Fitness-friendly holiday rentals in Charlottesville

Massanutten Masterpiece! Free resort gift card!

MASSANUTTEN RESORT GEM!! This 3BR, 2BA home is located within the resort and conveniently located to ALL resort attractions! This home has all of the amenities and comforts of home from kitchen to bed and then some! Escape to a home with picturesque views of nature and the peaceful sounds of wildlife while sitting on the front porch and enjoying a morning cup of coffee or an evening beverage. This home away from home is just what's needed to enjoy and make memories with friends and family!!!!!

The Cherry Tree, downtown estate, 8 parking spaces

Excellent downtown location & beautifully restored historic home within walking distance to the downtown mall, Main Street shops, and restaurants. Incredible attention to convenience details such as a wired conference room table, plumbed coffee machines, and a power strip next to every seat and bed. No need to compromise with small rooms or fight for bathrooms. Enjoy a bathroom to every bedroom and more than plenty of space, seating, and sleeping for 16 people. Come isolate in comfort and style.

2 bdrm/2 full bath Best Views of Blue Ridge Mtns.

Best View of the Blue Ridge Mountains! Panoramic window views from the great room, dining area and kitchen. If you want to get a closer look step out on the observation deck to see the beautiful mountains and ski slopes (seasonal). Patio furniture is on the deck to enjoy morning sunrises and evening sunsets. All new stainless steel appliances in kitchen, Freshly painted throughout. 2 bedroom 2 bath Lots of activities to do at the Wintergreen Resort all year long. Year round resort activities.

Rivanna Farm Estate North I Pickleball I Pool

This historic 42-acre country estate features four distinct residences, three of which are Airbnb rentals. The "North” offers beautiful views of the Blue Ridge Mountains and includes 4 bedrooms: 2 bedrooms with queen beds, and another with 2 twin beds on the main floor, and an additional queen bedroom upstairs. The second floor has a full kitchen, living room, & dining area. On the lower level is a yoga studio, game room, outdoor patio area w/seating, and charcoal bbq. (Charcoal not provided)

Gigi's Mountain Log Cabin with New luxury hot tub

Walking into this nestled cabin you will find yourself in for a warm welcome with an open floor plan featuring wooden floors, tile counters tops, sky lights, and high-ceilings. There is so much this cabin has to offer to its guests including all of the kitchenware you would ever need to cook your favorite meal...minus some seasonings -you'll have to bring those ;) Whether you're looking for a peaceful getaway, a weekend at the slopes, or a wilderness adventure this cabin will feel like home!

Newly Built Luxury Home 3min to UVA–Near Downtown

Our house is located near UVA with 3 min drive to UVA (10 min walk) and 4 min drive from Scott Stadium (15 min walk). The house has a lot of space for large groups and there are many thing to make your stay memorable . The house includes Automatic Espresso Machine, PS5, Netflix, HBO Max, Apple TV+, ESPN+, etc. The house also is well equipped for families with kids and babies. We have exercise equipment such as rowing machine in the basement. You will have a lot of fun with the foosball table.

Rustling Meadows Nest

Enjoy the peaceful surroundings of grassy rolling hills, magnificent hardwood forest, and riding trails for self-guided enjoyment. An inspiring children and dog friendly environment. Centrally located in the urban ring of historic Charlottesville/Albemarle County, enjoy the option of hoteling your horse at beautiful Rustling Meadows Stable with the best of comforts. 2 Bedrooms with Option of a 3rd Bedroom if desired for extra $48.00 per night. Third Bedroom has full bed w/ twin overhead.

Caprica (Private Ground Level Home)

Private Whole Lower Level. Caprica is the essential stay for an unforgettable Shenandoah Valley experience! Situated with perfect views of the outside, the guest quarters space is over 2200 sq ft. and features a lounge/media center, common meeting area, bedrooms & bathrooms, entertainment center with air hockey table and ping pong, and a fully supplied gym. See pictures for more details and information. Anyone is welcome to use the balcony, back patio, and fire pit.

Cookies Place on 151 Trail

Welcome to Nelson County! Cookies Place is the perfect spot for a family vacation or an adult getaway. Private pool. Tucked in a quiet neighborhood right off the hoppin Nelson 151 Beverage Trail. Breweries, wineries, cideries, hiking trails, scenic views.. all close by. Venture out to Charlottesville, Waynesboro, Blue Ridge Parkway, Blue Ridge Tunnel or Wintergreen Ski Resort. Pool: Pool will be closed starting September 4, 2025 Photos by Jill Ferrell Photography

Benji’s Getaway Shenandoah.

Only 19 minutes from Shenandoah Park! Named after my beloved son this little hideaway is the perfect spot for exploring all that this area has to offer. Lovely getaway for a couple :) Apartment separate from main farmhouse but next to it, on 4 acres :). There are horses, chickens and dogs on the farm. Our pony ride business Benji’s Buckaroos does rides for young children! Wineries, hiking, breweries, antique shops, and our Mountain Views! Fire pit, Gas grill

Rustic Barn Loft | Blue Ridge Mountain Retreat

Our rustic barn loft, crafted from native wood, sits on a 20-acre working horse and health farm in Virginia’s Rockfish Valley near the Blue Ridge Mountains. This peaceful farm stay features a cedar queen bed and single bed—perfect for a relaxing getaway, writer’s retreat, or nature escape. Experience true simplicity with a handcrafted all-wood outhouse, outdoor shower, and mountain tranquility just 4 miles from Skyline Drive.

Massanutten Woodstone 2-BR, 2 Bath

I can offer you reduced prices on a week or two of vacation in a luxurious and spacious GOLD CROWN unit in a four seasons resort. All units have been recently remodeled in 2020, 2021 or 2022. You can expect a clean room that includes all the things you need in the kitchen and bathrooms. The resort has a mandatory $15.50 daily resort fee per unit payable upon check-in.