Vacation rentals in Midland

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.

Family · Location · Indoor spaces

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.

Location · Family · Long stay

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

Family · Location · Comfort

Large Arcade ~ Hot tub ~ Firepit ~ BBQ ~ King Beds

Arcade game room! ~ Hot tub ~ Firepit ~ 48A Universal/Tesla EV Charger ~ Griddle BBQ ~ Large 4k TV in every bedroom ~ 3 King, 1 Queen, 2 full bunk beds ~ Board games ~ Outdoor games ~ Nearby wineries/breweries, Shenandoah National Park, Luray Caverns ~ High speed internet ~ Cell service ~ Dedicated workspace ~ Large dining room and fully stocked kitchen Welcome to Culpeper Manor! Our **newly refinished** spacious and luxurious vacation home, located on a wooded lot in a peaceful neighborhood.

Location · Family · Biking

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.

Family · Location · Biking

Bison Farm - Cabin "Brisa"

Bison Farm cabin in a very secluded section toward the back side of a 300 acre working bison farm. This is a tiny home Park Model with 400 sq. ft. and a nice spacious covered deck providing an outdoor living room. The kitchen has a 2-burner induction cook-top, a convection oven that is also a microwave and a small refrigerator and freezer two drawer unit that has decent space but is not a full sized appliance. Note: bison rotate pastures daily. Please don't expect them in your cabin view.

Location · Family · Bathroom

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.

Value · Location · Amenities

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.

Family · Location · Checkout

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

Value · Family · Amenities

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.

Location · Family · Check-in

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.

Location · Family · View

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!

Location · Value · Decor