Holiday home rentals in Shenandoah Valley

Find and book unique holiday home rentals on Airbnb

Top-rated holiday home rentals in Shenandoah Valley

Guests agree: these holiday home rentals are highly rated for location, cleanliness and more.

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Guest favourite
A spacious living area features a high vaulted ceiling with exposed wooden beams. Light hardwood floors complement the modern furnishings, including a grey leather sectional and two armchairs. Large sliding glass doors open to a deck, while a television is mounted on the wall.
Holiday home in Leesburg
4.92 out of 5 average rating, 139 reviews

Luxury Private Estate Mins to Winery /Brewery

Bring the whole family to "FORTUNE HARMONY ESTATE" with lots of room for fun. 3 LV, 6BR, 4 BA. UL: huge owner's suite, Bluetooth skylight. Primary BA: lux bath w/heated floors, soaking tub. The primary suite has a private living room that leads to a balcony. Huge open kitchen with high-end appliances, double wall-oven, oversized island, granite counters, skylights, heated floors, new sunroom, ceiling speakers. Covered Porch with Brand New Hot Tub. Beautiful outdoors with firepit under the stars

Top guest favourite
The cabin's exterior is surrounded by lush greenery, featuring a spacious porch with seating and a hot tub nearby. The two-story structure is constructed of wood, with large windows allowing natural light to fill the interior. A picnic table is located in the yard.
Holiday home in Lovingston
4.96 out of 5 average rating, 236 reviews

Ultimate cabin in the mountains

This unique and secluded cabin sits on 75 acres in the Blue Ridge mountains. Enjoy the cozy wood fireplace, hot tub, charcoal grill, and fast, reliable fiberoptic internet if you need to get some work done while you're away. It has a washer and dryer, a full kitchen, and is pet-friendly (no pet fee!), so you can enjoy it with the whole family. There is a 4K 55” smart TV with apps, a Tesla LVL 2 charger, a cabinet full of board games, books, and plenty of items to entertain both kids and adults!

Guest favourite
The exterior of a large red barn-style building is visible amidst autumn foliage, with vibrant orange and yellow leaves. A gravel driveway leads to the entrance, where white railings and steps are featured. Surrounding trees create a serene and natural setting.
Holiday home in Montvale
4.9 out of 5 average rating, 108 reviews

Red Barn Spirit retreat by Blue Ridge Parkway

Welcome to the Red barn spirit retreat two bedroom apartment with Wi-Fi. Nestled in the Blue ridge mountains just outside of Roanoke. Our accommodations are located ten minutes off the Blue Ridge parkway and the Appalachian trail. A short drive to Peaks of Otter. Relax, and find peace within. Please note, this is a smoke & alcohol free property and is a spiritual sanctuary. This is not a place to party. Guests can enjoy the quiet restorative nature of our farm. Guest must have own car 2 max

Top guest favourite
Holiday home in Oakland
4.97 out of 5 average rating, 130 reviews

Lakefront Cabin in Stunning Storybook Setting

Reconnect with nature, relax, recharge, & rejuvenate. Our newly updated cabin & incredible setting is just what you need. Lakefront views with boat slip, kayak, hot tub & more. Come enjoy this one of a kind home for fishing (a trout brook runs through our property), bird watching, meteor showers, boating, foliage, horseback riding or skiing (10 mins from Wisp). Within mins you’ll find: hiking, ATV riding, white water raffling, countless farms & restaurants & more. IG page at CampLittleBearMD.

Guest favourite
The historic brick farmhouse features a welcoming front porch with a white railing and steps leading to manicured gardens. An American flag hangs proudly, and the backdrop reveals a distant red barn and lush green fields under a partly cloudy sky.
Holiday home in Fairfield
4.92 out of 5 average rating, 122 reviews

Timber Ridge Manor near W&L,VMI, & Horse Center

Pastoral & mountain views are beckoning you to come & relax at our beautifully restored Timber Ridge House, adjacent to our farm winery at Ecco Adesso Vineyards. The charming historical home has 4 bedrooms w/a 5th room that works as den/bedroom on 2 acres of land. Gather around the firepit, sit on the front porch and watch the sunset, enjoy the hiking trails at Ecco Adesso Vineyards farm or check out the tasting room. It is truly the perfect getaway & conveniently located near Lexington, VA.

Guest favourite
The living room features a striped sofa and a wooden coffee table atop a patterned rug. A television is mounted on the wall, and a window seat with decorative pillows offers a cozy nook. Natural light filters through the sheer, purple curtains.
Holiday home in Singers Glen
4.9 out of 5 average rating, 211 reviews

Rustic apartment in a peaceful, country setting

A peaceful, rustic setting in a historic town. Sleeps 1 - 4 guest. 15 mins from Harrisonburg, JMU and I-81! It is located close to popular tourist sites. The drive has beautiful views year around! It is a nice area for a walk or run. Located within walking distance of a country store, a church, and a Community Center - which can be rented out for events. We are only 15-20 mins from I-81. If you are looking for a place to rest to break up a long trip, this would be a nice place to stay!

