Cottage holiday rentals in Shenandoah Valley

Find and book unique cottages on Airbnb

Top-rated cottage rentals in Shenandoah Valley

Guests agree: these cottages are highly rated for location, cleanliness and more.

0 of 0 items showing

1 of 3 pages

Guest favourite

Cottage in Markham

4.95 out of 5 average rating, 123 reviews

Sunrise Cottage in Wine Country

The place for nature lovers and the audiophile! Newly renovated cottage with queen bed and queen sleeper sofa! Situated on five acres, at Sunrise Cottage you can see no other dwellings except those in the valley far below. Lay in bed and watch the sun rise from the East. 60 mile views with a monarch waystation off the deck. Relax in the hot tub or sit around the fire pit. Bathroom has a spa feel with rainfall showerhead. Close to Marriott Ranch for horse trail rides and surrounded by wineries!

Guest favourite

Cottage in Waynesboro

4.9 out of 5 average rating, 244 reviews

The Copper Cottage - near the Appalachian Trail

An antique fully renovated, cozy cottage that blends the character of saw milled wood beams, hand-crafted finishes, & local art with the modern comforts of Wi-Fi, Streaming TV, A/C, and a Jetted shower that might raise your attitude with the altitude! Walk to Historic Waynesboro (<1 mile) and the riverside park, or its restaurants and stores to entertain even the peculiar palate or collector. Fully fenced in back yard, so bring the pups or the kids, but watch for wildlife! Hiking store nearby.

Guest favourite

Cottage in Tyro

5 out of 5 average rating, 222 reviews

Bear Creek Inn

You will be renting the 2 bedroom cottage, optional 3rd bedroom, very large, fenced yard for your pet. Relax at this quiet, peaceful place with year round trout stream. Minutes from the breweries and wineries on Nelson 151. Plenty of outdoor activities to enjoy. The George Washington National Forest is across the street for exploring, hiking and hunting. The house is only 4 miles from Crabtree Falls and several minutes from the Appalachian Trail access. Wintergreen Resort is 12 miles away.

Guest favourite

Cottage in Harrisonburg

4.94 out of 5 average rating, 547 reviews

❤️ of downtown*Kingsize bed*Wifi*65in Smart TV*Roku

This late 1800’s Carriage House has been converted into two beautiful apartments. One upstairs and one downstairs. This one is on the ground level. This updated, comfortable space is in the heart of downtown Harrisonburg VA. Walk out the front door and you are steps from JMU, as well as all of Harrisonburg’s downtown restaurants and bars. 15 min drive to Massanutten. Close to hiking and biking. Kick back and relax with the brand new 65 inch smart TV or head out for a night on the town!

Guest favourite

Cottage in Roseland

4.99 out of 5 average rating, 199 reviews

Blue Ridge Cottage - 3 Miles to Wintergreen

Our little piece of Blue Ridge Heaven is ready to share! Cozy - 2 bedrooms (one king, one queen), 1 bath, 956 square feet - well appointed in a terrific location! Beautiful mountain view from the 360 square foot, partially covered deck; fiber optic TV and wi-fi; South Fork of the Rockfish River out back. 3 miles from Wintergreen Resort, 1 mile from Devil's Backbone; Close to great hiking/biking, and many wineries, breweries, cideries, and distilleries (if you're into that kind of thing!)!

Guest favourite

Cottage in Lexington

4.95 out of 5 average rating, 171 reviews

Irish Farmhouse-10min to Downtown Lexington

Welcome to our charming pet-friendly Irish farmhouse, set on three picturesque acres just outside Lexington. This 500-square-foot retreat features a clawfoot tub, propane fire pit, and screened-in porch with mountain views. Enjoy the cozy feel of a tiny home with plenty of space for a memorable stay. You’ll enjoy the perfect mix of country relaxation and easy access to downtown Lexington. Whether relaxing on the porch or dining on Main Street, the farmhouse offers the best of both worlds.

Guest favourite

Cottage in Belington

5 out of 5 average rating, 141 reviews

Isolated and Peaceful-Cottage in the Woods

The cottage in the woods is the perfect place to relax and unwind, or use as a base to explore the more than 20 attractions just a day trip away! Has all the comforts of home, while enjoying privacy and quiet with no visible neighbors. Newly painted interior in 2023. We offer good cell phone service, WiFi and TV with HULU. Games, books and puzzles provided, or bring your favorites! Convenience store, grocery store, home-cookin' restaurants, and pizza place within 2 miles. Come see us!

Guest favourite

Cottage in Timberville

4.96 out of 5 average rating, 202 reviews

The Orchard Oasis: Charming & Romantic Farm Stay

Welcome to our Orchard Oasis, steps away from the Granny Smith & Gala Apple Trees at Showalter's Orchard, home of Old Hill Cidery. We built this light-filled, romantic aerie to highlight extraordinary views of The Massanutten and the Blue Ridge Mountains, The Shenandoah Valley, rows and rows of apple trees, and abundant wildlife, all from your front porch. The two-story cottage could be a base for all your Shenandoah Valley Travels or a comfortable and cozy place for your farm vacation.

Guest favourite

Cottage in Gordonsville

5 out of 5 average rating, 152 reviews

Merry View Cottage

Our newly renovated farm cottage sits at the edge of a grove of giant hardwoods. Enjoy year round mountain views, including Merry Mountain. Ease into the morning while watching wildlife from a front porch rocker. Visit local wineries, breweries, restaurants, museums, shops, hiking trails or wedding venues. Unwind in the hammock or practice yoga on the back deck. Prepare dinner in our full size kitchen. Then, star gaze around the fire-pit after dark. This peaceful oasis awaits you.

Guest favourite

Cottage in Elkton

4.89 out of 5 average rating, 168 reviews

Bridge House, 10 min to Shen. Nat'l. Park

Roadside cottage remodeled in 2021, conveniently located, fully appointed, in historic 1800s ice house in the town of Elkton. Built into a massive limestone outcropping; open concept design, cathedral ceilings, 1 queen bedroom, full bath, open kitchen/living area, copper bar. Private gravel parking lot beside cottage. Steps away from the Shenandoah River, a craft brewery & eateries; 10 min. to: Skyline Drive/nat'l. park; water park/ski resort; winery. No smoking, events or pets.

Guest favourite

Cottage in Luray

4.97 out of 5 average rating, 347 reviews

Holly Tree Retreat Located In Beautiful Luray, VA.

Welcome to Holly Tree Retreat located in the heart of the Shenandoah Valley, nestled between the Blue Ridge and Massanutten Mountains in Luray, VA. We're within walking distance of Cooter's, 10 minutes away from everything that downtown Luray has to offer with restaurants, brewery, theater, shopping and live entertainment. Holly Tree Retreat is just minutes away from Shenandoah National Park, Luray Caverns, Shenandoah River, George Washington National Forest and Skyline Drive.

Guest favourite

Cottage in Rockbridge Baths

5 out of 5 average rating, 354 reviews

The Maury River Treehouse

Welcome to The Maury River Treehouse. Luxury timber frame cabin sitting on the banks of the Maury River. Construction built almost entirely by local craftsmen this is truly a show stopper. Located a short 9 miles from Lexington, Washington and Lee and Virginia Military Institute. It's a fisherman's friend, paddlers paradise or just a relaxing retreat! The timber frame construction, stone fireplace and gourmet kitchen will take your breath away. You won’t want to leave!