Holiday houses in Midland

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Top-rated holiday rentals in Midland

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Guest favourite
An A-frame cabin nestled among trees features a wrap-around deck overlooking the landscape. The kitchen showcases modern appliances and a spacious counter with bar stools, while a gentle waterfall flows over rocks nearby, surrounded by lush greenery.
Cabin in Bentonville
4.96 out of 5 average rating, 230 reviews

Timber Creek: Falls - A Shenandoah Cabin

Nestled on 8 acres, the Timber Creek Falls A-frame sits on the Shenandoah National Park border overlooking a beautiful cascading waterfall. A 90-min drive from DC, this cabin getaway will have you unwinding in tranquility. A hot tub offers views stretching 50mi to West Virginia on a clear day, and the closest neighbor is a half mile away. A truly private retreat comes w/ modern conveniences including: EV charger, smart devices, flat-screen TV, standing desk, wood burning stove & spa bathrobes.

Top Guest favourite
The recently renovated stone cottage features rustic charm with a modern metal roof. Large windows invite natural light, and the outdoor patio area is equipped with seating and an umbrella for shade, surrounded by greenery and trees.
Guesthouse in Middleburg
5.0 out of 5 average rating, 132 reviews

18th Century Middleburg Cottage

This recently renovated 2-story 18th Century stone cottage is the perfect blend of rustic and luxury, featuring stone walls, exposed beams, wood floors, a stone patio and outdoor fireplace, as well as Mountain views. Property includes kitchen, bathroom, and a living space with wood stove and dining table. Upper floor features bedroom and additional reading room. Cottage is just minutes from historic Middleburg in the heart of horse and wine country, perfect for relaxing or recharging getaways.

Top Guest favourite
A modern cabin is viewed amid tall green trees, featuring a distinctive angular design. Large windows create a seamless connection with the natural surroundings. A covered deck is furnished with outdoor chairs, providing a comfortable space for relaxation.
Cabin in Culpeper
4.96 out of 5 average rating, 111 reviews

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.

Guest favourite
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
4.88 out of 5 average rating, 257 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.

Top Guest favourite
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, 94 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.

Top Guest favourite
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
4.97 out of 5 average rating, 744 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 Fauquier's wine country it is ideal for the weekend escape, or day trips West to the mountains, East to DC or points south. Also, a perfect solution for accommodating family at get-to-gathers, wedding guest, or your "Halfway overnight stay" traveler North/ South or to the beach.

Guest favourite
An artistic illustration of a wine glass sits in the foreground, paired with a depiction of a small farmhouse nestled among rolling hills. Sunlight shines in the background, highlighting vineyards that stretch across the landscape.
Guest suite in Remington
4.92 out of 5 average rating, 65 reviews

Atelier at the Piedmont Wine Country Escape!

Remington, VA -- Charming, and newly renovated 1 BR Basement Luxury Accessory Flat with private entrance and free parking. TV, internet, and access to washer and dryer, gas grill and garden patio. Fully furnished with premium finishes and many upgrades. One block from community pool. 2 miles to route 29 and Moo Thru confectionary ice-cream. Picturesque setting with many wineries nearby; 16 minutes to restaurants and shopping in historic downtown Warrenton and Culpeper.

Top Guest favourite
Cabin in Etlan
5.0 out of 5 average rating, 215 reviews

Mountain Cabin Getaway w/WiFi, TV, Fire Pit, Patio

This unique, modern A Frame cabin is located at the foothills of The Shenandoah Mountains only minutes from Old Rag Mountain, White Oak Canyon, trout fishing, horseback riding, wineries, breweries, and more! This 400 sq ft. tiny home has all the modern amenities you need to feel right at home. Step outside, enjoy the mountain air, and relax on your private patio with a cozy,private fire. Are your desired dates already booked? Check out our other listing, Black Bear Cabin!

Guest favourite
A classic A-frame cabin is surrounded by trees, featuring a spacious deck with comfortable lounge seating. Soft lighting accentuates the inviting outdoor space, while large glass doors provide a glimpse into the cozy interior. The modern roof complements the rustic wooden facade.
Cabin in Front Royal
4.95 out of 5 average rating, 309 reviews

The Wizard's Chalet • Cozy nature escape • Hot Tub

Looking for a fun getaway in a relaxing, secluded spot? Come visit The Wizard's Chalet, a cozy & upgraded cabin located in the Shenandoah Valley just one mile from Shenandoah River access and a few miles from restaurants, wineries, basketball & volleyball courts, and more! With a fully stocked kitchen, three cozy bedrooms, high speed WIFI, hot tub, and several beautiful outdoor gathering spaces, this magical cabin is perfect for couples, friends, or the entire family!

Guest favourite
Home in Amissville
5.0 out of 5 average rating, 5 reviews

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.

Top Guest favourite
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, 382 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.

Top Guest favourite
A table set with checkered linens is surrounded by rustic wooden chairs, situated on a lush green lawn. In the background, a two-story home features a blend of contemporary and rustic design, with prominent windows and a sloped metal roof.
Apartment in Marshall
4.96 out of 5 average rating, 213 reviews

The Lodge at Turkey Creek

Your low-tech getaway awaits in the heart of the coveted Virginia Piedmont horse & wine country! Nestled in the woods at the end of a half mile private drive you will find quiet & solitude. Your tranquil sanctuary includes a charming lower level apartment and patio. Located in the midst of expansive horse farms, quaint towns, idyllic scenery, mountains and wineries. Only 40 min to Shenandoah Nat’l Park & 20 min to Sky Meadows State Park.

Popular amenities for Midland holiday rentals

  1. Airbnb
  2. United States
  3. Virginia
  4. Fauquier County
  5. Midland