
Holiday rentals in Free Union
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Top-rated holiday rentals in Free Union
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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.
4.89 out of 5 average rating, 265 reviews
Spacious apt/near Charlottesville /UVA/wineries
*Spacious, sunny, 1275sf 2-bdrm apt, 9 ft. ceilings *BEDS: 1 king+2 XL twins (can convert to a 2nd king); a twin or queen air mattress avail if requested and if >4 people ($25/night pp) *cable Wi-Fi/TV *Desk+adjustable chair *15 min to UVA; close to hiking, wineries, breweries, Monticello *15 min to CHO *Panoramic views: rolling hills; lovely woods * landscaped yard; large bluestone patio *Setting along the picturesque Garth Rd. corridor *12 min. W of town; <1 mile from Foxfield Steeplechase
4.95 out of 5 average rating, 107 reviews
Living Water Farm, Blue Ridge
Iconic home and Farm in Dyke, Virginia, circa 1891. Situated on the Roach River with views of the Blue Ridge mountains and pastures. Relax on one of the double porches or under on of the shade trees. The stone fireplace warms the heart and soul on a cool evening. Minutes from the Shenandoah National Parkway, the Blue Ridge School and several beautiful wineries. Approx. 12 miles from CHO airport, 20 min from Blue ridge Parkway, 10 min. to Standardsville and 20 miles to Charlottesville.
4.96 out of 5 average rating, 361 reviews
Shenandoah Getaway Cabin on 5 Acres w/ *Hot Tub*
Our Log Cabin has EVERYTHING you need for your mountain vacation! Miles of gorgeous mountain views off the large wrap around porch. *Outdoor Hot Tub *Indoor Wood Burning Fire Place *15 minutes from Shenandoah National Park *30+ Local Wineries!! *Outdoor Firepit *1GB WIFI and Huge TVs! *Close to UVA/ Charlottesville *Full Kitchen *Large, Private Deck with Mountain Views *Propane Grill *Outdoor Heater *Plenty of Space to Park Cars *Hiking *Maybelle's General Store less than a mile away
4.96 out of 5 average rating, 333 reviews
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.
4.97 out of 5 average rating, 397 reviews
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!
4.99 out of 5 average rating, 247 reviews
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.
4.94 out of 5 average rating, 189 reviews
Woodwind Cottage
Woodwind Cottage is a brand new, beautifully built cottage with living room, bedroom, bath, kitchen and loft. It has charming architectural details and a covered porch for enjoying the view of the woods. The loft has a fold out sofa for an extra guest or private work space. The home has wifi, smart tv for streaming, and a gas fireplace. Enjoy reading in the oversized window seat, rise early to see deer in the yard or, perhaps, a hot air balloon overhead in the spring and fall.
4.96 out of 5 average rating, 223 reviews
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.
4.96 out of 5 average rating, 139 reviews
Fall Foliage & Endless Blue Ridge Views. Fast 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.
4.95 out of 5 average rating, 200 reviews
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 highly recommended.
4.98 out of 5 average rating, 135 reviews
Charming Country Cottage
This cottage was built in 1910 and is updated to include super fast internet, a updated bathroom, 4K streaming TVs, while keeping the charm and ambiance of the original cottage. Originally served as a country doctors office. Located in the hamlet of Free Union about 9 miles from UVA, Charlottesville, VA and Charlottesville/Albemarle Regional Airport (CHO).
4.91 out of 5 average rating, 213 reviewsPopular amenities for Free Union holiday rentals
Other great holiday rentals in Free Union

Crozet Cottage | Close to Wineries & DT Crozet
4.97 out of 5 average rating, 236 reviews
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5.0 out of 5 average rating, 108 reviews
Summerfields Place
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Moorman’s River Retreat
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The Barn at Haden near Wineries and C'ville
4.99 out of 5 average rating, 562 reviews
Relax and Breathe In Nature at the Forest Haven!
4.94 out of 5 average rating, 571 reviews
Quality farm cottage, mtn views, Charlottesville
5.0 out of 5 average rating, 55 reviews
Studio Apartment on Working Farm
5.0 out of 5 average rating, 100 reviewsDestinations to explore
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- Shenandoah National Park
- Luray Caverns
- Bryce Resort
- Lake Anna State Park
- Early Mountain Winery
- University of Virginia
- Monticello
- Devils Backbone Brewing Co Basecamp
- Wintergreen Resort
- Glass House Winery
- James Madison University
- Cardinal Point Winery
- Blenheim Vineyards
- Shenandoah River Outfitters
- Prince Michel Winery
- The Rotunda
- Downtown Mall
- White Oak Lavender Farm & The Purple WOLF Vineyard
- Frontier Culture Museum
- John Paul Jones Arena
- IX Art Park
- Grand Caverns
- James Monroe's Highland
- James River State Park





