Holiday houses in Streetsboro

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Top-rated holiday rentals in Streetsboro

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Top Guest favourite
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
4.98 out of 5 average rating, 106 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 favourite
A bright living room features a yellow couch adorned with colorful cushions, surrounded by large windows allowing natural light. A circular purple rug lies beneath a white coffee table, while an armchair adds a pop of color. A small workspace is set up in the corner.
Guest suite in Cleveland
4.87 out of 5 average rating, 186 reviews

Private upstairs guest suit.

Conveniently located 1 bedroom upstairs guest suite right off I-90. Near the Lorain Antique market strip. 1 minute drive to Gordon Square arts district. 2 minutes to Edgewater beach. A mile to beautiful Ohio city and about 10 minutes to Downtown. Close to Lakewood for all their restaurants and unique shops. This apartment offers all the standard amenities in a colorful old-timey MCM decor to help make you feel right at home. Access through a private back entry via a hassle free electronic lock.

Top Guest favourite
The exterior of a modern ranch house is showcased, featuring a vibrant red faƧade 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, 496 reviews

ā€œWillow Ledge at Silver Creekā€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 favourite
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, 114 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. āœ” 2 Comfortable BRs (*optional 3rd BR in living room with our Murphy Bed!) āœ” Open Design Living āœ” Full Kitchen āœ” Complimentary Breakfast & Coffee āœ” Small Porch āœ” High-Speed Wi-Fi āœ” Smart TV āœ” Washer/Dryer āœ” Free Parking + EV Charging (220 Outlet)

Top Guest favourite
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, 141 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 favourite
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
4.86 out of 5 average rating, 229 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 favourite
The living area is furnished with comfortable leather couches and a wooden coffee table, creating a relaxing space. A large television displays streaming options, while natural light enters through the windows, highlighting decorative plants and wall art.
Home in Highland Square
4.95 out of 5 average rating, 140 reviews

Entire Home Highland Square/CVNP

Enjoy a comfortable experience at this centrally-located home 1 block away from the strip in Highland Square. Central air, 2 bedrooms with brand new queen beds. Large kitchen with dishwasher. Netflix & Prime Video on tv's. Comfortable leather couches, front and back deck, and fire pit. Being 5 minutes from Downtown Akron, 35 minutes from Downtown Cleveland, and 10 minutes from Cuyahoga Valley National Park, there is a lot of nightlife, hiking and biking in the area. All are welcome!

Top Guest favourite
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, 164 reviews

Bright Kent Retreat | Walk to Downtown & KSU

šŸ› 3 bedrooms • 1.5 bathrooms • Sleeps 6 ā˜• Bright sunroom • Dedicated workspace šŸ³ Updated kitchen • Fully stocked for home cooking 🚶 Walk to downtown Kent’s shops, cafĆ©s & restaurants, and KSU! 🐾 Pet-friendly • Free off-street parking for 2 cars (3 cars should fit but can be tight) šŸ’» 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.

Guest favourite
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 dƩcor.
Apartment in Ravenna
4.96 out of 5 average rating, 183 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

Guest favourite
A spacious bed is positioned in a softly lit room, adorned with neutral tones and light botanical accents. Two abstract framed artworks hang above the bed, complementing the calming atmosphere. A small nightstand sits beside the bed, enhancing the cozy feel of the space.
Home in North Hill
4.91 out of 5 average rating, 145 reviews

Pav's Place 1BD/1BA Private w/Queen Bed!

Welcome to your home away from home in Akron! This renovated duplex was built in 1919 and is located in a safe & calm residential neighborhood. Easy access to downtown, exploring Cuyahoga National Park or seeing a show at Blossom. Student or traveling medical professional? Akron University, Cleveland Clinic and Summa Health are all within a 5min drive.

Top Guest favourite
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, 541 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.

Guest favourite
A cozy living area features a green sectional sofa adorned with decorative pillows. A small round table sits nearby. The space includes a queen-sized bed in the background, complemented by a modern ceiling fan and three windows allowing natural light to fill the room.
Apartment in Highland Square
4.92 out of 5 average rating, 302 reviews

Newly remodeled Highland Square studio apartment

The ā€œNookā€is a newly remodeled studio apartment, nestled in the lower level of our century family home. Centrally located in the historic Highland Square Neighborhood, we are only 2 blocks from the main strip which includes grocery, dining, retail, movie theatre and plenty of night life!

Popular amenities for Streetsboro holiday 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.

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