Vacation rentals in Highland Hills

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Highland Hills

Guests agree: these stays are highly rated for location, cleanliness, and more.

%{current} / %{total}1 / 1
Top guest favourite
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, 176 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 favourite
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

Superhost
A bright living room features a yellow couch adorned with colorful cushions, surrounded by large windows allowing natural light. A circular purple rug lies beneath a white coffee table, while an armchair adds a pop of color. A small workspace is set up in the corner.
Guest suite in Cleveland
4.86 out of 5 average rating, 174 reviews

Private upstairs guest suit.

Conveniently located 1 bedroom upstairs guest suite right off I-90. Near the Lorain Antique market strip. 1 minute drive to Gordon Square arts district. 2 minutes to Edgewater beach. A mile to beautiful Ohio city and about 10 minutes to Downtown. Close to Lakewood for all their restaurants and unique shops. This apartment offers all the standard amenities in a colorful old-timey MCM decor to help make you feel right at home. Access through a private back entry via a hassle free electronic lock.

Top guest favourite
A bright living room features a cozy orange sofa paired with two armchairs adorned with patterned cushions. A wooden coffee table sits in the center, complemented by a decorative rug. Natural light filters through the windows, enhancing a welcoming atmosphere.
Apartment in Cleveland Heights
5 out of 5 average rating, 183 reviews

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

Guest favourite
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.
Apartment in Cleveland Heights
4.81 out of 5 average rating, 118 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.

Guest favourite
A cozy living area features two black chairs and a beige sofa, complemented by a circular glass coffee table. The walls are painted white, creating a bright atmosphere, while the sloped ceiling adds character. A small kitchenette is visible in the background.
Apartment in Shaker Heights
4.91 out of 5 average rating, 141 reviews

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!

Top guest favourite
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, 600 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.

Top guest favourite
A three-story, light blue colonial home is presented, featuring a symmetrical facade with a central entrance framed by white columns. Large windows adorn the front, allowing natural light, while a stone staircase leads to the front door. The surrounding yard is neatly landscaped with small bushes.
Home in Cleveland Heights
4.94 out of 5 average rating, 118 reviews

The Magic Manor

Welcome to Magic! It's time to relax. This upscale, perfectly located home, minutes away from the Cleveland Clinic Main Campus, Case Western U, Gigi's restaurant, Whole Foods, and Cleveland's best attractions, is nestled on a beautiful, safe, tree-lined, quiet street. This home has been created with love and attention to detail. Each bedroom is "themed", you can sleep in the Boho Sky Loft, the Garden Room, the Glam pad, or the Urban Chic room. We are looking forward to having you with us!

Top guest favourite
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 favourite
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!

Guest favourite
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
4.87 out of 5 average rating, 182 reviews

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!!

Guest favourite
The living room features a dark sofa with pillows, two accent chairs, and a coffee table. A flat-screen TV is positioned on a media console across from the seating area. Natural light fills the space through two windows, highlighting a deep blue accent wall.
Apartment in Little Italy
4.9 out of 5 average rating, 169 reviews

Upscale Little Italy Two Bedroom w/ Private Drive

*** This apartment is in a very quiet building. Be understanding and respectful of the noise level at all times. *** Unwind in this upscale & stylish two bedroom apartment in Little Italy, an area with historic and cultural charm. Little Italy is full of award-winning restaurants, bars, shops, art galleries, and attractions. Adventure through Little Italy, University Circle, and Downtown Cleveland from this prime location.

Popular amenities for Highland Hills vacation rentals

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