Holiday rentals in Staunton

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 Staunton Hideaway

The Staunton Hideaway is a cozy, private getaway with tons of charm and a short walk away from downtown Staunton! This one bedroom apartment is apart of a duplex with a separate entrance and its own outdoor space in a quiet neighborhood. Free street parking is available and easy to access. Feel free to leave your car at the house and take a short walk across the Sears Hill pedestrian bridge to downtown where you can enjoy all of the eateries and local shops that make Staunton so special!

The Firefly Cottage

This century old cottage, updated with modern comforts, is perfect for a long or short stay and is located on our family farm. Minutes from downtown Staunton or Interstates 81/64. Relax, stretch out in four rooms, get some laundry done. Enjoy the peace of the rural setting. Queen size bed, large shower, fully equipped kitchen with dishes, cooking utensils, range/stove, microwave, refrigerator, and dishwasher. Washer and dryer. Private parking. All varieties of people are welcome here.

* Award-Winning Renovation * Ideal Location *

— Ample Parking in Driveway & Adjacent Private Parking Lot — Cleaning & Linens taken care of for you — Prepare a meal in the fully equipped kitchen. Relax on the porch as the sun sets behind the nearby mountains. Or sink into your own king-size bed with a good book. This downtown home was painstakingly renovated to highlight its historic character and is a proud recipient of the Historic Staunton Foundation's 2021 Residential Rehabilitation Award. Welcome to NEWTOWN RETREAT!

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.

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!

Travelers Nook - close to downtown

The TRAVELERS NOOK is a cute, cozy, one bedroom apartment close to downtown Staunton! It’s located on the second floor, with a private entrance. It has all the charm that you would expect to find in a cute studio apartment! Built by a local architect Tj Collins in the 1920’s. This quaint space has everything you need to enjoy your stay here in Staunton! We do accept small pets on approval with a pet cleaning charge.

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.

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 Stable

Our guesthouse is located in the historic Tree Streets Neighborhood of Waynesboro, VA, an official Appalachian Trail town, located at the southern end of the Shenandoah National Park. We've aptly named the guesthouse "The Stable" because it was originally built and functioned as a stable. It has since been converted into a cozy cottage for guests.

the apARTment on Church

Occupying the top floor of our renovated 1860s house is a charming hideway filled with original art, eclectic furnishings, a fully stocked kitchen and bathroom, and comfortable full sized bed. The living room has a fold out dining table and futon. The house is within walking distance to everything downtown, on a very nice street.