
Holiday rentals in Highland Hills
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Top-rated holiday rentals in Highland Hills
Guests agree: these stays are highly rated for location, cleanliness and more.

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!

Cozy Retreat near Cleveland Clinic | Free Parking
Peaceful • Convenient • Perfect for Short or Extended Stays 💤 2 Queen Beds | 🚗 Free Parking | 🏥 10 min to Cleveland Clinic | ☕ Walk to Cafes | 🧺 Washer/Dryer Whether you’re in Cleveland for a weekend, a medical visit, a job assignment, or home repairs, this quiet Cleveland duplex has everything you need for a comfortable stay. Whether for a few nights or a few months. Just 15 minutes from Cleveland Clinic, University Hospitals, and downtown, it’s fully furnished and stocked, professionally

The Cozy Zen
Explore Cleveland from this historic brownstone located in the center of iconic Cedar/Fairmount / University Circle! Filled with light & modern decor, this apartment is in walking distance to UH & CC hospital; the best landmark, restaurant & shops. Less than two miles from University Circle & only seven miles from Downtown Cleveland. There is so much to see & do, all within walking distance from this home. Can’t wait to meet you in Cleveland Cedar Fairmount / University Circle! NO PETS ALLOWED.

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.

Historic Little Italy Garden Apartment
Stylish garden apartment. This retreat blends modern comfort with the vibrant cultural charm of Historic Little Italy. Steps away from shops, restaurants, and lively bars. Wade Oval Park is a nearby cultual hub, home to The Art & Natural History Museums and Botanical Gardens. Easy access to Case Western Reserve, Cleveland Clinic and University Hospital. Walk to the beautiful Lakeview Cemetary or take transit downtown to 4th street. Perfect for short or long stays. Book for a memorable time.

Light, Bright, and Clean! Close to it all!
Discover our light, bright, and cozy home in a walkable and safe neighborhood! Ideal for traveling nurses, digital nomads, or families new to the city, this retreat has been renovated and furnished with your needs in mind! Travel Times: Cleveland Clinic: South Pointe: 14 min Hillcrest: 15 min Main -University Circle: 15 min Sports & Marymount: 24 min University Hospitals: Main: 14 min Ahuja Medical Center: 14 min The rest within 20! MetroHealth: Cleveland Heights: 7 min The rest within 20!

Upscale 2Br in Van Aken Near Hospital/University
This newly renovated 2BR 1Bath home is located in a safe, peaceful and friendly neighborhood in the heart of Shaker Heights. Our home offers great convenience and is surrounded by the area's best shopping and dinning - walking distance to Heinen's and CVS; 5 minutes to Van Aken District; 10 minutes to Beachwood and Pinecrest; 15 minutes to Cleveland Clinic, UH, University Circle, Orchestra, Art Musem; and close to major employers. It is situated near public transportation, I-271 and I-480.

New! “Modernistic Retreat”
Elevate your stay in this bright, elegant and spacious 3rd floor apartment that offers the perfect blend of tranquility and urban convenience. Less than 10 minutes from Cleveland Clinic, 8 min from Case Western University, 17 min from Rock and Roll Hall of Fame, 18 min from Cleveland Browns Stadium, 20 min from Downtown, 28 min from Cleveland Airport and 45 min from Blossom Music Venue. Moments from charmed local neighborhoods such as Coventry, Little Italy, Cedar Fairmont and Lee Rd.

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!

Shaker Heights Apartment near Cleveland Clinic
Furnished apartment, one bedroom, one full bath. Completely remodeled lower level unit with new appliances, full eat-in kitchen, fireplace, mantel, garage, onsite laundry facility and secured entry. It is a lower level apartment so think hobbit house for cozy northern stays. Yes some doorways are 6 but overall a basement apartment. Perfect for a professional seeking a convenient stay near the city in a quiet residential neighborhood.

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!!
Popular amenities for Highland Hills holiday rentals
Other great holiday rentals in Highland Hills

Bedroom (Walk to CLE Clinic)

All Bets Inn #2

Large Sunny Room in cozy shared house.

Spacious room, newly renovated with great view

Quiet Residental Suburban Home

Abbi’s Haven - Short term Stay Unit 1

Home away from home 2

Cozy Space in a Quaint Place
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- Cuyahoga Valley National Park
- Rocket Mortgage FieldHouse
- Progressive Field
- Rock and Roll Hall of Fame
- Nelson-Kennedy Ledges State Park
- Pro Football Hall of Fame
- Headlands Beach State Park
- Little Italy
- Mosquito Lake State Park
- Cleveland Metroparks Zoo
- Punderson State Park
- Cleveland Museum of Natural History
- Firestone Country Club
- Boston Mills
- West Branch State Park
- Lake Milton State Park
- The Quarry Golf Club & Venue
- Memphis Kiddie Park
- Cleveland Botanical Garden
- Brandywine Ski Area
- Pepper Pike Club
- Cleveland Ski Club
- Funtimes Fun Park
- Canterbury Golf Club




