Vacation rentals in Midland

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Top-rated vacation rentals in Midland

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Top guest favorite

A private cottage is nestled under a large tree, surrounded by well-kept grassy areas. The home features large windows that enhance natural light, with a welcoming entrance leading to a small staircase. The peaceful rural landscape extends in the background.

Farm stay in Warrenton

Winters Retreat Farm Cottage - Entire house

Need a change of view? Unplug, and relax in this independent private cottage on the homestead. Watch for deer, turkeys and birds in the field from the sunroom or take a hike around the farm. Centered in wine country, an ideal weekend escape, or day trips to the mountains, DC or points south. Also, a perfect solution for accommodating xtra family at get-to-gathers, wedding guest, or your "Halfway overnight stay" traveler North/ South or to the beach. Price increases due to new service fees.

4.98 out of 5 average rating, 769 reviews

Top guest favorite

A cozy seating area features a patterned sofa and a coffee table, positioned in front of a queen-size bed with red and blue accents. Exposed stone walls create a rustic charm, while soft lighting enhances the inviting ambiance.

Condo in Warrenton

Historic Two Bedroom in Old Town Warrenton

Enjoy a stay in our historic, spacious, two-bedroom apartment in Old Town Warrenton. The lower-level unit was lovingly restored with stone walls and a luxurious, charming feel. Centrally located - just a two-minute walk to all restaurants, shopping, and nightlife. It’s a great location to spend time with family and friends. Ample free parking, kitchenette, your own washer and dryer, and more. Everything you need for a perfect stay to feel right at home. Only a modest $38 cleaning fee per stay.

4.95 out of 5 average rating, 155 reviews

Top guest favorite

A hot tub is positioned on a wooden deck, overlooking a scenic valley and distant mountains. The sky is filled with vibrant hues of orange and purple as the sun sets, creating a tranquil ambiance in this outdoor space.

Cabin in Stanley

New, 5BD/4BA | hot tub, arcade, pool table, views

Welcome to this new, 2,880 sf LUXE retreat in Shenandoah Woods--a spacious cabin designed for unforgettable getaways. It features 5 king beds, 4 full baths (2 en suite, 1 adjoining, 1 hall), and stunning views from the porches, hot tub, and rooms. More highlights: ★Arcade, board games, 6 ft pool table ★Fire pit ★Elect fireplace ★Elect Grill on deck ★Smart TVs up to 70" ★Fast WiFi ★Dining for 10 ★Well-equipped kitchen ★5 mins-Stanley ★13-15 mins-Luray Caverns ★25 mins-Shenandoah National Park

4.99 out of 5 average rating, 306 reviews

Top guest favorite

A spacious bedroom features a large bed with crisp white linens and a decorative blanket. Soft lighting is provided by two bedside lamps, and a comfortable seating area is visible beside a window with sheer curtains. A ceiling fan adds comfort to the room.

Home in Culpeper

Stylish & Cozy Getaway in Historic Culpeper

Welcome to your own private Culpeper retreat! This brand new house is the perfect place to unwind and soak in the experience of southern hospitality along with photo worthy moments. The outdoor space provides the perfect place to relax and take in the stunning sunset. You’ll love spending time outside, whether you’re grilling up a delicious meal or just lounging with a good book. Thoughtfully designed to provide a comfortable modern stay. Have fun with the whole family at this stylish place.

4.99 out of 5 average rating, 119 reviews

Top guest favorite

A spacious basement area is shown, featuring a large, comfortable couch arranged around a coffee table. An exercise treadmill is positioned nearby. A ping pong table adds activity options, while windows provide natural light. The decor includes framed artwork on the walls.

Home in Linton Hall

Big Basement in Bristow, VA

Spacious private basement just minutes from Jiffy Lube Live, 30 miles from D.C., and an hour from Shenandoah. Nearby, enjoy movie theaters and great restaurants. The basement features a private entrance, cozy bed, couches, a private bathroom, a kitchenette with a microwave and fridge (no kitchen sink, stove, or oven), plus a game/exercise area. Whether you're unwinding after a concert, watching TV, playing games, or working out, this space offers comfort and convenience for a relaxing stay.

4.98 out of 5 average rating, 188 reviews

Top guest favorite

A spacious bedroom is highlighted by two large beds with decorative bedding set against a neutral-toned wall. A classic area rug lies centrally on the floor. Natural light is welcomed through the windows beside a simple television stand, with a stone fireplace providing a cozy focal point.

