Kid-friendly vacation rentals in Western Maryland

Nicely renovated house. Location excellent. You can hear trains multiple times a day but that’s part of the charm of Cumberland.

We really enjoyed staying here. The place is lovely and we had everything we needed and more. Teresa was kind in making sure we had everything we might need and even left us some wonderful cookies!

My husband and I spent our first night away after our kiddo was born and it was wonderful! Being able to relax with no agenda (or nap schedules) in such a beautiful place was amazing. The school house was so nice and we loved all of the little school house decor throughout the place. Everything was clean and pristine! The hot tub was a wonderful way to unwind! We spent less than 24 hours here but it was worth it. Hope to be back again! Thank you for letting us stay!

Such a beautiful retreat - close to downtown Berkeley Springs but just far enough away to feel completely secluded. the view from every room and balcony was gorgeous. The house has nearly everything you need right there - we especially appreciated the kitchen having seasonings & all of the pots/pans/dishes you need to cook. Our goal was having a few days to rest and spend time with each other, and that's exactly what we were able to do. The game room was a real treat, and the bowl of conversation starters in the living room was such a fun way to hang out without just having the TV on.

Easy peasy, would stay again!

Thank you as always for your hospitality and responsiveness! This is our third stay! Highly recommend.

I’ve been travelling to this area for years for cycling, but this was the first time I’ve stayed at Catharine’s place. The house is exactly as pictured, but the peacefulness out back was more than I expected. The house was spotless and had absolutely everything I could’ve asked for. I’ve actually never experienced an Airbnb that was as well stocked for guests than Catharine’s place. Rine’s Country Getaway worked out absolutely perfectly for our plans. Looking forward to returning next year.

This house is adorable and in a great location. Crystal is so kind and responds very quickly. I loved all the inspirational signage and having coffee in one of the rocking chairs on the porch. It was our first time in Winchester and we will definitely come back and would love to stay here again.

Amazing place, great host

We had to travel for a wedding and it was just the perfect place with all the basic amenities covered. The place itself is located in a quaint peaceful little town in MD very close to VA. If you have some extra time, definitely walk around the peaceful town, its lovely!! We loved our space, delicious coffee the comfortable bed. Definitely a spot to checkout if you are in that area. Thank you Nancy for everything. We recommend 101%!!

Excellent spot near Harper’s Ferry with a neat downtown and solid restaurant options. Butch showed me around the place when I arrived and was a super nice.

Tyler’s place was great! It was clean and matched the description and photos. The location was awesome for walking to the old town area to enjoy the local shops and restaurants. We would gladly stay here again if we come back to Winchester.

Great place to stay if you're in the area. we wanted to see the Flight 93 Memorial and this was the perfect stop. It was just over night so we didn't have time for a farm tour but I did see a bison! Roger is friendly and a wonderful host. Having a washer was great since we were on a road trip.

The place was all we needed for our short stay in Frederick. We enjoyed the small patio. The water pressure in the shower was great.

Our daughter is at Shenandoah University. We have now made several trips to Winchester and stayed at several place via Airbnb. This is our favorite. Great location, safe parking and a great place. Our go to from now on!

We had another great stay at Steeple View! While it was a brief stay, we very much enjoyed it. Super clean, very convenient to downtown and every amenity a guest could ever ask for…we will definitely be back the next time we are traveling through Cumberland.

I wish there was an extra star for the Host! Lorena was super helpful, always responded less than 30 minutes, and made us feel welcome into her home. Personal touches say a lot, and she had written us a nice thank you card that was on the table when we arrived. It was also nice that we did not have to run out and get toiletries immediately as they were readily available upon our arrival. Lorena was also upfront with an issue involving the oven, however there was a toaster oven readily available if we so choose. I highly recommend her condo to anyone with a small group of people/small family that plans on staying in the Deep Creek area!

Katie’s place was exceptional. It was spotless, stylish, and felt newly renovated. You truly can’t beat the location, right in the heart of Leesburg, yet peacefully tucked away on a quiet, charming street. The bed was comfortable, the bathroom was large, the kitchen was modern and has everything you need, and parking was a breeze. Every detail made for a relaxing stay. I highly recommend Katie’s place for anyone visiting the area.

Molly was a great host. The Airbnb looks exactly like the photos. The place was clean and had everything we needed. It was quiet and we couldn’t hear any neighbors. Molly gave very detailed instructions which made checking in super simple. The beds were a little bit hard but other than that, this was a perfect place to stay.

Place was exactly what we needed for an overnight stay. Jay and Angel very responsive and accommodating to request. Apartment is super quiet

It was a delightful and cozy place to stay at especially with lots of things to do all around. We would recommend staying there for the vibes and local stores all around especially if you don’t want to rent a car. There’s lots of food places like heavenly wings is 10/10 recommend if you want wings.

The place was wonderful!

The rental and grounds met our expectations and needs very well. Lots to do in the surrounding area. The pool and hot tub were just right. Comfy beds and cozy common area.

Lovely stay at Charles’ place! Very clean and felt right at home after check-in. Great location and the view from the back deck area is beautiful. Charles was very friendly and responded right away when I had a question. Looking forward to staying again!