Holiday rentals in Streetsboro

Fenced Yard + BBQ | Smart TV | Stocked Kitchen

Pet-friendly, solar-powered private home with a fully stocked kitchen, washer/dryer, fenced yard, coffee bar, and room for 10 guests. + 1,800 ft² house + 1/4 acre fully fenced yard for small and large pets + 43" Smart TV with Disney+ and other apps + 30Mbps WiFi + Fully stocked kitchen with essentials, coffee, and quality cookware + Parking for 5+ cars + Quiet neighborhood + Centrally located between Akron and Canton ★★★★★"Christa’s place was more than what we could have asked for! 10/10!!!”

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)

Restored Farmhouse on 88 acre near Cleveland/Akron

Feel refreshed when you stay in this rustic gem. This fully restored 1833 farmhouse incorporates some modern amenities while maintaining the historical look and feel of an early American farmhouse. Explore the nearly 40 acres of private woodlands, or walk around the crop fields on this 88 acre property. Enjoy the use of the large patio and outdoor fireplace. We are a pet friendly property with a $100 pet cleaning charge assessed at the time of booking. A great getaway for guests of all ages!

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.

“Crooked River” House at Hiram

A uniquely beautiful getaway nestled on the bank of The Cuyahoga River. Whether you love nature and the outdoors or just want to relax in “a really cool house”, this place is for you! Everything you need for Hot Tubbing, Kayaking, Canoeing, Relaxing, and River Watching awaits. If outdoors is not your thing, this beautiful home has spectacular River Views and a good mood of its own! The Open Concept features Upscale Modern Design with Nature Safari Vibes and Earthy Cozy Interiors.

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.

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.

The Nest Egg / Private Tiny House / Farm Stay

Alpacas, goats, chickens and more, oh my! Welcome to your farm stay :) Enjoy fresh eggs and mingle with the animals during your stay. The Nest is under 200 sq ft and located within the fenced in animal pasture area to provide a unique yet private farm stay. We encourage independent and leave-no-trace guests.