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Hot Tub | Fire Pit | Near Wineries | Kid-Friendly

Located just outside of Charlottesville, this country getaway offers peace and quiet AND proximity. Within 30 minutes, you can be at 10 wineries, historic Monticello, downtown Charlottesville, UVA, or Carter’s Mountain Orchard. No matter what type of getaway you’re looking for, it is accessible from the Homestead at Cunningham Creek! 5 bedrooms, 3.5 baths, 3 living areas, 2 dining areas, full kitchen, laundry - this is a home away from home where you can live comfortably. *Must be 21+ to book!

Bluebird Cottage B: Quiet, Firepit, Patio, Games

You’ll enjoy the simple charms of this home for up to 4 guests conveniently located near Lake Monticello, Charlottesville, the Rivanna River, and wineries. Relax in peace in a quiet neighborhood. Enjoy your private patio with outdoor dining table. Play board games, cornhole, and horseshoes. Make memories around the firepit. You’ll have everything you need, including fully equipped kitchen, washer-dryer, electric fireplace, fast Wi-Fi, 2 smart TVs for streaming services w/antenna for local fare.

Welcome to Tall Tree Farm

Spend a weekend or more at this unique and tranquil farm getaway. Unwind in the country with walking trails, swimming, fishing in our stocked pond or enjoy an evening around a bonfire with your family and friends. Tall Tree Farm is our home and we invite you to come find out what makes this place so special. Only 45 minutes to Richmond, 25 minutes to Charlottesville and The University of Virginia, 33 minutes to Thomas Jefferson's Monticello and minutes from wineries, breweries and distilleries.

Large Log Cabin & Greenhouse with Pond - Cherokee

This large log cabin originally built in 1908 is our largest cabin on the property. There is a wrap around porch, fully stocked kitchen with working antique icebox, two living rooms, one full bedroom, bunk room with three double beds and three twin beds and two full bathrooms. Guests staying in this cabin have beautiful views of our surrounding ponds, 5+ miles of private country roads for hiking, running and biking. There is also a glass greenhouse with large table that comes with this cabin.

Absolute heaven for outdoor enthusiasts!

If you love the outdoors and seclusion, Hooper's Rock Farm is for you. 1.5 miles of James River frontage in Cumberland Co, VA, 30-acre private lake, and 650 acres of fields, woods, and hills to explore and hike. Two living areas - one with large stone fireplace. Full kitchen. Screened porch overlooking lake. Sat TV. 2 John boats with trolling motors available for bass and crappie fishing in the lake. Entrance is 1 mile from public boat landing for James River access. Near many VA vineyards.

Love 2B close 2U: Quiet, comfy Apartment & Pool!

Quiet, rural setting in neighborhood culdesac. Located off Rt 53, approx 15 mins from Monticello & FUMA. Basement of home, w/private entrance is a 1000 square foot apartment with a large full bathroom, large bedroom with 2 Queen size beds, open floor plan with living, dining area and kitchen. Space includes a large screened in porch w/ bed swing, patio area & swimming pool. No diving - deep end 6ft. View of woods on back of property w/ sunrise through the trees in morning. Lovely retreat.

Riverview at Belle Meade Farm

Escape to Belle Meade Farm, a magnificent 106-acre estate overlooking the James River, once owned by Thomas Jefferson's family. Nestled in the serene countryside, the property is just a mile away from historic downtown Scottsville, a short 25-minute drive to Charlottesville, and near many wineries and breweries. Experience the ultimate outdoor adventure by indulging in a plethora of activities, including petting the cats and dogs, catch and release fishing at our pond, or tubing the river!

The Cottage at Hardware Hills Vineyard

Head for the Hills! The Cottage at Hardware Hills Vineyard sits atop the property alongside the main estate house. Bask in Virginia sunsets over the vines. Take a short hike down to the Hardware River where you can dip a toe in or try your hand at fishing. On weekends, you have a family-owned winery right in your front yard to stroll down and sit by the vines to enjoy delicious wines. Centrally located to many wine trail attractions and all that the Charlottesville area has to offer.

Pine Grove Apt.- Visit Monticello & Wineries

Visit Monticello, and tour some of the dozen wineries within 30 minutes of this peaceful, rural basement apartment. The upstairs of the house is also a vacation rental, so no tripping over the owners. Though the location is rural, Zion Crossroads is only 3 miles away, with restaurants, shopping and golf. Easy I-64 access to zip into Charlottesville (15 minutes) or even down to Richmond (45 minutes). The furnishings are very stylish, and there's also a patio for outdoor dining.

Delightful one bedroom treehouse with king bed

You'll love this unique and romantic escape. Come and disconnect from the world and reconnect with each other in the Treehouse at Backabit Farm. You can enjoy the indoor fireplace or outside propane fire pit! Private deck for gazing at the stars or watching the wildlife. Two person hammock tucked under the trees! Inside you will find king bed with a view out of the three large windows, loveseat, tv, microwave, small fridge, coffee station and quaint bathroom with tiled shower.

Beaver Pond Farm - Near Charlottesville

Relax at this unique and tranquil getaway. Sit on the screened in porch and enjoy the sights and sounds of nature while you enjoy a beverage. Visit the Downtown Mall, Monticello, a Winery, a Brewery, or UVA (20 min). Enjoy a dip in the pool (JUN-AUG) or relax by the firepit - perhaps joined by a Great Pyrenees for cocktails. Feel like staying in - SmartTVs with YouTubeTV (which includes local channels) and Gig-speed Internet await. Easy checkout. No cleaning fee.

Riverview Cabin on the James

VERY secluded with PRIVATE River access, STUNNING views, and a Hot Tub! A unique property offers modern amenities with a cabin feel. Granite countertops and upgraded appliances, custom tile showers, high quality mattresses, leather reclining couch. But the best part is the covered porch overlooking the James River! With your own private river access, you can enjoy a cool dip in the water or just the serenity of the peace and quiet. Lots of wildlife and stunning views.