Family-friendly vacation rentals in Holmes County

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Holmes County family-friendly rentals

Family-friendly home rentals with a hot tub

A cozy living area features exposed brick walls and large windows allowing natural light to fill the space. Two comfortable sofas with decorative pillows are arranged around a wooden coffee table. A dining table and ceiling fan contribute to the room's inviting atmosphere.
Apartment in Wooster
4.81 out of 5 average rating, 261 reviews

★★Boutique Downtown Lofted Flat on the Square ★★

JamesRating, 5 stars3 weeks ago
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.
A spacious living area features a stone fireplace as a focal point, complemented by exposed wooden beams and large windows. A cozy black sofa is positioned in front of the fireplace, while a TV sits mounted on the wall beside it. Light hardwood flooring enhances the open atmosphere.
Apartment in Wooster
4.85 out of 5 average rating, 435 reviews

★★Penthouse Suite Downtown Wooster on the Square★★

KellyRating, 5 stars2 weeks ago
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.
Superhost
A cozy cabin is nestled among trees, displaying a large deck that extends into the backyard. A grassy area and a sizable boulder can be seen in the foreground, contributing to the natural setting.
Cabin in Howard
4.92 out of 5 average rating, 333 reviews

Serenity Cabin at Owl Creek

TeresaRating, 5 stars3 weeks ago
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!!
Superhost
A well-maintained lawn surrounds the cabin, leading to a serene, spring-fed pond. Two trees provide shade for a hammock, creating a peaceful spot to relax. The greenery reflects the tranquil atmosphere of the property, inviting guests to enjoy the natural setting.
Cottage in Wooster
4.95 out of 5 average rating, 269 reviews

Cabin with pond & Fireplace * Hot Tub * King Bed

TammyRating, 5 stars3 weeks ago
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👍👍!!
Superhost
Cabin in Danville
4.96 out of 5 average rating, 172 reviews

Honey Pine Lodge- Entire home sleeps 14 plus.

MichaelRating, 5 stars2 months ago
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.
Superhost
A covered patio space features a hot tub with bubbling water, surrounded by wooden beams and hanging lights. A hammock is draped nearby, and outdoor seating is arranged for comfort. A scenic view of rolling greenery extends beyond the patio.
Home in Howard
4.94 out of 5 average rating, 106 reviews

Off Season Hunting Lodge

Family- and pet-friendly home rentals

Guest favorite
A tranquil pond reflects the surrounding greenery and the log home situated on a spacious lawn. Lush trees dot the landscape, and the calm water provides a serene atmosphere. The property is framed by a wooded area in the background, enhancing the natural setting.
Cabin in Butler
4.95 out of 5 average rating, 164 reviews

Babble Brook Lodge and Private Pond

RickRating, 5 stars2 weeks ago
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.
A fully equipped kitchenette features warm wood cabinetry and light-colored countertops. Stainless steel appliances, including a microwave and refrigerator, are visible. The space is well-lit, with a view leading to the cozy living area and spacious bed located in the background.
Apartment in Wooster
4.75 out of 5 average rating, 236 reviews

Boutique Lofted Suite on the Square*

RobertRating, 5 stars2 weeks ago
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
Guest favorite
A charming entrance to the separate apartment is featured, showcasing a striped patio umbrella over a small table and chairs. Flower pots flank the windows, adding color to the neutral exterior. A grassy area leads to the door, surrounded by landscaped greenery.
Farm stay in Wooster
4.95 out of 5 average rating, 204 reviews

Buckeye Ridge Farm -Country Retreat

SarahRating, 5 stars3 weeks ago
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!
Superhost
A rustic cabin is nestled among lush green trees, surrounded by open grassy areas. The structure features wooden siding and a welcoming porch, with outdoor seating visible nearby. The sunlight casts a warm glow, creating a serene environment amidst the natural landscape.
Cabin in Dellroy
4.75 out of 5 average rating, 162 reviews

Atwood cabin near Amish, Pro Football HOF Canton

KristyRating, 5 stars5 days ago
absolutely loved our weekend away! Jan is amazing and accommodating. so very friendly.
Guest favorite
A serene landscape features a gently rolling green lawn leading to a calm lake. The sun sets behind the hills, casting a warm glow, while birds fly overhead. Trees with bare branches frame the scene, offering a glimpse of the tranquil waters below.
Chalet in Magnolia
4.85 out of 5 average rating, 205 reviews

3-Trees Chalet Get-Away

CraigRating, 5 stars2 weeks ago
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!
Top guest favorite
A charming brick home features a steeply pitched roof and is surrounded by lush landscaping. Brightly colored azaleas and greenery adorn the front yard, complemented by a stone pathway leading to the entrance. Natural light enhances the inviting exterior.
Home in Mansfield
4.94 out of 5 average rating, 661 reviews

Charming Home in Woodland

DavidRating, 5 stars2 weeks ago
Such a beautiful house! Everything was clean and tidy & we loved the garden areas! Would definitely recommend
Top guest favorite
An entryway features a wooden staircase with intricate banisters leading to the upper level. Light streams through a large window beside the door, illuminating a decorative area rug. A small table displays brochures, while a pet crate is positioned nearby.
Home in New Philadelphia
4.96 out of 5 average rating, 373 reviews

Comfortable B&B New Phila, Oh

DarleneRating, 5 stars2 weeks ago
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.
Guest favorite
A log cabin is shown from the front, featuring a spacious porch with wooden railings. Large windows reflect natural light, and a stone chimney rises from one side. The cabin is surrounded by tall trees, illustrating its secluded location within the woods.
Cabin in Warsaw
4.92 out of 5 average rating, 126 reviews

The Woodbury Cabin and Pond

CourtneyRating, 5 stars3 weeks ago
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

Guest favorite
A warm living area is highlighted by wooden walls and a cozy plaid sofa. A small round table with wooden chairs is positioned near a window dressed in checkered curtains. A television is mounted above the rustic fireplace, adding to the inviting atmosphere.
Apartment in Berlin
4.88 out of 5 average rating, 51 reviews

Lodge Suite with Kitchen and Fireplace

SharonRating, 5 stars2 weeks ago
Great stay at this venue. Awesome location, very clean, and everything was as described. Will definitely stay again!
Top guest favorite
Farm stay in Dover
4.92 out of 5 average rating, 117 reviews

Unique Country Setting

LeasaRating, 5 stars6 months ago
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
Top guest favorite
An outdoor area features a heated swimming pool surrounded by a paved deck. A tiki bar and lounge chairs are visible nearby, along with shaded tables under colorful umbrellas. Lush green grass and trees provide a serene backdrop.
Villa in Sugarcreek
4.97 out of 5 average rating, 321 reviews

The Lodge on the Hill

PattyRating, 5 stars4 days ago
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.
Guest favorite
A cozy living area features a blue upholstered couch complemented by a rustic wooden chair. A wooden coffee table sits in front, and a floor lamp illuminates the space. Large windows are framed by soft drapes, allowing natural light to enhance the warm, inviting ambiance.
Apartment in Berlin
4.84 out of 5 average rating, 37 reviews

Lodge Suite with Kitchen, Fireplace, and Jacuzzi

AllisonRating, 5 stars2 months ago
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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