
Family-friendly vacation rentals in Holmes County
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Top-rated family-friendly rentals in Holmes County
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Popular amenities for Holmes County family-friendly rentals
Family-friendly home rentals with a hot tub

★★Boutique Downtown Lofted Flat on the Square ★★
Great loft style apartment. Clean and comfortable. Great location downtown in the heart of everything in walking distance within DTWooster. BYOB coffee/tea and soap/toilet paper.

★★Penthouse Suite Downtown Wooster on the Square★★
This is the 3rd year we have stayed at Robs place. I will only stay here when we visit Wooster. This is like home away from home! Rob is so accommodating and helpful, going above and beyond to help with whatever we may need. The penthouse is clean and comfortable and right down town! The beds are comfy and the sectional couch is so relaxing for movies on the big screen. The kitchen is beautiful! There are multi places for coffee, lunch and dinner to choose from down town. The cutest little shops you can walk to, including some amazing antique shops, book store and record shop. Check out Spoons and the Salsaroja taco bar downstairs. The owner Amanda is amazing! Thai food at Basil is amazing too! If you are in the area to find Otts coffee we highly recommend it! And shopping at Local Roots next store is great too. We only get to visit once a year, but I am already anxiously anticipating our next visit in 2026 💖 we couldn’t do it and feel completely at home and relaxed if not for Rob.

Serenity Cabin at Owl Creek
We celebrated our 8th Anniversary here. No complaints. Beautiful place, very relaxing and Peaceful. We enjoyed the fire pit, hot tub and kayaking. Being on the river and able to fish was a huge plus. I highly recommend. Great Host!!

Cabin with pond & Fireplace * Hot Tub * King Bed
The place was so beautiful and clean and private despite owners being nearby and readily available. We arrived on my 60th birthday and there was on the table entering the cabin a Happy 60th Birthday welcome note on the chalk/dry erase board. Made me feel special! We had quite the rather funny experience with the hot tub. Let's say I felt like I was in Willy Wonka's Bubble Room!! I never laughed so hard 🫧🫧🤣😂. Jenny was quick to respond with a fix. We didn't use the paddle boards but fished from the shore and from the dock. Caught (and released plenty of bass (I got the biggest) and hubby got a huge catfish. Actually my hairdresser said they stayed here several years ago and she caught the large catfish too!! Anyway, we were so impressed on arrival that when I went online there was an extra night available before the next renter so we booked it with a couple hours after arrival!! Although it was rainy/stormy a couple times. Many amenities we didnt use, firepit/fireplace. I give👍👍!!

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.

Off Season Hunting Lodge
Family- and pet-friendly home rentals

Babble Brook Lodge and Private Pond
The stay was all we had hoped for. Plenty of space for our group of 14. Fishing was great for the kids and plenty of space to play in the yard. Highly recommend.

Boutique Lofted Suite on the Square*
Great stay. Our third time back and it didn’t disappoint. Central location, walkable to shopping and restaurants. Perfect stay again, thank you for having us

Buckeye Ridge Farm -Country Retreat
My family and I had a wonderful time staying at Lynn's. It was a very peaceful, beautiful, and comfortable place. Just ten minutes drive from the town of Wooster, yet very much in the country. Lynn was very attentive to us, and responded to our every need. She especially made time for my daughter and I to tend to the cashmere goats with her, which were beautiful, friendly, and very interesting. I highly recommend Lynn's as a place to stay, any time of year!

Atwood cabin near Amish, Pro Football HOF Canton
absolutely loved our weekend away! Jan is amazing and accommodating. so very friendly.

3-Trees Chalet Get-Away
was exactly what we needed. If your looking for a getaway surrounded by serene nature views. This hideaway in the woods is great! If you like waking up to nature singing, this is the place. Ian was very helpful and understanding throughout. Thanks again!

Charming Home in Woodland
Such a beautiful house! Everything was clean and tidy & we loved the garden areas! Would definitely recommend

Comfortable B&B New Phila, Oh
Beautiful old home. Enjoyed the front porch! It was awkward to have to meet the host rather than just letting ourselves in. Otherwise it was perfect for our weekend to visit family.

The Woodbury Cabin and Pond
The beautiful Woodbury Cabin and Pond is super peaceful, quiet and makes it easy to just… PAUSE. Highly recommend!
Family-friendly home rentals with a pool

Lodge Suite with Kitchen and Fireplace
Great stay at this venue. Awesome location, very clean, and everything was as described. Will definitely stay again!

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

The Lodge on the Hill
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.

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!
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