Family-friendly holiday rentals in Medina

The Cottage at Bloom Hill Flower Farm

Newly renovated, floral-inspired cottage located on the beautiful specialty cut flower farm, Bloom Hill Farm in Uniontown, Ohio. It's a great home for families, friends, couples, and business travelers. This cottage comes with all the modern conveniences along with its unique cottage charm. The Cottage at Bloom Hill is conveniently located to Yogi Bears Jellystone Park Resort, Hartville Marketplace and Flea Market, Hartville Hardware and Kitchen. Just a 20 minute drive from the Hall of Fame!

“Willow Ledge at Silver Creek”with Private Hot Tub

New Construction Modern Ranch House features rustic upscale design with beautiful cozy interiors and comfort at every turn. Stunning views await with floor to ceiling windows overlooking beautiful Silver Creek and surrounding nature. Private deck is spacious and inviting with oversize hot tub, concrete fire pit, gas grill, and outdoor dining furniture. A few minutes from great restaurants, the Brewery at Garrett’s Mill, and the coolest Coffee Shop. Perfect weekend getaway or business stay.

Stillwater Retreat-Waterfall·Pond Horses·Firepit

Experience refined living at this elegantly appointed country estate, tucked into a secluded and pristine valley. Surrounded by natural beauty, the property features wooded walking trails that follow the west branch of the Cuyahoga River and offer sweeping views at every turn. Enjoy peaceful mornings overlooking the pond, afternoons exploring shaded forest paths, and golden evenings framed by autumn foliage and stately pines. Blending rustic charm with elevated comfort and private relaxation.

Baundale Homestead in Historic Wellington, OH

Our 1800's Victorian beauty does not hold back on charm. This country gem is perfect for those who need an escape from the hustle and bustle of the busy city. Located in historic Wellington, Ohio, The Baundale is only 8 miles from Oberlin College and 2.5 Miles from Findley State Park. Our stay offers numerous amenities such as free parking, a private entrance for guests and a very spacious living area. We are happy to answer any questions you might have. Thank you for viewing our listing!

Welcome to The Cabin at CT Farms!

Tiny-home, located on our 5.5 acre farm in western Wayne county. This brand-new cabin was constructed by local Amish builders. Complete with most amenities you'd find at home, it offers a cozy spot to relax or work. Have a cup of coffee on the porch and listen to the farmland awaken, or catch amazing sunsets in the evening. Located 2 minutes from US Route 30. 1.25 hours from Cleveland/Columbus. 10 minutes from College of Wooster. 30 minutes from Amish Country. (Berlin/Millersburg).

Cabin with pond & Fireplace * Hot Tub * King Bed

A quaint, cozy newly remodeled in 2025 cabin on 60 wooded acres perfect for a couples getaway. 8 minutes to a great downtown for shopping unique boutiques, dining, local wineries, breweries and distillery! Enjoy peace & tranquility in natures setting. Cozy up to a massive stone wood burning fireplace both inside and on the screened in porch. The brand new private hot tub boasts natural spring water and is just outside the door from the cabin and overlooks the natural spring ponds.

Uptown Liberty I

Uptown Liberty I is a beautiful and unique apartment unit located directly on Medina Square. (Castle Noel is right next door!) This unit features a kitchenette, a full bath and a queen size bed and if you're looking for a bigger apartment and your own garage parking, deck, patio, grill and big back yard we have two more apartments at Liberty Manor within a few minutes walking distance to the historical Uptown Medina Square just look up Liberty Manor ll & lll. it's a hidden Gem!

KING BED*Historic*Charming Updates*Walk 2 Town Sq*

Welcome to our home located in the heart of Historic Medina Ohio! It is a charming 3 bedroom 1 bathroom colonial with beautiful updates and also maintaining much of the home's original character. Located 35 miles south of Cleveland, 24 miles west of Akron and 111 miles north of Columbus. Medina offers a variety of Dining and Attractions within the city and surrounding areas for you to enjoy! Walk to the square and enjoy a variety of events planned throughout the year.

The Cottage at FarmFlanagan

We are a cottage like residence in one of the few small towns between the cities of Cleveland and Akron, Ohio; right down the road from Michael Angelo's Winery and not far from the beautiful Cuyahoga Valley National Park, Boston Mills + Brandywine Ski Resorts, and under an hour to the Pro Football Hall of Fame. The cottage is tucked a driveway away from our old farm house and century old barn. Enjoy this relaxing getaway!

Cozy Weekend 1BR Harbor in Medina!

Welcome to your cozy Medina retreat, where comfort and convenience meet small-town charm. Just four blocks from Medina’s historic town square, this inviting 1-bedroom home offers modern amenities, a warm atmosphere, and plenty of space to unwind. Whether you're here for a romantic getaway, business trip, or family visit, you’ll enjoy a peaceful stay close to local shops, restaurants, parks, and year-round community events.

Fully Fenced * Pet-Friendly * Grill * By BW-CLE-IX

10 min to CLE ★ 8 min to Browns Training ★ 3 min to BW Univ ★ 5 min to Strongsville ★ 16 miles to downtown Cleveland ★ Fully stocked ★ Completely remodeled ★ TV in bedroom ★ Safe/quiet neighborhood ★ Fully fenced yard ★ Pet friendly!! NOTE – Dogs are welcome here! Please note there is a $30 per night per dog fee, billed separately after booking. CATS ARE NOT ALLOWED. NOTE - Smoking is not allowed, penalty is $500.

Log Cabin Retreat

A Rustic Retreat with a Refined Interior! This 1960's Log Cabin nestled in the woods above the Rocky River is a beautiful place to unplug and unwind. Located within a mile of the Cleveland Metroparks System including miles of hiking, biking and horse trails, golf courses, fishing spots and picnic areas. It is 20 minutes to downtown Cleveland and 5 minutes to Cleveland Hopkins Airport. NO PETS or PARTIES, please.