Family-friendly vacation rentals in Staunton

4.95 out of 5 average rating, 173 reviews

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.

5 out of 5 average rating, 152 reviews

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!

5 out of 5 average rating, 216 reviews

Home in Staunton

* 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!

4.96 out of 5 average rating, 530 reviews

Little Yellow Hideaway (Apt in Historic Home)

We love our little imperfect home that creeks and looks pretty good for being over 100. Currently it is getting a makeover and upgrade. Please be aware of this as you are booking. It has 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.

4.84 out of 5 average rating, 402 reviews

Condo in Staunton

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!

4.98 out of 5 average rating, 469 reviews

Farm stay in Raphine

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!

4.92 out of 5 average rating, 153 reviews

Home in Staunton

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!

4.97 out of 5 average rating, 262 reviews

⭐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'.

4.98 out of 5 average rating, 348 reviews

The Bons Amis Suite: 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.

4.95 out of 5 average rating, 374 reviews

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.

4.96 out of 5 average rating, 239 reviews

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.