
Vacation rentals in Highland Hills
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Top-rated vacation 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!

Cozy Retreat near Cleveland Clinic | Free Parking
Peaceful • Convenient • Perfect for Short or Extended Stays 💤 2 Queen Beds | 🚗 Free Parking | 🏥 10 min to Cleveland Clinic | ☕ Walk to Cafes | 🧺 Washer/Dryer Whether you’re in Cleveland for a weekend, a medical visit, a job assignment, or home repairs, this quiet Cleveland duplex has everything you need for a comfortable stay. Whether for a few nights or a few months. Just 15 minutes from Cleveland Clinic, University Hospitals, and downtown, it’s fully furnished and stocked, professionally

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!*

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.

LAKE VIEWS! 15th Floor Downtown High-Rise | Gym
Stay at one of Cleveland’s premier luxury residences, a condo crafted for guests who value elegance, comfort, and convenience. With a Walk Score of 98/100, you’re only moments from the city’s best dining, nightlife, and attractions—then retreat to your private oasis to unwind in style. ✔️ Luxury 1BR/1Bath Condo ✔️ Open-Concept Living ✔️ Full Modern Kitchen ✔️ Smart TVs ✔️ High-Speed Wi-Fi ✔️ Workspace ✔️ Washer/Dryer ✔️ Parking Available $ ✔️ 24/7 Security ✔️ Fitness Center See more below!

Upscale 2Br in Van Aken Near Hospital/University
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!

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!

Cozy Heights Oasis-Walk to Restaurants
Private and cozy second floor 2 bedroom spacious unit in the Cedar-Lee district of Cleveland Heights. Completely refurbished. Walk to restaurants on Lee Road or Cain Park. Open the windows and listen to a chorus of birds-a true oasis from the hub-bub. A private patio and outdoor living right off the living room. Note: Quiet hours after 10 p.m. This unit is not suitable for partying, loud music and disruptive behavior that impacts neighbors or guests in other apartments.

Near CLE Clinic, UH & Case Western
Welcome to the Shaker Heights cozy and convenient 3 bed hideaway. Your home away from home with all the needed essentials including a fully stocked kitchen, dining room for sharing meals, and a cozy living room with Roku TV. Located in a quiet and safe Cleveland suburb, you can unwind from the day or enjoy the walkable nearby local attractions and public transportation. Off street parking (with 1 garage spot) and keyless entry give our guests flexibility and ease of access.

1 BR Ohio City Garden Apt.
Come stay in our stylish, garden apartment- a relaxing retreat in the heart of Cleveland’s beloved Ohio City neighborhood! Our charming century home was built in 1880 and recently renovated specifically with Airbnb guests in mind. Your home away from home is located on a quiet, tree-lined street, only a few blocks from the iconic West Side Market, walking distance to some of the area's best bars, restaurants & boutiques and just 2 miles from Downtown Cleveland.

Shaker Heights Apartment near Cleveland Clinic
Furnished apartment, one bedroom, one full bath. Completely remodeled lower level unit with new appliances, full eat-in kitchen, fireplace, mantel, garage, onsite laundry facility and secured entry. It is a lower level apartment so think hobbit house for cozy northern stays. Yes some doorways are 6 but overall a basement apartment. Perfect for a professional seeking a convenient stay near the city in a quiet residential neighborhood.
Popular amenities for Highland Hills vacation rentals
Other great vacation rentals in Highland Hills

Lovely one bedroom free parking

Hudson Hideaway

Parkside Gem! First floor of duplex, sleeps 4

Shaker Square One Bed Suite 303

Southeast ranch. Nice quiet area

Red Lovely 1 bedroom unit

Near hospitals colleges food bars w/garage space

Safe & Stylish 1br flat near the Clinic and Univ.
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