Vacation rentals in Highland Hills

Hudson Hideaway

Welcome to our cozy suite in charming Hudson, OH – an idyllic retreat perfect for couples or solo travelers looking for a private, peaceful escape. This intimate space combines comfort, style and relaxation with touches of luxury to make your stay unforgettable. Private patio and screened porch/entryway, two-person infrared sauna, fireplace, two Roku TVs and fully equipped kitchen with complimentary coffee bar. Minutes from downtown Hudson, Cuyahoga Valley National Park and Blossom Music Center.

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!

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.

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!

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.

Modern 1B1.5B Loft w/ Gym + Parking

A Perfect Space for the Busy Professional! - Queen bed upstairs + roll‑out twin downstairs - Dedicated desk + fast Wi‑Fi for work - In‑unit foosball table - Access to gym, game room, fire pits & more - Minutes from Cleveland Clinic, UH & Case Western - Clean, modern & easy to settle into - Quick, responsive host to assist with anything you need Please Note: This community is brand NEW! The building is putting on final touches so a few shared amenities may be unavailable.

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.

Cozy 2BR Near Cleveland Clinic | Monthly Discounts

Perfect for medical stays, caregivers, and professionals visiting Cleveland Clinic. This fully furnished 2-bedroom apartment comfortably sleeps 4 and offers privacy, thoughtful design, and flexible options for short or extended stays. The apartment includes a private balcony, dedicated workspace, full kitchen, and central AC/Heat. Located in one of Cleveland’s safest and most charming neighborhoods. Weekly and monthly discounts are available.

Maple Heights Dream

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!

[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.

Swanky Mid-Modern Hideaway-Walk to Restaurants

Kick back and relax in this calm, stylish space - completely renovated with today's travelers needs in mind. We've kicked it up a notch and can't wait to share this space with you! We lovingly call this property the beehive because of our fun yellow front door!! Walk to Lee Road restaurants. Three miles to Cleveland Clinic.