Holiday rentals in Highland Hills

Quiet Cleveland Retreat • Fully Stocked • Comfy Be

Peaceful • Convenient • Perfect for Extended Stays Whether you’re here for medical visits, remote work, or family time, this quiet Shaker Heights duplex is designed to help you feel right at home—just 15 minutes from Cleveland Clinic and downtown. 💰 Long-Stay Discounts • Stay 7+ nights: Save 10% • Stay 28+ nights: Save 25% Step into comfort with: • Secure keyless entry and digital locks on all doors • A cozy, fully stocked kitchen • Fast Wi-Fi + a dedicated workspace • A peaceful three

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!

Upscale 2Br Near Van Aken/Hospital/CWRU (2nd FL)

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! 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!

Near CLE Clinic, UH & Case Western

Welcome to the Shaker Heights cozy and convenient 3 bed hideaway. Your home away from home with all the needed essentials including a fully stocked kitchen, dining room for sharing meals, and a cozy living room with Roku TV. Located in a quiet and safe Cleveland suburb, you can unwind from the day or enjoy the walkable nearby local attractions and public transportation. Off street parking (with 1 garage spot) and keyless entry give our guests flexibility and ease of access.

Comfy 1B1B w/ Wi-Fi, Gym + Parking

A Perfect Space for the Busy Professional! - Queen bed - Dedicated desk + fast Wi‑Fi for work - Access to gym, game room, fire pits & more - Minutes from Cleveland Clinic, UH & Case Western - Clean, modern & easy to settle into - Quick, responsive host to assist with anything you need Please Note: This community is brand NEW! The building is putting on final touches so a few shared amenities may be unavailable. UNIT ON 5TH FLOOR. ELEVATOR HAS BEEN OFF AND ON WORKING.

Downtown Retreat | Museums & Little Italy Nearby

✨ Chic Studio in Prime Location – Steps from Cleveland’s Best! ✨ Experience the city at your doorstep! This modern, open-concept studio is ideally situated near University Circle, Cleveland Clinic, top museums, Little Italy, and just minutes to Downtown, stadiums, and major attractions. 🏡 Features: 🛌 Cozy Bedroom 🥘 Fully Equipped Kitchen 🫧 Clean, Modern Bathroom 🌆 Rooftop Access with Views 🧺 In-Unit Washer & Dryer 🛜 High-Speed Wi-fi 🅿️ Free Parking Included

Lovely red one bedroom free parking

Welcome to our unique Airbnb nestled in the heart of a vibrant, culturally rich neighborhood. Immerse yourself in the authentic charm of our black developing community, where you'll find a warm and inviting space that's more than just a place to stay – it's an experience. This tastefully designed Airbnb offers a blend of modern comforts and local character, with thoughtfully curated decor that reflects the vibrant spirit of our neighborhood.