
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.

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.

Hideaway Studio on Ashtree Lane
This renovated historic carriage house is 2 blocks from Harrisonburg’s vibrant downtown. The space is light and airy with gabled ceilings and sky-lights that open. It is located on a leafy residential back-alley, with private entrance and off-street parking. JMU’s bluestone campus is a 10 minute walk away. We’ve set-up this space for a range of guests: from JMU parents visiting their children to people traveling for business who are seeking a more textured experience with home comforts.

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.

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

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.

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.

Country Cabin near JMU/ Skyline Dr / Massanutten
Welcome to your very own country cabin getaway! As soon as you enter our property and take in the views we promise you will feel the stress of travel melt away. You will enjoy the scenic views of the Blue Ridge Mountains while being conveniently located minutes from shopping, JMU and all that Harrisonburg, VA has to offer. We are: 10 min to JMU Campus 10 min to Downtown Harrisonburg 15 min to Massanutten Four Season Resort 25 min to Shenandoah National Park (Swift Run Gap Entrance)

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.

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.

Bright & Spacious Studio | Downtown | 65in TV
Walk out the front door of this unique home and you are steps from all that downtown Harrisonburg has to offer: numerous restaurants, breweries, boutiques, markets, outdoor activities and JMU's campus! The late-1800’s Carriage House has been fully renovated - kick back and relax with a brand new 65in smart TV or head out for a night on the town! *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.
Popular amenities for Shenandoah Valley guesthouse rentals
Family-friendly guest house rentals

Your Perfect Blue Ridge Mountain Hideaway near 151

Beaver Pond Farm - Near Charlottesville

BrightEyes Alpaca Retreat Farmville ,Virginia

A Place of Peace

Private and Quiet Pool House Convenient Location

Private 2 King BR, 1 BA Apartment Near Wineries!

Cozy cottage nestled on 8 acres with mountain view

2 Bdrms★Pet Friendly★4K Theater★Fire Pit★Fast Wifi
Guest house rentals with a patio

Swanky and Modern Downtown Guesthouse

Solar-powered Guesthouse at Peak Time Property

Spruce Run Cottage, Farm stay on Catoctin Mountain

Guesthouse with Massage Chair & GAME ROOM

18th Century Middleburg Cottage

Cozy Shenandoah River Cabin (10min to Nat’l Park!)

Taj Garage Guesthouse

Historic HomeTract Cottage UVA/Charlottesville/Ivy
Guest house rentals with a washer and dryer

Luxury tiny house 3 min from UVA

The Cottage at Oakwood. Pet Friendly. Self Check

Stylish Carriage House Suite near Crozet center

Hebron Valley Cottage

Cottage at Frog Jump- woodland privacy at its best

La Petite Maison at Hedgeapple Hollow

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

Moon Hold Cottage - Retreat, Refresh, Recharge
Destinations to explore
- Rentals with a patio Shenandoah Valley
- Loft rentals Shenandoah Valley
- Campsite rentals Shenandoah Valley
- Rentals with outdoor seating Shenandoah Valley
- Rentals with an EV charger Shenandoah Valley
- Rentals with a fire pit Shenandoah Valley
- Dome rentals Shenandoah Valley
- Luxury rentals Shenandoah Valley
- Rentals with lake access Shenandoah Valley
- Cottage rentals Shenandoah Valley
- Apartment rentals Shenandoah Valley
- House rentals Shenandoah Valley
- Treehouse rentals Shenandoah Valley
- Nature eco lodge rentals Shenandoah Valley
- Rentals with an accessible height bed Shenandoah Valley
- Private suite rentals Shenandoah Valley
- Rentals with a fireplace Shenandoah Valley
- Ski-in/ski-out rentals Shenandoah Valley
- Smoking-friendly rentals Shenandoah Valley
- Pet-friendly rentals Shenandoah Valley
- RV rentals Shenandoah Valley
- Rentals with breakfast Shenandoah Valley
- Beachfront rentals Shenandoah Valley
- Boutique hotels Shenandoah Valley
- Serviced apartment rentals Shenandoah Valley
- Condo rentals Shenandoah Valley
- Rentals with beach access Shenandoah Valley
- Hotel rooms Shenandoah Valley
- Fitness-friendly rentals Shenandoah Valley
- Villa rentals Shenandoah Valley
- Rentals with a washer and dryer Shenandoah Valley
- Waterfront rentals Shenandoah Valley
- Tiny house rentals Shenandoah Valley
- Farmstay rentals Shenandoah Valley
- Rentals with a sauna Shenandoah Valley
- Rentals with a home theater Shenandoah Valley
- Resort rentals Shenandoah Valley
- Tent rentals Shenandoah Valley
- Barn rentals Shenandoah Valley
- Rentals with a kayak Shenandoah Valley
- Rentals with an accessible height toilet Shenandoah Valley
- Chalet rentals Shenandoah Valley
- Bed and breakfasts Shenandoah Valley
- Yurt rentals Shenandoah Valley
- Family-friendly rentals Shenandoah Valley
- Cabin rentals Shenandoah Valley
- Townhouse rentals Shenandoah Valley
- Vacation home rentals Shenandoah Valley
- Rentals with a hot tub Shenandoah Valley
- Rentals with pools Shenandoah Valley
- Guesthouse rentals United States
- Things to do Shenandoah Valley
- Nature and outdoors Shenandoah Valley
- Things to do United States
- Tours United States
- Food and drink United States
- Sightseeing United States
- Sports activities United States
- Nature and outdoors United States
- Wellness United States
- Entertainment United States
- Art and culture United States





