Guest house holiday rentals in Shenandoah Valley

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Top-rated guest house rentals in Shenandoah Valley

Guests agree: these guest house rentals are highly rated for location, cleanliness and more.

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Top guest favourite
A charming guest house is nestled among lush green trees, showcasing a steeply pitched roof and large windows. A wooden staircase leads up to the entrance, which features a small deck surrounded by vibrant foliage.
Guest house in Hinton
4.97 out of 5 average rating, 774 reviews

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.

Guest favourite
Guest house in Shenandoah
4.9 out of 5 average rating, 196 reviews

Guesthouse with Massage Chair & GAME ROOM

Come and enjoy this newly remodeled, quiet and centrally-located guest house in the heart of beautiful Shenandoah. About 15 minutes from Massanutten resort, and Shenandoah National Park. Walking distance to multiple restaurants including Italian and Mexican, Big Gem park, and Dollar General, and Fuel stations nearby. Outside you have access to common amenities including the game room building, hot tub and sauna building, two fire pit areas, a spaceball gyro ride, tennis rackets, and corn hole.

Top guest favourite
A cozy interior space features a comfortable sofa and a spacious bed adorned with a quilt. A dining area with four chairs is visible, along with a wooden cabinet and a mounted television. Natural light streams in through the windows, complemented by warm wooden accents.
Guest house in McGaheysville
4.97 out of 5 average rating, 363 reviews

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.

Top guest favourite
The guest house is framed by lush greenery and softly illuminated by hanging lights that create a welcoming ambiance. A spacious porch with potted plants invites relaxation, while the multi-gabled roof and cupola add character to the charming exterior. Gravel pathways lead to the entrance.
Guest house in Sperryville
4.99 out of 5 average rating, 135 reviews

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

Top guest favourite
A hot tub is situated on a grassy area, surrounded by trees and a view of a flowing creek in the background. Decorative string lights hang overhead, enhancing the tranquil outdoor space under a clear blue sky.
Guest house in New Castle
4.94 out of 5 average rating, 198 reviews

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).

Top guest favourite
Lush green grass stretches across the foreground, leading to a scenic vista dominated by rolling hills and misty mountains. The trees display varying shades of green, indicating the freshness of spring, with a backdrop of soft clouds partially covering the peaks.
Guest house in Massies Mill
4.99 out of 5 average rating, 108 reviews

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.

Top guest favourite
A welcoming living area features a large area rug with floral patterns. Two couches provide comfortable seating, and a flat-screen TV is mounted on the wall. The open layout allows views into the kitchen and dining space, enhancing the connection between areas.
Guest house in Mount Crawford
4.96 out of 5 average rating, 191 reviews

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)

Top guest favourite
The spacious studio features a queen-sized bed adorned with yellow accents, surrounded by lush greenery. Natural light streams through multiple windows, illuminating modern furnishings, including a kitchenette and a coffee station. A cozy rug lies below, enhancing the inviting atmosphere of the room.
Guest house in Richmond
4.96 out of 5 average rating, 328 reviews

Funky, Private Guesthouse Near Richmond Food Scene

Welcome to the Yellow Tiger’s Den, a private, tucked-away guesthouse filled with bold color, thoughtful design, and a little Richmond edge. Set above a spiral staircase for total privacy, this sunny studio blends mid-century modern style with curated yellow accents, a cozy private patio, and everything you need for a relaxed stay. Located in Richmond’s historic Battery Park neighborhood, you’re minutes from the city’s growing food scene, local attractions, and easy highway access.

Top guest favourite
The exterior view of the cottage features a walkway leading to a white door, flanked by climbing roses and hanging flower pots. A small outdoor table and chairs are set on the gravel, inviting guests to enjoy the pleasant surroundings.
Guest house in New Market
4.98 out of 5 average rating, 502 reviews

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.

Guest favourite
A modern studio space features large windows that allow natural light to fill the room. A cozy yellow chair sits beside a small coffee table, with a guitar resting on a stand nearby. The bed area is visible in the background, framed by a stylish shelf.
Guest house in Boston
4.97 out of 5 average rating, 234 reviews

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.

Top guest favourite
A small, rustic cabin is set amidst a lush green landscape, framed by trees. The cabin features a front porch with a green door and a chimney, surrounded by a well-maintained grassy area. Natural light filters through the foliage, creating a serene atmosphere.
Guest house in Syria
4.88 out of 5 average rating, 711 reviews

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

Guest favourite
The exterior of the guest house displays a rustic wooden facade, featuring stone accents and a large arched window. Two outdoor light fixtures are positioned on either side of the entrance, enhancing the inviting appearance of the structure amidst lush greenery.
Guest house in Harrisonburg
4.9 out of 5 average rating, 119 reviews

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.

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