Holiday houses in Highland Hills

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!*

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.

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.

Near hospitals colleges food bars w/garage space

Welcome to brand new suite! This Spacious , stylishly furnished 1-bedroom apartment is located in safe neighborhood, in the famous Cedar-Lee area, at the heart of Cleveland Heights. This unbeatable location is walking distance to multiple cafes, wineries, and restaurants, Cedar-Lee Theater, CVS, Cleveland Heights-University Heights Library, and more all within blocks. < 3 miles from Cleveland Clinic, University Hospitals, Case Western University; and <7 miles from downtown Cleveland.

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 Square Large Studio Suite 101

Welcome to The Moreland House with Hotel like Suite in the heart of Shaker Square. Close to all shopping, movies, restaurants, pharmacy, RTA and much more. Completely renovated studio with a full kitchen. Sun filled unit with new floors, windows, furniture and much more. Fast speed internet and cable. Minutes from Cleveland Clinic Main Campus, UH Main Campus and Case Western Reserve. Close to downtown attractions. Parking by permit available to all guests.

Maple Heights Bliss

Conveniently situated near Cleveland, this place offers both comfort and easy access. Just a short drive to downtown, the airport, Edgewater Beach & Lake Erie. Close to shops, restaurants, parks, and family fun centers. Features a modern kitchen, Wi-Fi, free parking, and a SMART TV (log into your own Roku). Shared washer/dryer (paid use). No cable; don’t forget to log out before checkout. A great spot for work or relaxation!

Peloton•Walkable Dining•Modern Quiet Home

Feel instantly at home in this bright, fully renovated retreat in walkable Cleveland Heights. Wake up steps from coffee, bakeries, and the iconic Cedar Lee Theatre. Recharge with a Peloton ride, relax in a peaceful bedroom, or unwind in the cozy living space. Minutes to Cleveland Clinic and UH, with private entry, driveway parking, and everything you need for a comfortable, extended stay.

[3] Modern 1B1B Near Van Aken District Attractions

Welcome to our modern 1-bedroom city apartment, situated just a short distance from the vibrant downtown area. Relax in the comfortable living room and enjoy the convenience of being close to the city's attractions without the hustle and bustle right at your doorstep. Our apartment is ideal for couples or business travelers looking for a comfortable and well-located stay.

Stylish&Bright 4BR w/Sun Deck-Close To Everything!

To book this house in 2026 & beyond, please visit https://airbnb.com/h/newheightshouse Cute & cozy, this recently updated 1930's house this full of classic charm and close to EVERYTHING! Fully furnished with brand new, modern furniture & fixtures, central A/C, 100% cotton bedding, and all of the amenities you need to make this place your home away from home.