Vacation rentals in Midland

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Top-rated vacation rentals in Midland

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

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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
4.98 out of 5 average rating, 769 reviews

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.

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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
4.95 out of 5 average rating, 155 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.

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Top guest favorite
A spacious outdoor area features a circle of black Adirondack chairs arranged around a stone fire pit. The backdrop includes a large house with multiple windows, surrounded by vibrant autumn foliage and lush green grass.
Home in Culpeper
4.99 out of 5 average rating, 131 reviews

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.

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Top guest favorite
A covered outdoor patio is visible, featuring two wicker chairs with cushions and surrounded by planter boxes filled with flowers. A view of well-maintained greenery and a gravel area highlights the peaceful outdoor setting.
Cottage in Marshall
4.91 out of 5 average rating, 141 reviews

Garden Oasis outdoor entertainment at FrogPointe.

Nestled in between The Plains and Middleburg, this charming cottage is ready to help you relax. Perfect for family and friends during horse events nearby, like Gold Cup, Middleburg Film Festival, Christmas in Middleburg, Twighlight Polo, and much more. Fully functional kitchen with all you could need to cook a meal, fully furnished, indoor and outdoor dining, two large modern bathrooms, and internet / movies for a calm night in. Please be mindful this property is near a train track, charming!

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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
4.99 out of 5 average rating, 119 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.

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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
4.89 out of 5 average rating, 263 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.

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Guest favorite
Home in Mineral
4.91 out of 5 average rating, 106 reviews

Secluded Lakefront | Private Pool | Dock | Hot Tub

**Discover Ultimate Luxury at LesLee at the Lake: a Deep Water Lakefront Haven with Private Inground Pool, Hot Tub, and Dock** Nestled on the public side of Lake Anna, this picturesque 2.63-acre secluded property offers stunning waterfront views, a boat house for easy water access, and a lakefront fire pit. Our expansive and luxurious 9,000 sq. ft. home with game room, spacious kitchen, and movie theater, is ideal for an unforgettable escape and perfect for accommodating large groups.

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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
5.0 out of 5 average rating, 98 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.

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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
4.96 out of 5 average rating, 394 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.

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Top guest favorite
A vineyard stretches across the landscape, featuring rows of dormant grapevines along a grassy path. The scene is bathed in sunlight, with trees in the background displaying autumn foliage. A clear blue sky complements the tranquil surroundings of the farm.
Tiny home in Catlett
4.97 out of 5 average rating, 32 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!

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Guest favorite
A serene natural landscape is captured, featuring a calm lake reflecting the fluffy clouds above. Lush green fields are visible along the shoreline, while trees create a tranquil backdrop. A cozy cabin is positioned on the right, offering a peaceful view of the surroundings.
Home in Goldvein
4.91 out of 5 average rating, 43 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.

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Top guest favorite
A clear saltwater pool is surrounded by a wooden fence, with a spacious deck area nearby. The pool's surface reflects the sky, and lush green grass borders the surrounding area. A modern building is visible in the background, set against a cloudy sky.
Guesthouse in Midland
4.97 out of 5 average rating, 261 reviews

Modern Farm Stay

Enjoy a peaceful farm retreat in this cozy studio, convenient to local wineries, farm markets, the Flying Circus, and Shenandoah National Park. We’re also close to top wedding venues like Great Marsh Estate, Morais, and Poplar Springs - perfect for event guests or a quiet country getaway.

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Popular amenities for Midland vacation rentals