Holiday houses in Streetsboro

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Top-rated holiday rentals in Streetsboro

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite

Guest suite in Hudson

5 out of 5 average rating, 27 reviews

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.

Top Guest favourite

Home in Garrettsville

4.99 out of 5 average rating, 430 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

Farm stay in Streetsboro

5 out of 5 average rating, 22 reviews

Restored Farmhouse on 88 acre 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 $100 pet cleaning charge assessed at the time of booking. A great getaway for guests of all ages!

Guest favourite

Home in Mantua

4.77 out of 5 average rating, 31 reviews

Juniper’s Cozy Countryside home

Make some memories at this unique and family-friendly place. Enjoy a stay at our countryside home far enough away from busy city areas to have some peace and quiet, but close enough to enjoy the amenities from nearby downtowns like Mantua (5 minutes), Kent (15 minutes), Streetsboro (10 minutes) and Cuyahoga Valley NP (30). Enjoy the great outdoors by the fire or putting up a hammock in one of the many trees on the property. You have plenty of space and privacy with no neighbors beside you.

Top Guest favourite

Apartment in Ravenna

4.97 out of 5 average rating, 174 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

Home in Kent

4.94 out of 5 average rating, 140 reviews

Walk to Downtown Kent - 3 BR House w/ Patio & Yard

Spacious 3 bedroom / 1.5 bathroom home -- great for families! Enjoy each morning from the cozy sunroom. This home features a reliable workspace for remote work and online learning. An updated kitchen with all the needed amenities for cooking meals. Walkable to downtown Kent and nearby tons of eclectic shops, cafes, and restaurant options. Traveling with pets? No problem! We are pet friendly and would love to host your furry friends!

Superhost

Home in Akron

4.79 out of 5 average rating, 117 reviews

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.

Guest favourite

Home in Akron

4.92 out of 5 average rating, 212 reviews

Entire home 10 minutes from Cuyahoga National Park

Enjoy a stylish and peaceful experience at this centrally-located bungalow. Summit house is conveniently located 7 minutes to University of Akron and all of the hospitals. Centrally located, Summit House offers easy access to Cuyahoga Valley National Park, Stan Hywet Hall, Brandywine and Boston Mills Ski Resort, Blossom Music Center, Akron Zoo, Akron Art Museum, local metro parks and a range of exciting attractions.

Superhost

Home in Streetsboro

4.91 out of 5 average rating, 34 reviews

The School House Streetsboro

This special place is close to everything, making it easy to plan your visit. The school house is one of streetsboro first one room school houses it has been remodeled as stand alone house. Conveniently located in down town Streetsboro, minutes from almost every store and restaurant, and close to the turnpike and 480. It sits on a secluded, tree lined acre lot.

Guest favourite

Apartment in Hudson

4.92 out of 5 average rating, 157 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 favourite

Home in Hudson

4.96 out of 5 average rating, 484 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.

Top Guest favourite

Home in Chagrin Falls

4.95 out of 5 average rating, 130 reviews

Cozy Country Retreat

Home on private country road setting in Bainbridge Twp., just 10 minutes to historic Chagrin Falls and easy access to freeway to head downtown to explore downtown Cleveland. Home has full kitchen, bathroom with tub/shower, 1 bedroom with queen bed, laundry room with W/D, ample parking space in driveway.

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Other great holiday rentals in Streetsboro

Top Guest favourite

Guesthouse in Streetsboro

5 out of 5 average rating, 32 reviews

Cozy guesthouse w/pond overlook

MindyRating, 5 stars18 months ago

I always have my family stay here when they’re visiting. Perfect space to stay at comfortably. Quiet area, yet central to everything needed. Looking forward to the next time

Top Guest favourite

Home in Cuyahoga Falls

5 out of 5 average rating, 11 reviews

Cozy spot on 6th near downtown and national parks

PeterRating, 5 stars1 week ago

Incredible experience at Dannie & Lance’s Airbnb. We loved our time in Cuyahoga Falls - largely thanks to our Airbnb. 10/10 recommend!

Guest favourite

Home in Stow

5 out of 5 average rating, 11 reviews

Charming 2 BR 20 m. from Blossom

MorganRating, 5 stars1 week ago

It was a great stay at Aris and Katerini’s place! They were very responsive hosts and did not ask much of us as far as clean up goes! The beds were very comfy as well! There is a slight musty smell in the house.

Guest favourite

Home in Cuyahoga Falls

5 out of 5 average rating, 5 reviews

Peaceful 3BR Home • Fully Stocked • Self Check-In

ChelseaRating, 5 stars1 week ago

Attending an event in Akron or Blossom Music? This is the place to book. It’s a quick ride to Blossom and is local so no having to get on the interstate to get from the venue back. This listing was above and beyond what was needed or expected. There was a ton of room and having a fully furnished rental was great for my mini-girls trip. I’ll definitely be booking again when attending another event at Blossom!

Apartment in Mantua

5 out of 5 average rating, 4 reviews

Crooked River Retreat

SarahroseRating, 5 stars1 month ago

I had a wonderful time here. My friend lives in Ohio and I live in NYC. I just found out I beat cancer and I started to just shut down in ny and this place was perfect. My body is still on the mend so we would go do something like see the troll doll museum (lol) and come back and be able to nap. The bathroom is Amazing with a lot of amenities and the river is very pretty. It was raining during our stay but we just cuddled up and rested. It was a perfect Place and the host was very kind and gave us a lot of Privacy.

Apartment in Chagrin Falls

4.86 out of 5 average rating, 204 reviews

Cozy Solar Powered Hideaway (Pet Friendly)

NicholasRating, 5 stars3 weeks ago

Anthony was a very communicative and gracious host. His place was perfect for my friends and I, would recommend and would return next time we are in the area.

Top Guest favourite

Private room in Cuyahoga Falls

4.92 out of 5 average rating, 216 reviews

Spacious sunny room with a private bathroom

NatalieRating, 5 starstoday

Excellent location & great hosts! Room was as described, close to the national park and riverfront area. AC unit in the room was greatly appreciated as the weather is starting to warm up!

Top Guest favourite