Family-friendly vacation rentals in Rappahannock County

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Top-rated family-friendly rentals in Rappahannock County

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite
A red A-frame cabin is surrounded by trees, featuring large front windows that invite natural light. A wooden deck extends from the cabin, leading to a cozy firepit area with green chairs. Nearby, a treehouse adds to the outdoor ambiance of the location.
Cabin in Rileyville
4.92 out of 5 average rating, 181 reviews

A Frame Cabin - Close to SNP-Deck-Views-Fire Pit!

Nestled in the heart of the Shenandoah Valley- Welcome to The Hundred Acre Wood, a sweet retreat from the hectic every day. Relax and connect with nature in Pooh’s cozy A-frame. Because doing nothing often leads to the very best something. Prep meals in the new kitchen, work remotely (if you must), and stream movies. Hang out on the deck or at the firepit enjoying mountain, river and valley views. Spend afternoons hiking countless trails nearby. But most of all, come do a little bit of nothing.

Top guest favorite
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.
Apartment in Sperryville
4.99 out of 5 average rating, 183 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 favorite
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, 213 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 favorite
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, 508 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 favorite
A charming cottage with a steeply pitched roof is surrounded by a tranquil winter landscape. Fresh snow covers the ground, and soft flakes fall gently, contrasting with the dark wood exterior. The entrance features a decorative door, framed by colorful window accents.
Cottage in Bentonville
4.97 out of 5 average rating, 564 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 favorite
A charming Colonial house features a sloped green metal roof and pale exterior walls. The landscape is trimmed with shrubs and small ornamental figures. A gravel path leads to the entrance, surrounded by a well-maintained yard. Blue sky and trees are visible in the background.
Home in Washington
4.98 out of 5 average rating, 237 reviews

Across from The Inn 2BR Half/Historical House

Completely Private 2 bedrooms at Colonial House !✨Stay in your own two levels of a beautifully restored Colonial home 2min from the world famous The Inn at Little Washington. Enjoy 2 plush queen bedrooms, 1.5 baths, spacious living room, fully equipped kitchen, & fast Wi-Fi. Relax on the front porch swing in a quiet, safe neighborhood with free parking. Need more space? The other half of the house is available for an upgrade .Perfect for romantic escapes or stylish family getaways.

Top guest favorite
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 Washington
5 out of 5 average rating, 181 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.

Guest favorite
The exterior of a multi-level lodge is displayed, showcasing large windows and a triangular roof. A spacious deck extends from the building, featuring a hammock and wooden railing. The surrounding green lawn adds to the serene atmosphere, complemented by a clear sky above.
Chalet in Front Royal
4.96 out of 5 average rating, 199 reviews

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.

Top guest favorite
An aerial view captures the farmhouse nestled in a expansive landscape, surrounded by rolling hills and patches of trees. Vibrant autumn foliage adds earthy tones to the scenery, with fields stretching towards distant mountains under a clear sky.
Home in Woodville
4.87 out of 5 average rating, 198 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 favorite
The exterior of a two-story cottage is visible, featuring a welcoming porch. Large windows allow for natural light, and seating is arranged on the porch. Surrounding greenery and a gravel pathway add to the peaceful ambiance, with a gently sloped landscape in the background.
Barn in Boston
5 out of 5 average rating, 115 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 favorite
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, 411 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 guest 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 favorite
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.
Guesthouse in Flint Hill
4.97 out of 5 average rating, 152 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.

Popular amenities for Rappahannock County family-friendly rentals