Guest suite in Nokesville

Luxury Private Basement w/ Theater+Arcade+Games

Unwind at this luxury private space that comes with this grand home. The space includes a state of the art theater room, Retro arcade machines, Billiard table, Dart board, Foosball, PlayStation video games and Ping pong table. Enjoy time with your family by hosting barbecues on the massive 10 acre lot along with a patio and deck that looks over the country side. The house is located in Nokesville, the area is often described as warm and friendly with local restaurants a 10 min drive away.

4.89 out of 5 average rating, 263 reviews

Top guest favorite

The kitchen features wooden cabinetry and modern stainless steel appliances. A spacious dining area is provided with a wooden table. Natural light enters through large windows, and the ceiling showcases wooden beams, enhancing the cabin-like ambiance.

Home in Warrenton

Ruffner's Ridge

Relax with the whole family or bring a gathering to our peaceful place in Warrenton, VA. The home has just been renovated with high end finishes and maintains a cabin-type feel with vaulted ceilings and custom woodwork. Our beautiful home sits on 20 acres of open and wooded areas and has a small creek. There is ample room for parking and a large open field for activities. Near by you will find two fantastic wineries, a brewery, golf, and we are a short drive to downtown Warrenton, VA.

5.0 out of 5 average rating, 98 reviews

Top guest favorite

A black barn structure is featured, set against a twilight sky with soft clouds. Pathways lined with gravel lead to the entrance, surrounded by manicured greenery. The serene landscape captures the essence of a rural getaway, inviting guests to unwind in nature.

Barn in Middleburg

The Hayloft

🐞1 mile from the town of Middleburg, this one-of-a-kind bank barn has been newly renovated into a traveler's dream! Come with a group of your best friends to explore the local wineries or bring your family to enjoy the quaint town of Middleburg. 🎶 We host travelers and dreamers, not DJs and dance floors—no weddings or events, please. 🚭 Smoking is strictly prohibited anywhere on the property. 👙Get access to the Middleburg Community Center Pool for just $5 per person

5.0 out of 5 average rating, 81 reviews

Top guest favorite

Home in Amissville

Valley View Farmhouse · Hot Tub, Fenced Pasture

Escape to Valley View Farmhouse, a historic farmhouse set on 12 peaceful acres of rolling pastures, orchards, and open skies. Enjoy a sunset soak in the hot tub, gather around the fire pit, or relax in the sunroom overlooking the Shenandoah Valley. A fenced yard for pups, seasonal fruit trees, and a neighboring pasture with grazing cattle complete the experience. With historic character, modern comforts, and golden-hour views, this is a one-of-a-kind countryside retreat.

5.0 out of 5 average rating, 10 reviews

Top guest favorite

A weathered wooden fence is presented in the foreground, supporting a round sign that reads 'The SOPER House, Est. 1964.' The backdrop features a cluster of trees with autumn leaves, and the cottage can be seen softly illuminated in the distance.

Cottage in Warrenton

The Soper House-A Quaint & Lovely Country Getaway

The Soper House is a 1,000 sq.ft. ranch-style home with 3 bedrooms & 1 bath perfectly situated on a 5 acre farmette. Located in Fauquier County, VA. also known as Hunt, Horse & Wine country, each of the bedrooms uniquely displaying these historical themes. This charming cottage has a fully functional eat-in kitchen, a living room & a mudroom with W/D for your use. There are a few neighbors that are visible & we live in the adjacent property & can be easily available.

4.96 out of 5 average rating, 396 reviews

Guest favorite

Yurt in Front Royal

Skyline Yurt: Hot Tub~Wood Stove~WiFi~Pet Friendly

Escape to Blue Ridge views at Skyline Yurt, a design-forward mountain retreat near Washington, DC. Watch the valley from the elevated deck, soak in the private year-round hot tub, and gather around the propane fire table as the sun sets. Inside, enjoy the soaring dome, wood stove, pool table, PS5 and fully stocked kitchen. Pet friendly and 20 minutes from Skyline Drive.

4.97 out of 5 average rating, 221 reviews

Top guest favorite

The exterior of the house is visible, showcasing a modern design with large windows. In the foreground, an Adirondack chair with a blanket draped over it is surrounded by tall grasses, creating a serene country setting.

Home in Rixeyville

Private Modern Farmhouse on 12 acres, Pet-friendly

Kick-back & relax in a private country setting all your own. The house is set on 12 spacious acres with loads of modern amenities; it is the perfect place for families & friend groups to get away from it all. The property is owner operated with hassle free check-in & check-out, plus pets stay for free!

4.98 out of 5 average rating, 52 reviews