Holiday rentals in Highland Hills

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

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. Walk to Whole Foods, Starbucks, Target, JCU, parks, coffee shops, restaurants and retail, public transportation. Short drive to Cleveland Clinic, UH, museums, downtown CLE, West Side Market, sports & entertainment districts.

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 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

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.

Historic District 2BR on 2nd Floor near CLE Clinic

Get comfy in this 2BR 1Bath historic district charmer 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!

The Maproom - Cozy studio near Cleve Clinic, Case

As world travelers, your hosts are fascinated by maps and have decorated the apartment with some of their favorites - both local and from around the globe. The apartment was just renovated from floor to ceiling in the summer of 2019, so you'll enjoy a brand new space that's clean and modern and has everything you need for your time in Cleveland. We're just 10 minutes from the Cleveland Clinic, Case Western Reserve University, and all the cultural treasures of University Circle.

Twin of West Saint James

This unique property is located in the heart of the Cedar Fairmount Historical District of Cleveland Heights. Built in 1919, an era when no detail was left out, even in homes built for the rental market. This house attaches to my other rental property West Saint James. The grand duplex offers light filled spaces, and fresh updated kitchens in both suites. They are entirely separate spaces but would work beautifully for a very large family gathering if renting both sides.

Historic Little Italy Garden Apartment

This unique place has a style all its own. This beautiful, newly renovated garden apartment is right in the heart of Historic Little Italy. Conveniently located near shops, restaurants, bars and the Wade Oval Park which includes the iconic Cleveland Art Museum, Botanical Gardens, natural history museum and more. Easy access to Case Western Reserve University, Cleveland Clinic Hospital and University Hospital. Perfect for quick or extended stays.

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!!