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Vacation rentals in Berryville

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Top-rated vacation rentals in Berryville

Guests agree: these stays are highly rated for location, cleanliness, and more.

Cottage in Winchester
A Winter Escape with Hot Tub + Private Cottage
Disentangle and Unwind at Foxy, your exclusive cottage retreat located in the Shenandoah Valley, surrounded by a 1000 private acres but only 10 minutes from downtown Winchester. Offering a uniquely glamorous experience, surrounded by all the beauty of nature. Indulge yourself in luxury and tranquility with amenities including your own private patio with hot tub and million dollar views of the Blue Ridge Mountains. Inside, a full chef's kitchen leading to a sexy, opulent master bedroom suite...
$195 per night
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Rental unit in Berryville
A Tranquil Retreat For the Cost-Conscious Traveler
A cozy retreat in beautiful Berryville, VA, this private, top-floor apartment puts you within easy reach of vineyards, historical landmarks, hiking trails, and the meandering Shenandoah River. Centrally located in one of Virginia's loveliest towns, you can relax indoors, venture a couple of blocks for a nourishing meal or a perfect latte, or simply stroll along Berryville's picturesque main street. Perfect for weekend getaways, work trips, or just a change of scenery!
$56 per night
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Private room in Berryville
Brand New Luxury Studio w Private Entrance
Brand new very clean and bright. Private-Entrance studio walking distance 2 shops. Your stay will include a large room with brand new opulently appointed King bed. There is a desk for your computer, Wi-Fi, coffee bar, New Keurig Supreme Plus coffee machine, microwave, mini fridge/freezer, walk thru closet, and an extra-large custom-tiled shower/bathroom. The suite is garden level so its incredibly quiet. Come enjoy!
$70 per night
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Stay near Berryville's top sights

Photo of The Berryville Grille
The Berryville Grille18 locals recommend
Photo of Santorini Grill
Santorini Grill11 locals recommend
Photo of Camino Real Mexican Restaurant
Camino Real Mexican Restaurant11 locals recommend
Photo of Nalls Farm Market
Nalls Farm Market8 locals recommend
Photo of Cordial Coffee Co.
Cordial Coffee Co.17 locals recommend
Photo of Martin's Food
Martin's Food3 locals recommend

Other great vacation rentals in Berryville

Private room in Berryville
Vidalia House, Dogwood Room private bedroom
$53 per night
Home in Winchester
Newly Renovated Cozy Cottage
$79 per night
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Cottage in Bluemont
Dog 🐕 Friendly! Wine Country Cottage 🍷
$66 per night
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Farm stay in Berryville
The Barns at Senseny Cottage
$179 per night
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Rental unit in Winchester
Downtown Renovated 1920's Gas Station
$125 per night
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Townhouse in Winchester
Modern Elegance in Historic Old Town Winchester
$122 per night
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Home in Bluemont
Wine Country Getaway
$98 per night
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Home in Berryville
NEW! Berryville Home Near Wineries: Mountain Views
$150 per night
Home in Berryville
Family Retreat w/ Deck Near Appalachian Trail!
$253 per night
Rental unit in Winchester
Modern Luxe 2 Bed Apt in Old Town Winchester
$136 per night
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Home in Berryville
The Hill House at Stubblefield
$224 per night
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Rental unit in Winchester
Old Town Loft In Highly Desirable Area Downtown
$135 per night
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  5. Berryville