Holiday rentals with outdoor seating in Staunton

4.99 out of 5 average rating, 448 reviews

Cabin in Dayton

Serenity by the Stream

Cabin in the Shenandoah Mountain surrounded by National Forest on 3 sides. Inside cozy atmosphere with warm lighting and local landscape art throughout. Bright and cheery in the bedrooms best suited for 2-4 adults or family with children. Wonderful sound of the river throughout the property. Step outside to hundreds of miles of biking and hiking trails, and stocked lakes and streams. Well maintained paved state road to cabin driveway. The house is 20 minutes West of Harrisonburg VA and JMU.

Guest suite in Waynesboro

4.98 out of 5 average rating, 324 reviews

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.

4.94 out of 5 average rating, 156 reviews

Tiny home in Staunton

Sunrise Casita: a tiny house at Cana Barn

Our 250 sq ft tiny house was built by our talented craftswoman Kara. We used wood from our property and reclaimed materials to create a cozy and unique getaway. The front porch looks out to a beautiful view of the Blue Ridge Mountains and looks up to a local vintage sign. We are LGBTQ+ welcoming. Sunrise to us is the embodiment of a fresh start and a new opportunity. It is hope and possibility, adventure and inspiration, beauty and wonder. We hope all of this for your stay in our tiny house!

4.96 out of 5 average rating, 180 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, 155 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, 203 reviews

Treehouse in Verona

The Laurel Hill Treehouse

Fully immerse yourself in nature in this serene Scandinavian-inspired woodland retreat, perfect for a couple's getaway. The treehouse is perfectly nestled amongst the trees, offering a chance to unwind while enjoying the beautiful views of nature. Just imagine yourself relaxing on the wrap around porch, soaking in the hot tub, cooling off in the creek, & cozying up to a crackling fire. We invite you to unwind, reconnect with nature & create cherished memories in this tranquil hideaway.

5 out of 5 average rating, 221 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!

4.95 out of 5 average rating, 537 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.

4.92 out of 5 average rating, 156 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!

4.96 out of 5 average rating, 384 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.

4.97 out of 5 average rating, 118 reviews

Home in Staunton

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.