Family-friendly holiday rentals in Albemarle County

Green Willow Farm apartment near Monticello

*Winter update: Jan/mid-March. Our fairly long flat gravel driveway is hard to navigate in snow. AWD, or heavier cars, are helpful. We will shovel some, allow sun to melt the remaining. FYI when booking. Spacious farm apartment(walkout apt below our living space) in the rolling hills of Virginia. Galley kitchen. Large fireplace. Private entrance. Stone patio. Close to downtown Charlottesville and UVA(+/- 8 miles). A few miles from Monticello, Many vineyards, and Carter's Mountain Orchard.

Spacious suite in the heart of Charlottesville

Three room suite convenient to UVA and downtown. Enjoy the history, culture, and amazing restaurants Charlottesville has to offer (plus wineries, breweries, cideries, and distilleries!). Relax in your suite with a drink at the bar and a game of pool, or catch up on your favorite shows on the 75-inch TV. Don't want to travel without your pup? We are happy to host your pet too, but please note there is a $30 fee per stay (please include your pet when selecting the number guests during booking).

Cozy Farm Apt near Cville•wineries, mt. views

Come experience a relaxing getaway on our family’s dairy farm! Set in beautiful Orange County, We are close enough to Charlottesville (25 min) to fulfill all your shopping and eating needs, but have the privacy, calm and tranquility of the country, with beautiful majestic mountain views! This is a wonderful location for exploring all of wine country, unwinding from the hustle of busy life, and then taking in the sunset in this quiet country setting with rolling hills as your backdrop!

33‑Acre 2 BR Lodge Hidden in the Blue Ridge

Nestled on 33 private acres, Buck Creek Lodge strikes the perfect balance between country serenity and convenience. Artist‑designed trails meander from Buck Creek to a hidden pond and through lush, forested slopes. You’re just minutes from local breweries, wineries, and distilleries, and a short drive to the Blue Ridge Parkway, AT trailheads, Wintergreen Resort, or 30 min to Charlottesville. A spacious covered porch—with pond and mountain views—beckons for morning coffee and evening unwind.

BELMONT DESIGNER APARTMENT- CVILLE CHARM

Renovated luxury apartment with private entrance. Gourmet kitchen for entertaining or having a relaxing weekend away! We are steps away from Belmont with some of the best rated restaurants in Cville. Also, you are a 5-10 minute walk to The Historic Downtown Mall. Great OPEN space to come back relax with private porch. The space: - Designer/Luxury Apartment - Quiet neighborhood - Parking - Walking distance to DTM - Sleeps 4 - Great for cooking - Soundproofed - Washer & Dryer

The Cottage at Eastwood Farm and Winery

The Winery Cottage at Eastwood Farm and Winery is located on the historic Woodland estate, built and owned by Jefferson builder, John Dunkum in 1810. Our 78 Cville acres include our family’s winery with indoor (year round) and outdoor (Apr-Nov.) tasting rooms, extensive wooded trails, incredible mountain views and apple orchard. Nestled on the same ridge as Monticello, Carter's Mtn, Jefferson Vineyards, Blenheim and Trump Vineyards. Five minutes to Belmont and Downtown Mall.

Hawkwood House King Bedroom

Hawkwood House is close to Charlottesville, VA. It is in a 100-acre wood. Two guests share downstairs bedroom. Guests may use upper floor only with prior arrangements. It is a very quiet, peaceful setting. It is located near historic sites from colonial times of the United States and the Civil War and near Charlottesville VA and homes to three early US presidents (Monticello, Ash Lawn and Montpelier).

Charming Cottage at Golden Hill

Enjoy our lovely handcrafted cottage in its wooded, peaceful setting with its new keyhole-style herb garden. Just a mile off the Keswick exit of I-64 near Charlottesville, UVA, Monticello, many wineries and historic sites, this conveniently located property includes walking trails, hilarious chickens, beautiful gardens and a new playset for children. High speed internet is an added bonus.

Suite w/Pvt. Entrance+Screen Porch.

Cheery suite with private entrance, consisting of bedroom, attached private screen porch & private full bathroom. Attached to house, but entirely separate from rest of house. 1.6 mi. from downtown. Fridge, electric kettle, all-organic breakfast (coffee, hot donuts, fruit) included. Access to walking trails along Rivanna River just a few blocks away.