
Holiday houses in Streetsboro
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Top-rated holiday rentals in Streetsboro
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Bonnie's Guesthouse @ Peridot Equine Sanctuary
***ALL PROFITS SUPPORT THE HORSES OF PERIDOT EQUINE SANCTUARY*** The rustic decor and well lit space reflects the nature of our horse farm, where you can stay for a peaceful country getaway and bring your horses along! We're rural, but you'll still have easy access to lots of amenities in the wonderful nearby town of Chardon, less than 10 minutes away. Cleveland itself, currently going through a "rustbelt renaissance" is only about 45 minutes minutes West. We welcome guests of all backgrounds!

The “Dreamcatcher” Treehouse with Private Hot Tub
The "Dreamcatcher" Treehouse is a unique secluded hideaway perched high above the scenic ravine and rolling creek. In an enchanted wooded setting, a winding gravel pathway leads to the whimsical rope suspension bridge entering the treehouse. Stunning views await from floor to ceiling windows, and the spacious cantilevered deck with oversized hot tub and glass fire pit. With upscale modern design featuring beautiful cozy interiors and comfort at every turn, your stay will be a welcome retreat.

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

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!

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)

Hot Tub, CVNP, Private Waterfall Trail, Firepit
Welcome to River Rock Retreat, a haven in the heart of Cuyahoga Valley National Park. Enjoy the hot tub with a nature view and explore the private trail leading to a stunning waterfall. Unwind by the outdoor fire pit, surrounded by bistro lights, and savor a barbecue with the gas grill. Walk to downtown Peninsula's coffee shop, dining, and shops, or trails in CVNP and the Cuyahoga Valley Scenic Railroad. A short drive brings you to Brandywine/Boston Mills Ski Resorts and Blossom Music Center.

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.

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.

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.

White Pond Drive get away
Home Away at White Pond Drive Contemporary decore in this clean 900 Square foot ranch. Home all to yourself. Large, new kitchen, full bathroom, sunroom, internet, basic cable & DVD (TV in LR & MBR) treadmill, W&D in basement. Train tracks across the street, so you will hear the train rumble by and the horn. West Akron less than a mile from restaurants, close to expressway. Nestled between Highland square, Fairlawn, and Copley. Great location. Pet friendly for one pet only please!

Spacious 2 Bedroom House
Spacious two bedroom house in a quiet neighborhood away from city noise and only 7 minutes away from Downtown Akron where many go for dining and experiences. There is plenty of parking in the driveway. We offer many amenities and the property is fully secured. Beautiful, tranquil fish pond outside to admire on warm summer days in Ohio. There will be someone available at all times to assist you if you should need anything.

1br-1bth- Furnished Oasis in Chardon
The apartment is above a detached garage. The spacious floor plan is modern and fresh, on-site laundry, a full kitchen, walk-in closet and large private bathroom, this apartment feels just like home. Long term lease is available for a discounted rate. The apartment is located on a busy street (“busy” for a small town) you will hear cars and motorcycles drive by. Please take this into consideration when booking.
Popular amenities for Streetsboro holiday rentals
Other great holiday rentals in Streetsboro

CVNP Getaway - 5 mins to Bradywine Falls

Uphill Loft - Couples Loft Near Amish Country, OH

Cottage on the lake

Cozy Avon 3 bedroom cozy home

Harmon House

Crooked River Retreat

Quiet and comfortable on 2 acres. Pet friendly!

Short walk to river or downtown
Destinations to explore
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Washington Holiday rentals
- Mississauga Holiday rentals
- Grand River Holiday rentals
- Northeast Ohio Holiday rentals
- St. Catharines Holiday rentals
- Niagara Falls Holiday rentals
- Indianapolis Holiday rentals
- Pittsburgh Holiday rentals
- Erie Canal Holiday rentals
- Detroit Holiday rentals
- Cuyahoga Valley National Park
- Rocket Mortgage FieldHouse
- Progressive Field
- Rock & Roll Hall of Fame
- Pro Football Hall of Fame
- Cleveland Browns Stadium
- Headlands Beach State Park
- Little Italy
- Mosquito Lake State Park
- Cleveland Metroparks Zoo
- Punderson State Park
- Boston Mills
- Cleveland Museum of Natural History
- Gervasi Vineyard
- Cleveland Botanical Garden
- Laurentia Vineyard & Winery
- Agora Theatre & Ballroom
- Case Western Reserve University
- The Arcade Cleveland
- Huntington Convention Center of Cleveland
- Cleveland Museum of Art
- Rocky River Reservation
- Debonné Vineyards
- Geneva State Park




