
Family-friendly vacation rentals in Wooster
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Top-rated family-friendly rentals in Wooster
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Wooster family-friendly rentals
Family-friendly home rentals with a hot tub

★★Boutique Downtown Lofted Flat on the Square ★★
everything was great it was exactly like the pictures look it was easy but secure to get in was extremely happy with it

★★Penthouse Suite Downtown Wooster on the Square★★
The perfect place for a wedding weekend for the bride and groom. We had a wonderful stay and the couple was thrilled with the Penthouse. Beds were comfortable, fabulous bathroom and great kitchen. The host, Rob, works hard to ensure guests feel welcome. Everything was perfect for this important weekend, especially the lodging at Rob's fabulous Penthouse.

AZ Longhorns Cabin, a romantic getaway!
Beautiful place! Everything was just as described and we had a great time. The place was great and everything was super fun.

Serenity Cabin at Owl Creek
We loved our stay at the cabin! it was peaceful and relaxing- the location is beautiful. Check-in was very easy, instructions were very clear- light switches were labeled. We had everything we needed. It was a perfect getaway. The hot tub and fire pit were a great bonus! I was able to work from the cabin- the internet was high speed. The owner was great- quick to respond. We highly recommend staying here!

Honey Pine Lodge- Entire home sleeps 14 plus.
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.
Family- and pet-friendly home rentals

Heart of the Falls! Cozy for 2, Spacious for 8
Such a convenient location for our family visits! Thanks for sharing your home.

Nostolgic King - First Floor
Lovely place that looked exactly like the photos. Irene was very responsive and gave clear instructions on how to get inside.

Buckeye Ridge Farm -Country Retreat
Lynn met us when we arrived and gave us a tour. It's always nice to meet the owner of where you'll be staying. She left us quite an abundance of snacks, breakfast items, milk, OJ, water, etc. Absolutely beautiful surroundings (mostly woods). Easy to get to. Lynn was very responsive and very helpful. I forgot my boots this trip and she even let me borrow a pair of hers. Would highly recommend her place if you are in the Wooster area.

Atwood cabin near Amish, Pro Football HOF Canton
This was a wonderful experience. The cabin was adorable and was just the perfect size for my husband and I and our 3 dogs to relax and unwind with plently of land to explore. It was amazing waking up and looking out the kitchen window and seeing a farm, trees and steers instead of other houses or a busy street. The stars at night, without all the light pollution are just breathtaking. Jan and his family were very friendly and welcoming and there whenever you needed them. My dogs had a great time playing indoors and out, even though the weather was not the greatest. We will definitely be staying again, but definitely longer next time, we didn't want to leave!

3-Trees Chalet Get-Away
Ian’s home is beautiful and the surrounding terrain is surreal. My group had a wonderful time staying on the property and the if an opportunity arises to visit again, we’ll most certainly come back.

Secluded Holmes County Farmouse with fishing
The farmhouse is on a very quiet, peaceful dirt road; during our long weekend we barely saw a handful of cars. This suited us and our two dogs just fine, as we could walk them alongside all the nearby roads without fear—if we could manage the rollercoaster hills! We had mixed weather of rain and warm temperatures, so the large back screened-in porch was perfect for enclosing wet dogs without letting them into the rest of the house, and it was nicely furnished for reading and having meals outside. The bathrooms were generously equipped with towels and accoutrements, and the kitchen had all the cooking essentials. Cozy pillows and throws were everywhere. We really enjoyed our introduction to this area of Ohio, and we hope to return for more explorations.

Charming Home in Woodland
Our family had an absolutely wonderful stay. The space was cozy, with a few well-chosen antique furnishings that blended beautifully with modern comforts, creating an inviting and comfortable atmosphere for all of us. Tucked away in a peaceful location, it was impressively quiet, making it easy for the kids to sleep soundly and for us to unwind after busy days. The beds were incredibly comfortable, ensuring everyone woke up refreshed. The property was beautiful, with tasteful decor, a lovely covered back porch, and a second-floor deck. This was a fantastic stay that suited us perfectly, and we highly recommend it to anyone looking for a memorable getaway!

Comfortable B&B New Phila, Oh
This was our second time at Steve and Wayne's. We would stay here anytime we are in New Philly. The house is spacious, very clean, and charming. The location is excellent. It is very comfortable and has lots of little special touches and historical details that make it memorable. I highly recommend this place to all guests.
Family-friendly home rentals with a pool

Unique Country Setting
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

Lodge Suite with Kitchen, Fireplace, and Jacuzzi
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!

2 Bedroom Lodge Suite Half a Mile To Berlin
Everything was what we expected from the photos! The back deck was great! We had a good stay!

Lodge Suite with Kitchen and Fireplace
This place was very clean, spacious and beautiful. Higly recomend! I will be making return visits!

Generations Cabin Sleep 21 Pool Hot Tub $299 a day
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.

The Trio- Unique Country Setting
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.
Quick stats about vacation rentals that are family-friendly in Wooster
Total rentals
30 properties
Nightly prices starting at
$80 before taxes and fees
Total number of reviews
3K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi
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