Vacation rentals in Highland Hills

Home in Warrensville Heights

An entertainment lounge is featured with a space-themed mural depicting an outer space view. Red accent lighting highlights the modern seating area, which includes a red couch and light-colored coffee tables. A large TV is mounted on the wall, enhancing the inviting atmosphere.

4.97 out of 5 average rating, 128 reviews

Star Wars–Themed Home w/ Arcade | Family-Friendly

Enjoy your stay at a newly updated Star Wars–themed family home! 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!

A vibrant living area features a blue couch adorned with yellow cushions and a red decorative pillow. Colorful wall decor made of greenery and flowers adds a cheerful touch above the couch. Natural light is filtered through red and white curtains at two windows, enhancing the inviting space.

4.81 out of 5 average rating, 122 reviews

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.

Apartment in Chagrin Falls

A cozy bedroom features a queen-size bed with a light green coverlet. Decorative floral prints adorn the walls. A bedside lamp and a wooden nightstand are positioned nearby. A sliding mirrored closet door reflects the space, adding depth to the inviting atmosphere.

4.97 out of 5 average rating, 612 reviews

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.

The living area features a spacious gray sectional sofa, complemented by two accent chairs with wooden frames. A glass coffee table sits in the center, surrounded by a soft area rug. Light is provided by a floor lamp, enhancing the natural light from the windows.

4.94 out of 5 average rating, 31 reviews

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.

A spacious living area is presented, featuring a comfortable sofa and a soft area rug. A modern coffee table sits in the center, while a large TV is positioned against the wall. Natural light filters in through sloped ceilings and a nearby window.

5 out of 5 average rating, 106 reviews

New! “Modernistic Retreat”

Elevate your stay in this bright, elegant and spacious 3rd floor apartment that offers the perfect blend of tranquility and urban convenience. Less than 10 minutes from Cleveland Clinic, 8 min from Case Western University, 17 min from Rock and Roll Hall of Fame, 18 min from Cleveland Browns Stadium, 20 min from Downtown, 28 min from Cleveland Airport and 45 min from Blossom Music Venue. Moments from charmed local neighborhoods such as Coventry, Little Italy, Cedar Fairmont and Lee Rd.

A spacious living area features a light gray sofa and loveseat accented with red throw pillows. A plush ottoman sits atop a patterned area rug, with a cozy pouf nearby. Artwork adorns the walls, and soft lighting is provided by lamps beside the seating.

4.89 out of 5 average rating, 56 reviews

*1st FL* Modern 2BR Close to Cle Clinic/UH/CWRU

This stylish place was totally updated. You will relax and enjoy your stay in such comfortable place with gorgeous furnitures. Spacious living and dining area. You could find everything you need in this kitchen: New refrigerator/dishwasher/range/microwave/ coffee maker/cookware and much more. Queen size bed with super clean bedding in each bedroom. Entire renovated bathroom provides shampoo/conditioner/bodywash. Free 2 car parking space available. Keypad entry provides self check-in.

A dining area is furnished with a round table surrounded by four dark chairs, complemented by an ornate area rug featuring floral patterns. Large windows are adorned with sheer curtains, allowing natural light to brighten the space. A living area is visible through an archway.

4.88 out of 5 average rating, 153 reviews

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!

A spacious living area features a large sectional sofa adorned with decorative pillows. A wooden coffee table sits centrally, complementing a white brick fireplace. Vibrant artwork hangs on the walls, and a ceiling fan provides additional comfort under ample natural light from surrounding windows.

4.82 out of 5 average rating, 214 reviews

Gallery House | Near Clinic + Museums

🎨 Artist-curated apartment • Sleeps 4 🛋 Decorated w/ works by local artists (for sale!) 🛏 2 bedrooms • 1 bathroom ✨ Modern & bright 📍 Minutes to Cleveland Clinic, UH & CWRU 🎶 Walk to dining, bars, shopping & Cleveland Orchestra 📺 Smart TV w/ streaming apps 🚗 1 mid-sized off-street parking spot + free street parking Stay in style and surround yourself with Cleveland’s creative spirit — a one-of-a-kind apartment curated by local artist Dawn Tekler.

4.87 out of 5 average rating, 188 reviews

A stone fire pit is surrounded by a circular arrangement of natural rocks, with logs integrated into the design. Bright green chairs offer seating nearby, while a gravel path leads to a log cabin nestled among tall trees in the background.

Cabin in Solon

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!!

A welcoming living room features a blue sofa adorned with colorful cushions, accompanied by two light-colored armchairs. A vibrant area rug lies beneath a wooden coffee table, while natural light filters through large windows, creating a bright and comfortable atmosphere.

4.9 out of 5 average rating, 282 reviews

Cozy Heights Getaway-Walk to Restaurants

Renovated duplex in the historic Cedar-Lee district. Sophisticated kitchen and modern bath with walk-in shower. Walk to the end of the street for some of Cleveland's best dining! Cain park is less than a mile away. Note: Quiet hours after 10 p.m. This unit is not suitable for partying, playing loud music and behavior that violates the city of Cleveland Heights noise ordinances.

A modern living room features a dark-colored sofa bed adorned with light-colored decorative cushions. A sleek white coffee table sits in front of it. A television is positioned on a contemporary white media console, with a light wall and wooden flooring contributing to a bright, welcoming atmosphere.

5 out of 5 average rating, 7 reviews

[B] Sky Light | Cozy 1BR Apt, TOP | Coventry Area

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.