Vacation rentals in Streetsboro

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Top-rated vacation rentals in Streetsboro

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
The living room showcases a modern design with wood paneling and comfortable seating. A bar cart is visible, ready for refreshments. The bedroom features a geometric accent wall behind a queen bed with coordinated pillows, promoting a balanced aesthetic.
Townhouse in Hudson
4.97 out of 5 average rating, 115 reviews

2 Bd Townhome~Walk to Town~CVNP~WRAcademy~Blossom

You'll be perfectly located within walking distance to downtown & WRA. Convenient for exploring the area's major attractions. Whether you're seeking outdoor adventures or cultural experiences, our townhome is the perfect base for your exploration of Hudson's captivating attractions. - .5 miles to Downtown Hudson - 1.3 miles to Western Reserve Academy - 5 miles to Cuyahoga Valley National Park - 20 minutes to Blossom Music Center - 25 minutes to Stan Hywet Hall - Keyless entry - Wifi - Patio

Guest favorite
A cozy indoor space features a spacious bed with rustic wooden accents and layered textures. A comfortable sectional sofa is adorned with soft throws and cushions. Natural light filters through large windows, illuminating a decorative console table with sunflowers and various books.
Barn in Mantua
4.95 out of 5 average rating, 112 reviews

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.

Top guest favorite
A welcoming living area is furnished with two floral armchairs and a dark couch. A small side table and bookshelf add functional charm. Natural light brightens the space through a nearby window, while the open layout connects to the dining area and kitchen.
Guesthouse in Streetsboro
4.97 out of 5 average rating, 60 reviews

Cozy guesthouse w/pond overlook

Experience this peaceful and centrally-located 2-bedroom, 1-bath space. Close to shopping and highways, yet with an out-in-the-country feel. Roam our 4.5 private acres, fish in the stocked pond, or relax by the fire pit. Owners live on-site with 2 friendly dogs who’d love to say hello. Nearby attractions include CV National parks, Blossom Music Center, downtown Cleveland, and Boulder Creek—an award-winning golf course just minutes away. Wineries, bike trails, and canoe adventures await as well.

Top guest favorite
The exterior of a modern ranch house is showcased, featuring a vibrant red façade and a metal roof. A spacious deck is visible, complete with outdoor seating and a view of the nearby creek and surrounding trees. A gravel driveway leads to the entrance.
Home in Garrettsville
4.99 out of 5 average rating, 530 reviews

“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.

Top guest favorite
A warm entryway is presented with a dark accent wall. A wooden bench is paired with hooks for coats and bags, creating an inviting first impression. Storage cabinets are neatly arranged on one side, complemented by greenery in a vase.
Apartment in Mantua
5 out of 5 average rating, 128 reviews

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)

Top guest favorite
Home in Peninsula
4.98 out of 5 average rating, 128 reviews

Hot Tub, CVNP, Private Waterfall Trail, Firepit

Welcome to River Rock Retreat, a haven in the heart of Cuyahoga Valley National Park. Enjoy the hot tub with a nature view and explore the private trail leading to a stunning waterfall. Unwind by the outdoor fire pit, surrounded by bistro lights, and savor a barbecue with the gas grill. Walk to downtown Peninsula's coffee shop, dining, and shops, or trails in CVNP and the Cuyahoga Valley Scenic Railroad. A short drive brings you to Brandywine/Boston Mills Ski Resorts and Blossom Music Center.

Guest favorite
An open-concept living space features a modern kitchen with stainless steel appliances and a spacious wooden countertop. Black bar stools sit against the island, and a comfortable gray couch with a throw blanket is positioned nearby. A ladder leads to the loft area, with a door leading to the bedroom visible in the background.
Apartment in Chagrin Falls
4.87 out of 5 average rating, 244 reviews

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.

Top guest favorite
The A-frame cabin is nestled among trees by a tranquil pond. Its unique triangular design features large windows and a welcoming front porch. A fountain creates gentle ripples on the water's surface, enhancing the serene environment.
Place to stay in Beach City
4.98 out of 5 average rating, 455 reviews

Forest lane Aframe, Soak Tub, Kayaks, Campfire

Forest Lane Aframe - @forestlane__ 1 hr from Cuyahoga National Park Escape to a cozy, A-frame cabin nestled among trees, overlooking a serene pond with a fountain. Enjoy mornings with fresh local coffee on the deck, afternoons kayaking , evenings soaking in the deep tub or unwinding by the indoor fireplace or outdoor campfire area . This relaxing space offers everything you need to unplug and recharge - nature, comfort, and a touch of romance - The perfect couples or solo getaway

Top guest favorite
A rustic barn is nestled among tall trees in a lush green lawn. A bench sits near a stone fire pit, surrounded by well-maintained grass, casting soft shadows in the afternoon light. The barn's large windows reflect the surrounding nature.
Home in Peninsula
4.94 out of 5 average rating, 113 reviews

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!

Top guest favorite
A rustic cabin is viewed from a distance, surrounded by greenery. The structure features a wooden deck with a set of steps leading up to the entrance. Light filters through the trees, highlighting the natural setting.
Cabin in Burton
4.93 out of 5 average rating, 193 reviews

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!

Top guest favorite
A cozy living area features a comfortable gray sofa adorned with decorative cushions. A coffee table rests in front, and a television stands on a wooden stand. A brick fireplace serves as a focal point, surrounded by a subtle color palette and artwork.
Home in Mogadore
4.98 out of 5 average rating, 154 reviews

Amaryllis 3 BDR House Country Quiet near Kent OH

Amaryllis Guest House - a slice of country charm with lovely peaceful surroundings. Quiet, secluded home with country views and dark skies - great for birdwatching, golfing, hiking, relaxing. Guests from all walks of life are welcome, but absolutely no parties or events are allowed. Convenient for Kent (15 min), NEOMED (5 min), and Akron. Close to Dusty Armadillo, wineries, golfing, and hiking trails. Country peace and quiet but close enough to town for fine dining.

Top guest favorite
Home in Kent
4.95 out of 5 average rating, 181 reviews

Bright Kent Retreat | Walk to Downtown & KSU

🛏 3 bedrooms • 1.5 bathrooms • Sleeps 6 ☕ Bright sunroom • Dedicated workspace 🍳 Updated kitchen • Fully stocked for home cooking 🚶 Walk to downtown Kent’s shops, cafés & restaurants, and KSU! 🐾 Pet-friendly • Free off-street parking for 2 cars (3 cars should fit but can be tight) 💻 Ideal for families, remote work, or university visits Find comfort and charm in this spacious Kent retreat—perfectly located just minutes from downtown and Kent State University.

Popular amenities for Streetsboro vacation rentals

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