Holiday houses in Doylestown

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.

Location · Family · Comfort

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!

Family · Location · Amenities

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.

Value · Location · Indoor spaces

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!

Location · Family · Bathroom

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!

Location · Value · Decor

The Haven / Scenic Aframe cabin

The Haven is just that - a place of rest. Keep it simple at this peaceful and centrally-located place. The cabin is nestled in a wooded area with a pond view and rolling hills. In the heart of beautiful Amish country we are just minutes away from popular attractions. The living area includes a full kitchen, washer and dryer, and comfortable furniture to enjoy a smart tv and fireplace. A King bed and full bath on the main floor. The loft has a queen bed. We welcome you to come stay with us!

Family · Value · Quiet

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!

Family · Value · Sleep quality

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.

Family · Value · Walkability

Forest A-Frame | Pond, Kayaks & Soaking Tub

Forest Lane Aframe - @forestlane__ 1 hr from Cuyahoga National Park Escape to a cozy, A-frame cabin nestled among trees, overlooking a serene pond with a fountain. Enjoy mornings with fresh local coffee on the deck, afternoons kayaking , evenings soaking in the deep tub or unwinding by the indoor fireplace or outdoor campfire area . This relaxing space offers everything you need to unplug and recharge - nature, comfort, and a touch of romance - The perfect couples or solo getaway

Location · Value · Layout

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!

Location · Family · Outdoor spaces

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.

Family · Location · Laundry

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!

Value · Family · Getting around