Kid-friendly holiday rentals in Madison Heights

Clean family-friendly 5br for wine country getaway

Come to Sunnyside! A new 5 bedroom home with game room, hot tub, and space for 12 people on 4 acres on a private farm road. Just off the infamous Route 151, or "Brew Ridge Trail", you are RIGHT in the middle of the action: 7 minutes to 10 wineries / breweries, 5 minutes to the nearest family farm or golf course, 10 minutes to Skyline Drive with PLENTY of places to hike, and 25 minutes to skiing at Wintergreen. You are surrounded by jaw-dropping mountain views/sunsets that surprise every guest.

Sleeps 20 | Family-friendly | Near DT LYH & LU

Enjoy the convenience of staying in both of these beautiful homes that are right next door! Enough space to sleep up to 20 people! This is a perfect situation for large groups who are trying to gather together but still have your own space. Between the two homes, The Madison and Golden Jewel, there are 6 bedrooms and 5 bathrooms. Located on a safe, quiet street. Both homes have large backyards with fire pits and decks. Golden Jewel has a great basement that's ideal for creating memories!

Lakehome with HotTub Fireplace Theater & Game Room

HUGE 4/3 LAKEFRONT wildlife viewing RETREAT sitting on over 2 acres overlooking beautiful SML. This home is ideal for family gatherings. Large dock with deep, clean water in a quiet cove perfect for swimming and excellent fishing. We provide kayaks, paddle boat, canoe, paddle board. Our SPACIOUS home provides lots of fun for the whole family Indoor fun includes Movie theater, pool table, air hockey, foosball, video games and kids play room.Just outside is a hot tub, firepit, b-ball & more!

4/25-4/27 AVAIL Bernards Landing BEST VIEWS 2B

⭐️NEW REMODEL -2024⭐️ BERNARDS VACATION PROPERTIES -BOOKBERNARDS-Voted as one of the “BEST PLACES TO STAY” at Smith Mountain Lake- January issue of Laker Magazine IF OUR DATES ARE BOOKED PLEASE SEE OUR OTHER PROPERTIES BEST LOCATION 2 BEDROOM AND VIEWS AT BERNARDS NEW RESTAURANT IN THE RESORT OPEN YEAR ROUND-NAPOLI BY THE LAKE ⭐️5G FAST WIFI⭐️ NEW KING BED-UPGRADED MATTRESS WE NOW HAVE KAYAKS, RACKET BALL, PICKLE BALL, TENNIS RACKETS & BALLS, AND MORE FUN FOR GUESTS TO USE!

Peaceful 3 bedroom cottage near SML State Park

The enormous screened porch is where you will want to relax and enjoy the views. 3/4 mile to SML State Park(beach, hiking, biking, boat ramp), 4 miles to Parkway Marina, 1/2 mile to Mariners Landing Golf Course. Plenty of parking for multiple vehicles and a loop driveway if you’re towing boats. 2 queen and 2 twin beds. Fully equipped kitchen, cozy living room with smart TV and fireplace, 400Mbps WiFi. Separate sunroom for gaming or teleworking. Well behaved owners with dogs welcome.

Inn at the Woods: Updated Cabin w/Mountain Views

Fall in love with the charm of this recently updated ‘Hansel & Gretel’ style cabin located on Castle Rock Mountain. This cabin has 3 bedrooms + a loft, with a total of 4 queen beds. Hike and explore the 20+ acres or relax on the large multi-tiered deck and fire-pit area while soaking in the mountain sunsets. Enjoy nearby dining, breweries, or wineries, the historical town of Charlottesville, or spa, golf, tennis, and skiing at the Wintergreen Resort - both just a short drive away.

BlueRidge Getaway- Dog Friendly

Relax and enjoy spectacular top-floor mountain views from the deck. This recently renovated unit is at the top of the mountain close to many hiking trails. Visit the Wintergreen village, with its restaurants and shops, with a 5 minute drive or an easy hike through the woods. You also have access to Rhodes Farm and Chestnut Hills pool. This condo is convenient to Devils Backbone, Bold Rock, and the litany of other breweries, cideries, distilleries, and restaurants. Dogs welcome!

Cottage on Wine/Brew Trail!

Cottage right in the center of all the wineries, breweries, distilleries, cideries, Shenandoah National Park, hiking, App.Trail, Blue Ridge Pkwy, Wintergreen Resort.Pets welcome for an added fee ($40). Located on 151 -"alcohol alley". Literally seconds to Blue Mountain Brewery or Flying Fox Vineyard & a minute or two drive to Veritas, Cardinal Point, Afton Mt, Silverback, Valley Rd and more! Fiber internet, disinfected--couldn't ask for a better spot!

Super Comfy Mtn Escape w/ 4 Bedrooms & Hot Tub

Bring the whole family or group of friends to this awesome, comfortable home with lots of room for fun; a brand new hot-tub and huge patio; plenty of parking/two-car garage; and central location for epic views, hikes, and skiing. Two master bedrooms on each end with king size beds. One bedroom with a queen and another with two twin beds and a crib make it a perfect place for multiple families.