Cottage vacation rentals in Shenandoah Valley

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Top-rated cottage rentals in Shenandoah Valley

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

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Guest favorite

Cottage in Markham

4.96 out of 5 average rating, 140 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!

Top guest favorite

Cottage in Afton

4.99 out of 5 average rating, 224 reviews

Oasis in the Blue Ridge -Rt. 151 Brew Ridge Trail

Welcome to the Glass Hollow Cottage! Come make yourself at home and enjoy the rustic charm of our custom hand-built cottage. A perfect getaway for a couple or friends who want a 1-of a-kind destination. Adventure and R & R await you!!! Enjoy the well stocked kitchen & the bright, clean, cheery ambience.... everything you need to feel at home & then some. Prime location: Just minutes to Rt. 151/Brew Ridge Trail, dozens of popular wineries/breweries, Wintergreen Resort & Shenandoah Nat. Park.

Guest favorite

Cottage in Shenandoah

4.97 out of 5 average rating, 203 reviews

Charming Cottage in the Heart of Shenandoah!

Cozy & inviting cottage less than 1 mile from public access to the Shenandoah River. Many attractions nearby: Shenandoah National Park, Massanutten Four Seasons Resort, Luray Caverns, George Washington National Forest, Lake Arrowhead and more! Enjoy tubing, canoeing, kayaking or fishing by visiting Shenandoah River Adventures (less than 1 mile away). Whether you are looking for outdoor adventures or a secluded getaway, this home offers all the amenities you'll need to have an enjoyable trip.

Top guest favorite

Cottage in Afton

4.96 out of 5 average rating, 107 reviews

Cottage on 151 w/ Hot Tub, Firepit, Mountain Views

Welcome to Towler Cottage, a getaway in the heart of Route 151 in Afton. The cottage is within minutes from the best wineries and breweries, great local trails, and the Blue Ridge Parkway! Relax in the hot tub on the rear deck, or sit out by the fire pit and gaze at the stars. Enjoy great mountain views from the front porch rocking chairs. With one bedroom with a queen bed, plus a pull-out couch in the living room, the cottage is perfect for couples. Located 25 minutes from Charlottesville.

Guest favorite

Cottage in Madison

4.91 out of 5 average rating, 139 reviews

Creekside Cottage Near Hiking

Creekside Cottage is the perfect getaway home to escape to the beautiful Blue Ridge Mountains. This newly renovated luxury cottage is only minutes from hiking trails and just a short drive from the Old Rag trailhead. Nestled in Syria, Virginia, this comfortable space features updated amenities such as a rain shower, a well appointed kitchen, plenty of lounge spaces, board games for days, and a central wood burning stove. Just a few steps out the back door you'll find your own private creek.

Guest favorite

Cottage in Afton

4.96 out of 5 average rating, 101 reviews

Ridge Top Contemporary Cottage-Inspiring Mt. Views

Modern studio cottage in stunning mountain setting. Feels like your own mountaintop treehouse retreat, yet is only a few miles from Nelson County amenities: wineries, breweries, hiking trails, restaurants, and coffee shop are a short drive down Route 151. The cottage is 465 sf with a wraparound deck adding 450 sf. High ceiling with a wall of windows offering mountain views in every direction. Luxury king sized bed. Newly redesigned smooth and EZ entry road for all cars as of May, 2024.

Guest favorite

Cottage in Bluemont

4.95 out of 5 average rating, 239 reviews

Cottage on Horse Farm: Wineries/Breweries, Horses!

**Pool open May1- Sept 14. PRIVATE 3 hours pool time daily. Plus private patio, grill and fire pit! Horses outside every window! The Cottage is located on a 230 acre horse farm. Red Gate Farm is a full-service, upscale equestrian farm, containing the Cottage, original farm house and 50 horses & ponies. Convenient to Middleburg and Purcellville, you are surrounded by mountains, wineries, breweries, and hiking, with horses right at your doorstep. All in the beautiful town of Bluemont.

Guest favorite

Cottage in Crozet

4.92 out of 5 average rating, 170 reviews

Idyllic Cottage Retreat

Kick back and relax in this cozy cottage nestled on a historic 400-acre Blue Ridge Mountain farm abutting Shenandoah National Park. Every space inside this cozy cottage is creatively styled, with tons of perfectly imperfect charm. Outside, a hammock beneath the elm trees, fire pit and grill, all allow for enjoying the splendor of this peaceful enclave. Excellent day-tripping to many of central Virginia's celebrated wineries and breweries, as well as scenic drives and hiking trails.

Top guest favorite

Cottage in New Market

4.99 out of 5 average rating, 126 reviews

Amazing coffee bar! Lakeside, fishing, fire pit

PET FRIENDLY Come experience Reel and Relax!! Hike, explore the trails, fish, float, go rafting, read, enjoy a fire, grill, shop/eat in super cute country towns... Whether its the river, the rolling mountains, the whispering breeze or the cozy cottage, this property offers all of the feels you are searching for without ever leaving! Every season is magical and offers its own reason to visit!!! "This place is amazing; you have literally thought of EVERYTHING! -past guest.

