Holiday rentals in Guilford Township

Elegant Boho apartment in downtown Orrville

Retreat to the harbor. We created this space with you in mind and are always updating and adding to it for your comfort. When we travel, we seek Airbnb, a unique spot that allows us to relax and enjoy the moments. So when we bought this apartment, we knew from the start it needed to be for guests, offering a place of comfort and rest. We renovated the bathroom most recently, and we continue to enhance it to make it great for you. Located right in downtown Orrville, this is ideal for stay!

The JoKo Cottage

Welcome to our cozy little cottage built in the early 1930’s by a then well-known artist, Joe Koch (JoKo was his artist name). Joe designed and built the cottage and is full of his unique style. It was featured in 1950 in The Akron Beacon Journal with lots of pictures! All of the wormy chestnut wood (wood with holes in it) is original to the cottage. Even the tile by the fireplace is original. In this place many beautiful things were created. We hope you find beauty here too!

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!

AZ Longhorns Cabin, a romantic getaway!

Romantic getaway log cabin in the country. Private log cabin with full kitchen and large bathroom and large shower. This cabin was built summer 2016 and we are continuing to landscape and make it a great place to have a romantic getaway or a place to relax and get away from the city. Free WiFi, Hot tub that seats 7, Fire pit area and charcoal grill on back patio, are some of the great features we have to offer! NOW OFFERING EBIKE RENTALS SO ASK ME ABOUT THEM IF INTERESTED!

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.

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!

Peaceful 2-BR Apartment in the Heart of Smithville

Quiet 2-BR apartment located on the first floor in the heart of Smithville, Ohio. About a 10 min drive to Wooster. The apartment sits in front of a park which has access to hiking paths, baseball, and soccer fields. Local restaurants and stores are walking distance. Space includes 2 Queen Beds Amenities include Wifi, Free parking for 1 vehicle, Washer/Dryer, Full Kitchen, Covered Front Porch and many more.

Pvt. Riverbend Retreat-Pool•River•Horses•Firepit

Escape to a western-themed guesthouse on a working horse ranch. Set in a lush valley, this cozy retreat offers pool access, wooded trails through pines, and riverfront wandering along the West Branch of the Cuyahoga. Enjoy panoramic hillside views, pond, vibrant foliage, abundant wildlife, and nights by the fire pit. Peaceful-scenic and fully outfitted-your ranch getaway starts here.

Trail Side Hideaway In The Woods

Welcome to Trailside Hideaway. Perfect getaway for two located on the bike trail system in Medina. Tucked away in beautiful natural surroundings, this is a private space with a private entrance. Located 2.3 miles from the quaint Square of Medina and next to miles of paved trails and single track bike trails. Bikes can be rented from the local Spin Bike Shop less than a 1/2 mile away.

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

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.

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.