Vacation rentals in Glenwillow

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Top-rated vacation rentals in Glenwillow

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

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Top guest favorite

A cozy living area features a stone fireplace as a focal point, flanked by large windows with light-filtering curtains. A light brown sofa and armchair provide comfortable seating. A small table with a plant adds greenery, while the open layout leads into the kitchen area.

Guest suite in Hudson

4.99 out of 5 average rating, 118 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.

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Guest favorite

The exterior of a single-story home is depicted, featuring a well-maintained yard with green grass. The back porch is visible, while tall trees and neighboring houses are partially framed. A few windows can be seen, adding to the overall inviting feel of the property.

Home in Twinsburg

4.91 out of 5 average rating, 34 reviews

Entire Cute House in Twinsburg

Relax with the whole family at this peaceful place: all new furniture and appliances. Infant/Toddler-friendly - 2 highchairs, 2 Cribs. Fiber Internet/Wi-Fi 300mbps - great for you to work from home! Fire TV allows you to enjoy Amazon/YouTube videos. Games. At-home free coffee. A relaxing back porch. Self check-in with passcode. It is convenient for you to attend the Twins Days Festival or visit Cuyahoga Valley National Park (19 mins), Cleveland Downtown (30 mins), and Akron (30 mins).

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Top guest favorite

A welcoming entryway features a rustic wooden accent wall, complemented by a colorful neon sign. A full-length mirror stands beside a vintage-looking side table, adorned with decorative items. A potted plant adds a touch of greenery, enhancing the overall charm of the space.

Home in Bedford

5.0 out of 5 average rating, 47 reviews

High Road Retreat

Welcome to our sweet retreat! My daughter and I have created a cozy space where you can feel right at home! This newly renovated, entire home with 2 bedrooms, is conveniently located just outside of Cleveland, and a short 5-minute drive from the highway in a quaint and quiet neighborhood. Whether you’re traveling for a music concert, sporting event, exploring the city, discover our vast hiking trails, require a place if a loved one is in hospital, or a traveling nurse, we are centrally located!

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Top guest favorite

Home in Twinsburg

4.91 out of 5 average rating, 58 reviews

Stay Awhile on Waldo

Spacious, stylish, and updated 4-bedroom (king, queen, full, and twin) colonial in Twinsburg offers the perfect mix of comfort, charm, and convenience. Whether you’re here for a weekend getaway, family trip, or longer stay, you’ll feel right at home. Step into 2,600+ sq ft of freshly updated living space featuring: • 4 cozy bedrooms • 2.5 modern bathrooms • A beautifully updated kitchen • Large living and dining areas • A private, landscaped, and fully fenced in backyard with a large deck

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Guest favorite

Home in Bedford Heights

4.82 out of 5 average rating, 22 reviews

Cozy 3BR | Relaxing Convenient Quiet Getaway

Just seconds from the highway, drive to visit nearby Cuyahoga Valley National Park, casinos, Cleveland Clinic, & University Hospital, & Pinecrest shopping. Welcome to this spacious, centrally located retreat in Bedford Heights—a quiet neighborhood less than 20 minutes drive to Downtown Cleveland, & outdoor adventures. Perfect for medical recovery, family fun, traveling professionals or extended stays-this space will make you feel right at home. Message for booking dates more than 60 days away.

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Top guest favorite

A bright, airy living room showcases tall windows that allow natural light to flood in. The cozy wood-burning fireplace is framed by a stylish mantel. A spacious staircase with wooden railings leads to the upper level, enhancing the open feel of the room.

Home in Seven Hills

5.0 out of 5 average rating, 134 reviews

HotTub+GameRoom+FencedBack+EV+PetsOK+Kings+KidLoft

Summer Specials! Gather family or friends for an unforgettable getaway in a spacious, pet-friendly, amenity-rich oasis in a quiet neighborhood. You’ll find fun and relaxation at Serenity At Seven Hills with its loaded gameroom, games, hot tub, Jacuzzi tub, fenced yard. You’ll love the proximity to Cleveland and the garage parking and EV charger. Guests rave about host responsiveness; one guest called it “Best Airbnb we have stayed in.” Contractors - Traveling Workers - Families Welcome

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Guest favorite

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

4.88 out of 5 average rating, 257 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.

