Holiday houses in Streetsboro

Cozy Apartment in Charming Village

Cozy apartment with private entrance attached to historic house. Central location in this charming tourist village of Chagrin Falls, a short walk to the natural waterfalls, over 20 great restaurants, two ice cream shops & boutique shopping. Low ceilings & compact bathroom, but full kitchen and parking for one car. Non-smokers only. No pets - out of consideration for future guests. Guests must be able to climb stairs to access apartment. Air conditioning is available during the summer season.

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)

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!

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.

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.

Luxury barn with best view in the national park

The Bronson Barn is located on the grounds behind the home that was originally owned by H.V. Bronson who initially plotted the town of Peninsula. Nestled in the heart of the park, it is walking distance to restaurants, shopping, train depot and bike rental. The national park has hundreds of miles of hiking trails, biking trails, river walks or kayaking, amazing waterfalls, and nature walks to see wildlife. You can also enjoy the ski resort located a few miles away for any winter sports!

“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.

Shipping Container Cabin with hot tub!

Enjoy our secluded getaway, that's not too far away! This cabin is made from three combined shipping containers to create one memorable experience for our renters. Housed on ten acres on Beaver creek and surrounded by nature's beauty, this rental is sure to give you the adventure and relaxation you need. Enjoy your favorite drink on one of two beautiful patios, by the fire inside or out, and end your evening in the warmth of our hot tub. Only 6 minutes from Route 11 in Lisbon, OH!

Brupoppy Farm A Cozy Farmhouse Near National Park

Escape to Brupoppy Farm, a private retreat set on 8 peaceful acres & minutes from Cuyahoga Valley National Park. The home blends cozy, refined interiors with open green space—ideal for families, couples, and outdoor enthusiasts. Located 25 miles from Cleveland and 15 miles from Akron, The home consists of 2 attached residences, each with its own private entrance. We reside in the adjoining home and are available as needed, while always respecting guest privacy.

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.

The Cottage at FarmFlanagan

We are a cottage like residence in one of the few small towns between the cities of Cleveland and Akron, Ohio; right down the road from Michael Angelo's Winery and not far from the beautiful Cuyahoga Valley National Park, Boston Mills + Brandywine Ski Resorts, and under an hour to the Pro Football Hall of Fame. The cottage is tucked a driveway away from our old farm house and century old barn. Enjoy this relaxing getaway!

Entire home 10 minutes from Cuyahoga National Park

Enjoy a stylish and peaceful experience at this centrally-located bungalow. Summit house is conveniently located 7 minutes to University of Akron and all of the hospitals. Centrally located, Summit House offers easy access to Cuyahoga Valley National Park, Stan Hywet Hall, Brandywine and Boston Mills Ski Resort, Blossom Music Center, Akron Zoo, Akron Art Museum, local metro parks and a range of exciting attractions.