Top guest favorite

Cottage in Sperryville

4.98 out of 5 average rating, 117 reviews

Adorable Rose Cottage in Village of Sperryville

Rose Cottage is a quaint one-of-a-kind retreat in the heart of Sperryville - a charming country village offering shops, galleries, eateries, and more. The property has an excellent location, only 1.5 hours from Washington, DC and convenient to Culpeper, Warrenton, Front Royal and Interstate 66. It is approximately 15 miles from Old Rag Mountain and a 15 minute drive to the Shenandoah National Park, which offers an amazing array of waterfalls, canyons, trails, and hikes.

Top guest favorite

Cottage in Bluemont

4.96 out of 5 average rating, 206 reviews

The Cottage at Stonecroft

Circa 1902, the Cottage is nestled at the foot of the Blueridge Mountains. The location will put you in touch with the history of the area, antique shops, wineries/breweries and nearby hiking. 2 bedrooms and bath upstairs; living room, dining table and full kitchen on main level (note ceilings in living/dining room are 6'3"). Wifi, fire pit and small charcoal grill. Absolutely no pets/animals. The property has video security system on the exterior of the property only.

Superhost

Cottage in Madison

4.92 out of 5 average rating, 158 reviews

Charming Guest Cottage at Winery

Early Mountain Vineyards' charming Guest Cottage, nestled next to our front block of grapevines and below our historic hilltop barn, offers breath-taking views of the Blue Ridge Mountains and a serene place to watch the sunset while sipping wine. Only short distance to our Tasting Room - open 5 days a week, Thursday - Monday. We recommend a reservation in advance - this can be made via our website, Early Mountain Vineyards, or by calling our winery directly.

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What guests are saying

Charming Cottage w/ Majestic Mountain Views

4.96 out of 5 average rating, 123 reviews2 weeks ago

This is the third year we’ve come back to the Gatekeeper Cottage and it’s just as wonderful as always, Adrianne and Brick are very friendly hosts! We hope to come back again in the summer even if just for a day to enjoy the house in another season. Thank you again for having us back!

Cottage in Afton

What guests are saying

Best Countryside Retreat & No Cleaning Fees EVER

4.93 out of 5 average rating, 183 reviews1 week ago

Jennifer and Eric were very great hosts! The place was just as advertised. Jennifer was very responsive and had helpful recommendations. The family let our kids play in their backyard and on the trampoline which my kids loved. The treehouse is also a very nice touch for the kids, as is the heated floor in the bathroom for the grownups. It’s a beautiful area. Would definitely stay again!!

Cottage in Round Hill Village

What guests are saying

Merry View Cottage

5 out of 5 average rating, 164 reviews2 weeks ago

We stayed here to attend a nearby wedding venue. We flew in from LA, Seattle, Berlin… the place was so nice and comfortable to settle into after a long flight and drive. We found it to be very clean and sharing one bathroom wasn’t a problem. There were snacks and smores ingredients and plenty of towels. Julie was proactive and friendly.

Cottage in Gordonsville

What guests are saying

Waterfront Cottage at Goose Creek

4.95 out of 5 average rating, 195 reviews3 days ago

Secluded location, nice, quiet and peaceful. There is one house next door but didn’t see or hear anyone the entire time. The property is surrounded by woods and a large creek down below out the back. I have a real Service Dog, Malinois/Lab mix who is also off leash trained and I was able to let her enjoy being a dog for a while roaming the property and woods. The only negative is the lack of window coverings in the bedroom/bath room. To compensate we left the outside lights on at night which worked well to allay our fears. The house was very clean and all of the appliances are quite new and worked very well. The house heater is excellent, the shower has water pressure and hot water for days! The internet and TV worked extremely well and there is good cell phone signal. The road is gravel so a very low clearance sports car might have trouble so don’t bring your Corvette!! The house is less than 10 minutes to downtown Middleburg and has a small Safeway. All in all a great experience.

Cottage in Middleburg

What guests are saying

Bluebird Cottage A: Dogs OK, Near Charlottesville

4.94 out of 5 average rating, 145 reviews3 months ago

Bluebird Cottage was amazing! The space was clean, stylish, and well-equipped. The host was friendly, attentive, and provided great local recommendations. The bed was super comfy, and the location was perfect for exploring and visiting friends. I highly recommend this place and would definitely stay here again. Fantastic experience!

Cottage in Palmyra

What guests are saying

Batesville Creek Cottage (near Charlottesville)

4.94 out of 5 average rating, 139 reviews6 months ago

Our stay at the Batesville Creek Cottage was a breath of fresh air! It is in such a beautiful setting and it has all the comforts you need. The screened-in porch with the creek in back is relaxing. Alexander, our host, was there right away when we had a snafu with the entry code late at night (our fault.) He was very kind and attentive. The house was well stocked with fresh towels, kitchen extras, & a special treat on arrival. If you love the feeling of a historic home in an idyllic setting, this is the place. Definitely would book again.

Cottage in Afton