Holiday rentals in Streetsboro

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Top-rated holiday rentals in Streetsboro

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Guest favourite
A two-story building features a combination of stone and wood elements. A covered balcony extends over the entrance, above the garage with wooden doors. Vibrant flowers and lush greenery surround the stone pathway, contributing to the charming outdoor setting.
Barn in Mantua
4.94 out of 5 average rating, 107 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 favourite
The living area features a comfortable sofa with a modern design, accented by colorful patterned cushions. A cozy electric fireplace is set beneath a large television, while large glass doors lead to a spacious balcony with scenic views of the surroundings.
Apartment in Cascade Valley
5 out of 5 average rating, 109 reviews

Luxury Condo in Akron Northside District

Lux. 2 bed/2 bath condo in beautiful Northside district of Akron! Large windows in the living/ bedrooms showing great views of the historic Cuyahoga Valley with easy access to walking/ biking trails. Well appointed space for that family wishing to be close and explore all our beautiful city has to offer or for the business traveler needing a cozy home away for home. Fine dinning, quick bites, and shopping all steps away. Quick highway access to Cleveland or Canton both within a 30 minute drive!

Top guest favourite
Cabin in Middlefield
4.96 out of 5 average rating, 108 reviews

The Wildflower

Come enjoy this brand new cabin in a private wooded setting. Sit on the front porch swing or relax by the fireplace. Enjoy the whirlpool for two and new stylish decor with black metal railing against a backdrop of the finest craftsmenship of woodworking. This cabin was built by local Amish and Mennonite builders. There is a double reclining loveseat and a queen size pull out sofa with a memory foam mattress. We provide snacks, sodas, coffee, tea, cereal, juice, pancaKe mix & maple syrup!

Top guest favourite
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, 518 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 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.
Flat in Mantua
5 out of 5 average rating, 122 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 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, 147 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.
Flat in Chagrin Falls
4.87 out of 5 average rating, 238 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
A clear area features a fire ring surrounded by several chairs, providing a space for gatherings. A stack of wood is neatly arranged beside the fire ring. The background includes colorful buildings and greenery, contributing to a natural, open setting.
Farm stay in Peninsula
4.97 out of 5 average rating, 157 reviews

The Garden Apartment at Heritage Farms

The Garden Apartment (PSTR Permit #2025-20) is a quiet and relaxing home away from home to enjoy after exploring the Cuyahoga Valley National Park. The Garden Apartment features a large bedroom with queen-sized bed, a den with a large sandstone wood-burning fireplace, full kitchen and bathroom with a shower. You'll surely fall in love with this cozy rental! There is a sandstone patio, which offers a shaded sitting area and grill for outdoor cooking, plus a fire ring for evening bonfires.

Top guest favourite
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, 189 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 favourite
A spacious country home is set on a green lawn, showcasing a combination of stone and wood exterior elements. A covered porch with wooden railings offers a shaded area. The surrounding trees provide a natural backdrop, enhancing the tranquil setting.
Flat in Northfield
4.97 out of 5 average rating, 379 reviews

Brandywine Falls Hike, Bike & Relaxation Suite

Private comfortable suite in the beautiful Cuyahoga Valley National Park. Mid-way between Cleve. & Akron. Adjacent to miles of paved walk/bike trails. Bring your bike or use rentals nearby. Visit historic villages of Hudson & Peninsula. Fine dining. Quiet Country estate setting. 5 minute walk to spectacular Brandywine Falls or rest your feet on the ottoman. Spring, Summer and Fall foliage is stunning. Among Ohios most beautiful sight seeing areas.

Top guest favourite
A charming farmhouse-style exterior is highlighted, featuring a white weathered facade and a green metal roof. A spacious deck with seating is visible, overlooking a lush green hillside. The surrounding area includes trees and a gravel driveway, providing a serene backdrop.
Guest house in Northfield Center
4.98 out of 5 average rating, 139 reviews

Unique Farm Stay -Brandywine Falls -Peaceful CVNP

Unique guest house located on an authentic farmstead. Property borders the Cuyahoga Valley National Park where countless adventures await. Walk to Brandywine Falls, the park's crown jewel, from the farm. It is a 10 minute walk. Nearby attractions include the historic areas of Hudson and Peninsula, and Stan Hywet Hall & Gardens. Bucolic Amish country less than an hour drive. Cleveland and Akron city centers are not too far.

Guest favourite
The exterior of a wooden A-frame house is shown, featuring a sloped roof and multiple large windows. A wooden deck with a railing surrounds the entrance, while a small tree with autumn leaves stands in the foreground. The surrounding landscape includes green grass and distant trees.
Cabin in Southington
4.97 out of 5 average rating, 244 reviews

Cozy A-Frame Getaway Minutes from Nelson Ledges

Welcome to a new space for rest. You will be greeted with the coziness and peace of the nature without sacrificing luxury and convenience. Whether you decide to stay in and enjoy the hot tub, or get out and explore the ledges and quaint town of Garrettsville, you are sure to create lasting memories. We also provide top notch wifi and a designated workspace so working from home just got a whole lot comfier.

Popular amenities for Streetsboro holiday rentals

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