Cottage vacation rentals in Charlottesville

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Top-rated cottage rentals in Charlottesville

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Guest favorite

Cottage in Crozet

4.88 out of 5 average rating, 168 reviews

#3 Magnolia Cottage 2 BD Family Mnt. Cabin

Eco-Friendly and family friendly cabins overlook lake in mountains of Virginia. Small 450 sq ft cabin with two bedrooms- a queen size mattress bed and 2nd bedroom with bunk bed and a futon in living-room sleeps up to six guests. Fully equipped kitchenette and breakfast table. Bathroom and shower. Wi-Fi. Private covered porch. Pets welcome with additional $45 fee. Hike, canoe, fish and bike onsite on a 129 acres. 4 wineries within 5 miles, 15 min to Shenandoah National Park, 40 min to Monticello.

Guest favorite

Cottage in Palmyra

4.94 out of 5 average rating, 142 reviews

Bluebird Cottage A: Dogs OK, Near Charlottesville

Simple pleasures, affordable – Bluebird Cottage pristine and uncomplicated space with charming décor provides everything you need for a comfortable stay. Perfect for guests seeking a yard with firepit and cornhole game; bring your doggy! Relax in peace in a quiet neighborhood where a fully equipped kitchen, washer-dryer, outdoor dining, patio, electric fireplace, outdoor kennel for your furry friend, fast Wi-Fi, and more await you. Close to Private Lake Monticello, CVille. $75 flat fee pet fee.

Guest favorite

Cottage in Arrington

4.99 out of 5 average rating, 191 reviews

The Cottage at Pines End

The Cottage at Pines End is a cozy getaway to a quiet place in the country, carefully designed and constructed by its owners. We pay attention to details, such as a custom stone chimney, handmade drawer pulls, and a large wraparound deck space. The 6 acre property includes a field, woods, and a creek to explore. Nelson county has many nearby attractions, such as the Tye and Piney rivers for boating or fishing, world-class hiking, breweries, and wineries. Wintergreen resort is 40 minutes away.

Guest favorite

Cottage in Afton

4.99 out of 5 average rating, 201 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 Stanardsville

4.98 out of 5 average rating, 225 reviews

The Birds Nest Cottage

Our home is a newly renovated charming cottage nestled in the foothills of the beautiful Virginia Blueridge Mountains. You'll enjoy old cottage charm with added modern but classic updates to the entire home. Relax on the screened in back porch with tranquil sound of a water feature . Our home is centrally located near several beloved attractions like Skyline drive, Charlottesville, Massanutten Ski Resort, wineries and antique shops. Greenehills Country Club is directly across from our home.

Guest favorite

Cottage in Shenandoah

4.97 out of 5 average rating, 183 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.

Guest favorite

Cottage in Madison

4.91 out of 5 average rating, 129 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.

Superhost

Cottage in Troy

4.74 out of 5 average rating, 156 reviews

Pine Grove Cottage: Visit Monticello & Wineries

The Pine Grove Cottage is just 3 miles from the bustling Zion Crossroads retail and business area (and from Interstate 64), but is in a secluded, quiet rural spot. Professionally decorated and luxuriously furnished, the Cottage can accommodate up to 7 people if the sofa bed is included. It is great to be so near to Charlottesville, on the Monticello side of town, with quick access to all Charlottesville has to offer. So many wineries close by. Beautiful countryside. Yet affordable.

Guest favorite

Cottage in Crozet

4.91 out of 5 average rating, 137 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.

Guest favorite

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 favorite

Cottage in Stanley

4.96 out of 5 average rating, 133 reviews

Charming 3br cottage+views+firepit+remote work

Relax and take in the beautiful sights and sounds of the Shenandoah Valley at charming Cottontail Cottage! Located just outside lovely downtown Luray, the home is surrounded by farmland and nestled among mountain and valley views. Teleworking? The cottage is equipped with gigabit internet hardwired throughout the house and wifi coverage throughout the property. ~20 mins to Shenandoah National Park entrance and Skyline Drive ~13 mins to downtown Luray ~18 mins to Luray Caverns

Superhost

Cottage in Madison

4.92 out of 5 average rating, 153 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.