Pet-friendly holiday rentals in Waynesboro

Close to skiing! | King Beds | Fireplace | Hot Tub

Welcome to Blackrock Escape! Dog friendly, 2BR/2.5BA mountain home in prime location at Wintergreen Resort. 3-min drive to the Mountain Inn. Walk to hiking trails–the Plunge Trail/Blackrock Park is only a 2-min walk. Two BRs on first floor - both with King-size Helix mattresses, smart TVs, and en suite bathrooms. Wood burning fireplace, games, puzzles, 65” smart TV in living room. Two decks w/gas grill and hot tub. Keurig K-Duo coffee maker and dishwasher in kitchen. Full-sized washer and dryer.

Spacious lower level Airbnb! READ SUMMARY!

Hello everyone! I’m not going to try to convince you to stay at this Airbnb but instead address the issues that guests have complained about in reviews. This listing is priced accurately and cheap because there isn’t much besides 2 king beds, bathroom, washer/dryer. There is a bit of noise from upstairs when people walk around but usually no later than 11 PM. Please keep in mind when reviewing that you’re not paying very much to stay here. If you’re going to complain, please stay elsewhere.

Stylish*Updated*Central*Walk to Slopes*Dogs OK!

Step into the allure of our fantastic Wintergreen, just a leisurely 4min stroll away from the heart of Wintergreen's mtn action! Tucked away in a serene and tranquil nook of the mountain, our meticulously curated property combines serene relaxation with unfettered access to the thrilling outdoor adventures that await nearby. The closest hiking trail is within 200 yds! Whether you're a couple seeking a romantic retreat or a small, fun family, our home is eager to embrace your mountain dreams!

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!

The Copper Cottage - near the Appalachian Trail

An antique fully renovated, cozy cottage that blends the character of saw milled wood beams, hand-crafted finishes, & local art with the modern comforts of Wi-Fi, Streaming TV, A/C, and a Jetted shower that might raise your attitude with the altitude! At the entrance to downtown Historic Waynesboro and the riverside park, its restaurants and stores can entertain even the peculiar palate or collector, some are right across the street! Fully fenced in back yard, so bring the pups to play!

Couples Getaway,heart of RT 151,stunning views

The Cottage is conveniently located along the Brew Ridge Trail. Sit on your patio and watch the sun set over Humpback rock and the Blue Ridge Mountains. Amazing location that’s set right in the middle of all the breweries. Spacious 6 acre farm with Route 151 road frontage. This handsome cottage is the perfect romantic get-a-way. Enjoy WiFi, air con, parking, self check-in and all the amenities you need to feel at home. Picturesque mountain views and beautifully landscaped grounds.

Built to be AIRBNB Townhome (Central Waynesboro)

New townhome built/designed to be an Airbnb experience. For clarity this townhome is near city center. Located at the foot of the mountain (near Shenandoah), 3 minutes from downtown Waynesboro, close to Basic City Brewery. Premium queen sized beds/cleanliness and an entire space with ambiance in mind. Enjoy a well stocked coffee/tea station, travel sized toiletries, and smart TVs in each room. Enjoy, fast Fiber internet, and self-checkin.

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.

Cheerful 2 bd bungalow with HOT TUB! Pet friendly!

Enjoy the entire home to yourself, including a relaxing backyard retreat with hot tub. Perfect for singles or couples who want to stay home and relax or visit the sites then come home to enjoy the hot tub under the stars. 10 min drive to shopping; 10 min to Blue Ridge Parkway & Skyline Drive; 15 min to 151 Breweries. kayaking/canoeing/hiking/fishing on the beautiful South River.

Blue Ridge Retreat: Your Cozy Mountain Getaway

Luxury condo furnished with all you need for an exceptional stay. Whether you enjoy the wineries and breweries, hiking the mountain trails, kayaking or paddleboarding, or ski/snowboard, this is the perfect home base for everything Wintergreen has to offer! Just 3/4 of a mile to the resort & slopes and a 50 foot walk from your back door to the shuttle pickup.

Farmhouse at the foot of the Blue Ridge Mountains

Updated, pet-friendly farmhouse with extra-large fenced in yard, located in Waynesboro. Located on a 60 acre farm surrounded by nearly a mile of river - 10 minutes from Skyline Drive & Blue Ridge Parkway - 15 minutes to Rt. 151, with unlimited wineries and breweries - 30 minutes to Charlottesville, UVa -30 minutes from Wintergreen

Prickly Pear Cottage *5 minutes from skyline dr.*

Prickly Pear Cottage is located right at the base of Afton mountain in Waynesboro. You’re just minutes from hiking, breweries and vineyards! This home was designed with the traveler in mind. You will love the spacious great room, large rec room in the basement outdoor space for your furry friends and the kids.