Cottage holiday rentals in Charlottesville

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Top-rated cottage rentals in Charlottesville

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Top guest favourite

Cottage in Afton

4.99 out of 5 average rating, 190 reviews

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

Top guest favourite

Cottage in Covesville

5 out of 5 average rating, 127 reviews

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.

Superhost

Cottage in 10th and Page

4.84 out of 5 average rating, 543 reviews

The Urban Cottage in the center of C-Ville!

If you want to stay in an area that gives you walking access to all of C-ville then you have found the right place! Come stay with us and enjoy everything this amazing city has to offer. This cottage was renovated in 2018 and professionally cleaned after each stay. Enjoy the amenities of a hotel room to include parking (at no extra cost) . It is centrally located with a 5-12 min walk to the Amtrak, west main shops, Preston Ave, downtown mall, The Corner, and UVA. See "Space" for more details.

Top guest favourite

Cottage in Afton

4.99 out of 5 average rating, 244 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.

Top guest favourite

Cottage in Woolen Mills

5 out of 5 average rating, 272 reviews

Meade Cottage

Lovely 1940s cottage located in beautiful downtown Charlottesville. Less than 1 mile to the downtown mall, with coffee shops and top Belmont restaurants close by, some within a 5 minute walking distance. The cottage is across the street from Meade Park and the Wednesday farmers market from May to September. Perfect for a romantic couples getaway or a family vacation. The space is ideal for a traveling professional in Charlottesville and needing to be close to the University or the Hospital.

Guest favourite

Cottage in Afton

4.95 out of 5 average rating, 111 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 favourite

Cottage in Crozet

4.91 out of 5 average rating, 185 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 favourite

Cottage in Gordonsville

5 out of 5 average rating, 177 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.

Top guest favourite

Cottage in Charlottesville

4.95 out of 5 average rating, 669 reviews

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

Top guest favourite

Cottage in Charlottesville

5 out of 5 average rating, 156 reviews

Honey B (Honey House 2) Newly renovated near UVA

Recently renovated, clean and comfortable with many amenities. Honey B 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 of Sherwood Farms. Located on the southwest side of Charlottesville, just 7 minutes to Scott Stadium, UVA campus, and restaurants, 10 minutes minus plus to historic downtown mall, Thomas Jefferson’s Monticello and central to many major wineries and breweries.

Top guest favourite

Cottage in Crozet

4.98 out of 5 average rating, 148 reviews

The Cottage at Peavine Hollow Farm-No cleaning fee

Cottage will reopen fully on 10/1. Country chic cottage on a boutique farm in bucolic FREE UNION, 25 mins from Charlottesville or Crozet. NO CLEANING OR PET FEE. Completely remodeled cottage with well-stocked gourmet kitchen, stone fireplace (wood burning), firewood included. GE High Profile appliances and washer/dryer, granite counter tops and custom cabinets. Each bedroom has ensuite bathroom (with walk-in shower) and porch. Last mile+ is on a gravel road.

Guest favourite

Cottage in Ruckersville

4.9 out of 5 average rating, 325 reviews

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!