Pet-friendly holiday rentals in Charlottesville

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.

Shenandoah Getaway Cabin on 5 Acres w/ *Hot Tub*

Our Log Cabin has EVERYTHING you need for your mountain vacation! Miles of gorgeous mountain views off the large wrap around porch. *Outdoor Hot Tub *Indoor Wood Burning Fire Place *15 minutes from Shenandoah National Park *30+ Local Wineries!! *Outdoor Firepit *1GB WIFI and Huge TVs! *Close to UVA/ Charlottesville *Full Kitchen *Large, Private Deck with Mountain Views *Propane Grill *Outdoor Heater *Plenty of Space to Park Cars *Hiking *Maybelle's General Store less than a mile away

Lux Country Retreat minutes from Charlottesville!

Located just off route 29 this private luxury retreat with surrounding 2 acre fenced yard is one mile from Pippin Hill Farm & Vineyard and only 15 minutes from UVA/Charlottesville. You will find this home spacious, bright and airy, perfect for entertaining groups or families. The house is completely equipped with everything you may need to host the perfect getaway! Nearby attractions: Pippin Hill, Albemarle Ciderworks, Ragged Branch Distillery, Potter's Craft Cider and Charlottesville!

3BR / Pets Welcome / Fenced Yard / Fiber Internet

Sitting atop the neighborhood, Monticello can be seen from our Ridgetop home. Convenient to all parts of Charlottesville, including Downtown, UVA, and Hospitals. Local parks offer swimming, boating, & are all walkable. The fenced yard allows for a safe space for dogs and the private patio is perfect for relaxing. The home offers an open design in the kitchen, living & dining room. Bath has a modern tile with a jacuzzi tub. Fast TING fiber internet. Freshly painted. Big Green Egg grill

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.

Romance Ridge, 15 mins to Shenandoah National Park

Welcome to Romance Ridge, a rustic-chic cabin getaway at the doorstep of the Shenandoah National Park. The cabin is located 6.5 miles from the Swift Run Gap entrance of the Skyline Drive and Shenadoah National Park. This secluded, romantic cabin is complete with luxury linens and equipped kitchen for the week or a long weekend. Enjoy the hot tub year round after hiking, and seasonal indoor fireplace. Privately located on 2 acres, welcome to your getaway!

Hot Tub@ Lakefront Cabin w Stunning Curated Decor

✨ A Marvelous Night for a Moondance Awaits ✨ Welcome to Moondance—a lakeside log cabin with serious style and mountain soul. Designer interiors, cozy fireplaces, an après-ski game room, and dreamy views set the stage. Whether you're sipping wine on the deck or roasting s’mores under string lights, this is where memories are made. Minutes to wineries, Wintergreen, and the Blue Ridge Parkway. Relax, reconnect, and maybe do nothing at all. We support that.

The Gramophone - Romantic Valley Retreat

A Shenandoah Valley peaceful retreat in its own mini-valley, featuring a mountain-top creek rushing through the 3-acre property. Enjoy a romantic getaway with a premium sound system and record player, a wood-burning indoor fireplace, a wood-burning outdoor hot tub, a deck hanging among the trees, and tons of nearby adventures. These are just some wonders you can soak up during your stay. Just 2 hours away from Washington DC. Welcome to The Gramophone.

Farm Cottage~Cows, Massage, HotTub, Sauna & Views

Welcome to the Cottage at Dices Spring Farm. This gem is nestled in the beautiful Shenandoah Valley. You will love the weather-sheltered hot tub building, relaxing greenhouse garden massage space and personal finely crafted sauna with a Sweden built cold shower dump bucket A custom bathroom double-headed shower, and reading nook in the loft are favorites to unwind and disconnect. Minutes away from JMU, Buc-ee's, Valley Pike Market & Vineyards.

Charming Cottage at Golden Hill

Enjoy our lovely handcrafted cottage in its wooded, peaceful setting with its new keyhole-style herb garden. Just a mile off the Keswick exit of I-64 near Charlottesville, UVA, Monticello, many wineries and historic sites, this conveniently located property includes walking trails, hilarious chickens, beautiful gardens and a new playset for children. High speed internet is an added bonus.

Sunny private studio, walk to the University

Sunny studio apartment with separate kitchenette in great location - walk to UVA and local restaurants, 10 minutes to downtown. Private entrance, queen size bed, cable TV, wireless internet, continental breakfast for arrival and off-street parking. Large grass yard and flower gardens in historic neighborhood. Well-behaved small dogs welcome.