Pet-friendly holiday rentals in Waynesboro

Spacious Tiny Home Close to Wine, Beer & Mountains

A six-figure tiny home in the epicenter of VA's Brew Ridge Trail. FORBES listed this model as the most beautiful tiny house in the world. "Big Tiny", built in 2017, is a luxurious retreat that is huge on both character and amenities. This handcrafted home boasts a full-sized kitchen private bedroom, cozy sleeping loft, 2 large screen TVs, and full bath with tub. With a cathedral ceiling and walls of windows, this Escape Traveler XL is the flagship offering of the premiere tiny home builder.

Idyllic Cottage Retreat

⭐️ Condé Nast Traveler Approved ⭐️ Cozy cottage nestled on a historic 400-acre Blue Ridge Mountain farm abutting Shenandoah National Park. Every space inside this cozy cottage is creatively styled, with tons of perfectly imperfect charm. Outside, a hammock beneath the elm trees, fire pit and grill, all allow for enjoying the splendor of this peaceful enclave. Excellent day-tripping to many of central Virginia's celebrated wineries and breweries, as well as scenic drives and hiking trails.

Elk Mountain Overlook: Breathtaking Views

Mountaintop overlook with jaw dropping views and camp themed interior design. Perched upon Elk Mountain just off the Blue Ridge Parkway this petite chalet is under 30 min from Charlottesville, 10 min to 151 vineyards/breweries/cideries, and 10 min to Waynesboro. Relax in this natural retreat featuring 2 king bedrooms, 2 person soaker tub, double headed shower, and ample kitchen w/many extras. Take in the views from the large deck, firepit, under porch swing, or mountainside adirondack chairs.

Magical Log Cabin,streams,4 bdrms, pet frndly,WiFi

Enjoy your getaway in a peaceful setting in this unique cabin built in 1840 with addition, walk-around porch & deck. *WiFi* 3 streams surround the property with multiple walkway bridges to access the ample yard. Natural firepit with everything you need to enjoy a cozy fire. 4 bedrooms with sleeping space for at least 8 people (Queen, bunkbeds, 3 futons, full cot). 2 full bathrooms, plus an exercise/yoga/meditation room stocked with weights, fitness dvds, mini fridge, and essential oils

Barn Suite, Mountain View's & Hot tub! Pets OK

Beautiful views just off Route 29, only 10 minutes from UVA, and tucked near the area’s finest wineries and top attractions. This intimate, luxury barn suite offers a private setting with 1 king bedroom, 1 bathroom, and an open-concept living room and kitchen featuring a cozy fireplace, queen pullout sofa bed, and single cot for extra guests. Unwind and relax on the back patio with breathtaking sunsets, hot tub, grill and a firepit — all fully yours to enjoy during your stay.

Bear Creek Inn

You will be renting the 3 bedroom cottage, very large, fenced yard for your pet. Relax at this quiet, peaceful place with year round trout stream. Minutes from the breweries and wineries on Nelson 151. Plenty of outdoor activities to enjoy. The George Washington National Forest is across the street for exploring, hiking and hunting. The house is only 4 miles from Crabtree Falls and several minutes from the Appalachian Trail access. Wintergreen Resort is 12 miles away.

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

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.

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.