
Family-Friendly rentals near Whitetail Resort
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals near Whitetail Resort
Guests agree: these stays are highly rated for location, cleanliness, and more.

Amazing Summer Holiday and Mountain Retreat
Welcome to our beloved Mountain home. Located at Whitetail resort you can walk to the slopes and enjoy the après ski in our beautiful cozy house with cabin feel. Perfect ski holiday, weekend getaway, or place to work remotely with high-speed internet. Only 1.5 hours from DC & Baltimore. This is the perfect place to escape the city, connect with nature and recharge. A place to build up fond memories. All season adventures, enjoy skiing, swimming, hiking, golfing, fishing, lakes and local farms.

Country 2-Bed/2-Bath Barndominium w/Beautiful View
Rural agricultural setting but convenient to towns, golfing, Whitetail Ski Resort and civil war historical sites. Two bedrooms with queen beds w/linens, two full baths, full kitchen living room area, desk and outdoor firepit and chairs (firewood for additional fee). Queen pull-out sofa bed. Wi-Fi and HDTV. Paved drive/parking area. Pets welcome w/agreement. Short drive to I-81 and I-70 20 mins to Hagerstown 15 mins to Chambersburg 20 mins to Whitetail Ski Resort 1.5 hrs to Baltimore/Washington

The 1780 Cabin on Main
A charming cabin built circa 1780 situated right on Main Street, just steps from Pubs and Restaurants and easy walking distance to historic Mercersburg Academy. There is a separate sleeping area upstairs with a queen-size memory foam bed. The lower level features a foldout couch and air mattress for additional guests, as well as a 55" TV and a wet bar and bathroom. Visitors have universally enjoyed the cabin's cozy feel. While there is no yard available, the town is great for walking dogs.

Private, relaxing, scenic 2 bdrm unit, Sleeps 1-5
My mother said over and over again, “The most beautiful place in Washington County “. Start your day with a brisk walk on a nearly 1 mile path that surrounds the perimeter of this beautiful farmland property. Enjoy your morning coffee as you listen to the birds. Relax in a rocking chair on the gazebo as you watch the sun go down behind the mountains. Less than 10 min from I 70 and I 81 and 20 min from Whitetail Ski. Don't expect everything brand new, but expect everything to be neat and clean.

Cozy West Virginia Treehouse
Thanks for checking out our treehouse! It’s 4 minutes from downtown Shepherdstown and 15 minutes from downtown Harpers Ferry. We are excited to share it with other fun-loving folks! The treehouse has heat and AC, a tiny kitchen with a mini fridge, stove top, toaster oven, gravity-fed sink and kitchenware. There’s a bathhouse built on the back of the host’s home with a conventional toilet and shower. There’s also an outhouse with a light and essentials. We provide wood for the fire pit also.

Ridge top tiny house - mountain side views
Reconnect with nature in this unforgettable tiny house. Perched on the top of a ridge offers great views of the mountains. Modern contrasting interior with the charm only a tiny house can bring. The mountains from three different states (PA, MD, WV) can be seen from within the tiny house. Sitting on the edge of 275 acres of farmland means you will be sure to hear the turkeys gobble during the daytime or the whippoorwill at night. Relax and enjoy the scenery from the loft bed.

Oak Hill Private Suite Historic North End
A recently renovated private suite only 1.5 miles from town center. Welcoming ‘walking’ neighborhood of architecturally diverse homes inspired by the Garden City Movement of early 20th C. Near both Interstate 81 and 70, Museum of Fine Arts, Whitetail Ski Resort, New Baseball Stadium, Antietam, Gettysburg, Frederick, C&O bike trail, wineries, outlets. Guests enjoy stays for tourism, conferences, trainings, the MD Int’l Film Festival, JFK 50, family visits and artist retreats.

The Resting Place
Take it easy at this tranquil getaway in a small town nestled in the valley of the Appalachian mountains. Ten minutes from turnpike Exit 180 - Fort Littleton/McConnellsburg. This little haven is close to a great fishing spot at Meadow Grounds State Park lake. Hiking at Cowens Gap State Park. And Buchanan's Birthplace State Park not far away. You can relax as you watch the sunset for one of the two overlooks on neighboring mountains. Come and enjoy it for yourself!

