
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.

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!
ValueFamilyHospitality
5.0 out of 5 average rating, 46 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).
LocationFamilyDecor
4.91 out of 5 average rating, 34 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
LocationValueKitchen
4.91 out of 5 average rating, 58 reviews
Bell Street by the Falls
This 1100 sq ft gem is located just 3 blocks from the center of town and the historic Chagrin Falls viewing area. The original structure features exposed hand cut beams from the 1800's and its charm continues down to the rustic flooring. After appreciating the historic elements, you'll enjoy the remaining areas that have been completely updated and ready for your enjoyment and relaxation. Sip your coffee from the front porch or walk to shopping and dining. You cannot beat the location!
LocationValueTV
4.93 out of 5 average rating, 121 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.
ValueLocationAccuracy
4.87 out of 5 average rating, 255 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.
LocationFamilyComfort
4.99 out of 5 average rating, 115 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!
LocationFamilyOutdoor spaces
4.92 out of 5 average rating, 110 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!
FamilyValueBathroom
4.9 out of 5 average rating, 105 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
LocationValueCondition
4.97 out of 5 average rating, 156 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!!
FamilyValueGrill
4.88 out of 5 average rating, 209 reviews
Pvt. Cabin 30Ac. Horses, Pool, River & Trails
Nestled in a peaceful rural setting, this fully appointed upscale cabin rests on a breathtaking property in a lush valley. Scenic wooded trails meander along the West Branch of the Cuyahoga River, offering a tranquil escape into nature. Panoramic views showcase rolling hills, a serene, elevated porch view, vibrant seasonal foliage, towering pines, and abundant wildlife-creating a truly unforgettable retreat.
FamilyValueSkiing
4.99 out of 5 average rating, 118 reviews
Your Chagrin Falls Village Home Away From Home
Welcome home! This newly renovated home is located on a quiet tree-lined street in downtown Chagrin Falls. Only a 4 minute walk from the restaurants, shops, the falls & the Chagrin Falls Little Theater. Everything you need is right at your fingertips! When you return from your adventures, you can gather in the open concept kitchen & family room or relax on the covered front porch.
FamilyLocationHospitality
4.95 out of 5 average rating, 157 reviewsPopular amenities for Glenwillow vacation rentals
Other great vacation rentals in Glenwillow

Cozy 3BR | Relaxing Convenient Quiet Getaway
LocationValueIndoor spaces
4.81 out of 5 average rating, 21 reviews
Luxury|Pool Table|Movie Room|Poker|Nature Oasis
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Winter skiing, hot tub/Summer pool, national park.
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Farm at Brandywine Falls -Chickens -Eggs -CVNPark
LocationValueNearby
4.92 out of 5 average rating, 51 reviews
Maple Heights 3BR Summer Haven — Cozy & Spacious
LocationValueCheck-in
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Cozy Quiet Ranch with Sprawling Yard
LocationValueBackyard
4.88 out of 5 average rating, 43 reviews
Entire Duplex - Historic District - Sleeps 12
FamilyLocationBathroom
5.0 out of 5 average rating, 6 reviews
Heather's Irish Cottage
LocationFamilyCondition
5.0 out of 5 average rating, 32 reviewsDestinations to explore
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