stunning home is the perfect, private getaway for you and the whole family while still being conveniently located. You are near: Catoctin Mountain Park Cunningham Falls State Park Downtown Frederick, MD Liberty Mountain Resort Gettysburg, PA & more!

Top guest favorite
Place to stay in Shippensburg
5 out of 5 average rating, 463 reviews

The Frame ~ Charming Nature Escape ~ Hot Tub ~ BBQ

Escape to the charming 2BR 1Bath A-frame on a secluded wooded property just 10 mins away from Shippensburg, PA. Whether you're looking to savor nature‘s tranquility from the luxurious hot tub, share stories around the fire pit, or explore picturesque Cumberland Valley, this will be the ideal starting point for your adventures. *2 Comfortable BRs *Open Design Living *Full Kitchen *Smart TV *Backyard (Hot Tub, Sauna, Fire Pit, BBQ, Outdoor shower) *High-Speed Wi-Fi *Free Parking *EV charger

Top guest favorite
An expansive open-concept living area is highlighted by large windows, providing ample natural light and panoramic views of the surroundings. Comfortable seating areas are arranged around a central coffee table, while a cozy stone fireplace serves as a focal point against a feature wall.
Home in Smithsburg
4.96 out of 5 average rating, 213 reviews

The Great Escape Lodge ~ Exquisite Mountain Views

The Great Escape Lodge is a soaring A-frame offering luxury accommodations. Owner designed and custom built in 2022, this luxury getaway is nestled in the stunning Catoctin Mountains with views parallel to those seen on Paramount's hit series Yellowstone. This exquisite residence offers outstanding interior and exterior custom touches and amenities. From the open concept great room to the massive deck with rockers and hot tub, there are endless opportunities to enjoy the scenic views.

Top guest favorite
The entrance to The Crooked Cottage is framed by wooden planks and surrounded by greenery. Two windows offer glimpses into the inviting interior, while a gravel pathway leads up to the door, playfully adorned with a sign featuring the name of the cottage.
Home in Myersville
4.98 out of 5 average rating, 299 reviews

The Crooked Cottage: a Cozy, Curated Escape

You will instantly relax in this stylish, pet-friendly home only 8 mins from I-70, exit 42. Under a canopy of trees find a beautifully landscaped yard with decks and two fire pit areas. Enjoy the well-apportioned kitchen with organic, fair trade coffee. Relax with 2 Roku TVs, games and puzzles, bathe with soaking salts and Turkish towels. For outdoor enthusiasts, pitch your tents. Sit by the wood-stove in the winter, or lay in a hammock when it’s warm. Welcome to The Crooked Cottage!

Top guest favorite
Apartment in Union Bridge
5 out of 5 average rating, 215 reviews

Luxury, Charm and Privacy in Spacious Apartment

This light and airy, basement walkout apartment is located off the beaten path on a beautiful country acre. This airy space is filled with character and charm and is fully equipped. The apartment is perfect for couples, solo adventurers, and business travelers. Located 7 miles from McDaniel College and Westminster, 20 miles from Gettysburg, and 23 miles from Frederick, it's a great location for dining, exploring, shopping and enjoying all the college has to offer.

Guest favorite
A polycarbonate dome is nestled among trees, illuminated in soft green light. The spacious deck includes a seating area and a small table. A colorful sunset is visible in the background, casting a warm glow over the Appalachian landscape.
Dome in Shippensburg
4.91 out of 5 average rating, 158 reviews

Spectacular views, intimate dome

Come experience a truly one of a kind polycarbonate dome tucked away in the Appalachian mountains! Situated on the mountainside overlooking the scenic Cumberland valley. Complete privacy, stunning sunsets, and amazing amenities! The dome is climate controlled. The spacious deck is equipped with a meticulously maintained hot tub, and a blackstone griddle. This offers the unique opportunity to be immersed in nature, yet enjoy numerous amenities and comfort.

Top guest favorite
The swimming pool is illuminated at night, casting a soft light on the water's surface. Surrounding trees create a serene backdrop, while a dog walks along the poolside. An orange traffic cone is positioned in the foreground.
Home in Sabillasville
4.94 out of 5 average rating, 145 reviews

Stoney Spring Overlook

This beautiful mountain home offers breathtaking views of the surrounding Catoctin Mountains. The area is rich with outdoor adventures and attractions. Though it feels like a peaceful retreat tucked away in the mountains, it’s only 30 minutes from Frederick, MD, historic Gettysburg, PA, and about an hour from the Washington, D.C. area. Whether you’re seeking a quiet escape or hoping to explore more of the Frederick County.

Top guest favorite
Farm stay in Taneytown
4.91 out of 5 average rating, 242 reviews

The Red Barn

The Red Barn is located in a very rural setting about 10 miles from Gettysburg. The Red Barn is approximately 1/2 mile off the main road and within a stone's throw of the Mason Dixon Line. If you are looking for a quiet space with not super internet this is the place. Plenty of books to read, miniature donkeys to watch playing with their border collie pal and on a clear night - see some awesome stars!

Popular amenities for Middleburg vacation rentals

  1. Airbnb
  2. United States
  3. Maryland
  4. Carroll County
  5. Middleburg