
Family-friendly holiday rentals in Western Maryland
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Top-rated family-friendly rentals in Western Maryland
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Enchanting PET FREE W/Amazing ViewHot Tub Overlook
Enjoy majestic views of the Shenandoah River in our tiny home centrally located just 5 mins from AppalachianTrail, 6 mins from the rivers, 12 mins from Old Town Harpers Ferry. Quiet away from the train in old town Large patio, courtyard, firepit, hammock, outdoor 2 person soaking tub. The outdoor space provides private vistas of Shenandoah, moonlit nights, star gazing, "Mind Blowing" soaking tub or taking in the beautiful scenery while enjoying a relaxing shower in our all cedar shower room.

Modern Cabin: Hot Tub, Arcade, FirePit, Pets+Pool
Experience the epitome of luxury in our breathtaking A-frame cabin, nestled amidst the serene woods. This modern retreat offers lavish amenities and a stunning open living space with floor-to-ceiling windows, immersing you in nature's beauty. Indulge in the private hot tub, relax by the fire pit, and unleash your culinary skills in our fully equipped kitchen. The large screened porch provides a tranquil oasis, while nearby hiking trails, golf courses, and a spa offer an unforgettable getaway!

Romantic, hot tub, king bed, private, pet-friendly
Uniquely spacious escape for couple, small family, or solo traveler. 30-foot great room, wall of windows facing large deck, oak floors NEW HOT TUB in private setting. King bedroom with en suite bath; loft has twin bed. Modern with touches of mcm & vintage create a magical retreat for you in the treetops. On 2 acres. Hike to top of Cacapon Mountain from back door. Quick drive (3 mins) to private community pool/hot tub/tot pool (summer only). 10 minutes to Berkeley Springs with Roman Baths, arts s

Hot Tub!, 2 Fire Pits, Huge Deck, Private orchard!
The home is an adorable cottage perfect for both a romantic getaway or a family/friends retreat. Enjoy views of the small orchard on the 3 acre wooded property from the large deck and two firepits. The Orchard Cottage is a great base to explore local wineries, hiking, and nearby Bryce Resort. Conveniently located 2 hrs from DC, 45 minutes from Harrisonburg, and only 12 minutes from Bayse/Bryce Ski Resort. Only a 15 min drive to I-81 to conveniently access all the Shenandoah Valley has to offer

Bird's Eye View
Nestled high amidst the sturdy branches, "Bird's Eye View" is a sanctuary suspended between earth and sky. Located less than 5 minutes from Deep Creek Lake and perched among the foliage, our treehouse offers a panoramic perspective of the surrounding forest, granting its visitors an unparalleled vantage point to observe nature's wonders. Relax in the hot tub and take in an amazing sunset. The home is a harmonious blend of locally-crafted art and furniture to add rustic charm and modern comfort.

Ella Bella Chalet: Hot Tub, Stunning Views, Wi-Fi
Welcome to Ella Bella Chalet! Escape to our modern, yet cozy cabin boasting panoramic breathtaking views and an array of upscale amenities. Relax in the hot tub under starlit skies or gather around the fire pit for cozy evenings. Located near Wisp Ski Resort, golf courses, and endless lake activities, including boating, fishing, tubing and kayaking. Explore nearby hiking trails and attractions like Swallow Falls State Park, Adventure Sports Center International, zip lining, biking, and more.

Hot tub, Playground, Fire pit, View and Game room
Escape to our cozy 3-bedroom, 3.5-bathroom cabin located on a serene mountain. With a game room featuring arcade games, a racing simulator, and foosball table, stunning sunsets, and space for up to 8 guests, it's the perfect spot for family or friends gatherings. Just 2 hours from the DC metro area, this secluded retreat offers a unique view in Northeast. You'll love the two working spaces, EV charger, treadmill, and now, the added luxury of a hot tub. Unplug and unwind in this mountain haven.

Creekside Retreat at the Jewel Vinsota
Relax in a quiet, curated, pet-friendly art exhibit. Live with paintings & sculptures that are for sale. This garden apartment is tucked into a hillside above a creek, along the Jewel Vinsota Sculpture Trail. Your host/gallery curators live upstairs. The “Artist’s Guesthouse” is next door. The private entrance is down a stone-stepped path. Perfect for 2 w/ the queen bed but room for 3 w/ the living room futon. Fully equipped kitchen. Private charcoal grill and fire pit next to the creek.

