Holiday houses in Esmont

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!

Rooftop*Mountains*Lake/Near Monticello/DT/Wineries

Spacious modern house with a large furnished rooftop deck overlooking Monticello & Carter Mountain. Not one, but two spacious master suites (one on each floor) with attached decks, plus additional two bedrooms and a full bathroom on the 2nd floor. Located in a quiet neighborhood and backs up to a lake for beautiful views and tranquil environment. Convenient location, minutes away from Monticello (2 mi/4 min), downtown (2.5 mi/6 min), UVA (3 mi/9 min), wineries (closest: 3.5 mi/5 min) &breweries.

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.

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.

Tiny Log Cabin

This tiny hand-hewn log cabin is a perfect, peaceful, and relaxing way to unwind and reconnect with your loved one or have a personal retreat for yourself. Nestled in the Blue Ridge Mountains on 300 acres of private land with plenty of room to explore and enjoy the wild life. Come witness the brilliant night sky lying in an open field with no city lights to diminish the experience. Minutes to Wintergreen Resort, the Appalachian Trail, Sherando Lake, 4 breweries, 6 wineries, and 3 cideries.

Shenandoah Stargazer with Sauna

Stargazer is the perfect place to get away from it all! The stillness and serenity of being nestled in a bird and wildlife sanctuary is so good for your soul. Watch the sunrise from a hanging basket chair at 2700 feet of elevation, or wait for moonrise and toast spectacular star views! Relax in the sauna after a day filled with hiking and an al fresco meal on the deck. Roast s’mores at the deck fire table or over the side yard fire pit. There's magic in the air at this mountaintop retreat!

Shepherdess Cottage

Charming cottage located in Scottsville, Virginia on a 93 acre sheep farm. It is located 19 miles from Charlottesville. The Shepherdess Cottage is tiny, relatively private and offers beautiful views. We are a working farm so you may encounter us, but will respect your privacy as much as we can. You are welcome to "free range" with our sheep and enjoy exploring the property. Sometimes our lambing season (pretty much year-round) will offer bottle babies that you can feed and cuddle.

Luxury Tiny Home: Cozy, Modern Luxury Tiny Retreat

Welcome to Rusty's Retreat, conveniently located just off Va's famous Brew Ridge Trail. Small space, big comfort. This brand-new luxury tiny home is thoughtfully designed with modern finishes, high-end amenities, and a surprisingly spacious feel. Set in the Blue Ridge Mountains, it offers total privacy and easy access to local breweries, wineries, and scenic drives. Perfect for couples or solo travelers seeking a quiet, stylish escape close to great drinks, views, and adventure.

Rare Find: Private Animal Sanctuary & Tiny Cottage

For animal lovers seeking an exclusive and unique getaway, this boutique Airbnb in Scottsville offers a tranquil escape where guests can unwind in nature and connect with the sanctuary’s resident animals. Recognized by Northern Virginia Magazine, Trips 101, and Trips to Discover as one of Virginia’s most distinctive stays, this thoughtfully curated retreat features cozy furnishings, charming handcrafted details, and an expansive window that showcases views of the animals.

Scottsville Downtown Bungalow

Stay in downtown Scottsville. This little river town is very friendly. The house is neat and clean with central heat and air on a quiet side street. Have fun on the river tubing & kayaking. Walk to the lake, hiking trails, the river, brewery & restaurants. It's about 20 miles from UVA in Charlottesville and from Yogaville & only a short drive to several wineries in the area. The covered front porch has a patio set for 4 to enjoy morning coffee or afternoon drinks.

Small cozy Cabin in the foothills! Dogs welcome!

Escape to this private guest cabin for two in the rolling hills of Esmont, just outside Charlottesville and Virginia wine country. Set on 60+ acres of peaceful farm and woods, this quiet retreat offers privacy, wildlife, and open skies. Walk over two miles of private trails (when open) and unwind by the fire pit under the stars. Perfect for a romantic getaway or Blue Ridge escape. No cleaning fees—please tidy up. Dog friendly with a $50 NON-REFUNDABLE fee; dogs must

Convenient Rustic Cabin near Wineries

I’m located 6 miles from Scottsville, 15 miles from Charlottesville, 25-30 minute drive. A pasture of cattle is not too far away you can hear the mooing at times and see sightings of deer quite often. It’s a private and quiet location. Two large rivers, James and Rivanna offer recreational activities. Rustic cabin, country located. Clean and cozy with a well stocked kitchen with all your cooking needs. If not, leave suggestions on what is missed. Thank you.