
Holiday houses in Streetsboro
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Top-rated holiday rentals in Streetsboro
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The Cottage at Bloom Hill Flower Farm
Newly renovated, floral-inspired cottage located on the beautiful specialty cut flower farm, Bloom Hill Farm in Uniontown, Ohio. It's a great home for families, friends, couples, and business travelers. This cottage comes with all the modern conveniences along with its unique cottage charm. The Cottage at Bloom Hill is conveniently located to Yogi Bears Jellystone Park Resort, Hartville Marketplace and Flea Market, Hartville Hardware and Kitchen. Just a 20 minute drive from the Hall of Fame!

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.

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

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.

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.

Christmas Cabin at the Rootstown Reindeer Farm
Welcome to the most unique guest space in the entire area. Nestled in a woodland, farm setting sits the Christmas Cabin.The tree lined drive leading to the cozy cabin, is a pond, walking trails, and in the summer a winding sunflower trail. The cabin is part of Rootstown Reindeer Farm, with agritourism activities throughout the year. Our farm guest area ,for family & friends, is attached to listing (similar to a duplex) but not in listing itself. Located between Kent State University & NEOMED.

“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 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.

Restored Farmhouse near Cleveland/Akron
Feel refreshed when you stay in this rustic gem. This fully restored 1833 farmhouse incorporates some modern amenities while maintaining the historical look and feel of an early American farmhouse. Explore the nearly 40 acres of private woodlands, or walk around the crop fields on this 88 acre property. Enjoy the use of the large patio and outdoor fireplace. We are a pet friendly property with a pet cleaning charge assessed at the time of booking. A great getaway for guests of all ages!

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!

3BR Nature Retreat Near Blossom
Welcome to our nature retreat near Blossom Music Center, Sarah's Vineyard, downtown Cuyahoga Falls & Cuyahoga Valley National Park! On over 2 acres, this 3 bedroom, 2 bath home offers scenic views, a home office and a cozy outdoor fire pit. Explore the private wooded area and relax on the wrap-around balcony with panoramic nature views. It's perfect for everyone including families or groups seeking a peaceful getaway close to local attractions.
Popular amenities for Streetsboro holiday rentals
Other great holiday rentals in Streetsboro

CVNP Getaway | 5 mins to Bradywine Falls

Solitude in the Cuyahoga Valley

Hawks Haven At Heron Hill Retreat Hot Tub On Lake!

The Cottage at Bath Hollow Farm | Visit CVNP

Lanterns End ~ Lisbon, OH

Harmon House

Crooked River Retreat

NEW! Immaculate Lakeside Home in Kent
Destinations to explore
- Washington Holiday rentals
- Indianapolis Holiday rentals
- Pittsburgh Holiday rentals
- Columbus Holiday rentals
- Cleveland Holiday rentals
- Cincinnati Holiday rentals
- Detroit Holiday rentals
- Niagara Falls Holiday rentals
- Mississauga Holiday rentals
- Baltimore Holiday rentals
- Buffalo Holiday rentals
- Brampton Holiday rentals
- Cuyahoga Valley National Park
- Rocket Mortgage FieldHouse
- Progressive Field
- Pro Football Hall of Fame
- Rock & Roll Hall of Fame
- Headlands Beach State Park
- Cleveland Browns Stadium
- Gervasi Vineyard
- Mosquito Lake State Park
- Cleveland Metroparks Zoo
- Case Western Reserve University
- Punderson State Park
- Boston Mills
- Agora Theatre & Ballroom
- The Arcade Cleveland
- Laurentia Vineyard & Winery
- Cleveland Museum of Art
- Huntington Convention Center of Cleveland
- Cleveland Botanical Garden
- Cleveland Museum of Natural History
- Playhouse Square
- Crocker Park
- Debonné Vineyards
- Rocky River Reservation





