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.

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.

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.

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!

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.

Earth Room Suite | Peaceful Blue Ridge Retreat

Find peace at Galleywinter Farm’s cozy farmhouse retreat in the Blue Ridge Mountains. Enjoy the entire private ground floor with its own entrance, rustic bathroom with Jacuzzi tub, and patio overlooking the woods. Guests love the calm, cozy energy—many say it’s the best sleep they’ve ever had. Relax in the sauna, forest bathing tub, or yoga studio and reconnect with nature in this healing, restorative space. See our other listings - Galleywinter Farm on Linktree

Gorgeous Views | 17 Acres | Resort Style Amenities

Welcome to Loves Afton Cabin! Gather your loved ones and escape to our secluded 17.1 acre retreat, with breathtaking mountain vistas and ample space for relaxation. Experience the peaceful ambiance of our exclusive fishing pond, soaking in the hot tub, or gather around the fire pit for evenings filled with cherished memories beneath the starlit sky. Experience the ultimate getaway at Loves Afton Cabin, where treasured memories await your arrival.

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

Private Sauna & Fireplace | Massanutten Retreat

Escape to a peaceful Massanutten retreat featuring a private in-home sauna, double-sided fireplace, and wooded privacy. Located on a quiet cul-de-sac within the resort, you'll be minutes from skiing, golf, hiking, the waterpark, and more. Whether you're planning a family vacation, weekend getaway, or outdoor adventure, this cozy cabin offers the perfect place to relax, recharge, and enjoy everything the Shenandoah Valley has to offer.