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Guest house holiday rentals in Shenandoah Valley

Find and book unique guest house rentals on Airbnb

Top-rated guest house rentals in Shenandoah Valley

Guests agree: these guest house rentals are highly rated for location, cleanliness and more.

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Top guest favourite
A charming guest house is nestled among lush green trees, showcasing a steeply pitched roof and large windows. A wooden staircase leads up to the entrance, which features a small deck surrounded by vibrant foliage.
Guest house in Hinton
4.96 out of 5 average rating, 755 reviews

StreamSide Guesthouse in Mountains/National Forest

Stream-side guest house with charming views in lovely mountain setting; just steps from trailhead into GW National Forest. Peaceful, private and all to yourself, this 720 sq ft loft is a stylish, comfy retreat. During the day go hiking, wading, or just relax on the deck overlooking the stream. At night let sounds of rushing water and the gentle voices of nature lull you to sleep. Only 11 miles to Harrisonburg. Fast wifi with Prime/Netflix. A meditative retreat from which to explore the valley.

Top guest favourite
A large green field is framed by mature trees under a partly cloudy sky. In the distance, a rustic building is visible, surrounded by lush greenery, with a gravel road leading toward it from the foreground.
Guest house in Mount Jackson
4.98 out of 5 average rating, 446 reviews

The Hay Loft

The Hay Loft sits in the middle of 43 beautiful acres, overlooking our working hay farm with stunning views of the Shenandoah Mountains. We are conveniently located near restaurants, vineyards, antiquing, battlefields, golf resorts, ski resorts and caverns. Spacious rustic/luxe suite w/gas fireplace; king bed and bathroom with tiled shower, Keurig coffee maker, microwave, toaster oven, small refrigerator, no freezer, dishes and and outdoor gas grill and indoor gas fireplace. Outdoor firepit.

Top guest favourite
The guest house is framed by lush greenery and softly illuminated by hanging lights that create a welcoming ambiance. A spacious porch with potted plants invites relaxation, while the multi-gabled roof and cupola add character to the charming exterior. Gravel pathways lead to the entrance.
Guest house in Sperryville
4.99 out of 5 average rating, 113 reviews

Countryside getaway 5 min. from Old Rag parking!

Just 5 min away from Old Rag trailhead in Shenandoah National Park and merely minutes from wineries/breweries. Our guest house is close to White Oak Canyon, Skyline Drive, Three Blacksmiths, Washington, and Luray Caverns! Book here if you like: -Escaping the hustle and bustle, and relaxing in nature -Hearing birds sing while sipping coffee/tea/wine on the porch -Observing wildlife (including our chickens and bees) -Fishing on the Hughes River in our backyard -Stargazing and spotting fireflies

Top guest favourite
A welcoming living area is highlighted by a comfortable couch, complemented by a decorative pillow. Natural light enters through windows adorned with light curtains, creating an airy feel. A stylish area rug adds warmth, while a lamp and small plant enhance the inviting atmosphere.
Guest house in Crozet
4.98 out of 5 average rating, 209 reviews

Crozet Cottage | Close to Wineries & DT Crozet

Enjoy a cozy getaway at our centrally-located carriage house, in the heart of sought-after Crozet, VA. Completely renovated in 2022, the carriage house feels brand new! Our space offers 1 queen bed and 1 full-bed pull-out couch. The space is .5 miles from downtown Crozet, 2.5 miles to King Family Vineyard and 3.5 miles to Chiles Orchard. It is equipped with a kitchen, a large closet (fits a pack n' play!), high speed internet and Apple TV. We have assigned parking spots in the driveway.

Top guest favourite
A scenic landscape features a herd of cattle grazing in a lush green field, framed by rolling hills and distant mountains. A rancher is seen overseeing the cattle near a water trough, with a partly cloudy sky providing a backdrop of natural beauty.
Guest house in Lexington
5 out of 5 average rating, 255 reviews

Spectacular Mountain views

Enjoy the breathtaking scenery when you stay in this beautiful, brand new space. A transformed outbuilding has become a quaint guest cottage with all of the amenities of home. Full kitchen w/all cooking essentials, K-cup coffee machine, new appliances, granite counter tops, full bath w/private shower and a jacuzzi tub with mountain views. Wake up in your master bedroom to spectacular mountain views. Living room w/electric fireplace, large screen TV. Your own private deck/pergola/gas grill.

