
Vacation rentals in Somerset
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Top-rated vacation rentals in Somerset
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Historic 1790 House Near Charlottesville
Originally a tavern built 1790 in the Williamsburg style, the Ordinary sits 6/10 mile off the main road--no other house in sight. 22 miles from Shenandoah National Park, convenient to local vineyards, the Ordinary is set on 650 acres in conservation easement; solar energy; generator in event of power outage; outdoor fire pit; 2 great fireplaces; wood provided by owner. The house is over 200 years old with narrow, steep steps and may not be suitable for children and people with mobility issues.
ValueFamilyNearby

Taj Garage Guesthouse
Above garage guesthouse with private, self check-in entrance, off-street parking, among historic homes, 4 blocks to restaurants, shops, park, etc. in downtown Orange. Includes a fully equipped kitchen, queen bed, full bath, seating area, TV, wifi and balcony. Custom heart pine furniture, EV charger, refrig, stove, microwave, toaster and Keurig. Close to superb wineries, breweries and historic sites. Four blocks from the railroad so you will occasionally hear "that lonesome whistle blow".
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Cozy Farm Apt near Cville•hot tub, sauna, mt views
Come experience a relaxing getaway on our family’s dairy farm in Somerset. In beautiful Orange County, We are close enough to Charlottesville (25 min) for all your shopping and eating needs, but has 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!
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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.
ValueFamilyAccess

Farm Cottage just outside town of Orange.
Charming 1920's cottage on a large farm just outside the town of Orange. Completely renovated and updated. Convenient to vineyards, battlefields, wedding venues and popular tourist destinations. Bucolic setting, very private. Spaces to enjoy the out of doors. Less than 2 miles to in-town wedding venues and Rounton Farm. Less than 4 miles to Inn at Willow Grove. 5 miles to Montpelier. Less than 7 miles to Grelen. 10 miles to Gordonsville. 12 miles to Barboursville. 19 miles to Mineral.
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Private Fenced Yard for Dogs/Horses - 2BR Cottage
2BR Hen and Hound Cottage is located just outside Orange, VA and has a private fenced yard for pets and walk-in access to adjacent James Madison's Montpelier and its many walking trails. In addition, we are minutes away from all of the popular wedding venues in Orange and a short drive to Shenandoah National Park. Our house on Whistle Stop Farm (so named for the train that passes by) is next to the cottage if you need us. Otherwise, the place is yours. Come enjoy some time in country!
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Merry View Cottage
Our newly renovated farm cottage sits at the edge of a grove of giant hardwoods. Enjoy year round mountain views, including Merry Mountain. Ease into the morning while watching wildlife from a front porch rocker. Visit local wineries, breweries, restaurants, museums, shops, hiking trails or wedding venues. Unwind in the hammock or practice yoga on the back deck. Prepare dinner in our full size kitchen. Then, star gaze around the fire-pit after dark. This peaceful oasis awaits you.
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The Cottage At Liberty Mill Upgraded WI FI Pet $50
Brand new charming cabin with views of the Blue Ridge Mountains. Two bedrooms, Loft with 2 twin beds, two large bathrooms and a spacious common area. Exposed chestnut beams, working gas fireplace make this cabin a perfect getaway. All the amenities you could want. Located minutes from James Madisons' Montpelier, 5 minutes from Historic Orange, 30 minutes to Charlottesville, 20 minutes to Culpeper and less than 2 hours to Washington, DC. A loft area with 2 twin beds. Upgraded WIFI
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Robinson River Cabin - Tri Creek Farm
If you spend most of your career glued to a computer and other screens, this place is for you. TriCreek Farm is a place for you to disconnect, reboot, and fuel your soul. This riverfront cabin is situated on ~100 acres, over 1/2 mile of Robinson River frontage, with breathtaking views. There are creeks, fishing, and hiking trails to explore and enjoy. The cabin is located in Brightwood, Virginia, a small town located in Madison County between Culpeper and Charlottesville Virginia.
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Hidden Haven
Hidden Haven is just that! A 600 square foot romantic, private, peaceful, little haven. Hidden in the woods just 6 miles outside of the Town of Orange. Open the garage door in the living area and step out on the 300 square foot screened in porch where you can relax at the firepit under the covered roof. On the porch at Hidden Haven, we like to say, "time wasted is time well spent". The romantic vibe and modern amenities make it a prefect place for a couple's getaway.
FamilyValueOutdoor spaces

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.
FamilyValueIndoor spaces

Cozy Country Cottage
"Cozy Country Cottage" is a rare find. It's located in a quiet neighborhood surrounded by beautiful farmland. It has a self check-in entrance, parking next to house and an amazing view of sheep grazing in pasture across the road. It's close to wineries, breweries, historic sites such as Mount Pelier, Monticello which is 23 miles, Woodberry Forest School which is 10 mins. away, shopping, hiking and more. Come and enjoy the quite, peaceful country !
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Popular amenities for Somerset vacation rentals
Other great vacation rentals in Somerset

The Crooked Cabin
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Elegant Historic Home Walkable to Downtown Orange
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Tiny House with Private Barrel Sauna
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1830 Log Cabin Retreat • 35 Min to Shenandoah NP
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Tatums Farmside Escape a country jewel Sleeps 10
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Guest House at Annandale
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Modern Getaway in Orange
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Charming & Rustic Bloomingdale Cottage w/views
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Destinations to explore
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- Shenandoah National Park
- Luray Caverns
- Kings Dominion
- Lake Anna State Park
- University of Virginia
- Early Mountain Winery
- Monticello
- Wintergreen Resort
- Devils Backbone Brewing Co Basecamp
- Cardinal Point Winery
- Glass House Winery
- James Madison University
- Blenheim Vineyards
- Shenandoah River Outfitters
- Prince Michel Winery
- 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
- Massanutten Indoor WaterPark





