Vacation rentals in Colleen

Ultimate cabin in the mountains

This unique and secluded cabin sits on 75 acres in the Blue Ridge mountains. Enjoy the cozy wood fireplace, hot tub, charcoal grill, and fast, reliable fiberoptic internet if you need to get some work done while you're away. It has a washer and dryer, a full kitchen, and is pet-friendly (no pet fee!), so you can enjoy it with the whole family. There is a 4K 55” smart TV with apps, a Tesla LVL 2 charger, a cabinet full of board games, books, and plenty of items to entertain both kids and adults!

Cozy Mountain Cabin

Snuggled in the Blue Ridge. Secluded from the crowds. Experience your visit in an authentic log cabin. Spacious sleeping loft. Perfect romantic escape, friends getaway, or personal retreat. Workout area/sitting room. Fresh eggs (in season), wine, tea, coffee. 1G Internet, SMART TV. A/C. Less than 2 miles to Devil's Backbone and Bold Rock. Minutes from App. Trail, Wintergreen Resort, breweries, wineries, cideries, restaurants, horseback riding, hiking trails, outdoor concerts, & antique shopping.

Three Springs with EV charging station

Beautiful 3-bedroom mountain home designed for a relaxing Blue Ridge escape—perfect for couples, friends, or families. Enjoy high-speed internet, two large-screen TVs, a whirlpool tub, and a huge deck made for morning coffee, grilling, and sunset views. Tucked into a quiet cove with hiking nearby, frequent wildlife sightings, and peaceful nights under the stars. Ideally set for exploring Nelson’s Craft Beverage Trail. Larger groups can book Three Springs Plus. EV charging available for $10/day.

Mountain Overlook House - Blue Ridge Parkway

Unique octagonal house with stunning views of the Blue Ridge Mountains of Virginia. Located 2 miles from I-64, 15 minutes to downtown Waynesboro and an easy 25 min drive to Charlottesville and UVA. Open floor plan, perfect for gathering, and long-range 180 degree views from nearly every room. Fully equipped renovated kitchen. Quality linens and bedding. Rustic, yet modern decor. Home features large fireplace, outside fire pit, wifi, and board games galore. Stargazing and birdwatching heaven.

Mountain Haven Cottage

Welcome to Mountain Haven, a beautiful new build located in scenic Amherst County, VA. The house is just minutes away from breathtaking hikes, fly fishing, wineries and breweries, and just a short drive from Wintergreen Ski Resort. There is no shortage of things to do in the area year-round. If you’re looking for a quiet, secluded getaway, simply relax in front of the fireplace and take in the stunning mountain view while the stress melts away. Ideal for extended and stays and remote work.

Cabin Overlooking Vineyards of Lovingston Winery

Step off your spacious front porch to stroll through the vineyards of Lovingston Winery! Bring your friends and spend the weekend in a cozy cabin with modern amenities in the famous Monticello wine region. This 64 acre property includes pre-civil war oak trees, mountain views, and a pond with otters! We encourage you to explore the property and enjoy a glass of Lovingston Wine. There's a chance you could be greeted by a mini horse or two! Sleeps 6 comfortably, cot for 7, extra charge.

Creekside Retreat | Fire Pit + Big Fenced Yard

Wake up to the sound of the creek and end your evenings around the fire-pit in your fully private, fenced yard. Bear Creek is a peaceful, private Blue Ridge retreat designed for couples, families, and pet-friendly getaways. Inside enjoy three comfortable bedrooms, an open living space, and direct access to a gently babbling creek just steps from the backyard. Minutes to Crabtree Falls, the Appalachian Trail, and Nelson County wineries--yet tucked away in a quiet, relaxing setting.

The Colleen Cottage

Relax with the whole family at this peaceful place to stay. Big yard for kids to play and patio to sit, chat, and relax. Located a minute off 29. Saunders brothers orchard, Drumhellers orchard, and Seaman’s orchard are very close by! Breweries and wineries also very close by. Lovingston Winery is only 2.6 miles away! 5 minutes away from Lovingston. 17 miles from Crabtree falls. 24 miles from Wintergreen resort. 40 minutes from Charlottesville and 30 minutes from Lynchburg.

Ms Maria's Place - make yourself at home, relax!

Newly renovated house on a quiet cove road .2 miles off of Rte 29 between Charlottesville and Lynchburg. The property includes high speed 100 Mbps Internet, a 65" Smart TV, gas grill, and a fire pit with outdoor seating. Enjoy visiting the local restaurants, orchards, wineries, and breweries. You will be a short drive from hiking Crabtree Falls, the Blue Ridge Parkway, Humpback Rock, Wintergreen, and James River State Park. The Lovingston Winery is just minutes down the road!

The Sanctuary

Nature lovers paradise! Named "The Sanctuary" for the place you can UNPLUG, unwind & find your peace! Perched up high on nearly 60 acres- you are sure to get fresh air & the rest you are searching for! Only 4 miles to Wintergreen, 6 miles to Sherando lake and backs up to the Blue Ridge Parkway there are plenty of things to do OR just relax and enjoy the crickets & stars! With crazy careers, growing kids & constant hustle- everyone needs a hide out like this every now and then!

Country retreat w. mountain views + river access

Discover our completely renovated country retreat, Fleetwood Meadows! Nestled in the heart of Virginia, this cozy home offers breathtaking mountain views. Our 50 acre property features exclusive river frontage along the serene Tye River. Perfect for a peaceful getaway or outdoor adventure, our home provides a tranquil escape with the beauty of the Blue Ridge Mountains as your backdrop. Explore nearby wineries/breweries, hiking trails, and the scenic charm of Nelson County!

Crestvue Cottage

Take it easy at this unique and tranquil getaway. Originally the summer kitchen to the 1904 farmhouse, and surrounded by 111 acres of pasture and woods with almost 2 miles of hiking trails, this detached cottage has been completely renovated and is the perfect place to hang your hat while visiting all of the attractions Nelson County has to offer. 5 minutes from Oak Ridge Estate, less than 10 minutes from wineries and breweries and less than 30 minutes from Wintergreen.