Family-friendly holiday rentals in Wooster

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 had a wonderful time, the place was very clean, described accurately, and easy to find. We found most everything we needed and loved the huge deck, the jacuzzi and the lovely swing down by the river. Since we only had one car, we were unable to take advantage of the kayak, but there was plenty of other things to do nearby. Thank you for a very peaceful and fun few days.

We definitely enjoyed the beautiful cabin and grounds, as well as the Pool Table, Slot Machine, Golden Tee Golf Game, Theater Room, Hot Tub, and all the other amenities. The beautiful Peacocks and Cats were also great to see. The Scavenger Hunt was enjoyed by all our guests. Alan and Laura were very responsive to our needs and are great hosts. The cabin was well stocked with anything we needed and we had a great time.

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.

Abigail and Lindsey were great! There wasn't hot water upon our arrival. A plumber was out to replace the water heater that day. Hosts were extremely responsive and proactive in solving this issue. This was our second stay here. We loved it and hope that life brings us back this way again.

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

I wish I could give more than a 5 star review! if ever a place earned a 1,000 stars, this is it! It's the perfect balance of luxury and comfort. The decor is charming. the hosts were fabulous and attentive. The kitchen has every appliance and utensil you could desire. The view is great and there is so much to do on the grounds. We enjoyed pickleball a walking around the lake. We spent a lovely evening around a campfire made from the amply stocked wood pile. No attention to detail was spared and everything was impeccably clean. I have stayed at Air Bnbs all over the country and this one tops them all! I know this is a place I will be returning to over and over again.

Bang for your buck! This is the 2nd time I've stayed at this cabin in the past month. Rustic cabin off the beaten path. The stars at night were insane! Much needed escape from the city!

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

We had a great stay at the 3 Tree Chalet. An absolutely beautiful property. The kids ages 6-13 had the best time playing in the lake, fishing, playing pool and having bonfires. House was perfectly stocked and had everything you could ever need. We are hoping to make this an annual trip. Thanks for a great long weekend Ian!

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

Beautiful home, it was lovely to be able to relax in the back yard and let the dog run around after a long drive!

If you’re looking to unplug or work without distractions, this is a great cabin to reserve. Simply a beautiful region in Ohio and Valley View cabin offers solace and easy access to unique rural communities and of course nature. Wonderful host who cares about their property and their guests.

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.

Jeff's place was amazing, so much we booked another night. we will definitely come back again! Jeff was very helpful, he answered any questions we had. I highly recommend his place!

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.