Family-friendly holiday rentals in Stark 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.

A great place to just relax and enjoy being away from everything. Stores are 5-10 min away just in case you need something. Cabin was very clean. Only had to message Barb 1 time and she got back within minutes. Would be a great place to take your small family or spend the weekend with a couple of friends. We will return.

The house was just as described along with very clean! The kids really enjoyed the nice backyard area along with all of the other amenities! The host was very responsive and accommodating! Highly recommend staying at this property!!

Jesse’s place worked out well for our 12 Guy golf trip. The cabin has a nice layout and was clean. We cooked breakfast each morning and did steak on the grill one night and the kitchen and grilled worked out with no problems. The only negative comment I heard from a few of the guys was a lack of TV’s.

Chris was an excellent Host. The place was very clean, and cozy and welcoming as described! It was a short walk to Front St which has some amazing dining options and was not a far drive from Cuyahoga National Park. We ended up having only 6 of our original 8 members stay, and it was extremely cozy - but definitely would not have been uncomfortable had the others been able to join!

Our party had a lot of last minute changes and adjustments, but Rob was very communicative and easy to work with.

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!

Absolutely beautiful and worth the money. Joel was an excellent host. Wonderful country getaway, yet close to attractions and shopping. Extremely pet friendly. I have nothing but positive things to say about Joel and his place. We will most definitely consider staying here again.

absolutely loved our weekend away! Jan is amazing and accommodating. so very friendly.

Nice clean place beautiful lawn, easy walk way to boad dock, friendly

The place was very clean and peaceful. Melody always messaged right back It was just exactly as described. Would definitely rent again

Very peaceful with plenty of indoor and outdoor space We stayed for a Thanksgiving gathering in New Philadelphia and the property was very convenient and Kari was so friendly & helpful Would love to rent this property in the summer months! Thank you

Our stay at The Lodge on the Hill in Sugarcreek was amazing. It is a wonderful place for family/friends to spend quality time with one another. This is the 3rd time we have stayed at The Lodge-it never disappoints. The amenities are plentiful, the view beautiful and the host is readily available. The Lodge on the Hill is highly recommended.

Cabin was beautiful as promised, loved that we didn’t have a full set of check out cleaning rules, very clean and had everything my family and I needed for our stay!

The place was very clean and comfortable. The only thing I didn't like was the smell of the new mulch that was put down, but that can't be helped. I appreciate the cleanliness and the communication.

Great little town. Lots of shops to see. Jeff’s cabin was cozy and quiet. All the recommendations he gave us were great. Will definitely stay again

We had a wonderful stay at the "log cabin"!! The hot tub was a huge hit, we loved the big dining room table, and also appreciated the 2nd living space in the basement. If you're ever looking to stay in Hartville, this is a great home for large family gatherings.

Visited with our whole family as a surprise gift for our parents 50th wedding anniversary. Loved we had the entire place to ourselves. Fun, unique stay. Tom the Turkey was a family favorite. Loved all the animals! Trails were great; especially the view from the top overlooking the whole valley area. Pool area and ping pong were fun! So convenient that we didn't even need to bring pool towels. Plenty of space for outdoor games. Enjoyed the Farmhouse porch and playing cards inside as well. They even provided an extra card table and chairs when we mentioned we would be playing euchre. Kitchens were well stocked with anything we needed. Barn house had so much character! Super Cozy!! Air Conditioning worked great in all 3 places. Hosts were very nice answering all our questions and chatting about the farm. Would love to come back again sometime.