Holiday rentals in Staunton

The LoriAnn, A Boutique Stay New Sleep Number Bed

This beautifully restored 1940’s home in the City of Waynesboro is just a short drive from the Blue Ridge Parkway. Modern amenities, light complimentary breakfast items and assurance of comfort awaits! Enjoy one of a kind Autographed Movie and TV Memorabilia. The spacious front porch is yours to enjoy including a 100 yr old porch swing that belonged to my Great Grandmother. Along with the Parkway & Skyline Drive, enjoy Restaurants, Breweries, Vineyards, movie theaters and exploring Route 151.

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.

The Landmark: Luxury In Downtown Staunton

Enjoy a stay at The Landmark with plenty of space for family and friends. With over 2,000 square feet of spacious living, The Landmark is a 4 bedroom, 2.5 bath home in the heart of Downtown Staunton. Need more space? Inquire about adding bedrooms & living space with the addition of Hunker Down; the lower level unit featuring 2 queen beds. Enjoy our luxury finishes during your vacation and step out the front door to enjoy all that Staunton's small town charm has to offer.

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.

Third & Thornrose, Staunton Condominium

Our guests stay upstairs in our 1929 American Foursquare house. Central air; separate entrance, wooden floors. Daily, weekly or monthly rates. Small, fully-equipped kitchen with stove and refrigerator, small dining room. The bathroom has a tub and shower. Television with Netflix. Wifi and off-street parking. Two bedrooms (queen-sized bed, two XL twin beds), living room. Short walk to Gypsy Hill Park, 1 mile to historic downtown (Trolley). Small town, Big Magic!

The Bread Barn

Welcome to Seasons' Yield Farm! Your retreat sits atop a working bakery amidst a family farm in the beautiful Shenandoah Valley. Minutes off highway 81, within 20 minutes of Lexington and Staunton. This getaway is perfect for the guest passing through or a family looking for a rural getaway. Enjoy the solitude of the country and the yield of a bakery! Custom made coffees delivered to your doorstep every morning! Check us out at Seasons' Yield Farm. Welcome!

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

Little Yellow House: Walk to Downtown Staunton

Welcome to Staunton! This historic home was one of the original workers' cottages in the 1800s. It's located downtown with a short walk to shops, restaurants, bakeries, Mary Baldwin University, Gypsy Hill Park, and Blackfriars Playhouse. It has all the charms of an older home like original pine floors and tavern-style doors, but with a modern kitchen, bathroom, internet, and AC. There is plenty of street parking and the neighborhood is beautiful!

⭐Private Apartment Footsteps From Downtown

Our home is an 1890's Victorian in Staunton's Gospel Hill Historic District. It is walking distance from everything in Downtown Staunton. We have a private apartment with its own separate entrance. 1 bedroom, 1 bath, comfortably furnished with kitchenette, high speed WiFi and Smart tv. Just 2 blocks from Shakespeare Blackfriars Theatre, VA School for the Deaf and Blind, Woodrow Wilson Birthplace, and renowned local restaurant 'The Shack'.

Walker's dream. Close to downtown.

Centrally located near the library, Gypsy Hill Park, and downtown Staunton, our private, walkout basement apartment has individually controlled heating and air conditioning. It includes a brick patio, private rear entrance and historic details from the late 1800's. It is generally quiet, but you may sometimes hear the two adults upstairs. Come enjoy this peaceful and centrally-located space.

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.

The Bohemian Suite: King Bed, Walk Downtown

Add a little free-spirited adventure to your travels with a stay in our Bohemian Suite! Whether you’re in town for business or pleasure, this lodging choice will bring a vibe of imaginative and lighthearted fun to your visit! We are ideally located just minutes from downtown’s main strip filled with local shopping, dining, and other attractions!