
Guesthouse holiday rentals in Shenandoah Valley
Find and book unique guesthouse rentals on Airbnb
Top-rated Guesthouses in Shenandoah Valley
Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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.

Mountain View Acres Getaway
Enjoy nature in a beautiful peaceful setting with 100 acres of privately owned property. Breathtaking panoramic views spanning 45 miles in a tranquil natural spot with hiking trails throughout. Handicap accessible. Within a short drive of 2 major ski resorts, the Flight 93 Memorial and 2 wineries. Several restaurants and a brewery also within a 15 minute drive. The property includes an outside firepit that is a favorite place for guests to relax and enjoy the breathtaking views of the mountains.

Historic HomeTract Cottage UVA/Charlottesville/Ivy
Hometract Cottage is a historic one bedroom home (NRHP, circa 1800) centrally located 15 minutes or less from Charlottesville, UVA, Crozet, Monticello, wineries and more. The cottage features ensuite bath, fully stocked kitchen, living/workspace with comfortable sleeper sofa, mature landscaping for privacy, and covered front porch. Hometract is a quiet 3-acre property with terraced garden views. Visit our chicken coop, relax in the hammock, or walk to the garden shop or Duner's restaurant.

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

Jewel Vinsota Artist's Guesthouse
Less than a mile from the Appalachian Trail, the dog-friendly Jewel Vinsota Artist's Guesthouse is the perfect get-away to explore nature or your artistic leanings. The house is full of original artwork, hand-crafted details, and books on art and architecture. Wander the grounds and find sculpture, ponds, and trails through the woods. Want to hike the entire 40-mile length of Maryland on the Appalachian Trail? Start and end at the Jewel Vinsota and we can drop you off and pick you up.

Romantic Mountain Getaway: Hot Tub*King Bed*Sauna
This newly renovated guesthouse is the perfect place to relax and refresh. This 10 acre property is nestled in the heart of the Shenandoah Valley!! Close to hiking, wineries, the river! Soak in the hot tub overlooking the mountains, relax in the dry sauna, take in the nature as you paddle on the private pond or lounge on the dock. Rest well in the new memory foam king bed. This is the perfect place to return after a day of exploring or simply spend the day relaxing.

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.

Spacious Historic Studio | Downtown | 65in TV
Discover downtown Harrisonburg from this unique, renovated 1800s Carriage House studio. Perfect for 2-3 guests, this bright space features a king bed, kitchenette, and a 65" Smart TV. Enjoy a private entrance and free parking, just a 5-minute walk from Main Street's dining, breweries, and JMU's campus. Your ideal base for city exploration or a cozy retreat. *This unit is pet-friendly, but you MUST have your furry friend listed on your reservation*

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.

Cozy 1 room cabin in the mountains.
In the heart of the Shenandoah mountains. 1 mile from White Oak Canyon and Old Rag for amazing hikes. Perfect for the fly fisherman (lots of local streams) or a nice quiet get-away for a couple. Once you park your car you can sit back and just listen to the river flowing in the back yard & enjoy a nice beverage next to the fire pit. The property is a very special place! UPDATE: New kitchen counters and new table and chairs

Trillium Acres Guest House
Located 10 miles from downtown Morgantown and the stadium. Cooper's Rock is just 12 miles away, with hiking, mountain biking and rock climbing. Our cozy house with modern amenities can accommodate 6 people with 2 queen beds, 1 twin and a queen pull-out sofa. Trillium Acres Cottage and Trillium Acres Hilltop are next door and a short walk through the woods for larger groups needing more space.

Hall Guest House- Hot Tub- Sauna
Spend a relaxing weekend in the comforts of the Hall Guest House. Nestled against the Massanutten Mountains, this cozy retreat is perfect for a quiet get-away alone or with your favorite person. The guest house offers a private entrance, luxury queen bed, full bathroom, sauna, outdoor hot tub, and bar area with grill and half bath. The main house is occupied by the property owner and family.
Popular amenities for Shenandoah Valley guesthouses
Family-Friendly guesthouses

Your Perfect Blue Ridge Mountain Hideaway near 151

Stay in a piece of history! Private Entire Cottage

Country Cabin near JMU/ Skyline Dr / Massanutten

Guesthouse with Massage Chair & GAME ROOM

Crozet Cottage | Close to Wineries & DT Crozet

Cozy cottage nestled on 8 acres with mountain view

Homestead at HeartRock

Peaceful Oak Cottage
Guesthouses with a patio

Swanky and Modern Downtown Guesthouse

Solar-powered Guesthouse at Peak Time Property

Unique Historic Home

Charming, Private 1 Bedroom Suite in Downtown

“The Loft” Guest House w/wifi workspace, gym etc

18th Century Middleburg Cottage

Crestvue Cottage

Cozy Shenandoah River Cabin (10min to Nat’l Park!)
Guest house rentals with a washing machine and dryer

The Cottage at Oakwood. Pet Friendly. Self Check

Stylish Carriage House Suite near Crozet center

Skyhorse Retreat Guest House

Trailside Chalet (A storybook chalet with hot tub)

A Place of Peace

Mountain Home with a View

Private 2 King BR, 1 BA Apartment Near Wineries!

Pond Hill Guesthouse- 2 Bedroom w/Hot Tub & WiFi!!
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