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
A bright living area features a comfortable gray couch and a cozy armchair. Light wood beams create a warm atmosphere, complemented by a decorative wall sign. A queen-size bed is visible in the background next to a window, with natural light pouring in.
Apartment in Burton
4.96 out of 5 average rating, 144 reviews

Maple Syrup Sugarhouse Studio Apartment

Take it easy at this unique and tranquil getaway at Butternut Maple Farm in the heart of Burton Township right by the Geauga County Fairgrounds and just miles from Amish Country. This private brand new, fully furnished smoke-free studio apartment is on the second floor of the sugarhouse with a gorgeous attached deck perfect for your morning coffee. During maple sugar season (January-March), you receive front row seats to watch and/or participate in making our award winning organic maple syrup.

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, 100 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 cozy bedroom features a queen-size bed with a light green coverlet. Decorative floral prints adorn the walls. A bedside lamp and a wooden nightstand are positioned nearby. A sliding mirrored closet door reflects the space, adding depth to the inviting atmosphere.
Apartment in Chagrin Falls
4.97 out of 5 average rating, 596 reviews

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.

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, 107 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
Guesthouse in Chardon
4.95 out of 5 average rating, 275 reviews

Chardon Loft

Large private 2nd floor studio style living area with queen size bed, couch, table/chairs, TV, refrigerator, microwave, hot plate, NO OVEN OR STOVE TOP, sink, large shower, A/C, heat, washer and dryer, and deck. Wifi internet is provided. The television has Netflix. No cable channels. The furnace is nontraditional. It is not located in a closet. The noise when running and starting will be louder than normal during winter months. Ear plugs are available for those that are noise sensitive.

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, 221 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
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, 125 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.

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
4.94 out of 5 average rating, 154 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
A bright bedroom features a spacious bed with plaid bedding and decorative yellow pillows. Two bedside tables hold matching lamps, providing soft illumination. Natural light filters through horizontal blinds, creating a warm atmosphere. A framed artwork is displayed above the headboard, complementing the serene décor.
Apartment in Ravenna
4.97 out of 5 average rating, 178 reviews

Treetop views in Kent

Located 2 miles from Kent State University and 3 miles from NEOMED . This is a safe quiet country apartment suitable for a quick getaway or a professional longer term work stay. Private, clean, and organized. BIG space and full modern kitchen. Secure and quiet. Simple, cozy, comfortable, and all yours - skip the hotel room and feel at home. Cook and eat healthy! STAY SMALL/STAY SAFE. ENHANCED cleaning per CDC. NO SMOKING OR VAPING ALLOWED

Top guest favorite
An open-concept living area features exposed brick walls and high ceilings with dark beams. A large island sits in the kitchen, while comfortable seating is arranged nearby. Multiple windows provide natural light and a view of the surroundings, enhancing the spacious feel of the loft.
Loft in Canal Fulton
5 out of 5 average rating, 330 reviews

Brick Loft in Historic Downtown Canal Fulton

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.

Guest favorite
The living area features a light-filled space with a cozy sectional sofa and a wooden coffee table. A flat-screen TV stands on a console against the wall, while a dining area is set with a round table and elegant chairs. Sliding glass doors lead to the outside.
Apartment in Hudson
4.92 out of 5 average rating, 179 reviews

Relaxing Retreat Near Blossom & CVNP

Escape to our beautifully updated 2-bedroom home in picturesque Hudson, Ohio, just minutes away from the stunning Cuyahoga Valley National Park, Blossom Music Center, and Boston Mills Ski Resort. Our location is also conveniently close to Western Reserve Academy and excellent local restaurants, making it the perfect retreat for families or groups of friends.

Top guest favorite
A spacious bed is adorned with a white quilt featuring blue accents, complemented by a decorative pillow. A simple wooden headboard and a bedside lamp are present, alongside a wooden table. Natural light enters through a large window, enhancing the room's peaceful ambiance.
Home in Hudson
4.96 out of 5 average rating, 526 reviews

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.

Popular amenities for Streetsboro vacation rentals

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Streetsboro?

    Streetsboro has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there vacation rentals with a dedicated workspace in Streetsboro?

    Yes! Work meets play with ease at over 10 vacation rentals in Streetsboro featuring dedicated workspaces. Stay connected and productive in your home away from home.

Quick stats about vacation rentals in Streetsboro

  • Total vacation rentals

    Explore 20 vacation rentals in Streetsboro

  • Nightly prices starting at

    Streetsboro vacation rentals start at G$12,559 GYD per night before taxes and fees

  • Verified guest reviews

    Over 240 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Streetsboro vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Streetsboro rentals

  • 4.8 Average rating

    Streetsboro stays are highly rated by guests—averaging 4.8 out of 5!

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