Family-friendly holiday rentals in Medina County

Fantastic spot! PERFECT if you are with a couple of friends or looking for a convenient place so you can bounce around downtown Wooster!

My friends and I have made stopping at the Penthouse an annual kick-off to our summer on our way to Sandusky. Rob is incredibly kind and friendly and even happened to see us bringing in our luggage and offered to help carry them up. Wooster is such a charming little town with lots to do (cute shops, lots of great restaurants/coffeeshops, etc) and the space made us feel right at home, so much so that on our first visit we decided to come back over and over.

We very much enjoyed our stay at Michelle's home. Everything was as described and the location is superb. Looking forward to staying here again in the future

Was a fun time for little time between games Loved the country with all the wild animals we seen in the fields

Karen's place is so beautiful. Very clean and in a good neighborhood. Hot tub was perfect and game table was a lot of fun. Looking forward to going back when the pool is open. Highly recommend staying here!

Great place for our crew to explore the Tremont area - be sure to venture over to the West Side Market!

Perfect for a place to crash while I was in the area. Thank you!

Lynn was immediately available for our arrival and gave a thoughtful tour of the place. The kitchen was well stocked with food for breakfast and delicious coffee and treats. Her farm was out of the way and very peaceful. I will be back to stay again soon!

2nd time staying in this house. Perfect location for us to be close to a family event. Very quiet peaceful neighborhood. The house has been beautifully renovated. Michael was an excellent communicator and we had everything we needed.

This home is a great place for large groups staying in the area. Brad provides ample amount of kitchenware, toiletries and other things. Place is well clean and has fun amenities. We enjoyed the karaoke machine. It is located in a great area and is close to downtown and Cuyahoga Falls.

Mark’s place was great for our family of 6. We always prefer a one level house with at least two bathrooms, and Mark’s place was a great fit. The kitchen was well equipped and there were plenty of towels and washcloths. The master bed was comfortable. The only complaint from our family members who slept in the other two beds was that the mattresses were a little hard and uncomfortable. Overall, we had a great stay!

We had a wonderful stay at The ClubHouse! The space is bright, artsy, and full of personality — exactly as described. The natural light from the skylights made it feel so warm and inviting. It’s the perfect mix of comfort and charm, and being just steps from restaurants, shops, and the falls made everything so easy and enjoyable. We especially appreciated how dog-friendly it was. We brought our two older pups, and they settled in right away. Having nearby parks and hiking trails was a huge plus. The house had everything we needed — from cozy corners to a fully equipped kitchen — and it felt like a real home, not just a rental. Parking was a breeze, and the location couldn’t be better. It’s a peaceful retreat with easy access to the energy of the village. We’d absolutely stay here again. Highly recommend for anyone looking for a unique and relaxing stay in Chagrin Falls!

Great accommodations! My family and I were in town for a concert and appreciated the proximity to the venue and other fun activities. The neighborhood was quiet and not too busy, which was great for us. Check-in and checkout were easy and smooth! We would stay here again!

I really enjoyed my stay here. The place was super nice and felt very updated and clean. Having snacks available was such a thoughtful touch. It definitely didn’t go unnoticed and was much appreciated. I’d absolutely stay here again!

We had an amazing stay at this beautiful home! Julia was very responsive and accomodated our early check in request. The home is gorgeous! It was very homey, comfortable, well stocked and immaculate. We attended a wedding at Peacock Ridge and the location was fantastic. Highly recommend a stay!

Thanks for taking good care of us. We had a great fishing trip thanks to your place!

It was a great place to stay and everything we needs for Ohio! The only thing is that there are a lot of mosquitos so make sure to bring repellant and don’t leave the door open too long!

You can't get this quality of airbnb at this price. It's an old but good house. I could park my car at the backyard and use entire house. Dining room and living room and kitchen were at 1st floor and bedrooms and bathroom were at 2nd floor. There were washer and dryer at basement. My children could play at the small backyard. It has many beds, looks enough for 6 people. We could cook at the kitchen. Frank and Terri are good hosts!

We had a great time the host was very friendly and really nice. The house was clean and exactly as described I would highly recommend and love to come back next year

Great place, good restaurants in a walkable distance, very spacious and clean.

Thomas is a very accommodating and courteous host. The apartment is spacious and well-equipped with very stylish furniture. Wear and tear are appropriate for the price. The area is easy accessible by car and we felt safe walking outside even at night. Will come again!