Holiday rentals in Doylestown

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Top-rated holiday rentals in Doylestown

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

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Top guest favourite
Home in Doylestown
4.99 out of 5 average rating, 98 reviews

Young Oaks Guest House, Quiet Country Retreat!

The fully renovated Young Oaks Guest House offers a bit of country, not far from the city. More than 1,700 square feet of living space on one and a half acres and a 112-foot wraparound porch, gives guests room to roam, indoors and out. Located steps from the highly-rated Chippewa Golf Course and a 10-minute drive to the Ohio&Erie Canal/Towpath Trail (offering biking, hiking, canoeing and kayaking), Young Oaks is a perfect launch pad to explore the unique activities Northeast Ohio has to offer.

Guest favourite
A large two-story house is depicted with a yellow exterior, featuring a welcoming porch supported by white columns. Snow rests on the roof and the surrounding branches, while symmetrical windows allow natural light to illuminate the interior. The overall structure reflects classic architectural design.
Home in North Lawrence
4.95 out of 5 average rating, 290 reviews

Pleasant View Farmhouse and Pickleball Court

Situated on 80 acres of farm land, this large home is an ideal setting to relax and connect with family and friends! Built in 1904, the house has been restored to much of its original beauty. Aptly named, the setting provides views of picturesque rolling hills and spectacular sunsets. Recently, an outdoor pickleball court was built. Located approx. 20 min. from Canton & from Amish country. It is adjacent to Peacock Ridge, a barn wedding site. It is less than 1/2 mi to the Sippo Valley trail.

Top guest favourite
A charming pink house is framed by a white picket fence and a well-maintained garden. The front porch, adorned with hanging plants, invites relaxation. A pathway leads to the entrance, bordered by colorful flowers and lush greenery, under a bright blue sky.
Home in Canal Fulton
5.0 out of 5 average rating, 183 reviews

Historic Pink House the heart of a quaint downtown

Iconic, circa 1842 home in the center of downtown historic Canal Fulton. Walk out the door to historic restaurants including a speakeasy/bourbon bar, winery, tea room, coffee house & local shops. Hike & bike the Ohio-Erie Canalway Towpath/OTET Trail or kayak/canoe the Tusc River. We have 3 bikes & 2 kayaks available for our guests! Enjoy local eatery & shopping discounts with our Pink House Pass! Just 14 miles from the Pro Football Hall of Fame or in less than 30 miles, explore Amish country!

Top guest favourite
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
5.0 out of 5 average rating, 59 reviews

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!

Guest favourite
The exterior of the multi-family home features a well-maintained façade with light-colored siding and a pitched roof. A welcoming porch with seating options is visible, accompanied by a decorative blue mat. An American flag adds a touch of character, while lush green grass surrounds the property.
Flat in Wadsworth
4.91 out of 5 average rating, 254 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.

Guest favourite
A bright living room features a large flat-screen TV positioned on a wooden stand, surrounded by a cozy seating arrangement. Two teal chairs complement a neutral sofa. Natural light fills the space through sheer curtains adorning the windows, and decorative wall hangings add subtle detail.
Cottage in Akron
4.93 out of 5 average rating, 122 reviews

Cozy Cottage by Portage Lakes, Akron/Canton FHOF

Relax with the whole family, enjoy the lake (pontoon boat rentals down the street), play some golf at Turkeyfoot golf links, visit the Football HOF in Canton or drive down to Amish Country for a visit! We stocked our home with many supplies for you to just bring your bare necessities and enjoy a peaceful setting in this great neighborhood. Restaurants minutes away or a kitchen where you can cook your own meals, comfy beds, 2 full bathrooms, Cable TV with Sports channels. Come and be our guest!

Guest favourite
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
4.93 out of 5 average rating, 203 reviews

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!

Top guest favourite
A cozy living room is presented with a large television mounted on the wall. A plush black sofa and chair are arranged around a textured area rug. A warm light source and decorative art piece add visual interest, while a small table holds plants and accessories.
Home in Doylestown
4.97 out of 5 average rating, 66 reviews

Quiet & Rejuvenating Village Retreat!

I'm excited to welcome you to my private patch of peacefulness. Located in the heart of Doylestown Village, this relaxing space is a leisurely stroll away from a picturesque country main street while still having close access to the highway and all the amenities you'll find in Northeast Ohio. The property is near the highly-rated Chippewa Golf Course, the Ohio & Erie Canal and Towpath Trail, and Cuyahoga Valley National Park, rated one of the top ten national parks in the United States.

Top guest favourite
The living area is furnished with comfortable leather couches and a wooden coffee table, creating a relaxing space. A large television displays streaming options, while natural light enters through the windows, highlighting decorative plants and wall art.
Home in Highland Square
4.94 out of 5 average rating, 218 reviews

Entire Home Highland Square/CVNP

Enjoy a comfortable experience at this centrally-located home 1 block away from the strip in Highland Square. Central air, 2 bedrooms with brand new queen beds. Large kitchen with dishwasher. Netflix & Prime Video on tv's. Comfortable leather couches, front and back deck, and fire pit. Being 5 minutes from Downtown Akron, 35 minutes from Downtown Cleveland, and 10 minutes from Cuyahoga Valley National Park, there is a lot of nightlife, hiking and biking in the area. All are welcome!

Superhost
A spacious paved patio overlooks the lake, featuring a fire pit surrounded by four white Adirondack chairs. The water’s edge is marked by a private dock, complemented by lush greenery and a colorful sky at sunset.
Home in Akron
4.81 out of 5 average rating, 162 reviews

Landmark Lakehouse | Dock • Kayaks • Fire Pit

🛶 Private dock + kayak launch on Long Lake 🔥 Lakeside patio with fire pit & BBQ gas grill 🛏 4 spacious bedrooms • Sleeps up to 9 🍳 Fully stocked kitchen 📺 Cozy living room w/ big-screen TV + comfy couch 🌄 Wake up to sunrise lake views 📍 5 min drive to Firestone Country Club & just 20 mins to the Pro Football Hall of Fame This historic lakefront getaway combines modern comfort with laid-back lake life — perfect for families, friend groups, or anyone needing a scenic reset.

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, 362 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!

Top guest favourite
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
4.99 out of 5 average rating, 426 reviews

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.

Popular amenities for Doylestown holiday rentals