Fitness-friendly holiday rentals in Charlottesville

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.

Gameroom~Gym~Walk to River & Downtown~BR Pkwy 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!

Stunning Shenandoah Private Forest Retreat

Recharge and relax at our forest hideaway: a private, modern Craftsman home on 40 acres near Ruckersville, 30 mins to Shenandoah National Park (Swift Run), Skyline Drive, Charlottesville and UVA. Huge windows let in forest and mountain views. 4 bedrooms, hot tub, fire pit, game room & gym, an aerie office, huge porch, and acres of space to play & explore make this the perfect location for families, friends or multi-family groups. Full of natural wood, with luxe details and comfortable furniture.

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.!

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.

Shenandoah 2BR Cabin, Scenic Resort w/ Amenities

Relax on this expansive 1,000 acre rolling hillside resort encompassing a scenic 60-acre lake with breathtaking views. Enjoy the extensive, family friendly amenities or stay cozy inside your private rustic cabin. The resort combines an old country estate & horse farm with acres of wilderness in a pristine area that lies just beyond the Shenandoah Valley. *Before booking, click below to review “The space” and “Other details to note” for important information.*

Affordable Private Lower-Level 2BR Suite

We are empty-nester professional parents living upstairs in this owner-occupied split-level home. This Airbnb is a private lower-level guest suite with its own entrance, washer/dryer, and no shared indoor living spaces. Please note this is a lower-level/basement-style suite, not a luxury or fully separate apartment. The suite includes a compact kitchenette and compact bathroom/shower. Guests may occasionally hear normal household activity from upstairs.

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.

TOP 1% -No Fees!-Pet Friendly-Well Equipped Cabin!

Step into Casa Massanutten, nestled within Massanutten Resort in Virginia, where every 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! :)

Little Yellow Hideaway (Apt in Historic Home)

We love our little imperfect home that creeks and looks pretty good for being over 100. It is 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.

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.