
Vacation rentals in Midland
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Top-rated vacation rentals in Midland
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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
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
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, 305 reviews
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
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
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
Heated Pool~Huge Arcade~Theater~Hot Tub~Firepit
Heated outdoor pool (open from March to October) ~ Hot tub ~ Theater room w/ 100" TV ~ Arcade game room ~ Wet Bar ~ Firepit ~ Player Grand Piano ~ Griddle BBQ ~ Large 4k TV in every room ~ 6 King beds, 2 twin/full bunk beds, 1 twin bunk bed ~ Large dining room ~ Fully stocked kitchen ~ 48A Universal/Tesla EV Charger ~ Board games ~ Outdoor games ~ 3 Dedicated workspaces ~ High speed internet ~ Cell service ~ Nearby wineries/breweries, Shenandoah National Park, Luray Caverns
4.98 out of 5 average rating, 61 reviews
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, 395 reviews
Charming Cottage/Hot Tub, in a certified wildlife
Enjoy 5 acres of space we have a fire pit with swings and comfortable chairs, we also have a section with picnic tables and a large grill and also a trampoline bed, and plenty of room for any event you have . You can also enjoy our beautiful house and also a large hot tub for 7 people and if you don't want to get wet, we also have a giant chess set that you will like to relax in.
4.75 out of 5 average rating, 97 reviews
Elda Gardens Cottage
Located on 30 acres 1 hour south of DC, surround yourself in nature at our farm cottage. Views of the vineyard and sheep will greet you at the front door. Quiet area in the heart of the Civil War history, let our cottage be your escape to the countryside. Enjoy all the seasonal delights the farm has to offer!
4.97 out of 5 average rating, 32 reviews
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
Lakeview Cabin
secluded nature paradise. Bird sanctuary. Bring your hiking boots, binoculars. This property is away from city lights, quiet, peaceful as the deer, wild turkey, native ducks and native birds of all kinds like it here. Cozy cabin in the middle of over 100 acres of pristine Virginia heritage land.
4.91 out of 5 average rating, 43 reviewsPopular amenities for Midland vacation rentals
Other great vacation rentals in Midland

The Hayloft
5.0 out of 5 average rating, 81 reviews
Old Town Warrenton Apartment, Walkable to Main St.
5.0 out of 5 average rating, 37 reviews
The Lake Jackson House
4.99 out of 5 average rating, 71 reviews
1910 Farmhouse on 6 Acres • VA Wine Country
4.95 out of 5 average rating, 44 reviews
Entire Lakehouse property / Private DOCK (DC/DMV )
4.8 out of 5 average rating, 88 reviews
Brandy Station Farm Stay
4.94 out of 5 average rating, 195 reviews
Tanglewood Farm Cottage ( Kids & Horses Welcome)
5.0 out of 5 average rating, 49 reviews
Winter Wood Farm
5.0 out of 5 average rating, 6 reviewsDestinations to explore
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