
Cottage holiday rentals in Charlottesville
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Top-rated cottage rentals in Charlottesville
Guests agree: These cottages are highly rated for location, cleanliness and more.

Cozy Mountain Cottage on Brew/Wine Trail-King Bed
Welcome to the Sugah Shack, a cozy, beautifully appointed new construction cottage nestled in the foothills of the Blue Ridge Mountains! Located midway on the Brew Ridge Trail, but 500 yards off the byway, so guests have a quiet retreat. Perfect for romantic getaways, destination telework space, or families exploring this outdoor paradise community. Stunning property boasts beautiful vistas with sweeping 300-degree mountain and a year-round calendar of outdoor activities. GAS FIREPLACE/FIREPIT

Historic cottage with stunning mountain views
Welcome to Rose Cottage in picturesque Albemarle County, where you'll enjoy expansive 360-degree views of the mountains surrounding historic Cove Lawn Farm. Relax in the tranquil rural setting or stroll more than two miles of comfortable walking paths that wind through 25 acres of stream-lined hayfields. From Rose Cottage, you're just minutes from the best local cideries, distilleries, and wineries including Pippin Hill Farm & Vineyards. Easy 20-minute drive to UVa and 22 minutes to Monticello.

Private Forest Cottage near Pippin Hill/Wineries
Completely renovated in 2019, our private forest cabin in the heart of the Blue Ridge mtns and Albemarle wine/brewery country is perfect for getaways, weddings and outdoor enthusiasts. A picturesque oasis with an eco-friendly design (Separett composting toilet!), the cabin has a loft with queen bed and sleeper sofa in living area, 3 porches, private parking, neighborhood swimming pond, hiking trails right out your door, Crozet 10 mins, Wintergreen 30 mins; Cville 20 mins, Shenandoah 15 mins.

Idyllic Cottage Retreat
⭐️ Condé Nast Traveler Approved ⭐️ 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.

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.

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.

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.

Couples Getaway,heart of RT 151,stunning views
The Cottage is conveniently located along the Brew Ridge Trail. Sit on your patio and watch the sun set over Humpback rock and the Blue Ridge Mountains. Amazing location that’s set right in the middle of all the breweries. Spacious 6 acre farm with Route 151 road frontage. This handsome cottage is the perfect romantic get-a-way. Enjoy WiFi, air con, parking, self check-in and all the amenities you need to feel at home. Picturesque mountain views and beautifully landscaped grounds.

Honey B - Beautiful loft near UVA, Monticello
Best of both worlds! In beautiful nature but close to UVA, Monticello and downtown. Honey B (Honey House 2) has a lofty feel with the footprint of a small house. High ceilings and several skylights allow for light and privacy in the quiet neighborhood, Located on the southwest side of Charlottesville, just 7 minutes to Scott Stadium, UVA campus, and restaurants, 10 minutes to historic downtown mall, Thomas Jefferson’s Monticello and central to many major wineries and breweries.

Tranquil Cottage sleeps 5
An adorable home with breathtaking sunsets over the Blue Ridge mountains. We are 4 miles to downtown and minutes to many vineyards, shows and restaurants. Enjoy comfortable beds, the fire pit with Adirondack chairs, big skies filled with stars and animals. Walk our country roads, feed the horses, enjoy the views of the mountains and meadows. Base price is for 2 people, no pets or children under 8 for safety. Stays more than 3 nights will have an added cleaning fee of 20.00

Cottage in the Country (close to UVA!)
Stay at our lovely cottage beside Stonybrook stream! Only 2 miles to the city of Charlottesville. You are invited to explore the land and enjoy the brook that runs through it. Guests love the fire pit and large lawn for playing with the kids. The large, covered outdoor entertaining area is for you to use as well! Turn on the party lights and enjoy the evening. A drop in to the Rivanna river is only a mile away at Darden Towe park for tubing, kayaks and more.

Lake Haven Cottage
Make yourself at home at our peaceful 1-bedroom cottage that has everything you need for your trip to the Blue Ridge Mountains. The cottage comes with heating, AC, Washer+Dryer and DIRECTV. During your stay, you can also enjoy using a convenient private bathroom, kitchen, and living room. Our Airbnb is within driving distance to UVA, the Skyline Drive & Shenandoah National Park, local wineries, craft breweries and much more!
Popular amenities for Charlottesville cottage rentals
Cottage rentals with a hot tub

Glade Cottage at White Lotus Eco Spa Retreat

Cheerful & Charming Newly Renovated Cottage

Riverfront Tree House- Ski, Hot Tub, 3 Fire Pits

Vibrant Cottage | Hot Tub | Pets | Shenandoah NP

THE PERFECT HIKING & WINERY COUNTRY RETREAT

Quaint Cottage - Wolftrap Farm (Horse neighbors)

Pine Cottage: Hot Tub, 2 mins to Bold Rock!

42Private Acres*Hot Tub*National Park*Hiking*WI-FI
Pet-friendly cottage rentals

#1 Mountain Cabin Near Shenandoah National Park

Willie's Place Country Cottage Pets Allowed

High Street | Walk to Everything Crozet | Pet-Frie

Rockfish Valley Cottage

The Copper Cottage - near the Appalachian Trail

Private Fenced Yard for Dogs/Horses - 2BR Cottage

Downtown Cottage Walk to the Mall!

pink cottage @ locust grange
Private cottage rentals

Bluebird Cottage B: Quiet, Firepit, Patio, Games

Fishback Cottage, Convenient Central location

The Cottage at Old Salem School

Cheerful 3 bedroom cottage on secluded horse farm

Cozy Cottage Retreat: SNP, Luray Caverns, River

Country View Cottage-A home away from home!

The Cottage @ Afton Mountain- Close to Wineries!

7 Acres Inn *no cleaning fee*
Quick stats about cottage rentals in Charlottesville

Total holiday rentals
Explore 10 holiday rentals in Charlottesville

Nightly prices starting at
Charlottesville holiday rentals start at $60 AUD per night before taxes and fees

Verified guest reviews
Over 2,630 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Wi-Fi availability
10 of Charlottesville holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Charlottesville rentals

5 Average rating
Charlottesville stays are highly rated by guests—averaging 5 out of 5!
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- Luray Caverns
- Early Mountain Winery
- The Plunge Snow Tubing Park
- James Monroe's Highland
- Massanutten Ski Resort
- Prince Michel Winery
- Lake Anna State Park
- The Foundry Golf Club
- Chisholm Vineyards at Adventure Farm
- Wintergreen Resort
- Frontier Culture Museum
- Spring Creek Golf Club
- Blenheim Vineyards
- Farmington Country Club
- Birdwood Golf Course
- Cardinal Point Winery
- Little Washington Winery
- The Car and Carriage Caravan Museum
- Glass House Winery
- Meriwether Springs Vineyard and Brewery
- Monticello
- Burnley Vineyards