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Top guest favorite

A modern kitchen area is visible, featuring dark cabinetry and stainless steel appliances. A round dining table with four chairs is positioned next to the kitchen, while a cozy couch rests nearby. Natural light enters through the windows, illuminating the open layout.

Home in Macedonia

4.99 out of 5 average rating, 115 reviews

Cozy Home, Ideal for Travel Nurse in NE Summit Co.

Enjoy a stay in our newly remodeled 1850's home nestled in the corner of Summit County overlooking 9 acres of field and white pines. This duplex is a single level home with a private entrance for our Airbnb guests. Conveniently located near I-271/I-480 and less than 5 miles from MGM Northfield Park. Restaurants, shopping, and Summit County Metroparks are just a short drive away. Enjoy a hike and gorgeous scenery in Ohio's own Cuyahoga Valley National Park within a 10 mile drive.

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Guest favorite

The exterior of a historic house is shown, set on a spacious lawn adorned with flowers and bushes. A wraparound deck is visible, complemented by two outdoor chairs. The house features a combination of light and dark siding, with a sloped roof and prominent windows.

Home in Brecksville

4.92 out of 5 average rating, 110 reviews

Cuyahoga Valley National Park/77 Brecksville House

A historic house in on 1.6 acres near the Cuyahoga Valley National Park in Brecksville, Ohio. 15 minutes to Cleveland, 15 minutes to Boston Mills/Brandywine ski resorts, and 20 min to Akron. .4 miles from route 77. This house is stocked with everything you need for your stay including a HE washer and dryer. Bathroom has a shower and a soaking tub. Lots of large windows and natural light in this house. Outside there is a large deck and patio to relax and enjoy the outdoors!

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Guest favorite

A spacious outdoor patio is set with a circular table surrounded by six chairs. A tall umbrella provides shade, and potted plants add color to the space. Lush green grass and trees create a natural backdrop, enhancing the area for outdoor gatherings.

Home in Northfield

4.91 out of 5 average rating, 107 reviews

CVNP Getaway | 5 mins to Bradywine Falls

Escape to this charming 3BR, 2BA pet-friendly house in Northfield just minutes from the stunning Cuyahoga Valley National Park & iconic Brandywine Falls. With a spacious, fully fenced-in yard perfect for pets and a playful skeeball table for entertainment, this home offers the perfect blend of relaxation and fun. Ideal for families, it provides comfort and convenience, while nearby hiking trails, scenic vistas, and attractions like Boston Mills Ski Resort await exploration!

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Top guest favorite

Home in Warrensville Heights

4.97 out of 5 average rating, 159 reviews

Star Wars–Themed Home w/ Arcade | Family-Friendly

Enjoy your stay at a newly updated Star Wars–themed family home- perfect for relaxing getaways, extended stays, or families needing comfortable temporary housing nearby. 📍 Nearby: • Cleveland Clinic – 20 min (medical stays & visits) • Pinecrest – 6 min (dining & shopping) • Cuyahoga Valley National Park – ~20 min (trails & scenic railway) • Downtown Cleveland – ~20 min (museums & sports) • Hopkins Airport – 20 min (easy travel access) 🚭 Smoke-free & pet-free home

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Guest favorite

A stone fire pit is surrounded by a circular arrangement of natural rocks, with logs integrated into the design. Bright green chairs offer seating nearby, while a gravel path leads to a log cabin nestled among tall trees in the background.

Cabin in Solon

4.88 out of 5 average rating, 210 reviews

Little Black Cabin in the woods

We have a 900 sq.ft. , log cabin in the woods. The woods of Solon, OH. A southeast suburb of Cleveland. The cabin has 2 bedrooms, each with a queen bed and lots of built in cabinets. They share full bath. As you enter the mud room, to the right is a laundry room with washer & dryer, straight ahead the great room complete with a stone fireplace lots of windows and a small functional kitchen. Welcome to your home in the woods!!

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