Family-friendly holiday rentals in Maryland

We were super happy and comfortable at Emilio and Kate's home. Cozy, fully equipped, quiet and private, beautifully decorated, friendly and responsive hosts...what more can I say. The stay met our every need and exceeded expectations. Would love to return in the summer and explore the property. The radiant heating and hot tub made for a super cozy return "home" after our ski days. Emilio was a proactive host, calling us ahead of our stay and providing helpful restaurant recommendations.

William and Liz's place was a peaceful experience and a great way to disconnect and celebrate a birthday with my family. Beautiful views, great accommodations, and an awesome hot tub. It's definitely worth it if you are looking for a quiet place to relax and enjoy nature.

The location is great, beautiful location. The hot tub was wonderful and the pool table was enjoyed by all.

The best review we can give is that this was our third time returning to this amazing house for a winter escape. The house is stunning and abounds with character. Relaxing by the fire, cooking in the well-equipped and cozy kitchen, dining by candlelight. It’s a gorgeous old home that has been beautifully maintained and has all the creature comforts you’ll desire. The area is beautiful in any season, with several quaint towns close by with local shopping and ample dining options. Scott is also a responsive and generous host, though I doubt you’ll need anything at all! Go enjoy this beautiful home!

We had a great stay at Badlands! Listing was accurate as described. the hot tub and fireplace were perfect after a day of Skiing. Home is close to Belleayre mountain and very quiet! Would recommend staying!

This was our 2nd year staying at Helen’s and it was perfect again! The house is cozy but has a ton of space. We were 11 people this year and we all had our own beds and separate spaces. The house is clean and has many amenities, especially in the kitchen which is helpful when cooking for a crowd. Helen is super responsive and always friendly and accommodating. Can’t wait for year 3!

David & Tanya were absolutely wonderful hosts! My friends and I had an amazing time at their home! It was very clean, the amenities were plentiful, and only minutes from both Belleayre & Plattekill Mountain! We had such a great time, & if there were ever any questions/concerns, David was only a call away. I highly recommend this place to anyone looking for a peaceful & quaint stay in upstate NY!

This was a absolute gem of an Airbnb. The location was everything my wife and I imagine for our kids to grow up in one day. The plot of land the home sat on was one from a fairytale. Melody was a great host. We will 100% be back to this location.

We’ve stayed at Skip’s listings a few times, and it’s been wonderful each stay. Skip is helpful and quick to answer any questions. Andes is the most beautiful town. Highly recommend!

What a cool place! Hidden in the woods with only a few nearby properties, this is a gem. A huge vinyl collection, comfy beds, well appointed kitchen, and plenty of space! The road to the house is pretty steep so be prepared in case of inclement weather. Lauren and Ryan were very quick to reply to questions, but there weren’t many due to their clear guidance. Would definitely stay here again!

Magical pace! The house is so beautiful, full of art pieces and books! There are many vinyls and disks with great music ! The time we spent there was fabulous! Everything is so thoughtful , you can literally feel that the house full of warm family memories! We would love to come back again!

Beautiful house in a beautiful part of the Catskills. Very peaceful. Great views.

Simply beautiful, charming and cozy stay. The waterfall was amazing, it was frozen but I think that made it even more beautiful, its a short hike to the fall and in my 2-day stay I went about 5 times. Even cold plunged in the fall! The wood stove is so toasty and they have an abundance of wood to last all winter. The kitches has literally everything you can think of and you can tell a food lover lives here. There's even binders with tons of recipes that seems to be made throughout decades, super cool. Overall great stay and just what we needed. Highly recommend!

The location is fantastic and the amenities are plentiful! A wonderful house for gathering with friends and family. There are 6 bedrooms, four of which have an attached full bathroom. The basement area was great with options to play air hockey, ping pong, or hook up a gaming console to the large screen TV. The hosts were very responsive and flexible, particularly when it came to checking in and out. To future guests with pets: this house is in the wilderness, so be prepared to check your pups for ticks.

I enjoyed my stay at Gavin and Alison's house in the Catskills. It was a great place to spend a snowy winter weekend in January with my son and two grandchildren. The house is a short drive from various skiing and winter-sports resorts. We were satisfied with the kitchen and other amenities, played board games, and generally had a relaxing time. The hosts were very responsive when we had questions.

Lovely place to stay in a beautiful peaceful quiet farm property . 15 minute drive to Cooperstown/Brewery Ommegang. Emily was extremely friendly and helpful upon check-in with amazing local recommendations. We went to Origins Cafe for dinner and it was incredible. The space looks nicer than the photos and provides everything you need for a comfortable stay. I would return in a heartbeat.

This Airbnb is completely amazing. It is beautiful. It is spacious. It is great for a group. It comes fully stocked with most of the basic things you need like a fully functional kitchen with things like syrup and jam and all of that in there. The host was completely responsive. If you are planning to go to ski, it is close to the mountain. I completely enjoyed our stay.

We had a fantastic time at the cabin. Andres is a great communicator and was very helpful. The cabin was clean and comfortable, we enjoyed the board games and the snowy garden and we found everything we needed to cook. The location is great, close to skiing and stores, but also quiet and picturesque in the woods. We would love to visit again in the future.

We enjoyed our time at this location. The hosts were very responsive when we needed them. During our stay the toaster over was not working. They dropped off a new one within 10 minutes! Fantastic. Thanks for the great stay.

Had a great time at the cozy cabin. It's a cabin but still has some nice amenities. Location is somewhat close to road, you can hear occasional cars go by. Still, back by the pond it feels like being away from it all. I had a blast hiking local trails and enjoying the foliage.

excellent house for a small group visiting for a week. Close to ASV and downtown. enjoyed hanging out on the front porch, and watching the occasional deer early in the morning.

We recently stayed at Tom’s house while our son played at Cooperstown All Star Village. Tom greeted us upon arrival, offered us great recommendations, provided a tour of the house and any details we would need for our stay. The house and property is generous and peaceful. We felt right at home. It was a seamless ride to CASV, Cooperstown and Oneonta. Make a point to stop at Weaver’s farm for fresh bread, baked goods, deli, grilling items and any other essentials you may need. We highly recommend Tom’s house and would absolutely rent again when we are in the area.

Rob's home is directly across the street from Cooperstown Dreams Park and was the perfect spot for us to watch our 12 year old play. I could easily run my parents home between games to cool off in the A/C. The pool was a welcome spot for several of the boys on the team and the coaches. Rob was very kind, and welcoming. A perfect stay for any family playing at Dreams Park!

We were staying at this rental because our son was playing at Cooperstown All Star Village for the week. We received quite a few notifications leading up, and even including an earlier check-in time. Everything that we needed was available to us, and we truly felt at home. Would definitely rent from them again if we end up coming up here again for one of our other sons. And the added pens, when we arrived where I hit with my younger boys. Thank you so much!