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Kid-friendly holiday rentals in Allegany County

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Top-rated family-friendly rentals in Allegany County

Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.

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Cabin in Green Spring

4.74 out of 5 average rating, 150 reviews

Potomac Cabin, Riverfront, 7 acres, sleeps 14, spa

The Potomac Cabin is located directly on the South Branch of the Potomac River boasting full water access for fishing, rafting, swimming and more! Situated on 7 acres of prime WV mountain land, this 5-BR, 2.5-BA cabin can comfortably sleep 14 people and is perfect for hosting your weekend or more getaway. Includes game room, Starlink High-Speed Internet, water filtration system & hot tub. Come explore the beautiful eastern panhandle of WV with this one of a kind, yet affordable mountain retreat!

Guest favourite

Cabin in Great Cacapon

4.95 out of 5 average rating, 138 reviews

Cozy Cabin on the Cacapon River

The Cozy Cabin is set back off the Cacapon River banks with spectacular year round views. The property sits on 5 wooded acres with over 500 feet of river frontage and PRIVATE RIVER ACCESS. Bring canoes, kayaks and your fishing pole in the summer or in the winter light a fire and cozy up indoors. The spring brings abundant wildflowers and its the perfect location to view the fall foliage. We invite you to enjoy our city escape in the mountains. Fiber internet is now installed 500 mps internet

Guest favourite

Home in Cumberland

4.94 out of 5 average rating, 239 reviews

Jacob's Cottage

Free WI-FI now available. Our place is good for couples, solo adventurers, business travelers and families (with kids). The Cottage is a quaint, Cape Cod style house built in 1950. It sits high on a hill in the heart of Maryland's Appalachian Mountains in Allegany County. It is surrounded by views of Wills Mountain and Shrivers Ridge. The Cottage sits amongst a 660 acre family managed forest. Visitors have spotted deer, turkey, rabbits, squirrels, black bear and a multitude of song birds.

Guest favourite

Cabin in Great Cacapon

4.9 out of 5 average rating, 193 reviews

Cabin Getaway: Hot Tub ☆ Privacy ☆ Views

Welcome to this serene 1 bedroom, 1 loft, and 1 bath log cabin with gleaming hardwood floors, a cozy electric fireplace, a beautiful front deck with a firepit overlooking the forest, and a hot tub for ultimate relaxation. It's centrally located to Berkeley Springs, Cacapon State Park, and a variety of hiking, fishing, restaurants, and shopping. Enjoy the local attractions and breweries year round! Whether it's site-seeing or solitude, this unique cabin is a great retreat for your next getaway!

Guest favourite

Cabin in Frostburg

4.92 out of 5 average rating, 140 reviews

Big Savage Guest Cabin

Nestled on 10 acres near the summit of Big Savage Mountain is our home site which includes our guest cabin. Warm summer days and cool evenings make for a great vacation spot. In the country but just 1 mile from down town. Your retreat is just 3 minutes from dining, biking, hiking, swimming, and live music. Fall brings beautiful foliage and winter plenty of snow. There is something for fans of all seasons. We are only 5 minutes from Frostburg State University & 30 minutes from Deep Creek Lake.

Guest favourite

Cottage in Cumberland

4.99 out of 5 average rating, 179 reviews

The Cottage on the Hill

Nestled against a hillside, at the end of a small city lane, sits a charming private retreat. Park in one of your reserved spaces and step down to a unique retreat high above the city to enjoy a vintage cottage with modern amenities. Walk to Historic Cumberland, enjoy local and regional attractions, or stay in and grill, build a fire, or play pool, poker, board or yard games. Well appointed, fully equipped, and with a beautiful view, come relax and enjoy this one of a kind location.

Guest favourite

Flat in Frostburg

4.89 out of 5 average rating, 165 reviews

The GreyLoo

Cozy, clean and friendly downstairs apartment. Stocked with all the things you need for a short stay as well as the long haul. Close to the Great Allegheny Passage, Main Street Frostburg, Frostburg State University, the Frostburg Pool, and many other locations. Located 33 mi from Wisp Resort/Deep Creek Lake and 18 mi from Rocky Gap Casino Resort. Just a few miles from I68. Enjoy this cozy place and bring your furry friends. Lots of nearby hiking, biking, and outdoor adventures.

Guest favourite

Home in Cumberland

4.9 out of 5 average rating, 533 reviews

Cumberland Street House -GAP trail perfection!

Cyclists dream come true! The Cumberland Street House is less than a quarter mile from the Great Allegheny Passage - perfect for large groups! All of Cumberland's charm within walking distance. Downtown restaurants and shops only a half a mile away. Historic district, Cumberland Theatre & Western Maryland Scenic Railroad are just around the corner. Bikes can easily be stowed in the back room off the kitchen. Easy parking, and fenced-in yard is great for kids and pooches.