Country Home with a Wonderful View
Welcome to our house in the country. Located on a quiet country road you can sit on the porch and watch the sunset over the Mountains to the west. When the weather is warm, we host goat yoga at our farm with our Nigerian Dwarf Goats. We are located less than nine scenic miles away from Whitetail Resort and Mercersburg Pennsylvania. Cushwa Basin on the C&O Canal is less than 14 miles away. We are also a short drive away from Antietam and Gettysburg National Battlefield.

Boxed Inn ~ Hot Tub ~ Fire Pit
This charming, tiny home offers the perfect blend of cozy comfort and the great outdoors, all while nestled close to the Whitetail Resort. Inside is an open space bathed in natural light, where modern style meets mountain tranquility. The interior, with its thoughtfully designed features, comes with a comfortable loveseat, a smart TV, and bar seating: perfect for those intimate conversations or just catching up after a busy day on the trails.

One-bedroom apartment with separate entrance.
Adorable one-bedroom apartment with separate entrance. Located 10 minutes from downtown Chambersburg. Whether its historical sight-seeing, culturally diverse restaurants, or local craft beer, there is plenty to see and do in this area. Built in 2021, this apartment is on the lower level of our custom built home. It also has a fully equipped gym. Pet friendly, No smoking, No parties.

Simply Scandi- Modern Mt Retreat
Modern Scandinavian inspired home with all the necessities for a relaxing getaway. Surrounded by nature and easy access to top-notch hiking trails, while being just minutes north of all downtown Berkeley Springs has to offer. Only 2 hours outside DC!
Popular amenities for family-friendly rentals near Whitetail Resort
Family-friendly home rentals with a hot tub

Hot tub/Pool Table/Wi-Fi/Gym/Views/Pets/Tanning

All Seasons Retreat - Screened Porch - Fire Pit

Copper Flat Cottage

Waterfront Cabin on the Potomac River w/ Hot tub

The Cabin on the Run

Enchanting PET FREE W/Amazing ViewHot Tub Overlook

Activity-Packed - Pickleball - Hoops - Game Room

Modern Cabin: Hot Tub, Arcade, FirePit, Pets+Pool
Family- and pet-friendly home rentals

Creekside Retreat at the Jewel Vinsota

Unique Gem: Cozy A frame cabin in the woods

The Little White House

Cozytown Cottage/Whitetail Ski Resort/Hagerstown

Gettysburg-Ski-Golf-AT Hikes-RoseSniffers LOFT

Arden House, Inwood WV

The Study on Main Located on the Square!

Tall Spruce Farmstead in South Central PA
Family-friendly home rentals with a pool

Pet/Family Friendly, Hot Tub, Large Deck

Harmony Lodge nestled in wooded tranquility!

Cedar Loft at The Woods-Vintage Chic Cabin Retreat

The Mountain House

Spacious & Charming! Large deck+Game shed+Firepit

Cozy A-Frame Cabin In The Woods

Five Oaks Cabin at The Woods Resort

Starcatcher Chalet, The Woods Resort
Family-friendly home rentals with Wifi

Cabin on Middle Creek - Myersville MD - Middletown

Guest Apartment by C & O Canal and Battlefield

BedrockCottage-Near JLG, Cowan'sGap, Goldfish Barn

The Log Cabin

Cozy country charm

Sleepy Hollow Log Cabin

Lovely, Country Apartment, Just Minutes From Town.

❤️ Secluded 1940s Romantic Tiny House on the River
Destinations to explore
- Ski-in/ski-out rentals Whitetail Resort
- Rentals with a hot tub Whitetail Resort
- Rentals with pools Whitetail Resort
- Cabin rentals Whitetail Resort
- Rentals with a washer and dryer Whitetail Resort
- Rentals with a fireplace Whitetail Resort
- Rentals with a patio Whitetail Resort
- Family-friendly rentals Pennsylvania
- Family-friendly rentals United States
- Stone Tower Winery
- Cunningham Falls State Park
- Liberty Mountain Resort
- Cowans Gap State Park
- Caledonia State Park
- The Links at Gettysburg
- Cacapon Resort State Park
- Gambrill State Park
- Shawnee State Park
- Berkeley Springs State Park
- South Mountain State Park
- Pine Grove Furnace State Park
- Notaviva Vineyards
- Dinosaur Land
- JayDee's Family Fun Center
- Whiskey Creek Golf Club
- Catoctin Breeze Vineyard
- Black Ankle Vineyards
- Linganore Winecellars
- Big Cork Vineyards
- Adams County Winery
- Elk Run Winery
- Doukénie Winery