Holiday houses in Streetsboro

Gorgeous Farm Stay In HEART of Northeastern Ohio

We have a lovely 2 bedroom, FIRST FLOOR guesthouse on our FAMILY farm with lush gardens and farm animals. ASK for farm tour on the gator from Eric! Cozy space with garden views, eat-in kitchen, full bath, comfy twin bed, queen bed, & pull out living room couch. We include all your soaps, shampoo, and linens. In Summer, feel free to pick a few veggies for your dinner from our large gardens! Grab a bouquet of flowers, too! Friendly, well-behaved PETS WELCOME w/ fee. Ask Me for long-term rates!

“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.

Inclusive Breakfast + Coffee from R44 Coffee Shop!

Cozy up with INCLUSIVE coffee + breakfast from R44 Coffee Shop every day of your stay! Step into the comfort of this recently renovated 2BR (*Optional 3rd BR in living room with our sleek Murphy Bed!) 1.5Bath apt in the charming town of Mantua, OH. ✔ 2 Comfortable BRs (*optional 3rd BR in living room with our Murphy Bed!) ✔ Open Design Living ✔ Full Kitchen ✔ Complimentary Breakfast & Coffee ✔ Small Porch ✔ High-Speed Wi-Fi ✔ Smart TV ✔ Washer/Dryer ✔ Free Parking + EV Charging (220 Outlet)

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.

River House; by River 'n Draft

The River House is 1 of 2 units on the spacious 3 acre riverfront property. Your family will be close to everything when you stay at this centrally-located home. We are just minutes from major highways giving quick and easy access to all of the major cities in Northeast Ohio. The home is newly renovated with a design to make it feel clean and modern but making sure to keep it cozy at the same time. Stay here to relax away from it all but still being able to stay connected if you need to.

The Triangle: A-Frame Cabin for your city retreat

Cabin retreat in the Village of West Farmington. This 400 sq. ft. A-Frame cabin is perfect for a weekend away from the city to relax, rejuvenate, and rest. The welcoming nature of the cabin is immediately apparent when you walk in - the wood-burning stove, the exposed beams throughout, and the many small details will draw you in to your weekend home. Brand new deck in Fall 2024! Extremely close to The Place at 534.

Relaxing Retreat Near Blossom & CVNP

Escape to our beautifully updated 2-bedroom home in picturesque Hudson, Ohio, just minutes away from the stunning Cuyahoga Valley National Park, Blossom Music Center, and Boston Mills Ski Resort. Our location is also conveniently close to Western Reserve Academy and excellent local restaurants, making it the perfect retreat for families or groups of friends.

Robin's Nest

Spread out in this spacious ground-floor MIL suite with kitchenette, close to Western Reserve and shopping in charming downtown Hudson. Cuyahoga Valley National Park (Brandywine Falls, Virginia Kendall Ledges) is a quick 15 minute drive. Just minutes from I-80 and I-480. Very quiet residential neighborhood. STR-21-6.

Cozy Country Retreat

Home on private country road setting in Bainbridge Twp., just 10 minutes to historic Chagrin Falls and easy access to freeway to head downtown to explore downtown Cleveland. Home has full kitchen, bathroom with tub/shower, 1 bedroom with queen bed, laundry room with W/D, ample parking space in driveway.