Top guest favourite
A charming cottage is framed by lush greenery, with a covered porch extending across the front. Colorful flowering bushes add vibrancy to the landscape, which features well-maintained garden beds and a birdbath. The cottage is situated on a grassy area that leads to a secluded wooded backdrop.
Guest house in Syria
4.96 out of 5 average rating, 408 reviews

Little House on Strother Run

Nestled between Mount Tom and Double Top Mountain and at the edge of the Shenandoah National Forest, Little House is the perfect starting out and ending point for a peaceful and relaxing stay in the Appalachian Mountains. Little House is located at the edge of our 7 acre property. You'll enjoy the bucolic atmosphere of our farmette which includes use of our shared sitting area on Strother Run. The sitting area is shared with the main house which is rented or used by our family periodically.

Top guest favourite
A light-filled living area features two modern yellow chairs, a colorful area rug, and a small round table. A staircase with wooden railings leads to the upper level. The kitchenette is visible in the background, accompanied by cozy decor elements.
Guest house in Harrisonburg
4.98 out of 5 average rating, 107 reviews

Modern Historic Springhouse w/ fire pit Near JMU

AirBnb is centrally located to Massanutten and JMU and situated on a historic 1850s property. Guests will enjoy amazing views of the Blue Ridge Mountains while watching the cows roam on the neighboring family-run farm. If your timing is right, you will experience the occasional farm smell at no additional charge. Relax outdoors by the fire pit or set off on an adventure to nearby wineries, breweries, hiking trails, "pick-your-own" farm, mountain biking, skiing, or civil war battlefield.

Top guest favourite
A serene bedroom features a spacious bed adorned with soft linens and decorative pillows. Two bedside lamps provide gentle illumination. A large arched window allows natural light to fill the room, framed by sheer curtains. A plant adds a touch of greenery in the corner.
Guest house in Manassas
4.94 out of 5 average rating, 108 reviews

Private Luxury Retreat Close to everything!

Our new guest house features private garage and private entrance, upscale kitchenette, full bath, his and hers luxury bath robes, king size bed with luxury linens, living room with pull out queen bed, washer, dryer, deck, grill, fire pit. 30 miles to Washington DC, Close to Shopping and Restaurants (Clifton, Old Town Manassas, Occoquan, Potomac Mills), Manassas Battlefield, Close to several Wineries, 30 miles to Gold. Close to everything yet you feel like you are away from it all!

Top guest favourite
The exterior view of the cottage features a walkway leading to a white door, flanked by climbing roses and hanging flower pots. A small outdoor table and chairs are set on the gravel, inviting guests to enjoy the pleasant surroundings.
Guest house in New Market
4.98 out of 5 average rating, 457 reviews

Stay in a piece of history! Private Entire Cottage

Built in 1797, this cottage sits next to the historic William Rupp House, and is #17 on the self-guided walking tour! Although you are staying in a piece of history, you still get the privacy you need to comfortably explore all Shenandoah Valley has to offer. 19.6 miles away from JMU, 5.2 miles away from Endless Caverns, right off Interstate 81, and within walking distance of local stores, coffee shops, and restaurants... buckle in for a load of fun with this convenient location.

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, 221 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 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, 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.

Top guest favourite
A charming, two-story structure with a green metal roof is visible. The building features classic design elements and a gravel driveway, where a dark car is parked. Lush greenery surrounds the property, with distant mountains hinting at the natural landscape.
Guest house in Elkton
4.98 out of 5 average rating, 206 reviews

Carriage House private, 10 min to Shen. Nat'l Park

Private, well-appointed studio apartment. On same small farm property as main house, but separated with private entrance. Queen bed. View of the Massanutten Mountain range, grazing sheep, and beautiful sunsets. Centrally located just outside Elkton--15 minutes to Shenandoah National Park; 5 minutes to Massanutten Resort. Local restaurants, coffee shop, brewery, and town parks nearby. No smoking or pets.

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