Holiday houses in Middlebrook

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Top-rated holiday rentals in Middlebrook

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Top Guest favourite

Tent in Fairfield

4.98 out of 5 average rating, 1,169 reviews

Tipi with a great view of the Blue Ridge Mountains

Our small family farm is conveniently located 10 minutes from Interstates 81/64 and historic Lexington, Virginia. The Tipi has amazing views of the Blue Ridge Mountains and all the wonders our little farm and community has to offers. We are convenient to many local attractions like hiking, swimming, brewery and vineyard tours and yet secluded enough to heal your stress, enjoy time with your family or simply a special time away from the grind. Come stay with us! You deserve sincere hospitality!

Top Guest favourite

Tiny home in Staunton

4.94 out of 5 average rating, 148 reviews

Sunrise Casita: a tiny house at Cana Barn

Our 250 sq ft tiny house was built by our talented craftswoman Kara. We used wood from our property and reclaimed materials to create a cozy and unique getaway. The front porch looks out to a beautiful view of the Blue Ridge Mountains and looks up to a local vintage sign. We are LGBTQ+ welcoming. Sunrise to us is the embodiment of a fresh start and a new opportunity. It is hope and possibility, adventure and inspiration, beauty and wonder. We hope all of this for your stay in our tiny house!

Top Guest favourite

Farm stay in Swoope

4.98 out of 5 average rating, 101 reviews

Country Retreat

Located in the central Shenandoah Valley, the house is a three-bedroom, two-bath modern country home framed with a large sitting porch looking out on the Alleghany mountains. It is the perfect getaway from the hustle and bustle. A pastoral, comtemplative setting with stunning views of sky and surrounding mountains, it is located in the middle of a working farm. Enjoy the quiet country. Use as a horse hotel, with a corral and fenced runnout It is one hour from the Lexington Horse Center.

Top Guest favourite

Place to stay in Lyndhurst

4.99 out of 5 average rating, 100 reviews

Tiny Log Cabin

This tiny hand-hewn log cabin is a perfect, peaceful, and relaxing way to unwind and reconnect with your loved one or have a personal retreat for yourself. Nestled in the Blue Ridge Mountains on 300 acres of private land with plenty of room to explore and enjoy the wild life. Come witness the brilliant night sky lying in an open field with no city lights to diminish the experience. Minutes to Wintergreen Resort, the Appalachian Trail, Sherando Lake, 4 breweries, 6 wineries, and 3 cideries.

Top Guest favourite

Treehouse in Verona

4.99 out of 5 average rating, 187 reviews

The Laurel Hill Treehouse

Fully immerse yourself in nature in this serene Scandinavian-inspired woodland retreat, perfect for a couple's getaway. The treehouse is perfectly nestled amongst the trees, offering a chance to unwind while enjoying the beautiful views of nature. Just imagine yourself relaxing on the wrap around porch, soaking in the hot tub, cooling off in the creek, & cozying up to a crackling fire. We invite you to unwind, reconnect with nature & create cherished memories in this tranquil hideaway.

Top Guest favourite

Farm stay in Raphine

4.98 out of 5 average rating, 391 reviews

The Cottage at Hidden Valley Farm & Barn

Welcome to Hidden Valley! When booking your stay, you'll have exclusive access to our three bedroom/two bathroom guest cottage! You'll be surrounded by mountainous views and pastures. Snuggle on the wrap around porch, roast marshmallows in the fire pit, and visit with horses, cattle, and our Sulcata tortoise! This is a working farm and you'll frequently see and hear farm machinery(tractors/atvs/etc.), livestock (cattle/horses/a donkey/4 dogs/a cat),and wildlife (coyotes/turkeys/deer).

Guest favourite

Cabin in Vesuvius

4.99 out of 5 average rating, 353 reviews

The Sanctuary

Nature lovers paradise! Named "The Sanctuary" for the place you can UNPLUG, unwind & find your peace! Perched up high on nearly 60 acres- you are sure to get fresh air & the rest you are searching for! Only 4 miles to Wintergreen, 6 miles to Sherando lake and backs up to the Blue Ridge Parkway there are plenty of things to do OR just relax and enjoy the crickets & stars! With crazy careers, growing kids & constant hustle- everyone needs a hide out like this every now and then!

Top Guest favourite

Farm stay in Raphine

4.98 out of 5 average rating, 460 reviews

The Bread Barn

Welcome to Seasons' Yield Farm! Your retreat sits atop a working wood-fired bakery amidst a family farm in the beautiful Shenandoah Valley. Minutes off highway 81, within 20min of Lexington and Staunton, this getaway is perfect for the guest passing through or a family looking for a rural getaway. Enjoy the solitude of the country and the yield of a wood-fired bakery. Custom made coffees delivered to your doorstep every morning! Check us out at Seasons' Yield Farm. Welcome!

Top Guest favourite

Cabin in Rockbridge Baths

4.98 out of 5 average rating, 361 reviews

Little Cabin in the Woods is quiet and secluded!

Enjoy our rustic, cozy, historic log cabin in the woods on 21 acres with two streams and a little meadow. The logs, from the 1800's, were reconfigured 17 years ago combining a rich history with high speed internet and modern amenities. Sink into the luscious bed with totally organic sheets, mattress topper, and pillows. Take a walk on the original wagon train road down to a stream or bath your senses in the majestic view of Jump Mountain from the meadow.

Guest favourite

Chalet in Vesuvius

4.94 out of 5 average rating, 235 reviews

Luxury Mountain Lodge w/ Hot Tub & Stunning Views!

Welcome to Harvest Moon Lodge & Retreat, where adventure and serenity meet. Nestled high on 9.2 acres in the heart of the Blue Ridge Mountains, this one-of-a-kind getaway offers breathtaking panoramic views and a perfect blend of luxury, comfort, and entertainment. Whether you’re unwinding on one of the two massive wraparound porches, soaking in the seven-person hot tub, or gathering around the fire pit under a star-filled sky, your mountain retreat awaits.

Top Guest favourite

Cabin in Vesuvius

4.98 out of 5 average rating, 248 reviews

Whimsical Creekside Cabin

Escape to our cabin in the Blue Ridge Mountains! Fall asleep to sounds of Little Mary’s Creek, enjoy your coffee on the wrap around deck, or delight in exploring your own 7 acres in the forest. Our cabin is a cheerful, clean, and private cottage to come home to- or spend your days on property splashing in the creek and sitting out by the fire pit.

Top Guest favourite

Guesthouse in Staunton

4.93 out of 5 average rating, 662 reviews

The Firefly Springhouse

Private cabin, with bath, located in a quiet country setting, close to town and easy access to two Interstate highways. Comfy queen bed, Climate control with state of the art Trane system. Mini-fridge, microwave, and Keurig coffee maker are included. High speed wireless internet and basic cable TV. All varieties of people are welcome here.