
Holiday rentals in Highland Hills
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Top-rated holiday rentals in Highland Hills
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Modern & Comfy ~ Close to CLE Clinic ~ Long-Stays!
Unwind in this newly renovated 2BR 1Bath modern-industrial oasis in a friendly & vibrant Shaker Heights, OH neighborhood. This 2nd floor apartment offers a relaxing getaway near restaurants, shops, attractions, landmarks, and major hospitals and employers, making it ideal for traveling nurses and business travelers looking for an extended stay. ✔ 2 Comfy Bedrooms w/ Queen Beds ✔ Relaxing Living Area ✔ Fully Equipped Kitchen ✔ Smart TV ✔ High-Speed Wi-Fi ✔ Washer/Dryer ✔ Parking See more below!

Private upstairs guest suit.
Conveniently located 1 bedroom upstairs guest suite right off I-90. Near the Lorain Antique market strip. 1 minute drive to Gordon Square arts district. 2 minutes to Edgewater beach. A mile to beautiful Ohio city and about 10 minutes to Downtown. Close to Lakewood for all their restaurants and unique shops. This apartment offers all the standard amenities in a colorful old-timey MCM decor to help make you feel right at home. Access through a private back entry via a hassle free electronic lock.

The Worlds Cozy Nest
Rest and relax in this calm, stylish space. Sitting right in the heart of one of Cleveland’s most prestigious, safe suburbs, University Heights. This cozy home is Less than 15 minutes from Cleveland clinic and University hospitals main campus. Walking distance from plenty of shops and restaurants and less than 10 minutes from Legacy Village and Beachwood Mall, two of Clevelands premier, upscale shopping areas. This house has been newly renovated and comes equipped with all essentials plus more!

The Farmhouse - 1 Bdrm Apt in a Great Location
Welcome to this 2nd flr 1 bd/1 ba private apartment in a charming 1880s farmhouse located in a friendly walkable neighborhood. Full kitchen with all you need to make your own meals, washer/dryer and separate office inside the unit. Free off-street parking. You are only: 5 min walk to Starbucks, a variety of restaurants, bars, shops, trails 5-10 min drive to Cleveland Clinic, University Hospitals, Case Western, museums, parks, Little Italy and more 15 min drive to major attractions and Lake Erie

Small and Cozy 1BR Near Cleveland Clinic~Safe Area
Relax in this newly renovated 1BR 1Bath unique efficiency in a friendly, safe & vibrant Shaker Heights, OH neighborhood. This upper level unit offers a relaxing getaway near excellent restaurants, shops, attractions, landmarks, major hospitals and employers, making it ideal for traveling nurses and business travelers looking for an extended stay. ✔ Comfy Bedroom ✔ Relaxing Living Area ✔ Basic Kitchenette ✔ Smart TV ✔ High-Speed Wi-Fi ✔ Air Conditioning ✔ Washer/Dryer ✔ Parking See more below!

Cozy Apartment in Charming Village
Cozy apartment with private entrance attached to historic house. Central location in this charming tourist village of Chagrin Falls, a short walk to the natural waterfalls, over 20 great restaurants, two ice cream shops & boutique shopping. Low ceilings & compact bathroom, but full kitchen and parking for one car. Non-smokers only. No pets - out of consideration for future guests. Guests must be able to climb stairs to access apartment. Air conditioning is available during the summer season.

The Magic Manor
Welcome to Magic! It's time to relax. This upscale, perfectly located home, minutes away from the Cleveland Clinic Main Campus, Case Western U, Gigi's restaurant, Whole Foods, and Cleveland's best attractions, is nestled on a beautiful, safe, tree-lined, quiet street. This home has been created with love and attention to detail. Each bedroom is "themed", you can sleep in the Boho Sky Loft, the Garden Room, the Glam pad, or the Urban Chic room. We are looking forward to having you with us!

NEW! Stylish Galactic Getaway
Enjoy your stay at a newly updated Lux Airbnb! Surrounding Locations: - Cleveland Clinic | 20 mn - Pinecrest | 6 mn - Beachwood Place | 10 mn - Legacy Village | 10 mn - Hopkins Airport | 20 mn Housekeeping/Guidelines: - Before check-in, the unit will be thoroughly cleaned and inspected. - We ask you to treat our Airbnb with respect as if it was your own. - Damaged/Stolen items = Additional Fees. - The home's security code will be issued upon the reservation date. - No Smoking!

1 BR Ohio City Garden Apt.
Come stay in our stylish, garden apartment- a relaxing retreat in the heart of Cleveland’s beloved Ohio City neighborhood! Our charming century home was built in 1880 and recently renovated specifically with Airbnb guests in mind. Your home away from home is located on a quiet, tree-lined street, only a few blocks from the iconic West Side Market, walking distance to some of the area's best bars, restaurants & boutiques and just 2 miles from Downtown Cleveland.

Home Away From Home - Beautiful Yard
Welcome to South Euclid! This the perfect single family home to escape from the hustle and bustle of the city. Enjoy quiet streets, a nice large patio where you can sip your morning coffee and a comfortable sectional to spread out with the whole family or friends to watch TV or just chat about the day. Traveling with pets? No problem! We are pet friendly and would love to host your furry friends! Don't miss out on this 3 bedroom 1 bath today!

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!!

Waterloo Gem: Walk to Art & Music
Stay in Cleveland’s vibrant Waterloo Arts District! This newly renovated 2-bedroom home is steps from galleries, local dining, live music, and festivals. Just 15 minutes from downtown, enjoy a bright, comfortable space that captures the neighborhood’s creative energy. Perfect for relaxing or exploring—discover why Cleveland rocks!
Popular amenities for Highland Hills holiday rentals
Other great holiday rentals in Highland Hills

Luxurious Retreat with Sauna & Modern Design

Stylish Rooftop Suite | Steps to Campus

New! “Modernistic Retreat”

Maple Heights Sweet

Southeast ranch. Nice quiet area

Renovated Cottage|Game Room|Fire Pit|Sleeps 8

Juicy’ J’s Joint

Peaceful Cleveland Home | 2–90 Day Stay | Near Cle
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