Waterfront holiday rentals in Rappahannock County

Old Rag Cottage - sunny 2 bedroom near everything

Cheerful two-bedroom riverfront Cottage with Wifi just 1 mi from the Old Rag Trailhead. Brand new spacious kitchen with a charming gas fireplace, deck with wonderful views, and a spacious screened in dining porch. 8 ac of private space on the Hughes River. Terrific fly fishing. Tasteful art decorated space. Spend your days hiking Old Rag and SNP and your evenings in our cozy, elegant Cottage. 15 min from Sperryville's restaurants and amenities. Perfect for a romantic, tranquil getaway from DC.

Over 250 acre retreat on the Hazel River

Escape! Cozy modern cottage on over 250 acres to enjoy, property has 3/4 mile of river frontage on the Hazel River. Miles of well maintained walking trails 15 Mins. to Historic Downtown Culpeper, a main street community with many unique shops. Known for exceptional local cuisine, breweries and many local wineries. 25 Mins. to the 3 Michelin Star Inn at Little Washington 30 Mins. to Sperryville, foothills of the Blue Ridge Mtns. just below the entrance to Skyline Drive/Shenandoah National Park.

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.

Forest Garden River House + hot tub

Relax with family and friends at this peaceful home with private access to the Thornton River. Wander the forest trails, read a book on the deck, grill dinner and make s'mores, fish, swim, and recharge in the hot tub. Wi-fi, TV, Sonos sound system, and numerous desk spaces mean you can work remotely with ease. Ample opportunities to get out and explore the beautiful countryside, with nearby Virginia wineries, stellar gourmet dining options, and the Shenandoah National Park, all within reach.

The Mill House at Ragged Ridge

Escape from the city for a peaceful retreat soaking in gorgeous views in the country. You'll find some of the best hiking in Virginia nearby, and enjoy private access to the trout-stocked Hughes River. This 1920s Craftsman-style farmhouse was completely renovated in 2024 to include all the modern amenities. In addition to brand new electrical, plumbing, and HVAC systems, you'll find a gourmet kitchen, modern finishes, a hot tub, high-speed satellite internet, and an electric vehicle charger.

Shenandoah Modern Retreat

Just 90 minutes from DC, the Shenandoah modern retreat blends indulgent comfort with rugged nature. Inside, kick back and relax in this calm, stylish space. Big windows, comfortable accommodations, and modern amenities. Outside, enjoy 12+ acres of woods, fields, streams and a pond. The northern entrance to the national park is 9 miles away, with 4 trailheads even closer. Note: The wood stove is not operational April-October. We screen the stovepipe to keep birds out, so it can’t be used.

Whispering Winds, 90 min DC, Starlink, EV port

Whispering Winds Vacation Rental New home 2017 with king bed EV charger Small pets only Starlink Internet available for working remotely, speed up to 100 mbs This beautiful vacation home located in the private gated community of River Oak is 90 minutes from Washington DC, nestled between the George Washington National Forest and Shenandoah National Park just above the South Fork of the Shenandoah River. Home with private 3.5 acre lot, minutes from Washington, DC, close to Front Royal.

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.