Guest favourite
A welcoming entrance is displayed with double glass doors framed by a stone facade. A cozy seating area features a wicker loveseat adorned with decorative pillows. A 'Welcome' sign stands to the side, complementing the lush green valley visible beyond.
Holiday home in Oakland
4.9 out of 5 average rating, 51 reviews

1-Bedroom near Deep Creek Lake with Mountain View

Renovated in 2022 this spacious 1-bedroom apartment gives a rural Appalachian atmosphere. It has an open floor plan for the kitchen, dining room, and living room, with 2 glass double doors leading to the patio in the front. for a great view of the valley from inside and outside. It has a full kitchen, for all your cooking needs and Parking for up to 2 cars. (Note to guest booking longer than 1 week. The cleaning fee is $120, so the additional $40 will be requested of you after you book.)

Top guest favourite
A cozy cabin exterior is shown with a welcoming hot tub, picnic table, and fire pit nestled within a landscaped yard. Large windows enhance natural light, and a winding pathway leads to the inviting outdoor spaces surrounded by lush greenery.
Holiday home in Linden
5 out of 5 average rating, 260 reviews

Hottub+Pet friendly+Mtn view+Skyline Dr+Wineries

Cozy mountain cabin with a hot tub, fire pit, and picnic/grilling area that you can enjoy as you gaze out at the mountains or stars! Something you don’t find every day. Sip your morning coffee on the deck, play one of the many board games, read a book from our library, play a retro arcade game, or just enjoy nature. The cabin is close to a lot of wineries, hikes (Appalachian Trailhead is just a few minutes away), Skyline Drive, Front Royal downtown, Caverns, and many more attractions.

Superhost
A pathway lined with trees leads towards the river, while a spacious deck equipped with outdoor seating is visible. The deck is constructed of wooden planks, providing a view of the natural surroundings. A grill is placed nearby, adding to the outdoor amenities.
Holiday home in Charles Town
4.91 out of 5 average rating, 114 reviews

Mountain Ferry Landing - Riverfront Access

A perfect fun and relaxing getaway with friends and family. Come relax and enjoy the Shenandoah River at this brand new stylish home. Managed by Heaven On Earth, Mountain Ferry Landing is family owned and operated. The family has lived on this land for over 3 decades and wishes to provide travelers with a comfortable place with river access to enjoy the natural beauties of the Shenandoah. Whether you are coming for summer activities or a peaceful winter retreat, this place is for you!

Guest favourite
Holiday home in Basye
4.98 out of 5 average rating, 105 reviews

The Ravine • Hot Tub Forest Escape & Epic Gameroom

The aura of tranquility! A Unique experience in a secluded environment. This contemporary and modern home is nestled in the woods creating a serene experience. It’s located in the heart of the Shenandoah Valley, within 4 minutes from Bryce Resort and 8 minutes from Lake Laura. Whether you are escaping the hustle and bustle, visiting the area for a peaceful retreat, and/or looking to enjoy the great outdoors, the Ravine will check all boxes no matter the time of the year it is.

Top guest favourite
A cozy seating area features a dark leather sofa adorned with decorative cushions and a light throw. A wooden coffee table sits centrally on a patterned area rug. A dark armchair complements the space, illuminated by warm lamps placed on either side.
Holiday home in Luray
4.96 out of 5 average rating, 109 reviews

Downtown minutes from Luray Caverns

The Studio offers a unique stay in a historical movie theater located in downtown Luray. While the building itself has a antique charm, the Studio has been newly renovated with a modern touch. Featuring a king sized bed with convenient USB ports, a full bath, glass top stove and oven, Keurig for those busy mornings walking main street and other various amenities to make your stay as comfortable as possible. The Studio is a true home away from home.

Top guest favourite
A spacious living area is highlighted by a large, stone fireplace and high vaulted ceilings. A comfortable sectional sofa, adorned with various throw pillows, surrounds a central coffee table. Natural light streams in from multiple windows, offering a bright and inviting atmosphere.
Holiday home in Wintergreen Resort
4.97 out of 5 average rating, 36 reviews

Luxury Retreat -Hot Tub * Firepit *Wheelchair Ramp

Perched atop Wintergreen Resort, our luxurious retreat offers 2800 sq ft of space that comfortably sleeps 12 guests. Boasting 4 bedrooms, 4 baths, a hot tub, fire pit, and stunning views over the 14th green of Devils Knob Golf Course, your year-round mountain escape begins here. Encounter world-class trails, savour local brews, or simply enjoy a cozy night by the fireplace. Experience the magic of the Blue Ridge Mountains at Whiskey Ridge Retreat.

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