Family-friendly holiday rentals in Carroll County

My father and I stayed at Elizabeth’s place for my brother’s graduation from Gettysburg. We thoroughly enjoyed the peace and quiet of the location. Elizabeth’s place was beautifully styled and I really appreciated her attention to detail. Elizabeth was a great host. She was so responsive and I could tell genuinely cared for our every need. I would recommend her place!

Place was very beautiful and was such a nice area, definitely recommend driving over to Columbia during your stay. Place was a bit more renovated than the pictures which was a nice surprise.

We had an excellent stay! We were able to get a parking spot right out front before the post-work rush. The park across the street and neighborhood were very nice. It was a 20m walk to Fell’s Point and the grocery store and waterfront were a 10m walk. Brandon was a communicative and very thoughtful host. We would certainly stay here again!

We had a great golf weekend in the area and really liked the accommodations. It was private, enough to fit 8 golfers, and close to many of the course we played. We will go back again.

Our son was getting married and we needed a place that could host family members. Douglas's house fit that bill with lots of bedrooms. Unfortunately only two full baths, but we worked with it. The home is spacious and served our needs well. Douglas allowed us to host a family gathering the day after the wedding to celebrate father's day. The kids loved the pool and the beautiful large yard. Douglas was very responsive and easy to work with. Highly recommend for family stays!

We had a wonderful family reunion here with 3 generations. Each family had their own private space but there was tons to do on the property together as well. The hosts were very responsive to our questions and made sure we were comfortable and happy! We appreciated that the kitchen was well stocked, too.

Brandon's place was absolutely perfect! We couldn't have asked for a cleaner or more comfortable space. The location was great and Brandon is an amazing host. We would definitely stay here again!

The lovely “cottage” on Deb‘s property was gorgeous, serene & just what the dr ordered for this exhausted DC mom! Deb couldn’t have been more welcoming; provided an amazing spread of fresh fruits, cookies, a lemon cake, wine, bagels w/cream cheese & OJ in the fridge. Super appreciated as we didn’t arrive until 9:30PM the 1st night. The 1st few days, my teen son & I enjoyed the tranquility of the property, including the refreshing pool & plenty of fun activities nearby. Then, my husband (who had to work), picked up our son so I cld decompress & have a couple much-needed days to hang out w/girlfriends who joined me @ the cottage. Although our last full day was a tad rainy, it didn’t deter us from having a delish brunch in town, checking out the arts festival by the canal & stepping into some cool stores on the main st of vibrant Frederick. Deb‘s accommodations were uber-plush; by far the most luxurious AirBnB I’ve ever stayed in. Thank you so much for the cathartic reset, Deb! 😮‍💨

This 5th Wheel is like a water front Tiny Home. It is accurately described and pictured in the listing. It was clean and had everything needed for a short stay. It is in a working boat yard so it was cool seeing the owners working on and moving boats around. Also had some nice conversations with some of the people who dock their boats here. The marina itself seems very healthy. Clear water loaded with schools of bait fish so the blue heron, great egret and osprey were easy to spot. Unique and fun Airbnb. Highly recommend.

Stanley's place was a great for our two night stay. It is secluded and very private - the garden offers a private oasis and there's plenty of parking! We had four guests stay with tons of suitcases and space was not an issue. The house is older, but very clean. There are three bedrooms that can sleep 2 adults each. The bedroom off the living room is a little warmer than the rest of the house, just an fyi. The kitchen is well stocked with utensils, plates etc. Overall a great stay!

Fantastic spot. My parents were in visiting and they couldn’t have asked for more. What a great place. Thanks so much for sharing it.

Yangchen’s place was spotless and the perfect location for our drive down to Washington DC this weekend. It was quiet and calm and a great place to relax after a long day of adventuring. My friends and I all got our rest and relaxation in. I would definitely stay again during our trips to DC/Baltimore.

We had a lovely stay in Boonsboro with our group of 6. The house is full of charming features, with antiques, art, and a stocked kitchen for cooking. We also enjoyed sitting on the porch and listening to the water in the fish pond and watching the fireflies in the garden. It was easily accessible to the Appalachian trail via Washington Memorial State Park. We also ventured into town for some nice food, and to tour the caverns nearby. Overall, we had a lovely stay and would highly recommend!

Jeremy was working to make sure the space was clean for us up until the time we arrived! was very kind and helpful, and provided ideas for things to do in the area!

Perfect house for our needs! Great, central location with many restaurants within a short walk or drive. In a beautiful residential neighborhood. House is well-maintained & -appointed. Mark was super friendly and responsive leading up to and throughout our stay. Highly recommend - thanks!

When Luann says it's in the woods...she means it. Beautiful wooded lot with a paved driveway. The house was perfect for our stay. If you don't like the woods this place is not for you. Very quiet, very peaceful. The house is well kept and has everything you could need. Although tricky to get to, pay attention to her directions and you'll have no trouble getting there.

Dorie was fantastic. The space was really wonderful, quiet, and a great place to recharge.

The place was charming, well stocked and very comfortable. The communication was great and we would definitely rent again.

The Woodland retreat is an amazing getaway! My sister and I were extremely happy to spend a weekend at the pool and can't wait to visit again soon!

From the moment we arrived, Eric and his family welcomed us in to their stunning and well equipped home, provided us with everything we needed and gave us great recommendations for local sights, trails and food spots The place itself is spectacular, steeped in history and is impeccably clean. You can lounge by the pool, grill, relax with a drink at night or dine in the lavish dining room - all of which we did and would absolutely do again. FYI considering this place has been in many movies the pictures really do not do it the justice it deserves !!!! Couldn’t have asked for more welcoming, genuine, down to earth hosts or a better location to get away with during unprecedented times - it’s really somewhere where you can balance relaxation with hiking, visiting breweries / cideries, antiquing and even visiting Baltimore in ~20 mins I would 100% recommend the property, the location and our gracious hosts to anyone in future and would hope to go back again some day

The Host the best of the best. Very attentive and very helpful when you need anything. This is the best place I have stayed. The entrance is very safe and easy. The cleanliness in the room and bathroom and the towels are very clean. The calm and peace on another level. I can say that I recommend this place as a 5 star suite and 100% sure

Would recommend this place to anyone! Our son had a basketball tournament that weekend and the residence was only 5 minutes away from great restaurants, entertainment and where the tournament was being held! Will definitely be staying here again for the next tournament! Thanks again for being a great host and hope to see you soon!