
Holiday rentals in Streetsboro
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Top-rated holiday rentals in Streetsboro
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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.

Luxury Condo in Akron Northside District
Lux. 2 bed/2 bath condo in beautiful Northside district of Akron! Large windows in the living/ bedrooms showing great views of the historic Cuyahoga Valley with easy access to walking/ biking trails. Well appointed space for that family wishing to be close and explore all our beautiful city has to offer or for the business traveler needing a cozy home away for home. Fine dinning, quick bites, and shopping all steps away. Quick highway access to Cleveland or Canton both within a 30 minute drive!

The Wildflower
Come enjoy this brand new cabin in a private wooded setting. Sit on the front porch swing or relax by the fireplace. Enjoy the whirlpool for two and new stylish decor with black metal railing against a backdrop of the finest craftsmenship of woodworking. This cabin was built by local Amish and Mennonite builders. There is a double reclining loveseat and a queen size pull out sofa with a memory foam mattress. We provide snacks, sodas, coffee, tea, cereal, juice, pancaKe mix & maple syrup!

“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 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.

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.

Ma & Pa’s Romantic Cabin Fire Trail Outdoor Bath
Nestled in the Woods of Geauga County is the home of Ma & Pa’s Cabin. A Getaway perfect for the weary traveler or great vacation spot! Surrounded by mature woods. Ma & Pa’s offers a unique adventure but just like home experience. Private, Hiking/Biking Trail, Fireplace, Outdoor Wood Fire pit, Spacious Kitchen, Outdoor Bath (No Jets) including Wifi. Golfing, Skydiving, Cuyahoga Valley National Park, Nelson Ledges State Park, Amish Region. Adventure Awaits at Ma & Pa’s Cabin!

Brandywine Falls Hike, Bike & Relaxation Suite
Private comfortable suite in the beautiful Cuyahoga Valley National Park. Mid-way between Cleve. & Akron. Adjacent to miles of paved walk/bike trails. Bring your bike or use rentals nearby. Visit historic villages of Hudson & Peninsula. Fine dining. Quiet Country estate setting. 5 minute walk to spectacular Brandywine Falls or rest your feet on the ottoman. Spring, Summer and Fall foliage is stunning. Among Ohios most beautiful sight seeing areas.

Unique Farm Stay -Brandywine Falls -Peaceful CVNP
Unique guest house located on an authentic farmstead. Property borders the Cuyahoga Valley National Park where countless adventures await. Walk to Brandywine Falls, the park's crown jewel, from the farm. It is a 10 minute walk. Nearby attractions include the historic areas of Hudson and Peninsula, and Stan Hywet Hall & Gardens. Bucolic Amish country less than an hour drive. Cleveland and Akron city centers are not too far.

Cozy A-Frame Getaway Minutes from Nelson Ledges
Welcome to a new space for rest. You will be greeted with the coziness and peace of the nature without sacrificing luxury and convenience. Whether you decide to stay in and enjoy the hot tub, or get out and explore the ledges and quaint town of Garrettsville, you are sure to create lasting memories. We also provide top notch wifi and a designated workspace so working from home just got a whole lot comfier.
Popular amenities for Streetsboro holiday rentals
Other great holiday rentals in Streetsboro

Woodside Retreat

Christmas Cabin at the Rootstown Reindeer Farm

Where City Meets Country Charm

Solitude in the Cuyahoga Valley

Stay Awhile on Waldo

Silly Goose At Heron Hill Retreat Hot Tub on Lake!

Cozy in Cuyahoga Falls

Cozy Farmhouse on 13 acres
Destinations to explore
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Washington Holiday rentals
- Mississauga Holiday rentals
- Grand River Holiday rentals
- Northeast Ohio Holiday rentals
- St. Catharines Holiday rentals
- Pittsburgh Holiday rentals
- Niagara Falls Holiday rentals
- Indianapolis Holiday rentals
- Erie Canal Holiday rentals
- Detroit Holiday rentals
- Cuyahoga Valley National Park
- Rocket Mortgage FieldHouse
- Progressive Field
- Pro Football Hall of Fame
- Rock & Roll Hall of Fame
- Cleveland Browns Stadium
- Headlands Beach State Park
- Mosquito Lake State Park
- Little Italy
- Cleveland Metroparks Zoo
- Punderson State Park
- Boston Mills
- Gervasi Vineyard
- Cleveland Museum of Natural History
- Cleveland Botanical Garden
- Laurentia Vineyard & Winery
- Case Western Reserve University
- Agora Theatre & Ballroom
- Cleveland Museum of Art
- Crocker Park
- Huntington Convention Center of Cleveland
- The Arcade Cleveland
- Debonné Vineyards
- Playhouse Square




