Holiday rentals in Guilford Township

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Top-rated holiday rentals in Guilford Township

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A calming bedroom features a wooden bed with a light-colored blanket and decorative pillows. Soft lamps on each side of the bed illuminate the space, which is complemented by a neutral area rug and pale green walls. Additional decor accents are arranged on nearby surfaces.
Flat in Medina
4.94 out of 5 average rating, 193 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!

Top guest favourite
A historic Victorian house is showcased with a prominent front porch and detailed architectural elements. Surrounded by well-maintained greenery, the two-story structure features large windows that allow natural light. A paved walkway guides visitors from the street to the welcoming entrance.
Guest suite in Wellington
4.99 out of 5 average rating, 120 reviews

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!

A cozy living area features a dark sofa with various decorative pillows and a plush armchair, accompanied by a coffee table made of wood and metal. Natural light enters through the window, illuminating the soft area rug beneath.
Flat in Wadsworth
4.78 out of 5 average rating, 251 reviews

Lovely One Bedroom Apartment in Wadsworth

This peaceful place is walking distance to quaint downtown Wadsworth bars restaurants, and shops. There are parks and hiking trails in Wadsworth , the Ohio Erie Towpath Bike Trail is 20 minutes away. This apartment is newly furnished, it sleeps 4 with a queen bed and full pull out sleeper sofa, a full kitchen and bathroom stocked with new appliances and linens. It is 30 minutes to Akron, 45 minutes to Cleveland and 30 minutes to Canton Ohio and highway access is easily accessible.

Top guest favourite
The exterior of a cozy cottage is presented, featuring a white façade with a triangular roof. Two black chairs are positioned on a wooden porch, flanking a solid front door adorned with a decorative yellow flower. Lush green plants and colorful flower beds enhance the entryway.
Cabin in Wadsworth
4.98 out of 5 average rating, 45 reviews

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!

Guest favourite
The exterior of a charming log cabin is displayed, showcasing a dark wooden facade and a metal roof. A welcoming porch with seating is present, accompanied by neatly landscaped greenery and a stone walkway that leads to the entrance.
Cabin in Sterling
4.98 out of 5 average rating, 361 reviews

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!

Guest favourite
A bright and airy living area is presented, featuring a comfortable orange sofa and a gray lounge chair. A circular coffee table sits on a colorful area rug, while large windows are adorned with blue curtains. Decorative elements include a wall mirror and framed artwork.
Home in Medina
4.95 out of 5 average rating, 38 reviews

The Hallmark

Charming Retreat Steps from Medina Square Welcome to your home away from home. Enjoy a peaceful stay in a fully furnished space featuring cozy bedrooms, a well-equipped kitchen, and inviting common areas to relax and unwind. Whether you’re in town for a wedding, exploring local boutiques and restaurants, or attending one of Medina’s year-round events, this location is unbeatable. Experience the charm and hospitality that Medina is known for!

Top guest favourite
The exterior of a rustic guesthouse is framed by lush greenery and well-maintained landscaping. Comfortable seating is provided on a small patio area, while decorative elements, such as a birdhouse and a flowerbed, enhance the inviting atmosphere. The building features a light-colored façade with decorative accents.
Farm stay in Hinckley
4.93 out of 5 average rating, 108 reviews

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.

Top guest favourite
Guest suite in Medina
5 out of 5 average rating, 43 reviews

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.

Top guest favourite
An aerial view captures a cabin surrounded by trees adorned in vibrant autumn foliage, showcasing a rich palette of oranges, yellows, and reds. A winding path leads up to the structure, nestled within the serene wooded landscape.
Cabin in Sterling
4.95 out of 5 average rating, 107 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

Superhost
Flat in Wadsworth
5 out of 5 average rating, 5 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.

Top guest favourite
Home in Green
4.92 out of 5 average rating, 399 reviews

The White House w/ Hot Tub Outdoor TV Fenced Yard

UPDATE: New for 2025! The house has gotten a fresh new look with a new roof and new siding! Welcome to The White House (formerly The Red House)! This adorable little house has been decorated with tranquility and comfort in mind. It sits on 1.67 acres with a mostly secluded backyard. It is just a few minutes from Nimisila Reservoir, in the city of Green.

Top guest favourite
The historic brick building features a two-story façade with detailed architectural elements. Windows adorned with decorative trim and a distinctive roofline highlight the unique design. A small tree and benches provide a welcoming atmosphere in front of the structure.
Flat in Medina
4.96 out of 5 average rating, 212 reviews

The Brenner 3 (Historic building at Medina Square)

The Brenner 3, this beautiful spacious second floor apartment is located at the Medina Square. (Next to Castle Noel.) Featuring a spacious kitchen, kitchenette, formal dining room, living room (day bed with pull out trundle bed sleeps 2, XL twin bed)), bedroom (King bed), full bath tub/shower and a back balcony. **No additional cleaning fee.**

Popular amenities for Guilford Township holiday rentals

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