House holiday rentals in Wooster

Absolutely loved this place! We were all so impressed that we will definitely be staying there again.

This was a nice and relaxing stay for our family. The house is clean and cozy. The pool exceeded our expectations. Our kids spent so much time splashing around. The owners were always responsive both before and during our stay. Highly recommend for a nice, quiet getaway!

Everything was great! We did have to hunt down some towels and the lock to the game room was not working, but the host was extremely helpful and very responsive. Would definitely book with host again he was great! House was as deceived and perfect for our family that was in town for a wedding. Loved the kitchen and the ping pong dining table was a hit with our crew! Thanks for a great stay!

We had an enjoyable stay! The house was very clean and had everything we could need away from home for 2 nights. The pool was 80 degrees and perfect for our kids!

This place was absolutely phenomenal. The house itself was very clean. It had tons of space for everyone that came down for the weekend. The game room is such a huge bonus to this stay, we ended up spending most of our time in here. The hot tub is also great and works perfect. I would highly recommend this place and plan to come back in the future!

This home is lovely. It was exactly what my family needed to unwind. We were unable to take full advantage of the pool with weather and the pool just being open, and there were tiny ants that you can tell were being addressed. The bedding was great, many cozy pillows and blankets made everyone feel at home. The upstairs are steep and a slight shift in the floor so I was nervous to have in-laws go up and down so we switched rooms- for able bodies folks there is no issue just something to note if you have more then one couple that would need accommodations. THERE is a sign noting such on the stairs as a reminder. The location was perfect. The views of the area were beautiful. I would return again!!

This place is a great rare find airbnb in with swimming pool. Although we couldn’t use the pool due to weather staying under 65F, our kids did enjoyed enough of the hot tub. The rear view is beautiful. Even the dirt clearing side view from distance is worth watching. Free firewood is definitely a great addition. There were enough chairs and towels for 10. The beds and rooms were cleaned and nice. The only drawback was the sound of the traffic as it’s right on the road but we knew and didn’t bother much and owner had nothing to do about it. Parking was more than enough and finding the place was easy. We will be back with kids when the weather is warm enough for using the pool. Thanks Scott & Amanda for hosting us.

Kari’s Airbnb was a beautiful and spacious home situated on a generous piece of land—perfect for our group of 16, with plenty of room for everyone to feel comfortable. The house was spotless and exactly as described, with all the listed amenities thoughtfully provided. Kari was a fantastic host—friendly, attentive, and quick to respond. When we encountered a minor water issue one morning, her husband promptly arrived with a plumber and had it resolved within a couple of hours. We truly appreciated their quick action and clear communication. It made our stay even more enjoyable! I would stay here on my next trip to Dover and would recommend anyone in a large group do the same!

Love the chickens and little tiny goats next door . I’m a walker so I walked across the street to see horses .. donkeys .. corn fields .. soy beans … wild flowers .. barns and silos which was recommended by the host. She also recommended the MCC thrift .. probably the most organized .. nice .. clean facility with friendly staff I’ve been in . Beds were comfortable . Plenty of linen .. plenty of parking .. and her son tried to help me with the keyless entry bless his heart when I had turned the lever the wrong way . A word of advice .. look out for the Amish in their horse drawn carts and the Mennonite on E bikes .. blind spots all over.. please slow down and keep everyone safe . We enjoyed our stay for country fest . Everyone in town was super helpful and friendly . I highly recommend this accommodation and host .

Beautiful Airbnb! Clean, quiet and tranquil. Perfect for someone looking for a quiet getaway or perhaps some soul searching.

Had an awesome time at this charming little cabin! Such a beautiful and peaceful location. Lisa responded to questions very quickly, and you can tell she cares about the experience of her guests.

The home was spotless, organized and completely equipped with quality furnishings. Peaceful setting. We were only in town for three days, and our two night stay was accommodated. We only wish we could have stayed longer. Centrally located, and the picturesque drive to visit the establishments in Millersburg was our favorite.

It was a quaint little house in an adorable town. It was the perfect spot to stay and it was only 20 minutes from Country Fest.

This was, by far, our favorite little getaway spot we have chosen. My wife and I had an excellent extended weekend at The Chirpy Chalet! This cottage has a beautiful layout, serene location, and above all the friendliest hosts. Tara and Dale were genuinely kind, and made us feel welcome and comfortable staying at their home. The location is private enough to enjoy yourselves by the fire, feeling like you have all of nature to yourself, yet was only a 10 minute drive from beautiful downtown Ashland, several parks, and Grandpa's Cheese Barn, a local delight. The Chirpy Chalet was clean, well stocked, and Tara and Dale even left us a welcoming package with delicious cookies and chocolate which we appreciated so much. I will be recommending this location to coworkers, friends, and relatives and we are already looking ahead in our calendars to plan for our next stay at the Chirpy Chalet!

We stayed last year for our event and returned this year The home is clean and cozy, and has everything we need! marlene is quick to repsond with any concerns Great place! We hope to make it an annual stay!

Loved staying here! Was spacious and private for our week-long stay which is exactly what we needed. Sandra was responsive to questions and provided extra touches to make it easy to settle in (light switches labeled, local syrup and eggs in the fridge, heads up on animals on the farm). It was a convenient location for wedding festivities in Orrville and Wooster. We will definitely keep this in mind for future trips to the area to stay again!

It was apparent to us how much effort Leanne and David have put into making the cabin as comfortable and welcoming as possible for their guests. The property is beautiful, and the cabin was so comfy. I am already missing the bathroom and shower. Leanne was very generous with her time as we peppered her with questions about chicken care. We stayed at Leanne and David's place because we needed a place to stay nearby for a wedding. We would come back to say that their place is that good.

It was a great spot. I ran the Mohican 100 and it was close to the start and the aid stations. A good spot for what we needed!

My husband and I were so impressed with how equipped, cozy, clean, and spacious this place was! And, that's in addition to Michelle being a helpful, kind, and quickly responsive host. We had so much on our quick getaway, and we're already looking forward to our next stay. The location was wonderful, too!! The restaurants, shops, and local bar and winery were all just so wonderful and welcoming!🙏☺️❤️

Stayed here to celebrate our daughter's graduation from Kent State University. It was plenty of space for 7 people and a very nice place to relax during our time exploring the area. It was very clean and had plenty of cooking ware, plates, utensils and glasses.

Loved our time here. The attention to details really made us feel welcomed right away. I appreciated the note we found, the dog treats and the little snack. The house is very well equipped for a comfortable stay. My son enjoyed the tiny play area and we loved to spend the evenings by the fire pit. Thank you!

Desiree’s cottage was in a beautiful, rural setting and had a stunning rustic charm inside. She made us a breakfast casserole and dessert which were both delicious! She was responsive to all questions and we got to have a little play date with her adorable pooches. We were there for Country Fest, and what a small world! The family we met last year happened to know Desiree and actually got the dessert recipe from her! The space was as described and had everything that we needed. While the house is well shaded, it was still a bit sticky in the house but nothing I’m not used to. Some of the girls struggled a bit without having the place completely air conditioned, but I would definitely recommend staying at Desiree’s cottage.

My experience was above and beyond peaceful, clean giant yard/ home my birthday was perfect I will return soon . This was the best birthday I ever had everything was perfect

The house and accommodations were exactly what we needed. Weldon was super responsive and great to work with. Highly recommend.