Fitness-friendly vacation rentals in Madison County

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.

Modern~OutdoorCinema~HotTub~EVSE~Games~Dogs

Discover the ultimate family getaway in the heart of Shenandoah Valley, with a variety of amenities for every family member to include our four legged pets. Embark on river adventures, unwind in the hot tub, or enjoy an outdoor movie night. ✔ 3 Comfy Bedrooms ✔ 2 Spacious Bathrooms ✔ Family Room ✔ Full Kitchen ✔ Outdoor Movie Theater ✔ Yard (Hot Tub, Lounges, BBQ, Dining, Fire Pit, Hammock, Swing Set) ✔ Smart TVs ✔ Starlink High-Speed Wi-Fi ✔ Office ✔ Free Parking ✔ EV Charger See more below!

Mountain Views, Game Room, Private Upscale Estate

Discover the epitome of craftsmanship and luxury in this exquisite estate in Shenandoah Valley with magnificent views of Massanutten Mtn & Kennedy Peak. Three primary bedrooms with ensuites all on separate floors. Just minutes to Edinburg, National Forest & Parks, horseback riding, public river access, hiking, wineries/breweries, fly fishing, kayaking/rafting, canoeing, and offroad/ATV trails. Four-season resorts are 35 and 45 minutes away, with skiing/snowboarding, mountain biking, and more.

Elmwood House

Find yourself surrounded by lush acreage & privacy in this fantastic home. Elmwood House is more than ready to assist in making the best memories with loved ones. You will feel as if you are secluded and away from it all. Step outside under the mature hardwoods and enjoy incredible views & the horses grazing. * We require honesty about your number of guests. Price is based on # of guests in accomodation* *Wifi- we care in the country and it is a hotspot- speeds vary* *We can house horses

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.

Modern Farmhouse with Shenandoah Park Views

Enjoy mountain views from every direction in this completely updated mountain home. With Shenandoah National Park as your backdrop, enjoy the spacious outdoor areas including a large patio with fire pit, sauna with mountain views, & a hot tub. Stargazing is incredible at this rural property just on the edge of the charming town of Luray. This stylish and custom home offers the perfect blend of countryside and convenience with quick access to restaurants, parks, caverns, trails, & shops.

Benji’s getaway Shenandoah. Pony rides for kids!

Named after my beloved son this little hideaway is the perfect spot for exploring all that this area has to offer. Apartment separate from main farmhouse but next to it, on 4 acres :) Please note this is a studio apartment so one room if you have more than two guests. There are horses, chickens and dogs on the property. 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.

Walk to downtown - Cheerful Luray House!

Be close to everything when you stay at this centrally-located Main Street home, walking distance to Hawksbill Greenway trail, downtown coffee shops, restaurants, and art galleries. Our house is 13 minutes from Shenandoah National Park's Thornton Gap entrance and only 6 minutes from Luray Caverns. You will love sipping your morning coffee while lounging on the front porch's swinging chair and relaxing in our hotel-grade beds! Office area with fast wifi!

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.