1832 Historic Washington Bottom Farm Log Cabin
Welcome to our renovated 1832 Log Cabin on the grounds of the George William Washington and Sarah Wright Washington 19th century plantation. The cabin was the first structure built. Then came barns and slaves’ quarters (no longer standing). The dairy barn is now a woodworking shop and the bank barn was recently restored. The main house, built in 1835, is Greek Revival style. Today, our 300+acre is Certified Organic. We border the South Branch of the Potomac River. It’s ALMOST HEAVEN !

Cozy Secluded A-Frame Cabin Retreat
Visit us on IG @almostheavenwvcabin for the latest photos and cabin moments! Welcome to Almost Heaven Cabin, our beloved A-frame escape tucked away on a private, wooded acre in the heart of the Sleepy Creek Wildlife Management area. Surrounded by 23,000 acres of protected wilderness, this cabin was created as a peaceful family retreat from city life-yet it's just a scenic 1.5-hour drive from DC and Baltimore. Expect quiet mornings, fresh mountain air, and a true West Virginia getaway.

Spruce Run Cottage, Farm stay on Catoctin Mountain
The cottage is located on 25 acres of mostly wooded terrain off Highway 17 near Wolfsville, Maryland, less than an hour and a half from D.C. The cottage faces the woods and the private drive down to the creek. There is almost zero light pollution at night so stargazing is incredible from the balcony. The hosts live on the property up the hill in an 1890’s chink log cabin. Although you can see our house, the cottage feels very private and is a quiet comfortable retreat in the hills.

Easygoing
Tired of the chaos and need a place to unwind and relax ? We have the perfect place for you! A quaint, quiet cabin to let you clear your mind and spirit after a day of hiking, biking or kayaking since we are only five miles from both the Paw Paw tunnel and the Potomac river. The cabin is equipped with electric, heating, stove top, microwave, large deck, hammock chairs, horseshoe pit, 2 double size futons with room to spare, indoor toilet but BEST of all is showering outside!
Popular amenities for Western Maryland family-friendly rentals
Family-friendly home rentals with a hot tub

Hot Tub Hideaway | Fire Pit, Records & Forest Air

Private Cabin Retreat in Lost City, WV

New Modern Cabin with Hot Tub & Arcade | HH

Cottage at Lost River Ridge

Mountain Sun Cabin – Stylish Escape w/ Hot Tub

Luxury Mountain Getaway: Sunsets, Wines & Views.

The Bella Vista House

Foxtrot Mokki | Secluded Getaway 2 Hours from DC
Family- and pet-friendly home rentals

Mary's Cabin

John Pope Cabin Browntown Va. We now have Starlink

Cabin With Wood Burning Hot Tub

Five Oaks Cabin at The Woods Resort

Waterfront Cabin on the Potomac River w/ Hot tub

Secluded 2 BR cabin in the forest awaits you!

Cozy Camper on the Rail Trail

Rustic Cabin on Cacapon River for Private Getaway
Family-friendly home rentals with a pool

Hidden in Shenandoah Valley|Pool|Pets|Fire Pit

Winter Escape! Coffee bar, fire-pit, stargaze!

Spacious Retreat for Groups, Well Stocked

Mountain & Lake Retreat: 2x Queen, saltH2O Hottub

Bear Pines Retreat ~ Game Room ~ Screened Porch

New! The Butterfly Suite at Enchanted Table Meadow

Seven Springs *Ski-in/out Condo 1 Bed.(king),1 Bth

The Cabin on the Run
Destinations to explore
- New York City Holiday rentals
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- Washington Holiday rentals
- East River Holiday rentals
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- Jersey City Holiday rentals
- Apartment rentals Western Maryland
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- Family-friendly rentals Maryland
- Family-friendly rentals United States
- Wisp Resort
- Timberline Mountain
- Fallingwater
- Seven Springs Mountain Resort
- Idlewild & SoakZone
- White Grass
- Ohiopyle State Park
- Canaan Valley Resort & Conference Center
- Canaan Valley Ski Resort
- Rock Gap State Park
- West Virginia University
- Swallow Falls State Park
- Tygart Lake
- Deep Creek Lake State Park
- Fort Ligonier
- Coopers Rock State Forest
- Laurel Hill State Park
- Fort Necessity National Battlefield
- Green Ridge State Forest
- Laurel Ridge State Park
- Smoke Hole Caverns




