
Guesthouse vacation rentals in Shenandoah Valley
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouse rentals in Shenandoah Valley
Guests agree: these guesthouse rentals 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.
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18th Century Middleburg Cottage
This recently renovated 2-story 18th Century stone cottage is the perfect blend of rustic and luxury, featuring stone walls, exposed beams, wood floors, a stone patio and outdoor fireplace, as well as Mountain views. Property includes kitchen, bathroom, and a living space with wood stove and dining table. Upper floor features bedroom and additional reading room. Cottage is just minutes from historic Middleburg in the heart of horse and wine country, perfect for relaxing or recharging getaways.
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Carriage House private, 10 min to Shen. Nat'l Park
(NOT 40 min. from park as the Airbnb tag states--it's 10 min. from the park entrance.) 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--@10 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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Peaceful Oak Cottage
This peaceful cottage has a rustic, yet modern feel to it. It is set on the edge of a wooded area with plenty of wildlife to enjoy, near Massanutten Resort. Enjoy the ambiance of the small electric fireplace, well-equipped kitchenette and dining area, or the front porch swing. The bathroom features an old-fashioned claw foot tub, fitted with a shower head. Enjoy a complimentary bottle of sparkling cider and a basket of snacks with your stay. We look forward to extending our hospitality to you.
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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
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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.
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Waterfront Cottage Retreat with Hot Tub
"Refined with a Touch of Wild". Enjoy our country retreat minutes away from the East Coast's famous Blue Ridge Appalachian Trail & the Roanoke Valley's finest dining spots; or stay home for a home cooked meal adjacent to our unique waterfall patio. The Stonebridge Cottage is a private guest house offering the perfect mix of cozy & country with a resort-like finish. This property is part of the Sak's House Creek Retreat and can be reserved with the main house which sleeps up to 14 (9 beds).
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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.
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Solar-powered Guesthouse at Peak Time Property
This cozy guesthouse is a perfect getaway. It has SPECTACULAR views of the Priest and Three Ridges. Located in Massies Mill, it is a 20-30 minute drive to the Appalachian Trail, Wintergreen, breweries, wineries, and distilleries. It is also practically around the corner from Pharsalia Events. There are several convenience stores close by, but the closest grocery store is an 18 minute drive. Situated on 26 acres, there is more than a mile of marked trails available to walk as you wish.
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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.
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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.
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Spacious Historic Studio | 65in TV | Downtown
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*
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Popular amenities for Shenandoah Valley guesthouse rentals
Family-friendly guest house rentals

Modern Farm Stay
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Fox Hill Barn Guest Cottage Retreat
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Trailside Chalet (A storybook chalet with hot tub)
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Guesthouse with Massage Chair & GAME ROOM
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Renovated 1 bedroom guesthouse
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The Stable
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Crozet Cottage | Close to Wineries & DT Crozet
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Cottage at Frog Jump- woodland privacy at its best
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Guest house rentals with a patio

Adorable cottage with partial blue ridge views
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Romantic Mountain Getaway: Hot Tub*King Bed*Sauna
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Country Cabin near JMU/ Skyline Dr / Massanutten
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Taj Garage Guesthouse
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Lucid Dreams little house
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Historic HomeTract Cottage UVA/Charlottesville/Ivy
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“The Loft” Guest House w/wifi workspace, gym etc
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Swanky and Modern Downtown Guesthouse
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Guest house rentals with a washer and dryer

Skyhorse Retreat Guest House
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The Cottage at Dunthorpe Farm
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Mountain Home with a View
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Yoder School Guest House with wifi and hot tub
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Jewel Vinsota Artist's Guesthouse
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Entire Country Cottage guesthouse / Very Private
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Hideaway Studio on Ashtree Lane
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Stylish Carriage House Suite near Crozet center
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