Cabin holiday rentals in Middleburg

Riverhouse, HOT TUB Mid Century COZY RIVER Escape!

~Break FREE and lift your soul at Riverhouse! Sleeps 5 and only a 60 min drive from Washington, DC and NOVA! Picture HOT TUB relaxation with FRONT ROW RIVER VIEWS, serene privacy, and an eclectic, unforgettable vintage vibes~ Whether relaxing on your private deck or in the NEW hot tub, let the river carry your worries away and the fresh air bring you back to life! To energize, decompress, release your inner creativity, or fall in love ~for the first time or over again, choose Riverhouse!

Oatlands Creek cabin

Welcome to Oatlands Creek, the ideal getaway for relaxing and exploring Old Town Leesburg, Aldie, and Middleburg. Set on 22 private acres, driving up you’ll be greeted by horses in the neighborhood. This beautifully renovated cabin blends rustic charm with modern comforts, featuring 4 spacious bedrooms, an open dining and living space, theater room, game room, and hot tub. Whether you’re here for wine country, family visits, bachelorette parties, or work, this cabin is the perfect spot for you.

Rustic Blue Ridge Cabins

Quaint Rustic Cabin nested at the top of the Blue Ridge Mountains w/detached 150 ft² bedroom Cabin, located in the heart of Western Loudoun Wine Country. Sitting on 1/3rd of an Acre with access to wooded a trail featuring Cold Springs. Amenities-4 person hot tub, beautiful view of the Loudoun Valley, Wifi, Loft bedroom with a loft ladder, hiking along the Appalachian Trail,Shenandoah River, with restaurants, breweries, distilleries, and wineries close by! These are rustic not luxurious Cabins

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.

The Weaver’s Cottage c. 1815

Welcome to The Weaver’s Cottage c. 1815! This unique and peaceful historic property has been lovingly restored to maintain its original period character while providing modern convenience. Located in historic Waterford, VA, a National Historic Landmark, and close to many farmer’s markets, wineries, breweries, distilleries, restaurants, antiquing, endless outdoor activities, and more, you won’t lack for fun local things to do! The history of the village itself deserves to be explored.

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!

Cozy Cabin in the Clouds *skyline, wineries*

Seeking a romantic getaway? Family time or work away from the city noise?Here it is: a cozy, tranquil, nature-surrounded oasis far from city life but close to FR town. 10min from the river, horses, Skyline Drive, caverns, national parks & vineyards. *IN-HOUSE MASSAGES + ROMANTIC DECOR available on request💕. Latter includes fresh roses, rose petals, led candles, chocolates & a bottle of bubbly to enjoy while star gazing in an intimate hot tub.

Island cabin

Getaway from the city and escape to the countryside in this beautiful cabin recently renovated. Situated on a beautiful private lake, enjoy your morning coffee on the porch over looking the water, or enjoy the fire pit with the sunset. The cabin features a queen size bed, a full bathroom, a kitchenette, and a cozy living room area. There is also an outside grill and fire pit. We recently updated the kitchen and added a full size fridge/freezer.

The Grape Escape - A-Frame Cabin in Wine Country

Year-round private cabin nestled on Blue Mountain, perfect for any type of get-away needed. In the middle of wine country so you will have your pick on the top wineries, breweries in Virginia. This cozy A-frame cabin is perfect for couples and/or friends wanting to slip away and recharge. Only minutes away from Shenandoah National Park, historical downtown Front Royal, hiking and kayaking in the Shenandoah River.

Mountaintop Retreat with Wood Fired Hot Tub

Doah House is a private retreat perched on a bluff atop the Blue Ridge, with wide views over the Shenandoah Valley. A calm container for rest and observation, the pace softens, shaped by small rituals: lighting the fire, soaking in the wood-fired tub, making coffee by hand. Weather moves through the trees, changing the light, the air, the sound. Each day feels different. The forest shifts, and you might, too.

Mountain cabin near national park & wineries

Welcome to Shenandoah Mountain Retreat – a 2,300 sq ft getaway in the heart of the Shenandoah Valley. This modern, open-concept home features 3 bedrooms, 3 baths, and 5 beds, plus a movie & game room, fireplace, and reading loft. Enjoy the large wrap-around porch with dining and grill, overlooking serene mountain views. Perfect for couples, families, and friends to relax, recharge, and make lasting memories.

The Cozy Bear Cabin | Hot Tub, Fenced Yard, Games

Tucked away in the woods of Front Royal, Cozy Bear Cabin is a warm retreat with space to gather and unwind. Enjoy 3 king bedrooms, 3 full baths, a propane-fireplace living room, a stocked kitchen with island, plus a game room and movie theater. Outside, grill and dine on the decks, soak in the hot tub under string lights, and enjoy a fenced yard—minutes from hikes, caverns, Skyline Drive, and wineries.