
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!

Modern Loft ~ Near Cle Clinic ~ Long Stays OK
Relax in this newly renovated 2BR 1Bath unique and modern loft in a friendly & vibrant Shaker Heights, OH neighborhood. This upper unit loft offers a relaxing getaway near great 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 ✔ Relaxing Living Area ✔ Fully Equipped Kitchenette ✔ Smart TV ✔ High-Speed Wi-Fi ✔ Cooling ✔ Washer/Dryer ✔ Parking See more below!

Cozy + Bright Lakeshore Cottage
Relax in this sunny cottage steps away from the Lake Erie shore. Comfy living room opens to the dining room (or home office - you choose!) Kitchen is well stocked and ready for the chef. Main bedroom and full bath are loft-style on the second level. Additional smaller bedroom and half bath on the first floor. Washer/dryer in the basement. Private driveway. Friendly and authentic Cleveland neighborhood. Terrific natural sunlight will brighten your stay and make THIS your Cleveland *happy place!*

Peaceful 2BR Near Cleveland Clinic | 2 Queens, Fre
Peaceful, Convenient, and Designed for Comfortable Short or Extended Stays 🛏️ 2 Queen Beds | 🚗 Free Parking | 🏥 10 min to Cleveland Clinic | ☕ Fully Stocked Kitchen | 🧺 Washer & Dryer Settle in and exhale. This quiet Cleveland duplex gives you the comfort of home with the privacy you need. It’s ideal for Clinic visits, work trips, extended stays, or time with family. The space is fully furnished, stocked for real living, and professionally cleaned. You’re 10 minutes from Cleveland Clinic,

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.

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!

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 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!

Castle Charm in Shaker Heights
Step into vintage charm at our Shaker Heights retreat! This unique space offers a castle-like feel with large bedrooms, vintage indoor features, and modern comforts. Relax in our peaceful outdoor area, complete with a fire pit and barbecue grill for cozy gatherings. The spacious rec room in the basement is perfect for unwinding, and each room is equipped with a smart TV for your entertainment. Enjoy a blend of old-school character and modern amenities in a serene setting.
Popular amenities for Highland Hills holiday rentals
Other great holiday rentals in Highland Hills

2 Room Suite with private bath by CLE Clin

Large Sunny Room in cozy shared house.

Cozy Room Next to Airport

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

Abbi’s Haven - Short term Stay Unit 1

Private 3rd floor suite with full bath

Cheerful 2nd-floor bedroom at a convenient place

Superior Room
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- Mosquito Lake State Park
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- The Quarry Golf Club & Venue
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