Guesthouse vacation rentals in Shenandoah Valley

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.

Value · Location · Outdoor spaces

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.

Location · Family · Outdoor spaces

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.

Value · Location · Nearby

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

Family · Location · Air conditioning

Cottage at Frog Jump- woodland privacy at its best

Guesthouse ideal for two people. Small cottage (1 bed, 1 bath) is situated in a country setting on ten wooded acres along a large serene pond. It features a darling kitchenette with sink, fridge, microwave and toaster/convection oven. (No stove top, no oven.) You'll enjoy birdsong and views of various wildlife. A quiet, restful place to stay when you want to be near Shenandoah Nat’l Park, UVA, Charlottesville, Virginia wineries, Monticello, Montpelier, CHO, and other close-by attractions.

Location · Family · Bathroom

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).

Family · Location · Grill

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.

Location · Value · Condition

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.

Location · Value · Checkout

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.

Value · Location · Quiet

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.

Value · Location · Nearby

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.

Value · Family · Comfort

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*

Location · Family · Parks