Holiday houses in Streetsboro

Farm Stay in Luxury Barndominium Mantua Ohio

Welcome! Experience our rural farm’s abundance! Take a magical walk through the charming vegetable and flower gardens. Enjoy a beautiful, tranquil stocked fishing pond & Scottish Highlander cattle. If your spirit calls you further take your adventures to the Cuyahoga River, just a stones throw away for kayaking, canoeing, & tubing. After experiencing nature’s gifts outdoors, rest and recharge indoors while connecting to your creative side enjoying the Artist’s inspiration within the loft space.

“Willow Ledge at Silver Creek”with Private Hot Tub

New Construction Modern Ranch House features rustic upscale design with beautiful cozy interiors and comfort at every turn. Stunning views await with floor to ceiling windows overlooking beautiful Silver Creek and surrounding nature. Private deck is spacious and inviting with oversize hot tub, concrete fire pit, gas grill, and outdoor dining furniture. A few minutes from great restaurants, the Brewery at Garrett’s Mill, and the coolest Coffee Shop. Perfect weekend getaway or business stay.

Stillwater Retreat-Waterfall·Pond Horses·Firepit

Experience refined living at this elegantly appointed country estate, tucked into a secluded and pristine valley. Surrounded by natural beauty, the property features wooded walking trails that follow the west branch of the Cuyahoga River and offer sweeping views at every turn. Enjoy peaceful mornings overlooking the pond, afternoons exploring shaded forest paths, and golden evenings framed by autumn foliage and stately pines. Blending rustic charm with elevated comfort and private relaxation.

Hall of Fame Hideaway in Canton Ohio

The Hall of Fame Hideaway is a short drive to all the Canton/Akron/Cleveland area has to offer. We're only 4 miles from the Pro Football Hall of Fame Village, 18 miles from the National Inventors Hall of Fame and 56 miles to the Rock and Roll Hall of Fame. Plus we're within 1/2 mile to Belden Village mall, 100+ restaurants and plenty of activities! With less than an hour drive to Ohio's Amish Country (Holmes County) south or Cleveland to the north, the HOF Hideaway is at the heart of it all!

Cozy Cottage in Woods/Cuyahoga Valley NP, Blossom

Kick back and relax in this peaceful cottage in the woods! So quiet and private but very close to CVNP, Blossom Music Center, restaurants, shopping, Stan Hywet Hall, Weathervane Theater, and much more! Centrally located between Akron and Cleveland. Mountain Bike trails are just 1/2 mile away. Front and back porches to enjoy nature, tall trees, and ravines. Fully-equipped kitchen, gas fireplace. First-floor queen bed, two comfy twin beds in upstairs bedroom, and loft for reading or work.

Groovy Cedar Chalet Forest View

Our retro inspired chalet offers a secluded forest setting with excellent access to convenient amenities! Our family-friendly space comfortably sleeps 6 guests. Each room has been thoughtfully appointed for your convenience and authentic aesthetic. The entire home is yours to use. The fully equipped kitchen and laundry room are a great bonus. On Sunny and rainy days alike- sip a fresh cup of coffee on the spacious front porch. An attached 3 car garage and driveway allows for ample parking.

Cozy Solar Powered Hideaway (Pet Friendly)

Newly built Solar powered 1 BR Private detached garage apartment with loft. This charming pet friendly hideout is situated on a 1.5 acre partially wooded lot. The apartment is equipped with brand new appliances, beautiful wood accents, a cozy loft accessed via ladder, and a wonderful fenced in area for guest dogs! A laundry room is available for guest use in the garage below. Less than 10 min from Chagrin Falls, 30 min to CVNP, 30 min from CLE airport. Convenient keypad entry to apartment.

The Garden Apartment at Heritage Farms

The Garden Apartment (PSTR Permit #2025-20) is a quiet and relaxing home away from home to enjoy after exploring the Cuyahoga Valley National Park. The Garden Apartment features a large bedroom with queen-sized bed, a den with a large sandstone wood-burning fireplace, full kitchen and bathroom with a shower. You'll surely fall in love with this cozy rental! There is a sandstone patio, which offers a shaded sitting area and grill for outdoor cooking, plus a fire ring for evening bonfires.

White Pond Drive get away

Home Away at White Pond Drive Contemporary decore in this clean 900 Square foot ranch. Home all to yourself. Large, new kitchen, full bathroom, sunroom, internet, basic cable & DVD (TV in LR & MBR) treadmill, W&D in basement. Train tracks across the street, so you will hear the train rumble by and the horn. West Akron less than a mile from restaurants, close to expressway. Nestled between Highland square, Fairlawn, and Copley. Great location. Pet friendly for one pet only please!

On The Falls #2

Best location in Chagrin Falls! Spectacular sweeping views of the famous Chagrin Falls out of every window. It's hard not to stare out the window for hours as you become immersed with the view and the sounds of falling water. This aparment is above the Starbucks in town and is a staircase away from everything downtown Chagrin Falls has to offer. Come dine at the amazing restaurants, shop all the styles at eclectic shops and soak up the views!

Davis Ranch 5 Bedrooms Sleeps 10 & 3 1/2 baths

Overlooking Davis Lake, beautiful sunrises & 8 Acres. Will rent to 2 - 10 people on any given night. Guests will have the entire home as Host does not book more than one guest. No 1 Night stays please. Children under 2 there is no charge. Dogs no charge. I believe in making your stay a very memorable occasion. Please read the reviews that really tell the Ranch Story. In this Century Home you will have Three Full Baths and One 1/2 bath.

The Mill House

The Mill House, built in 1890, sits in downtown Chagrin Falls, a former mill town with a history of 9 mills powered by the Chagrin River. Settlers in the mills' early days lived in the village's old homes, inspiring the name "Mill House." Nearby, you'll find restaurants, coffee shops, stores, a grocery, pharmacy, the famous popcorn shop, waterfalls, and the historic Chagrin Falls Hardware. We only accept guests that have reviews.