Guest favourite

Cabin in Berkeley Springs

4.98 out of 5 average rating, 101 reviews

Monte Vista~Golf~Views~PS5~Sport Court~EV Charger

IG @montevistawv Luxury Getaway Professionally Designed for STR 🏔️Massive Panoramic 3 State View 🏌️‍♂️Golf Ball Driving Range 🏀 Pickleball, Basketball, Volleyball & Tennis 🎮 PlayStation 5 Mini Disc ♨️ 6-Person Hot Tub 🔊Sonos Sound Throughout 🔋Level 2 EV Charger 🥾 Hiking Trail on site 🌳 33 private acres, no quiet hours 🔥 Massive Firepit + Grill & Pizza Oven 🛋️ Cozy Gas Fireplace 🌐 Fast WiFi & Three 65" Smart Tvs 🛏️ 3 King Beds & Twin Bunk Bed 💼 Dedicated Work Area

Cabin in Great Cacapon

4.9 out of 5 average rating, 169 reviews

Beautiful Log Cabin in Private WV Mountains

We love our private log cabin set far back from the gravel road, deep in the West Virginia mountains. 20 min from Berkley Springs, 3 min drive to the river w/ private access & 2 hours from DC / Baltimore. - The log cabin style is spectacular - Gigabit Fiber Wifi & ethernet - Sit/Stand desk w/ 27" 4k monitor - 42" TV w/ roku ultra & blu-ray - Game table w/ board games - Infant & Toddler friendly - Super dog friendly - Fire pit, grill & fireplace

Guest favourite

Cabin in Great Cacapon

4.98 out of 5 average rating, 121 reviews

Hummingbird Ridge

Amazing views! This cozy cabin overlooks the Potomac Valley and Greenridge state forest. Enjoy viewing mountains ranges from 3 states. Unbeatable star gazing. Berkeley Springs is 13 miles away. The Paw Paw tunnel is 9 miles away. Plenty of local hiking, kayaking and fishing. The perfect getaway for a nature loving small family. Average summer temperatures daytime mid 80s night-time 60's. Looking forward to having you on the mountain!

Cabin in Great Cacapon

4.9 out of 5 average rating, 244 reviews

Modern Mountaintop Cabin with a gorgeous view

A modern mountain getaway with stunning views. Located on 8.5 acres and just two hours from DC, Baltimore and Pittsburgh, this makes the perfect spot for a relaxing weekend, a comfy remote work week, or an engagement! Berkeley Springs, the C&O Trail along the Potomac river, Green Ridge State Forest, and Cacapon Resort State Park are nearby.

Holiday rentals for every style

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Popular amenities for Allegany County family-friendly rentals

Free parking on premises

Air conditioning

Kid-friendly house rentals

Guest favourite

Home in Cumberland

4.89 out of 5 average rating, 97 reviews

Queen City Quarters- cozy, historic, 1920s home

Guest favourite

Home in Cumberland

4.93 out of 5 average rating, 88 reviews

Great Location, Spacious, Comfy 2 bdrm 3 bed home

Guest favourite

Home in Green Spring

5 out of 5 average rating, 5 reviews

The Farmhouse at Poverty Knob

Guest favourite

Home in Cumberland

5 out of 5 average rating, 57 reviews

Small, cheerful house!

Guest favourite

Home in Cumberland

4.92 out of 5 average rating, 25 reviews

Johnson Heights Getaway

Guest favourite

Home in Oldtown

4.88 out of 5 average rating, 34 reviews

Oldtown Guesthouse

Guest favourite

Home in Cumberland

5 out of 5 average rating, 93 reviews

NEW LISTING-"Cumberland Cottage"-charming,quaint

Guest favourite

Home in Cumberland

4.96 out of 5 average rating, 68 reviews

The Dacha. Rebirth sauna experience

Family-friendly apartment rentals

Guest favourite

Flat in Cumberland

5 out of 5 average rating, 19 reviews

Downtown Cumberland Jewel

Guest favourite

Flat in Cumberland

5 out of 5 average rating, 8 reviews

809- Lovely 1 bed/1 bath unit w/ free parking

Flat in Cumberland

4.86 out of 5 average rating, 14 reviews

The Comfy Flat @ Hambright's Alley, Unit B/2nd Fl

Guest favourite

Flat in Oldtown

5 out of 5 average rating, 46 reviews

Sierra Farmstead - Guest House

Guest favourite

Flat in Cumberland

4.97 out of 5 average rating, 69 reviews

BlueSideUp! Comfy, light filled, eclectic, retreat

Guest favourite

Flat in Cumberland

4.99 out of 5 average rating, 434 reviews

Steeple View Flat in Historic District

Guest favourite

Flat in Cumberland

4.98 out of 5 average rating, 214 reviews

Allegheny Suite in Corner Tavern Residences

Guest favourite

Flat in Ridgeley

5 out of 5 average rating, 30 reviews

Private Apt Near Cumberland, MD

Family-friendly apartment rentals

Guest favourite

Apartment in Cumberland

5 out of 5 average rating, 6 reviews

Cozy King Bed Suite With A Kitchen & ClawfootTub

Guest favourite

Apartment in Oldtown

4.99 out of 5 average rating, 69 reviews

Tara's Cottage

Guest favourite

Apartment in Cumberland

4.93 out of 5 average rating, 86 reviews

Private apartment in residential Cumberland, MD

Apartment in Paw Paw

4.57 out of 5 average rating, 7 reviews

Avalon Resort Paw Paw WV Condo

Apartment in Paw Paw

5 out of 5 average rating, 4 reviews

Enchanting Condo in Nudist Mountain Community

Apartment in Cumberland

4.41 out of 5 average rating, 22 reviews

A Vintage Victorian Garden Inn

Destinations to explore