
Family-friendly vacation rentals in Ashland County
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Top-rated family-friendly rentals in Ashland County
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Popular amenities for Ashland 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.

2 Bedroom Apartment - End O'Way BnB
Absolutely gorgeous stay, we didn’t spend much time in the AirBNB as my group was there for an event but Cathy was extremely responsive, accommodating, and friendly!! The views and neighborhood were amazing and the house is so unique and beautiful! I absolutely recommend this stay as it’s close to many attractions in the area as well and is super comfy to wind down from a long day at. Amazing stay!

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.

Lake House Near Cedar Point & The Beach
Great place. Cute. Clean. Close to Cedar Point, beach and other attractions. But it’s also quiet. House is comfortable. Only (minor) thing was a few of the photos look bigger than real life. For instance, the bedrooms are tight. Enough room to move around but don’t expect any extra floor space and there are no dressers. And backyard is small. But we enjoyed the fire pit after a long fun day. And the neighborhood beach/park is nice. Enjoyed it.

Fun 2 Bedroom Cottage at Rye Beach
We snagged this for a quick birthday retreat and it was everything and more! Will be on the look out for a return visit to explore more of the area!

Rustic Cabin @ Tenbrooks Farm - Pets Welcome!
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!

Red Barn Dairy Farm - Serene Stay
We had a great stay at the house to visit our daughter for Easter. The property was perfect for hosting our daughter and her friends from college; plenty of outdoor space for a cookout, a warm and cozy interior to help the college kids feel "at home", and comfortable accommodations for us all who stayed at the house. The yard is large with a fenced-in area for our dog, who LOVED it! Please keep in mind if there is rain, the yard can be a bit soggy, but that is to be expected and didn't deter us at all. The grill and other kitchen/cooking amenities were great, and Marcia left a TON of snacks and breakfast food for the house. The whole vibe of the place is authentically "farmhouse", which we loved. We did not use any televisions. etc, but we did see a few, so "modern conveniences" are there. We will surely consider renting again for future trips and highly recommend this rental.

Hemingway House Near Cedar Point & The Beach
A beautiful place that was spacious! We were able to fit 4 vehicles in the driveway and you could probably fit more if you needed too! Super easy and quick to get to Cedar Point and other points of interest! Would definitely book again!

Secluded Holmes County Farmouse with fishing
The place was very clean and peaceful. Melody always messaged right back It was just exactly as described. Would definitely rent again

Separate Suite in Stately Home-Minutes to Cedar Pt
Excellent stay. Beautiful property, friendly hosts and location was perfect for our soccer tournament as Sports Force Park. Highly recommend!
Family-friendly home rentals with Wifi

Kokosing Dream - Steps from Kenyon College
Great country home- super easy check in. Perfect for Kenyon reunion as the location is perfect and walkable to everything.

Beachfront #3 Cottage at Plaz Vilka Cottages
Thanks for taking good care of us. We had a great fishing trip thanks to your place!

Lovely loft space, open concept. beautiful setting
Ruth and Walt created a tranquil space for guests. They welcomed us immediately and were kind and open even though our travel 8 hours there from construction laden roads in Chicago left us exhausted and socially drained. As we rested and became human again our interactions were positive, and their two dogs warmed our hearts. The fridge is spacious but a hot plate is used for cooking, not inconvenient as vacations should be free from extensive kitchen encounters. Overall our rating is five star because the space has a designer look in the country where sleeping well is a bonus. Thank you amazing hosts for making our stay feel special. God bless.

CHARMING 1800S FARM HOUSE
We have stayed at the Farmhouse many times and have always enjoyed our stay. The hosts do a great job of making sure everything is clean and comfortable. We did not need anything this trip, but they have been very helpful in previous trips when we did. We are already set to stay again in a couple of months.

The Michael Lake House
Danielle was a great host with a great Air BnB. She provided excellent and clear details and directions prior to our stay. The home was as described and had an abundance of extra blankets, pillows, etc for everyone to be quite comfortable. Check in/out was very efficient and very clear directions. I would highly recommend Danielle and this Air BnB!

Apple Valley 4 Bedroom Cottage
We had an amazing weekend. Rhonda was the best very responsive. We would definitely rent again if we ever get that way.

The 'little' house near Nickel Plate Beach
Cindy was lovely and very friendly, felt right at home at the cottage which is well appointed and very close to the beach as an added bonus. thank you.

Relax by the River - Riverfront Home on 1.3 Acres
This was our second stay. We love it here!!
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- Cedar Point
- Cuyahoga Valley National Park
- Mohican State Park
- Kalahari Resorts Sandusky
- Progressive Field
- Pro Football Hall of Fame
- Rocket Mortgage FieldHouse
- Gervasi Vineyard
- Cleveland Metroparks Zoo
- East Harbor State Park
- Firestone Country Club
- Boston Mills
- Memphis Kiddie Park
- The Watering Hole Safari and Waterpark (Monsoon Lagoon)
- Castaway Bay
- The Beach Waterpark
- Malabar Farm State Park
- Firelands Winery & Restaurant
- Brandywine Ski Area
- Island Adventures Family Fun Center