
Holiday Homes in Shenandoah Valley
Find and book unique holiday homes on Airbnb
Top-rated Holiday Homes in Shenandoah Valley
Guests agree: These holiday homes are highly rated for location, cleanliness and more.

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

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!

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

Chad’s Place 4 bedroom Vacation Home at Smoke Hole
Chad’s place is located along Rt 220 approximately 2/10ths a mile from the entrance of Smoke Hole Canyon, where you may enjoy hiking, hunting, and fishing the South Branch River. Chad’s Place is a spacious fully furnished 4 bedroom home with 2 full bathrooms, 2 living rooms, fully equipped kitchen, and a patio were you can enjoy the spacious backyard for family fun activities such as corn hole, grilling, or relaxing by the fire pit. We do allow pets for an extra charge of $50 up to two pets.

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.

Farwell Cottage c.1752 New Renovated Historic Home
This 250 year old stone house comes with old world charm and modern amenities. With complimentary farm fresh eggs, local bottle of wine and fiber high speed WiFi! Enjoy one of 3 fireplaces, 8 person dining room, sun room with complimentary coffee and tea, full kitchen. Take a moment to relax in the claw foot soaking tub. Or relax by our fire pit and have some fun with our complimentary s'more kit. Have a quiet movie night in our living room after fun day at wineries and breweries!

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.

Absolute heaven for outdoor enthusiasts!
If you love the outdoors and seclusion, Hooper's Rock Farm is for you. 1.5 miles of James River frontage in Cumberland Co, VA, 30-acre private lake, and 650 acres of fields, woods, and hills to explore and hike. Two living areas - one with large stone fireplace. Full kitchen. Screened porch overlooking lake. Sat TV. 2 John boats with trolling motors available for bass and crappie fishing in the lake. Entrance is 1 mile from public boat landing for James River access. Near many VA vineyards.

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.

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!

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.

Cozy studio behind local theater
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.
Popular amenities for Shenandoah Valley holiday homes
Family-Friendly holiday homes

Shenandoah Riverfront Cottage! Hot Tub! Sleeps 4!

European style room next to downtown Gettysburg

Cozy studio behind local theater

Ultimate cabin in the mountains

Lakefront Cabin in Stunning Storybook Setting

Blacksburg Home Relaxing Guest Studio Apartment

Red Barn Spirit retreat by Blue Ridge Parkway

New Modern Glass Retreat Mountain View
Holiday home rentals with a patio

Kids Friendly Home, Great Location and Amenities

Gorgeous cabin DeepCreek 6 minutes to Wisp/lake

Cozy mountain ski-in/out (pool, hot tub, balcony)

The Rockfish Retreat: Mountain Views and Hot Tub

Private Room at the Knit Inn (B)

Fall discount now available…inquire for details

Cheerful 3 bedroom home with a pool and sauna

The Gables at Lake Anna
Holiday home rentals with a washing machine and dryer

Spacious, but cozy. Just minutes from water.

Shenandoah NP 3BR Modern Retreat | Mins to Caverns

Hot Tub Mountain View Dog Friendly Modern Chalet

The Kalli-Ru near Golf, Ohiopyle, Fallingwater

Woodson's Mill House

Riverfront Home in Harpers Ferry

Wren House-nature, hot tub, privacy, mountain view

Stunning one-bedroom private suite
Destinations to explore
- Rentals with a hot tub Shenandoah Valley
- Rentals with an EV charger Shenandoah Valley
- Rentals with a fire pit Shenandoah Valley
- Pet-friendly rentals Shenandoah Valley
- Rentals with breakfast Shenandoah Valley
- Ski-in/ski-out rentals Shenandoah Valley
- Rentals with an accessible height bed Shenandoah Valley
- Rentals with a patio Shenandoah Valley
- Rentals with an accessible height toilet Shenandoah Valley
- Rentals with a kayak Shenandoah Valley
- Fitness-friendly rentals Shenandoah Valley
- Rentals with lake access Shenandoah Valley
- Smoking-friendly rentals Shenandoah Valley
- Serviced apartment rentals Shenandoah Valley
- Beachfront rentals Shenandoah Valley
- Cabin rentals Shenandoah Valley
- Nature eco lodge rentals Shenandoah Valley
- Chalet rentals Shenandoah Valley
- RV rentals Shenandoah Valley
- Rentals with a home theatre Shenandoah Valley
- Rentals with a fireplace Shenandoah Valley
- Rentals with beach access Shenandoah Valley
- Family-friendly rentals Shenandoah Valley
- Farmstay rentals Shenandoah Valley
- Rentals with a sauna Shenandoah Valley
- Barn rentals Shenandoah Valley
- Campsite rentals Shenandoah Valley
- Rentals with outdoor seating Shenandoah Valley
- Cottage rentals Shenandoah Valley
- Boutique hotels Shenandoah Valley
- Loft rentals Shenandoah Valley
- Apartment rentals Shenandoah Valley
- House rentals Shenandoah Valley
- Tree house rentals Shenandoah Valley
- Tiny house rentals Shenandoah Valley
- Bed and breakfasts Shenandoah Valley
- Yurt rentals Shenandoah Valley
- Rentals with pools Shenandoah Valley
- Guesthouse rentals Shenandoah Valley
- Rentals with a washing machine and dryer Shenandoah Valley
- Hotel rooms Shenandoah Valley
- Waterfront rentals Shenandoah Valley
- Villa rentals Shenandoah Valley
- Dome rentals Shenandoah Valley
- Condo rentals Shenandoah Valley
- Townhouse rentals Shenandoah Valley
- Private suite rentals Shenandoah Valley
- Resort rentals Shenandoah Valley
- Tent rentals Shenandoah Valley
- Holiday home rentals United States




