Holiday rentals in Rappahannock County

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Top-rated holiday rentals in Rappahannock County

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Top guest favourite
A contemporary living space features a living area with a gray sofa and a wooden coffee table, complemented by a side lamp. A dining table with place settings is positioned alongside an equipped kitchen, while a cozy rug ties the room together. Large windows allow natural light to fill the space.
Flat in Sperryville
4.99 out of 5 average rating, 190 reviews

Stonewall Abbey Apartment

This beautifully well lit contemporary apartment is located above Stonewall Abbey Wellness in vibrant downtown Sperryville. Private entrance leads you to a gorgeous apartment with a fully supplied kitchen, warm electric fireplace and outdoor eating area (small gas grill). The space is perfect for a couple or two friends to take in our local flavors, such as hiking, mountain/gravel biking, or catching up over beverages from our local breweries and wineries. We welcome pets: $50.00 pet deposit.

Guest favourite
An A-frame cabin nestled among trees features a wrap-around deck overlooking the landscape. The kitchen showcases modern appliances and a spacious counter with bar stools, while a gentle waterfall flows over rocks nearby, surrounded by lush greenery.
Cabin in Bentonville
4.96 out of 5 average rating, 220 reviews

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.

Top guest favourite
Home in Sperryville
4.97 out of 5 average rating, 311 reviews

Mountaintop Retreat

A 1958 ranch home with spectacular views, great landscaping, a terrific patio and grill, close to multiple Shenandoah National Park hiking trails, wineries, antique shops and famous restaurants. Private, secluded, ideal for 2 to six people comfortably, but will sleep 8 if needed. Nearby, Quievremont Winery Central Coffee Roasters The Inn at Little Washington The Corner Store with Rapp Pizza Before and After Dark Horse Tavern Three Blacksmiths Off the Grid Blue Door Inn 4-6 wineries

Top guest favourite
A rustic cabin is illuminated by warm golden light from its windows, set against a soft twilight sky. The log exterior reflects the vintage charm of the structure, while the surrounding trees create a serene atmosphere, inviting guests to relax on the front porch.
Place to stay in Bentonville
4.99 out of 5 average rating, 519 reviews

John Pope Cabin Browntown Va. We now have Starlink

Our cabin, located in the foothills of the Appalachian Mountains is uniquely positioned overlooking a large open field where hawks hunt and bears leisurely stroll. Our neighbors have horses that peer over the fence (nosy) pet them but don’t feed them, please. Our cabin was built in 1865 by a Confederate soldier returning from the Civil War. Eleven children were born and raised in John Pope Cabin. Our cabin is rustic. An inviting front porch with swing is waiting for you @walnuthillcabin

Top guest favourite
Cottage in Bentonville
4.97 out of 5 average rating, 571 reviews

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.

Top guest favourite
The exterior of a light blue cottage features a welcoming front porch with white railings. A red convertible sports car is parked on the gravel driveway. Lush greenery surrounds the property, complemented by a stone pathway leading to the entrance.
Home in Rappahannock
5 out of 5 average rating, 186 reviews

Mint Cottage at Little Washington

Luxurious appointments, spacious living areas and breathtaking views await you at Mint Cottage at Little Washington! This 1400-square-foot home is just a 5-minute walk or a 1-minute drive to the world-renowned Inn at Little Washington, and a short drive to spectacular hiking in Shenandoah National Park, Three Blacksmiths, craft breweries, distilleries and wineries, shops and so much more. A modern, stylish, and comfortable place to retreat, relax and reinvigorate.

Top guest favourite
A modern studio space features large windows that allow natural light to fill the room. A cozy yellow chair sits beside a small coffee table, with a guitar resting on a stand nearby. The bed area is visible in the background, framed by a stylish shelf.
Guest house in Boston
4.99 out of 5 average rating, 229 reviews

The Skyhouse- simple & serene w/mountain views

Enjoy the solace and beauty of the Blue Ridge Mountains with modern and local comforts. Retreat and explore on this old 100acre farm- via foot- or float on the tiny pond in a kayak or SUP. Or venture out to Shenandoah National Park, the local coffee shops, eateries, wineries, and breweries. Whatever you choose the skyhouse is stocked with roasted coffee, farm-fresh eggs, fresh-baked bread, teas and soaps from our incredible local homesteaders and artisans.

Top guest favourite
The white farmhouse, featuring a screened porch and a metal roof, stands among lush greenery under a clear blue sky. A large evergreen tree is visible in the foreground, alongside a smaller outbuilding. The expansive lawn offers an open view of the surrounding landscape.
Home in Woodville
4.88 out of 5 average rating, 201 reviews

Walnut Run Farm - Private & Quiet - Sperryville

A beautiful old farm in the foothills of the Blue Ridge Mountains. The 1880 farmhouse sits on a small stream that runs through the entire fifty-five acre property. The house is clean, minimally decorated, with pasture views out of every window. The farm is located 80 miles from Washington DC and just down the road from Sperryville, Shenandoah National Park, Old Rag Mountain, Luray Caverns, The Inn at Little Washington and other local attractions.

Top guest favourite
Barn in Boston
5 out of 5 average rating, 121 reviews

Pet Friendly Cottage on 21 acre farm

Enjoy the lovely, quiet setting on 21 acres. Newly renovated 2 story bank barn will be your home away from home. Soft, muted colors, zen feel. Come relax, hike, ride your bike, go wine and craft beer tasting, Copper Fox Distillery, has nice gin and bourbon if you prefer. Visit Luray Caverns and Shenandoah National Park, or shop at Sperryville gift shops, restaurants, antique markets and art galleries. Old Rag Mountain is only 20 minutes away!

Top guest favourite
A quaint building with a light grey exterior is accented by turquoise trim and windows, showcasing a charming entryway with double doors. Lush greenery is positioned in front, complementing the urban streetscape. Nearby structures reflect the historic character of the area.
Cottage in Sperryville
4.96 out of 5 average rating, 421 reviews

The River Cottage: Main Street Sperryville, VA

A Quaint private building, originally built as a Blacksmith Shop. Conestoga wagons were made behind this building near the Thornton River; now guests will enjoy a recently renovated and spacious one room 'suite' right off of Main Street. California King bed with plush bedding. Private bathroom with shower. Kitchenette with hotplate, smoothie maker, coffee maker, and microwave. Private deck that overlooks the Thornton River. Outdoor shower.

Top guest favourite
The guesthouse's exterior features sturdy stone walls and a green metal roof. White window shutters enhance the classic design. A covered porch provides a welcoming entrance, while lush green grass and neatly trimmed hedges surround the building. Scenic views of the property are visible in the background.
Guest house in Flint Hill
4.97 out of 5 average rating, 156 reviews

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.

Top guest favourite
A charming Colonial home exterior is framed by well-maintained hedges and a gravel driveway. The teal roof contrasts with the light-colored facade, while a welcoming front porch features classic columns and sweeping views of the surrounding greenery under a clear blue sky.
Home in Washington
4.98 out of 5 average rating, 187 reviews

Colonial House 3 bedr with tub next to The INN

The location and value truly can’t be beat. Escape to a romantic, private 3-bedroom Colonial home just steps from beautiful gardens and a short walk to The Inn at Little Washington. Perfect for couples or quiet getaways, featuring historic charm, luxury linens, soft lighting, and a fully equipped kitchen. Enjoy peaceful surroundings, fast WiFi, and free parking. Pets allowed only with prior approval.

Popular amenities for Rappahannock County holiday rentals