Holiday rentals in Staunton

Mountain Overlook House - Blue Ridge Parkway

Unique octagonal house with stunning views of the Blue Ridge Mountains of Virginia. Located 2 miles from I-64, 15 minutes to downtown Waynesboro and an easy 25 min drive to Charlottesville and UVA. Open floor plan, perfect for gathering, and long-range 180 degree views from nearly every room. Fully equipped renovated kitchen. Quality linens and bedding. Rustic, yet modern decor. Home features large fireplace, outside fire pit, wifi, and board games galore. Stargazing and birdwatching heaven.

Bee & Key—Staunton downtown

Staunton (pronounced “Stanton”) is one of the most vibrant, charming small towns you’ll find anywhere, and Bee & Key is in the center of it. This bright and stylish apartment is on the second floor of a grand 1885 home on East Beverley St. You will be half a block from the restaurants and shops of our bustling downtown, including Blackfriar’s Playhouse, the Woodrow Wilson Museum, The Shack restaurant, and Mary Baldwin University. We’re an easy walk from Staunton’s historic Amtrak station.

Queen City Hideaway

Imagine waking up to stunning mountain views, brewing coffee on your private deck, and planning your day exploring Staunton's vibrant downtown. Fully stocked! Need for nothing! Unwind in the heart of Staunton's historic charm! Sip coffee on your private deck overlooking Staunton's vibrant cityscape and rolling mountains. Binge your favorite show on our smart TV, and whip up a meal in the stocked kitchen. Walk to restaurants, shops, or the theater. Book your stay today and start planning!

The Laurel Hill Treehouse

Tucked away in the woods, this Scandinavian-inspired treehouse is a quiet, peaceful spot designed for a relaxed couples getaway. Surrounded by trees and overlooking beautiful woodland views, it’s an easy place to slow down and unwind. Spend your time on the wraparound porch, soak in the hot tub, cool off in the creek, or settle in by the fire at night. This is a serene, comfortable retreat where you can reset, enjoy all that nature has to offer, and simply be present.

Downtown Luxe: Luxury Vintage + Downtown

Come enjoy this newly remodeled moody and eclectic luxury apartment during your stay in Staunton Virginia! This 2-bed, 1-bath apartment places you at the epicenter of a vibrant downtown culture while surrounding you with the style, luxurious details, and enchanting ease of a well-appointed home. We are located a minute walk from all that downtown has to offer. Our unit sleeps 6 and parking is provided with our parking pass. Please make sure to return it after use:).

Little Cabin in the Woods is quiet and secluded!

Enjoy our rustic, cozy, historic log cabin in the woods on 21 acres with two streams and a little meadow. The logs, from the 1800's, were reconfigured 17 years ago combining a rich history with high speed internet and modern amenities. Sink into the luscious bed with totally organic sheets, mattress topper, and pillows. Take a walk on the original wagon train road down to a stream or bath your senses in the majestic view of Jump Mountain from the meadow.

FarmCottage: Hot Tub Sauna Massage ShenandoahViews

Welcome to the Cottage at Dices Spring Farm. This gem is nestled in the beautiful Shenandoah Valley. You will love the weather-sheltered hot tub building, relaxing greenhouse garden massage space and personal finely crafted sauna with a Sweden built cold shower dump bucket A custom bathroom double-headed shower, and reading nook in the loft are favorites to unwind and disconnect. Minutes away from JMU, Buc-ee's, Valley Pike Market & Vineyards.

Traveler’s Escape-1 bedroom. Walk to downtown!

Come stay with us at the Traveler’s Escape! A spacious clean and unique ground floor apartment. Modern decor but everything you will need for a comfortable stay. Walk to the heart of historic downtown Staunton. Spend your days enjoying history, wineries, breweries or a beautiful drive to Shanadoah national park, only a 20 min drive . We provide a couch that converts to a third person sleep space in the living room. We allow pets upon approval

The Bons Amis Suite: Chic Decor, Walk Downtown

The Bons Amis Suite means “The Good Friends Suite” in French. It has been lovingly furnished, decorated, and named in honor of owners Kati and Keith Hebert’s dear friends, Thierry and Sandrine and their family, who live in Tours, France. Thierry and Sandrine owned the first Airbnb that our owners ever stayed in! This suite is a comfortably elegant and serene private apartment on the upper level of this renovated two-story Victorian home.

Green on New - Central Location and Staunton Charm

The Little Green House on N. New St. is a historic home stylishly and lovingly renovated and decorated to suit your next getaway! This cheerful home is centrally located in Downtown Staunton and is just a 10 minute stroll to the iconic shops and dining located on East Beverley Street. With two queen bedrooms and a spacious backyard, this home is perfect for a small family, a couple, or even two couples.

Little Yellow Hideaway (Apt in Historic Home)

We love our little imperfect home that creeks and looks pretty good for being over 100. It is a roomy, walkout basement apartment with windows in every room and is tucked away in the heart of downtown. This home dates back to the 1800s, with loads of character and occasionally a bit of noise from the upper levels. It’s not a high-end trendy spot, but it’s humble, and perfect in our eyes.

The Storefront: Downtown Staunton + Unique Stay

Welcome to The Storefront: A Very Small Hotel. The Storefront is located right in the heart of downtown Staunton. The Storefront was built in the early 1900's and was previously a tea shop before becoming a vacation destination. It's like having your own little townhouse in the heart of Staunton's historic district! Keep your car parked and walk everywhere you need to go.