Vacation rentals in Sterling

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Top-rated vacation rentals in Sterling

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Top guest favorite

A rustic retreat is set among vibrant autumn foliage, with the structure reflecting in a tranquil pond. Towering trees display golden and orange leaves, enhancing the serene landscape around the home.

Home in Doylestown

Rustic Lakefront Retreat

Welcome to your ultimate getaway in nature! This unique lakefront property, once a bustling camp mess hall, has been lovingly transformed into a cozy and spacious retreat. Nestled among towering trees with stunning views, it offers a blend of rustic charm & modern comfort, making it the perfect escape for families, friends, or couples. Located near Cuyahoga Valley Nat. Park, Canal Fulton canoe/kayak river, Blossom Music Center, Pro Football Hall of Fame, MGM Casino, Portage Lakes, & Cleveland!

FamilyLocationLayout

5.0 out of 5 average rating, 60 reviews

Guest favorite

The living area features a mix of comfortable seating with a gray sofa and an armchair. A wooden coffee table is centered on a light rug, enhancing the space's warmth. Natural light enters through two windows, illuminating the hardwood floor and a nearby potted plant.

Townhouse in Orrville

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!

ValueFamilyBathroom

4.93 out of 5 average rating, 204 reviews

Top guest favorite

A cozy seating area is visible through a set of double doors, featuring two armchairs with light-colored cushions. A small table with a lamp stands between the chairs, and large windows overlook a green outdoor space, allowing natural light to fill the room.

Home in Wooster

Bonnie Jane House

The Bonnie Jane House is a family friendly space on a quiet, tree-lined street, within sight of the College of Wooster and minutes from downtown. Perfect for college, business, and local tourism. The space includes 3 bedrooms (sleeps up to six) and 2.5 bathrooms stocked with towels, linens, and basic toiletries. With the full couch and inflatable mattress available, plus plenty of floor spaces, we can accommodate as many as 8 guests. There is an upstairs apartment on the 3rd floor.

LocationValueOutdoor spaces

4.96 out of 5 average rating, 222 reviews

Guest favorite

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

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!

LocationValueHiking

4.98 out of 5 average rating, 362 reviews

Top guest favorite

The kitchen features warm wooden cabinetry and a black countertop with bar seating for two. An overhead range hood is positioned above a gas stove, with modern appliances visible, including a refrigerator and microwave. Natural light fills the space, highlighting the elegant design.

Home in Medina

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.

FamilyValueCleanliness

4.99 out of 5 average rating, 169 reviews

Guest favorite

A secluded cabin is situated among vibrant autumn trees, showcasing an inviting exterior with a large front porch. The gravel driveway leads to the entrance, flanked by colorful foliage and a serene woodland setting.

Cabin in Burbank

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!

ValueLocationBathroom

4.97 out of 5 average rating, 115 reviews

Top guest favorite

An open-concept living area features exposed brick walls and high ceilings with dark beams. A large island sits in the kitchen, while comfortable seating is arranged nearby. Multiple windows provide natural light and a view of the surroundings, enhancing the spacious feel of the loft.

Loft in Canal Fulton

Downtown Brick Loft Above The Exchange Coffee Co

Located in the heart of historic downtown Canal Fulton, this charming brick loft will truly take you back in time. Walk or bike to all the local restaurants and shops around town or grab coffee at The Exchange downstairs. The 13 large windows give a panoramic water view of the canal way and downtown. Every detail in this space has been lovingly created with comfort and inspiration in mind. Relax and enjoy this one of a kind location.

LocationFamilyComfort

4.99 out of 5 average rating, 427 reviews

Guest favorite

Vacation home in Smithville

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.

ValueFamilyDecor

4.85 out of 5 average rating, 241 reviews

Top guest favorite

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

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

LocationValueIndoor spaces

4.96 out of 5 average rating, 112 reviews

Guest favorite

Apartment in Wadsworth

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.

LocationFamilyPool

5.0 out of 5 average rating, 9 reviews

Top guest favorite

Apartment in Wooster

Historic Victorian Apt in Downtown Wooster Unit 2

Step back into the 1800s in this charming brick Pioneer House in Historic Downtown Wooster. Enjoy the spacious 1,500-sq-ft first-floor apartment that blends vintage elegance with modern comfort—just one block from local eateries, boutiques, and historic sites. Note: daytime construction across the street may create some noise.

ValueLocationOutdoor spaces

4.99 out of 5 average rating, 271 reviews

Top guest favorite

A two-story farmhouse is set against a clear blue sky, surrounded by lush greenery. The driveway leads to a spacious garage, flanked by flower planters featuring bright blooms. The home's exterior showcases a combination of gray siding and white accents, creating a classic country aesthetic.

Home in Medina

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.

LocationFamilyAmenities

5.0 out of 5 average rating, 110 reviews