
Holiday rentals in Guilford Township
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Top-rated holiday rentals in Guilford Township
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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
5.0 out of 5 average rating, 106 reviews
Liberty Manor Il
This beautiful 144 year old newly remodeled historical manor retains all of the original charm but has been updated to include the modern amenities we have grown accustomed to. great for traveling nurses, work, extended vacations, long or short term rentals are negotiable upon request, just a few minutes walk to historical downtown Medina square with all the fine restaurants, shopping, Castle Noel and more all within walking distance, look up Medina square for all upcoming festivals and events!
4.94 out of 5 average rating, 208 reviews
Cozy, Private Apt, 500ft from Wadsworth Square
Cozy one bedroom apartment, three minute walk to downtown Wadsworth! The Downtown Wadsworth Square includes Wadsworth Brewing Company, Valley Cafe, Public Library, Save A Lot and many other restaurants and shopping. This is the perfect unit for business travelers! This unit is a private upstairs apartment of a multi family home. Please review the pictures to see the staircase you need to climb. It is 600 square feet, including a full kitchen, office nook, private bathroom, and Queen size bed.
4.91 out of 5 average rating, 254 reviews
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.
4.96 out of 5 average rating, 25 reviews
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.
4.99 out of 5 average rating, 169 reviews
Wadsworth Townhome 3 bed 2.5 bath
Wadsworth Townhome 3bed, 2.5 bath. Great neighborhood close shopping - sleeps 10 Wadsworth Townhome 3bed, 2.5 bath. Great neighborhood close shopping - sleeps 10 The main floor has a great room and rear patio. The upper level has new appliances in the kitchen, dining room, and half bath. The second story has an owner’s suite w/ remodeled full bath, 2 additional bedrooms, full bath, and laundry w/ washer & dryer. Partial basement w/gas furnace, AC, and gas water heater.
4.94 out of 5 average rating, 32 reviews
Shorefield Retreat, Walk to The Lake, Pet Friendly
Come Escape to our peaceful, completely renovated retreat at the Lake! Our home has 3 bedrooms 2 full bathrooms and a second living room. This cozy home sleeps 8 and is perfect for families or groups. Enjoy an open- floor plan, a fully stocked kitchen, and a spacious backyard with a fire pit. Located just a short 0.25-mile walk from the lake, directly across from The Chippewa Inlet hiking trail, it's the ideal spot to relax and unwind. Pets are welcome!
5.0 out of 5 average rating, 17 reviews
Overton Valley: Secluded Cabin on 10 acres
Slip away to a secluded cabin in the woods on 10 acres for a peaceful getaway. The abundance of wildlife and nature's beauty is sure to leave you feeling relaxed and restored. Conveniently located close to Wooster, Ashland, Akron, Canton, and Cleveland. Explore Amish country, visit Cedar Point with the kids, take in a local winery, check out The Pro Football Hall of Fame, or go for a hike on the property. The local attractions are endless!
4.97 out of 5 average rating, 115 reviews
Pvt. Cabin 30Ac. Horses, Pool, River & Trails
Nestled in a peaceful rural setting, this fully appointed upscale cabin rests on a breathtaking property in a lush valley. Scenic wooded trails meander along the West Branch of the Cuyahoga River, offering a tranquil escape into nature. Panoramic views showcase rolling hills, a serene, elevated porch view, vibrant seasonal foliage, towering pines, and abundant wildlife-creating a truly unforgettable retreat.
4.99 out of 5 average rating, 118 reviews
Sycamore Hill
Relax with the whole family at this peaceful place to stay. Cabin sits on 4 acreas of hill and wooded areas. Main guest area has many new updates including new kitchen, new master bath, updated main bath with tankless hot water heater, new floors, lighting, window blinds, and gas fireplace. 4 Bedrooms feature 1 King Size Bed, 2 Queen Size Beds, and 2 twin air mattress
4.96 out of 5 average rating, 112 reviews
Star Lane garden apartment with pool
Enjoy a peaceful stay in a quiet neighborhood at the end of a dead‑end street. Just 5 minutes to the highway and 40 minutes to Cleveland Airport. Close to Portage Lake State Park, River Styx Park, Hinckley Reservation, Cuyahoga Valley NP, and Akron University. Golf courses nearby, plus Amish Country attractions. A safe, family‑friendly base to explore the area.
5.0 out of 5 average rating, 9 reviews
Charming restored country farmhouse
Relax in this peaceful and serene country setting. Ridgetop golf course across the street, house has a fire pit, that will be stocked in season, feel free to sit by small lake. Great local restaurants and wineries near by. We pride ourself on the cleanliness of our home and we are confident you will love staying here.
5.0 out of 5 average rating, 110 reviewsPopular amenities for Guilford Township holiday rentals
Other great holiday rentals in Guilford Township

The Big Blue House-1 block from Medina Square
5.0 out of 5 average rating, 27 reviews
Grandma's House at South Town
4.97 out of 5 average rating, 58 reviews
Hidden gem - Home away from Home. Newly remodeled
5.0 out of 5 average rating, 38 reviews
Cottage on the Hill
5.0 out of 5 average rating, 39 reviews
Summer Retreat near Cuyahoga Valley National Park
4.99 out of 5 average rating, 84 reviews
Rustic Lakefront Retreat
5.0 out of 5 average rating, 60 reviews
The JoKo Cottage
4.98 out of 5 average rating, 53 reviews
Trail Side Hideaway In The Woods
5.0 out of 5 average rating, 51 reviewsDestinations to explore
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- Cuyahoga Valley National Park
- Mohican State Park
- Rocket Mortgage FieldHouse
- Progressive Field
- Pro Football Hall of Fame
- Rock & Roll Hall of Fame
- Gervasi Vineyard
- Cleveland Browns Stadium
- Case Western Reserve University
- Cleveland Metroparks Zoo
- Punderson State Park
- Boston Mills
- Agora Theatre & Ballroom
- The Arcade Cleveland
- Cleveland Museum of Art
- Mid-Ohio Sports Car Course
- Huntington Convention Center of Cleveland
- Crocker Park
- Edgewater Park Beach
- Ohio State Reformatory
- Malabar Farm State Park
- JACK Cleveland Casino
- Cleveland Museum of Natural History
- Rocky River Reservation





