
Guesthouse vacation rentals in Shenandoah Valley
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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.

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.

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)

Spruce Run Cottage, Farm stay on Catoctin Mountain
The cottage is located on 25 acres of mostly wooded terrain off Highway 17 near Wolfsville, Maryland, less than an hour and a half from D.C. The cottage faces the woods and the private drive down to the creek. There is almost zero light pollution at night so stargazing is incredible from the balcony. The hosts live on the property up the hill in an 1890’s chink log cabin. Although you can see our house, the cottage feels very private and is a quiet comfortable retreat in the hills.

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.

Trailside Chalet (A storybook chalet with hot tub)
The Trailside Chalet is situated on the W and OD Trail, halfway between Leesburg and Purcellville, Va - an ideal base location for visiting wineries, breweries, and the pastoral countryside of Loudoun County. The chalet will put you just steps from the trail for walking/cycling/horseback riding. Relax and enjoy the amenities of one-of-a-kind interior including wood burning fireplace and peaceful surroundings with hot tub. A perfect getaway for a couple or family.

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.

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
Popular amenities for Shenandoah Valley guesthouse rentals
Family-friendly guest house rentals

Beaver Pond Farm - Near Charlottesville

Crozet Cottage | Close to Wineries & DT Crozet

The Stable

Waterfront Cottage Retreat with Hot Tub

Cozy cottage nestled on 8 acres with mountain view

The Cock and Feather Guesthouse

2 Bdrms★Pet Friendly★4K Theater★Fire Pit★Fast Wifi

Mountain View Acres Getaway
Guest house rentals with a patio

Heron Rock: Lakefront Cottage on Lake Chesdin

Swanky and Modern Downtown Guesthouse

Solar-powered Guesthouse at Peak Time Property

Unique Historic Home

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

18th Century Middleburg Cottage

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

Taj Garage Guesthouse
Guest house rentals with a washer and dryer

Luxury tiny house 3 min from UVA

Stylish Carriage House Suite near Crozet center

Skyhorse Retreat Guest House

Hebron Valley Cottage

Private Luxury Retreat Close to everything!

Yoder School Guest House with wifi and hot tub

Private 2 King BR, 1 BA Apartment Near Wineries!

Cottage Escape in Virginia Wine Country
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