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.

%{current} / %{total}1 / 1
Guest favorite
A scenic view of the chalet surrounded by vibrant autumn foliage. A large red tree stands in the foreground, with the sun shining through its leaves. The wooden exterior of the home is visible, complementing the green trees and clear blue sky.
Chalet in Mercersburg
4.93 out of 5 average rating, 118 reviews

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.

Top guest favorite
The living area features a spacious sofa in muted tones, complemented by two armchairs and a round dining table with chairs. Soft natural light fills the space, highlighting a blue accent pillow and a decorative wall piece with rural imagery.
Home in Greencastle
4.97 out of 5 average rating, 350 reviews

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

Guest favorite
Guest suite in Mercersburg
4.94 out of 5 average rating, 497 reviews

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.

Top guest favorite
A covered patio area is presented with a picnic table and a decorative rug. Lush flower beds filled with vibrant blooms line the space, adding color and charm. A small wooden chair enhances the inviting outdoor setting.
Apartment in Hagerstown
4.98 out of 5 average rating, 128 reviews

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.

Top guest favorite
The treehouse is perched among tall trees, featuring a wooden deck that wraps around its structure. A gentle staircase leads to the entrance. In the foreground, purple flowers bloom beside a rock outcropping, enhancing the natural landscape under a bright blue sky.
Treehouse in Shepherdstown
4.97 out of 5 average rating, 367 reviews

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.

Guest favorite
A bright seating area features two wooden chairs positioned beside a small round table, creating a cozy spot for relaxation. Large windows provide ample natural light and views of the surrounding greenery, complemented by framed artwork on the walls.
Tiny home in Hancock
4.93 out of 5 average rating, 210 reviews

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.

Top guest favorite
The entrance features a welcoming porch area surrounded by colorful potted plants and flowers. A wooden rocking chair sits on the deck, complemented by a textured area rug. Double doors with grid-patterned glass provide access to the suite, framed by lush greenery.
Guest suite in Hagerstown
5 out of 5 average rating, 485 reviews

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.

Top guest favorite
A well-organized kitchen features white cabinetry and dark countertops, complemented by light wood flooring. A small dining table with black and white checkered placemats is set for meals. Open shelving displays decor and essentials, while a refrigerator and appliances are neatly arranged for convenience.
Apartment in McConnellsburg
4.87 out of 5 average rating, 138 reviews

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!

Guest favorite
The exterior of the house is shown, enhanced by a blanket of snow. A welcoming porch features two rocking chairs, while snow-covered shrubs line the path to the door. A soft glow from the sunset is visible in the sky beyond the property.
Farm stay in Greencastle
4.93 out of 5 average rating, 137 reviews

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.

Guest favorite
A charming tiny home is nestled among tall trees, featuring a modern exterior with a combination of white siding and natural wood accents. A small deck is visible, adorned with potted plants, inviting relaxation in a serene natural setting.
Tiny home in Mercersburg
4.98 out of 5 average rating, 158 reviews

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.

Top guest favorite
A cozy living area is featured, showcasing a wooden entertainment unit with a television. A green armchair and a dark gray sofa are positioned for comfort. Natural light filters through the window, highlighting the light wood flooring and decorative accents.
Condo in Chambersburg
4.97 out of 5 average rating, 452 reviews

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.

Guest favorite
A modern kitchen with a white countertop showcases a simple bowl of greenery. A dining table with four wooden chairs is visible, while soft natural light fills the open living area, featuring cozy seating and a stone fireplace. The space is accented by exposed wooden beams.
Home in Berkeley Springs
4.92 out of 5 average rating, 110 reviews

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