
Holiday rentals in Free Union
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Top-rated holiday rentals in Free Union
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The Crooked Cabin
Come get away from the hustle and bustle at the Crooked Cabin! You are sure to be comfortable in this spacious and unique space that is nestled in beautiful farmland at the foot of the Blue Ridge Mountains. 10 min to SNP! Sunrises over the fields and orchards behind and sunsets over the mountains in front of you create a magical and memorable experience. This log structure used to be a tobacco drying barn inthat was then converted to a cabin residence and has recently been thoughtfully renovated
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The Peony Cottage in Charlottesville
This private cottage is conveniently located between Crozet and Ivy. Perfect location for accessing Monticello Wine Trail, the Blue Ridge Parkway/Skyline Drive, Wintergreen Resort, and enjoying all University of Virginia events! 3 miles from Downtown Crozet & King Family Vineyard 4.5 miles from Chiles Orchard 8.5 miles from John Paul Jones Arena 10 miles from Blue Ridge Parkway - North Entrance 30 miles from Wintergreen Resort Join us as we watch the progress of our newly planted peony field!
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Moss Vineyards Lodging
We welcome you to our new modern house (2020) located on 52 private wooded acres, adjacent to our winery and the Blue Ridge. Designed and built by award winning Architect and wine maker, Barry Moss, it is gorgeous inside and out. Decks overlook the river, forest and mountain farms. A path leads down to the river beach. Walk up to the top of the mountain and experience the best wines and views of any winery in Virginia. Modern interiors with wood floors, granite counters, and tiled bathroom.
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Idyllic Cottage Retreat
⭐️ Condé Nast Traveler Approved ⭐️ Cozy cottage nestled on a historic 400-acre Blue Ridge Mountain farm abutting Shenandoah National Park. Every space inside this cozy cottage is creatively styled, with tons of perfectly imperfect charm. Outside, a hammock beneath the elm trees, fire pit and grill, all allow for enjoying the splendor of this peaceful enclave. Excellent day-tripping to many of central Virginia's celebrated wineries and breweries, as well as scenic drives and hiking trails.
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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!
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Cottage at Frog Jump- woodland privacy at its best
Guesthouse ideal for two people. Small cottage (1 bed, 1 bath) is situated in a country setting on ten wooded acres along a large serene pond. It features a darling kitchenette with sink, fridge, microwave and toaster/convection oven. (No stove top, no oven.) You'll enjoy birdsong and views of various wildlife. A quiet, restful place to stay when you want to be near Shenandoah Nat’l Park, UVA, Charlottesville, Virginia wineries, Monticello, Montpelier, CHO, and other close-by attractions.
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Cabin at Rabbit Hollow
Charming log cabin nestled in a glen by the Shenandoah National Park is an ideal retreat for a romantic get-a-way. The first floor contains a beautiful kitchen, dining area, full bathroom featuring a whirlpool tub, and cozy living room with a wood burning fire place. The second level holds the bedroom with a comfortable king size bed and a half bathroom. There are two porches where guests can relax with their morning coffee or evening cocktails while enjoying the wooded and mountain views.
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Little Forest Tiny Cottages in Free Union
Enjoy the breathtaking views of the Blue Ridge Mountains on this 26 acre Olde English Babydoll Sheep farm right from your window. Our farm is a haven of peace and serenity in a secluded but centrally located area just 18 miles northwest of Charlottesville. Wake up to delicious farm fresh breakfast from our eco-friendly farm. Take pictures of fluffy sheep and angora rabbits grazing on rolling hills. Hike our private trail. Breathe in the fresh mountain airs. Sleep in. Slow down. Relax.
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New Cabin We Call "Little Red"
Relax in this unique, newly built cabin featuring custom woodwork crafted from trees harvested on the property. You’ll notice Cherry, Poplar, and Pine throughout the interior. Enjoy the outdoor firepit and spacious porch for relaxing. Need to work? The cabin includes Wi-Fi and a desk. Love hiking? You’re just 16 miles from Shenandoah National Park, with short trails also on-site. Explore local antique shops, historic sites like Montpelier, and numerous nearby wineries and breweries.
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Ivy Rose Cottage nestled b/t Cville & Vineyards
The Ivy Rose Cottage bestows an exceptional ambiance that will captivate your heart. Whisk yourself away to this two bedroom cottage located in Ivy halfway between the Shenandoah Park/Brewery Trail and Charlottesville, home of UVA. The Ivy Rose Cottage, designed and handbuilt by the hosts, is an enchanting mix of cypress, timber frame, copper trellis work, pergolas and other architectural treasures. Fully equipped kitchen and a washer/dryer for those lengthier stay conveniences.
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Amazing Escape: 3,000ft Views w/ firepit + WiFi
Fall in love with this cabin through one of the most awe-inspiring sites in the US: an endless blue-green mountain majesty. With unimpeded views of the Blue Ridge Mountains from 3300 feet of elevation, you'll be able to escape from any daily stresses. The fall foliage provides a wonderful leaf peeping experience. Waking up and to breathe in the fresh mountain air, cozy up near the indoor fireplace with a cup of coffee. That is just a small slice of our paradise on the mountain.
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CloudPointe Retreat
Rare Appalachian Treehouse Gem! Luxurious, one-of-a-kind retreat for couples. Elevated tiny house among the treetops, private parking, plush bedroom, sleek bathroom, beautiful kitchenette, loveseat, lounge, private double-level decks, fireside lounging (wood provided), gas grill, and patio with a hot tub! Surrounded by nature, with wineries, hikes, restaurants and shopping all nearby. Please come and relax and revel in the beauty of nature! 4WD is recommended.
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Popular amenities for Free Union holiday rentals
Other great holiday rentals in Free Union

Living Water Farm, Blue Ridge
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Cozy Cabin w/ Hot Tub & EV Charger near Shenandoah
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Studio Apartment on Working Farm
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Quality farm cottage, mtn views, Charlottesville
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Tranquil Estate, Cottage, Vineyards and C'ville
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Willwood
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Hobbithouse at White Lotus Eco Spa Retreat
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Mountain Overlook House - Blue Ridge Parkway
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Destinations to explore
- Philadelphia Holiday rentals
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- North Myrtle Beach Holiday rentals
- Virginia Beach Holiday rentals
- Asheville Holiday rentals
- Raleigh Holiday rentals
- Wilmington Holiday rentals
- Shenandoah National Park
- Luray Caverns
- Bryce Resort
- Lake Anna State Park
- University of Virginia
- Early Mountain Winery
- Monticello
- Wintergreen Resort
- Devils Backbone Brewing Co Basecamp
- Glass House Winery
- Cardinal Point Winery
- Blenheim Vineyards
- Prince Michel Winery
- Shenandoah River Outfitters
- The Rotunda
- Downtown Mall
- Frontier Culture Museum
- White Oak Lavender Farm & The Purple WOLF Vineyard
- James Monroe's Highland
- John Paul Jones Arena
- Grand Caverns
- IX Art Park
- James Madison University
- James River State Park





