Pet-friendly holiday rentals in Medina County

Come and Play at pet friendly Chippewahoo!

Have fun with the whole family at this stylish place. Grilling, cornhole, firepit and more! You can see Ohio's largest natural lake from the road. The Village of Chippewa Lake has playgrounds, beach access with the provided pass, tennis and pickleball, and of course, walks along the beautiful lakeside. A peaceful retreat while still conveniently located near Medina, Cleveland and Akron. Open floor plan and covered patio provide lots of opportunities for entertaining. Fenced in yard for your pet

Spacious 5BR | Comfortable | Near Downtown

Welcome to your spacious Colonial retreat! This 2-story 1961 home blends timeless charm with modern comfort. With 5 bedrooms, 3 baths, and 3,300 sq. ft., it’s perfect for families, reunions, sports teams, and event stays. Relax by the fireplace, enjoy 4 upstairs bedrooms and a downstairs suite, and take advantage of parking for trailers. With outdoor space and close access to Grey Hawk Golf, Oberlin College and Cedar Point, it’s a true group-friendly getaway. ⭑ Fireplace notice - see below *

Walk to Medina Square - Historic 1880 Home!

Step into small-town charm at this 1880 historic apartment just 4 blocks from Medina’s town square. W/ a sunny interior & walkable location, it’s a launchpad for Ohio getaway. This home offers: 🛏 King bed, bunk beds & futons to sleep up to 6 🖥 Flat-screen TVs & workspace for business or fun 🍳 Full kitchen w/ Keurig, microwave & cookware 🌞 Furnished sunroom for morning coffee or evening wine Ideal for families, couples, or anyone seeking a cozy retreat w/ easy access to trails & dining.

Lake Retreat Cozy Modern Big Driveway Pet Friendly

Cozy, newly built lake house perfect for families and friends seeking a peaceful, relaxing escape. Just steps from the lake, this inviting home features a large driveway, pool table, grill, a private fire pit, and a warm, comfortable atmosphere. Enjoy a clean, modern, fully stocked space with fresh towels, toiletries, kitchen essentials, and a free washer and dryer. Enjoy easy parking, nearby attractions, and room to relax with plenty of space for everyone to unwind comfortably.

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.

Cottage Near Lake*Comfy for 12*King bed*Firepit

Cottage Life! One block from the shores of Chippewa Lake Spacious and cozy. Original summer cottage was expanded and renovated Nicely equipped kitchen with dishwasher, microwave, Mr Coffee, dishes and cookware Big screen TV in living room, small TV’s in 2 first floor bedrooms Sunroom dining area, junior size pool table 2 Full bathrooms Zero step entry, 2 first floor bedrooms, first floor full bath – great for limited mobility Up to 2 pets with pet fee

Spacious Serene 2Bedroom Retreat

Spacious Serene 2-Bedroom Retreat Welcome to your home away from home! Nestled in a quiet and peaceful neighborhood, this spacious 2bed/2.5-bath home offers the perfect blend of comfort and convenience. Inside the Home Master Bedroom: memory foam king-size bed. A cozy queen-size bed with its own full bathroom close by for added privacy. A warm and inviting space with comfortable seating. Step outside and enjoy a half acre property, surrounded by back woods.

Grandma's House at South Town

One mile south of the square in Medina, 30 minutes to CLE, 30 minutes to CAK. Come stay at Grandma's house. Comfy and functional for 7-8 guests. Open first floor with three bedrooms up, enjoy a game of Ms Pacman or Donkey Kong whilst you wait on dinner. This home is new from top to bottom. Full kitchen, new deck, gas grille. Swing outside while the kids play. We hope you enjoy your time here, let us know if you need anything at all.

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.

Medina Square Retreat

Your family will be close to everything when you stay at this centrally-located home in the heart of Medina. Walking distance to Medina Square this home puts you right in the middle of endless options to explore restaurants, bars, shopping, and family friendly attractions. This home is also pet friendly so bring the entire family and get ready to enjoy all that Medina has to offer!

Sleeps 13| HotTub| Historic Renovation| Downtown

Welcome to your Medina retreat! - Historic home near Downtown - Spacious for families & groups, sleeps 13 - Backyard patio w/ hot tub & grill - Bonus game space w/ Xbox One - Full kitchen & dining table - Pet-friendly & family-ready - Free driveway parking for 6 vehicles Step into a home where history and comfort meet in the heart of Downtown Medina.

EV Charger-Family Game Night - AirHockey

STAY PLAY AND EXPLORE-This 2BR getaway (sleeps 6) is packed with family fun—Infinity Game Table, air hockey, board games, puzzles & books. Cozy up at the fire pit, charge your EV, then explore bike or walking trails, wineries, breweries & our zoos Akron 20 min, Cleveland 45 min. Perfect for laughs, late-night challenges & memory-making!