Vacation rentals in Streetsboro

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Top-rated vacation rentals in Streetsboro

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Top guest favorite
A cozy living area features a stone fireplace as a focal point, flanked by large windows with light-filtering curtains. A light brown sofa and armchair provide comfortable seating. A small table with a plant adds greenery, while the open layout leads into the kitchen area.
Guest suite in Hudson
4.99 out of 5 average rating, 82 reviews

Hudson Hideaway

Welcome to our cozy suite in charming Hudson, OH – an idyllic retreat perfect for couples or solo travelers looking for a private, peaceful escape. This intimate space combines comfort, style and relaxation with touches of luxury to make your stay unforgettable. Private patio and screened porch/entryway, two-person infrared sauna, fireplace, two Roku TVs and fully equipped kitchen with complimentary coffee bar. Minutes from downtown Hudson, Cuyahoga Valley National Park and Blossom Music Center.

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, 111 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
4.94 out of 5 average rating, 106 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.

Guest favorite
Home in Akron
4.93 out of 5 average rating, 118 reviews

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!!!”

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, 117 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
A modern living area is furnished with a low-profile brown sofa and two contemporary armchairs. A glass coffee table sits atop a colorful area rug, while large windows invite natural light and overlook a green outdoor space.
Home in Fairlawn Heights
4.96 out of 5 average rating, 129 reviews

Cedarblock: Modern 3br forest-side escape

Come experience this modern design sanctuary, recently remodeled and surrounded by fairy-tale forest. It's minutes from Highland Square and a quick drive to Cuyahoga National Park, Stan Hywett, Downtown Akron, Blossom Music Center, and more. Less than an hour from Cleveland’s world-class museums, Rock & Roll Hall of Fame, and Lake Erie. Cedarblock provides an inspiring retreat that’s close to convenient amenities but set in a charming and walkable neighborhood, fusing nature, style, and fun.

Top guest favorite
The cottage is set amidst tall trees, showcasing a serene front porch that invites relaxation. Lush green grass surrounds the home, complemented by a decorative birdbath in the foreground. The exterior features a mix of green siding and white trim, harmonizing with the natural surroundings.
Home in Cuyahoga Falls
4.98 out of 5 average rating, 142 reviews

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.

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, 233 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.

Guest favorite
A comfortable living area features a spacious sofa and a leather chair beside a coffee table. Large windows allow natural light to enter, framed by patterned curtains. A flat-screen TV is mounted on a light wood console, and a potted plant adds a touch of greenery.
Home in Hiram
4.96 out of 5 average rating, 148 reviews

“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.

Top guest favorite
A rustic cabin, made of cedar, is nestled in the woods. The structure features a wrap-around deck and is surrounded by a serene pond and vibrant greenery. Purple flowers in the foreground enhance the natural setting, providing a peaceful atmosphere.
Cabin in Burton
4.93 out of 5 average rating, 185 reviews

Ma & Pa’s Romantic Cabin Fireplace 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 spacious bedroom features a large bed with a gray blanket and decorative pillows. Two windows with gray curtains allow natural light to enter. A wooden dresser and a small workspace with a chair are also present, enhancing the room's functionality.
Home in Kent
4.95 out of 5 average rating, 168 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.

Top guest favorite
Home in Hudson
5 out of 5 average rating, 141 reviews

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.

Popular amenities for Streetsboro vacation rentals

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