Holiday rentals in Middlebrook

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Top-rated holiday rentals in Middlebrook

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Guest favourite

Farm stay in Raphine

4.98 out of 5 average rating, 350 reviews

The Cottage at Hidden Valley Farm

Welcome to Hidden Valley Farm! When booking your stay, you'll have exclusive access to our three bedroom/two bathroom guest cottage! You'll be surrounded by views cattle pastures and mountains, 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/dogs/a cat), and wildlife (coyotes/turkeys/deer).

Guest favourite

Tipi in Fairfield

4.98 out of 5 average rating, 1,110 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!

Guest favourite

Tiny home in Staunton

4.92 out of 5 average rating, 119 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!

Guest favourite

Cottage in Tyro

5 out of 5 average rating, 220 reviews

Bear Creek Inn

You will be renting the 2 bedroom cottage, optional 3rd bedroom, very large, fenced yard for your pet. Relax at this quiet, peaceful place with year round trout stream. Minutes from the breweries and wineries on Nelson 151. Plenty of outdoor activities to enjoy. The George Washington National Forest is across the street for exploring, hiking and hunting. The house is only 4 miles from Crabtree Falls and several minutes from the Appalachian Trail access. Wintergreen Resort is 12 miles away.

Guest favourite

Cottage in Lexington

4.95 out of 5 average rating, 170 reviews

Irish Farmhouse-10min to Downtown Lexington

Welcome to our charming pet-friendly Irish farmhouse, set on three picturesque acres just outside Lexington. This 500-square-foot retreat features a clawfoot tub, propane fire pit, and screened-in porch with mountain views. Enjoy the cozy feel of a tiny home with plenty of space for a memorable stay. You’ll enjoy the perfect mix of country relaxation and easy access to downtown Lexington. Whether relaxing on the porch or dining on Main Street, the farmhouse offers the best of both worlds.

Guest favourite

Farm stay in Raphine

4.98 out of 5 average rating, 429 reviews

The Bread Barn

Welcome to Seasons' Yield Farm! Your retreat sits atop a working wood-fired bakery amidst a diverse 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!

Guest favourite

Farm stay in Monterey

4.99 out of 5 average rating, 447 reviews

Best views in Highland County !

Located in the pristine Mill Gap Valley. At night you can reach out and touch the stars. National Forrest is close by too. Enjoy the peace and tranquility that can only be offered in Highland county. The farm along with our Maple Syrup is certified Organic. From our apple trees to our hay and pastures. We are Organic! If you would like a tour of our farm or maple operation, let us know! By September 2020, there will be a new outdoor living area with a hot tub and dining.

Guest favourite

Cabin in Vesuvius

4.98 out of 5 average rating, 202 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 cottage to come home to- or decide to spend your days on property splashing in the creek and sitting out by the fire pit. We invite you to embrace our simpler way of life where we wholeheartedly believe that life is to be enjoyed and not endured.

Guest favourite

Cabin in Rockbridge Baths

4.97 out of 5 average rating, 304 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

Rental unit in Staunton

4.95 out of 5 average rating, 325 reviews

Travelers Nook - close to downtown

The TRAVELERS NOOK is a cute, cozy, one bedroom apartment close to downtown Staunton! It’s located on the second floor, with a private entrance. It has all the charm that you would expect to find in a cute studio apartment! Built by a local architect Tj Collins in the 1920’s. This quaint space has everything you need to enjoy your stay here in Staunton! We do accept small pets on approval with a pet cleaning charge.

Guest favourite

Tiny home in Tyro

4.95 out of 5 average rating, 115 reviews

Little is Much - Tiny on the Tye

Enjoy the peaceful sound of flowing water when you stay in this Riverfront Tiny House, located right beside the Tye River in Nelson County, VA. While staying enjoy fishing the trout stocked river, hiking the Appalachian trail or Crabtree Falls, many attractions at Wintergreen Ski Resort, beauty of the Blue Ridge Parkway, hunting in the George Washington National Forest and much more!

Guest favourite

Guest house in Staunton

4.94 out of 5 average rating, 596 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, 400 ct sheets. 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.