Holiday rentals with outdoor seating in Rappahannock County

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.

The Cottage

Need some time to refresh? Spending time in the foothills of the Skyline Drive at our cozy cottage may be for you. Well behaved dogs are welcome but not on furniture. The driveway is long and home is very secluded. Winter access will be subject to weather conditions. Driveway does not get plowed and gets rutty during rainy periods. Cell service is spotty on Browntown road. The cottage has a landline and wifi. Use your wifi calling feature for cell phone use. More info under photos.

Carriage House @ Sharp Rock Winery at Old Rag Mtn

Join us at Sharp Rock Vineyards in our 1850 Carriage House, a cozy romantic one room cottage perfect for a couple, set above a rushing trout stream at the base of Old Rag Mountain. Enjoy the peace of a private setting only minutes from Shenandoah National Park and hiking at Old Rag and White Oak Canyon. We are 10 minutes from Sperryville and close to local wineries, breweries, and eateries. In the evening enjoy our riverside fire pit or the brilliant firefly display on summer nights.

Skyline getaway• Hot tub• 15min to Shenandoah park

Stop right here — you’ve just found the Shenandoah escape of your dreams! 😍 *Whispering Pines Chalet* is the ultimate hideaway, packed with everything you need for a getaway full of relaxation and fun. Imagine soaking in the hot tub, surrounded by peaceful nature, or toasting marshmallows around the fire pit under a starlit sky. Plus, this charming chalet is minutes away from **Shenandoah National Park** and **Luray Caverns**, This gem books up quickly, so grab your dates now!

Mtn. Retreat, Hot Tub, Firepit, Stargazing, SNP!

Escape to Bear Mountain Retreat, a secluded log cabin nestled on 4 private wooded acres, perched on the side of the Blue Ridge Mountains and adjoining the Shenandoah National Park. Disconnect from the hustle and bustle of daily life and immerse yourself in the tranquility of nature. Fill your days exploring the endless outdoor activities the Shenandoah Valley has to offer or simply relax at the cabin and spend your evenings stargazing around the fire pit or lounging in the hot tub!

Hilltop Hideaway - Woodland Retreat/25 acres

Where nature’s embrace meets timeless serenity. Tucked away on 25 acres of pristine wilderness, this secluded retreat invites you to roam scenic trails, breathe in the crisp air, and surrender to the stillness of nature. Offering a sanctuary of comfort and relaxation. Nestled in the heart of Virginia’s picturesque Piedmont, it’ is a refuge from the chaos of daily life. Unplug. Unwind. Rediscover peace. At Hilltop Hideaway Manor, tranquility isn’t just a promise—it’s a way of life.

Bear Mountain Lodge

Bear Mountain Lodge is in the Shenandoah mountains, less than 10 minutes to the Skyline Drive - Front Royal entrance. Enjoy hiking trails, the Shenandoah River, wineries, and all of what Front Royal has to offer. Secluded property offers privacy and peace and quiet. Wifi, Cable TV, toilet paper, paper towels, shower towels, pillows, and sheets are provided. Hot Tub! Both Kuerig and drip coffee machines available. Everyday kitchen essentials included.

Summer kitchen guesthouse at Caledonia Farm 1812

Summer kitchen guesthouse built of stone in 1812 and located on a 115 acre free-range cattle farm on the National Register of Historic Places. The first floor is a living room with the original cooking fireplace and a kitchenette. Upstairs is a loft bedroom and bath. Housekeeping is provided on Monday and Friday mornings. Enjoy the peace and quiet, dark skies, scenic views, adventure, and culinary excellence of Rappahannock County.

Idle Hour at Chester Gap

Whole house in the foothills of the Shenandoah Mountains and the heart of Virginia wine country. The house is adjacent to Chester Gap Cellars, which offers weekend wine tastings, tours, hiking trails, and spectacular views. Access to the Appalachian Trail is nearby along with Shenandoah National Park, Skyline Drive, and the Shenandoah River. House features expansive back deck, outdoor dining, and private hot tub.