Vacation rentals in Highland Hills

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Top-rated vacation rentals in Highland Hills

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Top guest favorite
A modern living area features a comfortable sofa with cushions, two cozy armchairs, and a coffee table. Large windows allow natural light to fill the room, enhancing the neutral color scheme and contemporary decor. A television stands on a sleek entertainment unit, completing the inviting space.
Apartment in Shaker Heights
4.93 out of 5 average rating, 177 reviews

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!

Guest favorite
A charming three-story brick home showcases a Tudor architectural style. The front features dark wood accents and a covered entryway, set against a well-maintained lawn. Trees provide shade, enhancing the warmth of the inviting exterior on a sunny day.
Apartment in Shaker Heights
4.89 out of 5 average rating, 71 reviews

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

Top guest favorite
A loft-style bedroom features a spacious bed with light bedding, set against blue and white walls. Natural light enters through a window, and a small lamp illuminates a bedside table. A textured area rug adds comfort to the hardwood floor.
Home in Cleveland
4.98 out of 5 average rating, 573 reviews

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!*

Top guest favorite
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.
Apartment in Chagrin Falls
4.97 out of 5 average rating, 601 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.

Guest favorite
Apartment in Downtown Cleveland
4.89 out of 5 average rating, 18 reviews

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!

Top guest favorite
A light-filled living room features two blue armchairs and a cream-colored sofa. A low wooden table with decorative bowls sits in the center. Natural light streams through large windows adorned with blinds, illuminating the neutral tones and simple decor, including a circular wall mirror.
Apartment in Shaker Heights
4.94 out of 5 average rating, 35 reviews

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.

Top guest favorite
A spacious living room features a light-colored sofa paired with a textured area rug. A coffee table holds a small plant and a remote. Natural light filters through sheer curtains over a 50" Flatscreen TV, illuminating the inviting space.
Apartment in Shaker Heights
4.92 out of 5 average rating, 194 reviews

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!

Top guest favorite
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.
Home in Warrensville Heights
4.97 out of 5 average rating, 125 reviews

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!

Top guest favorite
A bright living area features a spacious sofa adorned with patterned cushions, complemented by an area rug with intricate designs. Large windows allow natural light to fill the space, while a decorative table and various accent lamps add warmth and charm. French doors provide access to the outdoor patio.
Home in Cleveland Heights
4.94 out of 5 average rating, 190 reviews

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.

Superhost
A cozy living room is presented, featuring a leather sectional sofa and a round wooden coffee table. A wall-mounted TV is positioned above a traditional fireplace, with natural light filtering through sheer curtains on either side. Decorative elements include a large round mirror above the mantel.
Apartment in Shaker Heights
4.86 out of 5 average rating, 111 reviews

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.

Guest favorite
A well-lit living space features a comfortable seating area with a dark gray sofa and a coffee table. A dining table set for six is positioned beside a wooden sideboard. Natural light enters through multiple windows, highlighting the warm hardwood floors.
Apartment in Ohio City
4.89 out of 5 average rating, 103 reviews

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.

Superhost
The entrance features a white door with a decorative window, flanked by two black chairs adorned with blue and white cushions. A small plant adds a touch of color to the brick exterior, which showcases a warm, inviting atmosphere.
Apartment in Shaker Heights
4.82 out of 5 average rating, 17 reviews

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

  1. Airbnb
  2. United States
  3. Ohio
  4. Cuyahoga County
  5. Highland Hills