Fitness-friendly holiday rentals in Charlottesville

Newly Built Luxury Home 3min to UVA–Near Downtown

Walk to UVA, Stadium & Downtown! 🚶‍♂️ Our 3-story, 5BR retreat is the ultimate Charlottesville base for fans, families & wine lovers. ✨ Location: 🎓 UVA: 3m drive | 10m walk 🏈 Stadium: 4m drive | 15m walk 🛍️ Downtown: 5m drive | 18m walk 🍷 Wineries: 12-20m drive ✨ Amenities: ☕ Breville Barista: Pro espresso & beans 🎮 Fun: PS5,Foosball,Netflix,Disney+& Hulu 🏋️ Gym: Rowing machine, arm twister & yoga mat 👶 Family: Crib & kid gear 🅿️ FREE 2-car driveway + unlimited street parking! 🎓🏈🍷

Gameroom~Gym~Walk to River & Downtown~Nat Park 5mi

Centrally located historic home walkable to river, downtown shops & restaurants. Less than 15 mins to Shenandoah Natl Park, Blue Ridge Pkwy, Skyline Drive, Blue Ridge Tunnel Hike, Basic City Brewery, The Foundry, Wineries, Antique shops & Augusta Expo. Charlottesville, Staunton, Harrisonburg & Nelson Ski/Wineries 30mi The rec center across the street has playground & basketball court. Home has a main level bed & bath, game room, gym, 2 living rooms, firepit, fireplace, king bed & lots of charm!

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.

Makin' Mountain Memories Jacuzzi, Fire pit, Grill

Enjoy a cup of coffee on the deck tucked in the mountain foliage, evenings spent enjoying the fire pit, while grilling dinner or relaxing in the hot tub. Inside has a gas fireplace w/ smart TVs or play in the game room! This is a newly modeled home with a fenced yard for potty trained dogs, with a pet fee! We are inside Massanutten resort gates, offering skiing, sledding, adventure park, go carts, golfing, horseback riding, indoor water park, mountain side restaurants!way, FREE POOL excess!

Happy Farm with Views & Hot Tub!

Enjoy the sunrise over a horse pasture, the sounds of nature, and the brightest stars in Virginia. Our Non-Functioning Family Farm is on the side of a mountain with fresh spring water. On the grounds you have a Hot Tub, Barn, Private Gym, Playground, Fire-pit, Hammock, Acres to Roam, Multiple Decks, etc. A quick ~10 minute walk to the Falling Rock Bridge on the Tye River for fishing, kayaking, tubing, or looking for Otters! Nelson lake has a boat ramp and public fishing just 5 miles away.

Mountain DesignerHome•Waterpark&Golf•Sauna&Firepit

MASSANUTTEN GEM! 5min to⛷️Located within the resort & convenient to ALL resort attractions! This home has all of the amenities and comforts of home from kitchen to primary bedroom suite & more! Escape to the East Coast Appalachian Mountains with picturesque Shenandoah Valley views & the peaceful sounds from outdoor seating & enjoying a morning cup of coffee or an evening beverage. This home is just what's needed (including a flat panel smart TV) to enjoy & make memories with friends & family

Cozy 1BD FULL PRIVATE APT in Charlottesville, VA

This is a full private apartment located in the lower level of a house in the Greenbrier neighborhood in the heart of Charlottesville, VA. It is self contained and includes a bedroom, living room, utility room, game room with pool table, darts and ping pong, small gym, and full kitchen and bath. 5 minutes from downtown and UVA. Under 5 minutes to JPJ, Amphitheater, downtown mall and Scott Stadium. Perfect for hiking, brewery and wine tastings, weddings, vacations, graduation, etc.!

Little Yellow Hideaway (Apt in Historic Home)

We love our little imperfect home that creeks and looks pretty good for being over 100. Currently it is getting a makeover and upgrade. Please be aware of this as you are booking. It has a roomy, walkout basement apartment with windows in every room and is tucked away in the heart of downtown. This home dates back to the 1800s, with loads of character and occasionally a bit of noise from the upper levels. It’s not a high-end trendy spot, but it’s humble, and perfect in our eyes.

Rustic Barn Loft | Peaceful Blue Ridge 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. See our other listings - Galleywinter Farm LinkTree.

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 open in late May Photos by Jill Ferrell Photography

TOP 1% RATED!-NO FEES!-Pets Welcome-Well Equipped!

Step into Casa Massanutten, nestled within Massanutten Resort in Virginia, where each season paints a new canvas of adventure! With 3 bedrooms, 2 baths, and pet-friendly vibes, it's your perfect getaway. Explore the resort activities, charming Harrisonburg, Shenandoah National Park, plus scenic trails and attractions. Please message me anytime if you have any questions. Don't miss out-Book now for family fun and relaxation!