
Kid-friendly holiday rentals in Allegany County
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Top-rated family-friendly rentals in Allegany County
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Popular amenities for Allegany County family-friendly rentals
Kid-friendly house rentals

Paloma House Retreat
Great stay in Cumberland! Convenient walking distance to downtown and place was super cute

Hot tub/Pool Table/Wi-Fi/Gym/Views/Pets/Tanning
We had an enjoyable family trip. We especially enjoyed the game space. The house was very clean and well stocked with the little things easily missed when packing. They answered my questions quickly and were very accommodating. I would go again and recommend to me friends. It is important to note their suggestion to arrive in a truck or SUV as the gravel road up the mountain could be challenging in a smaller vehicle. But is definitely worth the drive. Thanks Courtney for your hospitality!!

Cozy Cottage
Donna was great! Easy check in and place was clean!

Small, cheerful house!
This was our 2nd year at Kay's home, while attending Delfest. Kay's home could not be more perfect. It's a peaceful, cozy respite from whatever your day brings, with birds in the pristine yard, comfortable and practical furnishings and even a basket of the most common items people forget to bring with them! We loved the addition this year of the huge sectional couch! There are a variety of art supplies and games available - even the box of crayons provided inspiration to create drawings in the field, while enjoying bluegrass in the mountains. There are a ton of spices available for cooking, lots and lots of kitchen supplies - including lots of plastic containers for leftovers, the choice of a Kuerig or drip coffee machines, toaster, ziplock bags and foil, etc. You want for nothing when you come here. We cannot wait to return year after year. Thank you for everything, Kay!

Oldtown Guesthouse
Chill and good place!

Saratoga Stays! Close to C&O!
Stayed here for one night during a C&O trip. Found the house well appointed, the hosts friendly and responsive, and the area felt safe. 5 stars would stay again and recommend to others.

WiggerZen
Perfect stay in Cumberland. House is close enough to downtown, but in a very private and quiet area of town. Nicely furnished, and very clean and uncluttered. What you see is what you get.

Piney Mtn House
One of the best airbnb stays I’ve ever had! Erin and Quinn’s house was adorable and super clean- located five mins from town. It was my grandmother’s first airbnb experience ever and she thoroughly loved it!
Family-friendly apartment rentals

Studio Apartment near FSU
Absolutely amazing place to stay right off of the highway! Felt right at home and was amazed at how comfy the bed was.

Downtown Cumberland Jewel
Great place in a great location. Within walking distance to downtown restaurants and the Scenic Railroad. We really enjoyed our stay, and I would stay again!

809- Lovely 1 bed/1 bath unit w/ free parking
Nice space and great location. Quiet, gated area with easy access to shopping and dining.

Downtown Rustic Refuge - Walk or Bike Everywhere!
A great and comfortable stay. The place was spotless and had charm. Nicely decorated; appliances were new and clean, and two coffee makers (a Keurig style and regular) were in the kitchen. Tableware was clean and new. Modern television with WiFi and streaming. Air conditioner units in windows and ceiling fans kept the place cool. Plenty of places to sleep and foldable cot with mattress was included. Plenty of clean towels and linens. Close to a grocery store and downtown Cumberland. Neighborhood relatively quiet. We took advantage of the street parking due to the large size of our car. There was plenty of street parking available. The video game was entertaining. Would go there again!

BlueSideUp! Comfy, light filled, eclectic, retreat
This is a cozy, comfy house. I liked the decor. Erin lives next door and was able to answer our questions within minutes. Parking tends to fill up by evening time so you might have to park around the block.

Lovely 1bed unit in the hills of Western Maryland
Nice and quiet place to stay Beautiful views

Private Apt Near Cumberland, MD
Logan's apartment is great! We were in town for a music festival and his place was convenient to downtown Cumberland and the festival. The apartment was located in a beautiful quiet neighborhood. It was spacious and clean and had beautiful glass windows in the living room that let a lot of sunlight in in the morning. The bed was comfy as was the couch in the living room. Logan was also a friendly and responsive host. I highly recommend his place if you want a peaceful, spacious nice stay in Cumberland, MD.

2 BR Apt, 1 Mile to C&O & Gap Trail w/bike storage
We were in Cumberland for DelFest and a couple trail rides. This was a super clean, comfortable apartment, easy to find and located <1 mile from the GAP and C&O bike trails, and just a few miles to the festival. Comfortable beds, clean bathroom with a very nice shower, adequately equipped kitchen, comfortable living room. There was locked storage for our bikes. This was definitely the nicest Airbnb I've stayed in. Our hosts were very communicative and ensured we had everything we needed for our trip. I highly recommend this place.
Family-friendly apartment rentals

Cozy King Bed Suite With A Kitchen & ClawfootTub
Amazing stay in Cumberland! We had an incredible time in this quaint, private, and peaceful setting. Our group booked all three apartments and loved each one. The beautiful Victorian-style home is tucked away at the end of a quiet street, yet conveniently close to the revitalized Baltimore Ave and Centre Street. Each apartment was clean, comfortable, and well-stocked with everything we needed for a quick stay—which was a huge plus since we were traveling by motorcycle and wanted to pack light. The amenities being readily available made our trip that much smoother. The host was extremely responsive and cordial, making the experience even better. We’ll absolutely stay here again the next time we’re in the area! .

Tara's Cottage
Henry & Nancy….thank you so much for letting us share your beautiful, quiet, cottage. This was our second visit to Tara’s and we WILL be back! Many thanks to you both!! ❤️❤️

Romantic condo with a view in historic Cumberland
We found the space on Race to be just what we needed for the motivation to get up and go to our daily bluegrass festival at the fairgrounds. If you needed something last minute, the Dollar Tree was a quick walk down the hill. The kitchen was perfect for morning coffee and eating routines. The couches were comfortable and the WiFi worked fine. All in all, this was a good location to suit our needs.

Avalon Resort Paw Paw WV Condo
We loved staying in this condo! It was very clean and had everything we needed for our weekend stay. Will definitely be recommending this place to others.

Enchanting Condo in Nudist Mountain Community
Beautiful place, thanks Michele and Sean

A Vintage Victorian Garden Inn
We had an incredible time in this quaint, private, and peaceful setting. Our group booked all three apartments and loved each one. The beautiful Victorian-style home is tucked away at the end of a quiet street, yet conveniently close to the revitalized Baltimore Ave and Centre Street. Each apartment was clean, comfortable, and well-stocked with everything we needed for a quick stay—which was a huge plus since we were traveling by motorcycle and wanted to pack light. The amenities being readily available made our trip that much smoother. The host was extremely responsive and cordial, making the experience even better. We’ll absolutely stay here again the next time we’re in the area!
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- Seven Springs Mountain Resort
- Fallingwater
- Cowans Gap State Park
- Flight 93 National Memorial
- Cacapon Resort State Park
- Hidden Valley Resort
- Ohiopyle State Park
- Wisp Resort
- Shawnee State Park
- Whitetail Resort
- Sly Fox Golf Club
- Berkeley Springs State Park
- Lodestone Golf Course
- JayDee's Family Fun Center
- Laurel Mountain Ski Resort
- Blue Knob All Seasons Resort
- Dinosaur Land
- Clear Shade Creek
- Warden Lake