Private suite holiday rentals in Charlottesville

The LoriAnn, A Boutique Stay New Sleep Number Bed

This beautifully restored 1940’s home in the City of Waynesboro is just a short drive from the Blue Ridge Parkway. Modern amenities, light complimentary breakfast items and assurance of comfort awaits! Enjoy one of a kind Autographed Movie and TV Memorabilia. The spacious front porch is yours to enjoy including a 100 yr old porch swing that belonged to my Great Grandmother. Along with the Parkway & Skyline Drive, enjoy Restaurants, Breweries, Vineyards, movie theaters and exploring Route 151.

Rugby Road Residential (RRR) near UVa and downtown

This is a newly built addition to our property, but is a separate 2 BR apartment with an equipped kitchen/living room and one bathroom. One bed is a queen, one is a double. Your entrance is separate, but we share a courtyard and driveway. The front stoop is just a few steps from your parking spot (there are 5 steps down, and one up) and a balcony in the back that looks over our backyard. Grad weekend 2025 booked at separate listing, airbnb.com/h/RRR-UVAgraduation (three night minimum).

Airy loft studio in the woods, 10 min to downtown

Welcome to your private stay in the woods 10 minutes from downtown Charlottesville! Located just off Rte 29 and Rte 250 on 4.7 wooded acres, this guest suite is the perfect home base for a new family as you explore UVA, Shenandoah National Park, and so much more. Ample off-street parking, a private walking trails, baby essentials and a cozy screened in porch await you at this contact-free booking. Your hosts live in the adjacent home, so anything you may need is just a knock away.

The Brothers Great Room

Your private guest suite is located in Northern Albemarle County Virginia. We cannot allow cats(due to family members with allergies and the extra cleaning required) We are just off of Route 29 with easy access to local venues. The suite is up one flight of stairs. Albemarle County is central to the University of Virginia, Monticello, Montpelier, wineries, craft beer breweries, and wedding venues in the area. Your dogs may run the open areas. Please clean up after your pet.

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.

Private & Spacious Apt Near Cville in Wine Country

Private apartment (for up to 4) in gorgeous southern Albemarle County - 1 mile from Pippin Hill & great launching spot for countless other wineries, breweries, cideries, hiking and everything else Cville has to offer! 750 sq ft with separate keyed entry for complete privacy includes large bedroom with king bed; living room with 60" TV, futon (sleeps 2), eating area, mini-fridge, Keurig & microwave; and large bathroom with two sinks. 15 minutes from downtown Cville.

Relax and Breathe In Nature at the Forest Haven!

Retreat from the stress and noise of the world for a while. Come to the Forest Haven where you can enjoy peace and quiet, yet still be just a short drive away from the restaurants and attractions in Charlottesville. Shenandoah National Park and the Blue Ridge Parkway are within an easy drive. This immaculately clean and modern apartment is located in a beautiful wooded setting surrounded by nature and wildlife. Once you get here, you may not want to leave!

Guesthouse at Hamilton Oaks

Escape to our guesthouse on a little farmette. This peaceful setting tucked away on several acres along a creek with nature trails is the perfect mountain getaway. We are conveniently situated near quaint wineries, breweries along with hiking and the Blue Ridge Parkway that is a short hop, jump and a skip away. Every effort has been made to keep this a green haven, chemical and synthetic scent free, so you can leave recharged and rested. Non-smoking

Mountain-view hot tub near downtown Cville

The Inner Hippie Garden is a studio suite in a quiet neighborhood fitting two people comfortably. Minutes from vibrant historic downtown Charlottesville and vineyards, wineries and music halls. Check out the Inner Hippie Guidebook in listing. Man-cave for book and 60s music -lovers, full bathroom with tub/shower. Bed and living room space are separated by shelving unit (see photos) Queen bed (see photos) Private Hottub overlooks the mountain.

Spacious home with vintage character

3 BR shabby chic home sleeps 6 at base price. (Up to 9 at $25/night per extra guest). We've divided our enormous old house just outside of Charlottesville into two completely self-contained solar powered homes. EV charging available at no extra charge. 12 min to downtown, 15 min to Monticello or UVA. Convenient to the region's best wineries and right off one of the most beautiful scenic byways in Virginia. Sunny walkout deck with grill.

Cozy Wine Country Escape | Near Clifton Inn

Tucked in Keswick, Virginia, this renovated 2-bedroom, 850 sq/ft suite is your perfect wine country escape. Two queen bedrooms, full kitchen, living room, and private entrance — all your own. Less than a quarter mile from Clifton Inn, minutes from Keswick Hall, and surrounded by award-winning wineries. Downtown Charlottesville is 15 min away, Monticello just 7. When the day winds down, find your spot in the hammock under the trees.

Summerfields Place

Newly constructed one bedroom walkout basement apartment with private entrance, located in Ruckersville, near Shenandoah National Park and Charlottesville. Peaceful country setting with wooded acreage. Relax on the patio. Full kitchen, double bathroom sink, walk in closet, washer/dryer. Queen size bed in master bedroom and full size futon in office. Smart TV, free Wi-Fi and free parking.