Pet-friendly holiday rentals in Charlottesville

West Wing

Quiet West Wing of my home, was newly renovated February 2020. The West Wing has a private entrance set in a mature garden. Two bedrooms upstairs sleep up to four people. One w/queen size bed and views of the garden.The 2nd has 1 full and 1 twin bed, plus walkout balcony. Each floor has a full bath. The 1st floor has a combined living room/dining area with a counter, bar sink, microwave, coffee maker, toaster oven andTV. Pet dogs only are welcome. The cleaning fee is included in the base price

Spaniel Hill; cozy hilltop home w privacy & views

Cozy hilltop with Views, deck and hot tub. Cottage furnished with original art and antiques collected by us, the cottage is easy to get to but feels like a world away. Recently renovated main level has three cozy bedrooms and 1.5 baths, sleeps 6, and the garden level suite offers one large king bed and a twin bed with full bath and separate sink area, sleeps 3. Close to UVA, Pantops 250 corridor, theDowntown Mall, Gordonsville and Orange to our north. Over 20 highly rated wineries within 20 m

Downtown Retreat | Fenced Yard + Pets Welcome

Peaceful North Downtown retreat just minutes from UVA, Downtown Charlottesville, Martha Jefferson Hospital, Virginia’s Wine Trail, and the Blue Ridge Mountains. This bright, single-level, pet-friendly home sleeps up to five guests and features a private fenced backyard with a fire pit and grill, a fully equipped kitchen, high-speed Wi-Fi, and a newly renovated spa-inspired bathroom. Whether you’re visiting for a UVA weekend, wine tasting, work, or a relaxing getaway, you’ll feel right at home.

Spacious apt/near Charlottesville /UVA/wineries

*Spacious, sunny, 1275sf 2-bdrm apt, 9 ft. ceilings *BEDS: 1 king+2 XL twins (can convert to a 2nd king); a twin or queen air mattress avail if requested or if >4 people ($25/night pp) *cable Wi-Fi/TV *Desk+adjustable chair *15 min to UVA; close to hiking, wineries, breweries, Monticello *15 min to CHO *Panoramic views: rolling hills; lovely woods * landscaped yard; large bluestone patio *Setting along the picturesque Garth Rd. corridor *12 min. W of town; <1 mile from Foxfield Steeplechase

Living Water Farm, Blue Ridge

Iconic home and Farm in Dyke, Virginia, circa 1891. Situated on the Roach River with views of the Blue Ridge mountains and pastures. Relax on one of the double porches or under on of the shade trees. The stone fireplace warms the heart and soul on a cool evening. Minutes from the Shenandoah National Parkway, the Blue Ridge School and several beautiful wineries. Approx. 12 miles from CHO airport, 20 min from Blue ridge Parkway, 10 min. to Standardsville and 20 miles to Charlottesville.

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!

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

Adorable cottage steps from Grounds

A cozy Milton Grigg designed cottage and detached carriage house three minutes walk to the Lawn and ten minutes walk to the Stadium. Nestled in a wooded neighborhood. Perfect for visiting parents, UVA chapel weddings, med student rotations, and football games. NOTE: The cottage sleeps five adults and the carriage house two adults. There is one bathroom in the cottage and one in the carriage house. Please read through all the information in the 'Description' section below before booking.

Walk DT | Pets | Soaking Tub | Parking

The High‑Note Craftsman Cottage – live like a local in downtown Charlottesville Stay in a charming and pet friendly Craftsman cottage just minutes from Charlottesville’s Downtown Mall. Enjoy a soaking tub, fast Ting fiber Wi-Fi, and rare free parking — perfect for couples, families, and remote work travelers. This bright, comfortable home blends historic character with modern amenities, creating the ideal base for exploring Charlottesville, UVA, wineries, and the Blue Ridge Mountains.

3BR / Pets Welcome / Fenced Yard / Fiber Internet

Sitting atop the neighborhood, Monticello mountain 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. Big Green Egg grill

Lakefront Cabin w Stunning Curated Decor & Hot Tub

✨ 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.

Charlottesville Bungalow close to UVA

Walk to Bodos, Marie Bette, Dairy Market, and more! Right behind the best restaurant in Charlottesville, Birdhouse. This newly renovated one bedroom (back alley-abode) has a fun and funky style, full kitchen, brand new Article foam mattress pull out couch, and a private upstairs balcony with views of Carter mountain. The spacious bedroom has vaulted ceilings, luxury helix king mattress, and great natural light. Comes with a private parking space!