
Holiday houses 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!

Peaceful Cleveland Home | 2–90 Day Stay | Near Cle
Peaceful • Convenient • Perfect for Short or Extended Stays Whether you’re in Cleveland for a weekend, a medical visit, a job assignment, or home repairs, this quiet Shaker Heights 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, professionally cleaned, and designed to feel like home. ⸻ 💰 Stay & Save • 7+ nights: Save 10% • 28+ nights: Save 25% ⸻

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

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.

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!

Cozy 2BR Near Cleveland Clinic | Pet Friendly
🏡 2 Bedrooms • 1 Bathroom • Sleeps 4 📍 15 Minutes → Cleveland Clinic & University Circle 🍳 Fully Stocked Kitchen – Gas Stove, Microwave & Cookware 🛋 Cozy Living Room w/ RokuTV for Streaming 💻 Full Work Desk + Fast Wi-Fi – Great for Remote Work 🚗 Off-Street Parking for 1 Car + Free Street Parking 🐾 Pet-Friendly Stay – Furry Friends Welcome! Whether you’re here for a medical visit, work trip, or local adventure, this charming apartment offers everything you need for a comfortable stay!

Charming 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.

Historic District 2BR on 1st Floor near CLE Clinic
Get cozy in this 2BR 1Bath historic district charmer in a friendly & vibrant Shaker Heights, OH neighborhood. This 1st 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!

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.

Cozy Quiet City Stay w/Peloton
Located in the heart of Cleveland Heights, this third floor unit is walking distance to numerous restauraunts, bakeries, coffee shops, theaters and more. This 3 unit home is located on a safe, quiet residential street and is less than 4 miles to CWRU, Cleveland Clinic Main Campus, University Hospitals, & Rainbow Babies and Children Hospital. There is free parking available in the driveway, a private entrance and washer a dryer available on the premises.

Cozy and Quiet Apartment
Relax in this cozy and roomy one-bedroom apartment located in the charming and culturally rich neighborhood of Cleveland Heights. This area boasts a variety of acclaimed restaurants, lively bars, unique shops, and local attractions. From this centrally-located apartment, explore the vibrant neighborhoods of Cleveland Heights, Little Italy, Coventry, University Circle, and Downtown Cleveland. When it's time to unwind, come back to your cozy retreat.
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.

Quiet Residental Suburban Home

Pvt. Room w/Attached Bath in Child Friendly Home!

Abbi’s Haven - Short term Stay Unit 1

Serene Cleveland Hts

Superior Room
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