Holiday rentals in Highland Hills

Find and book unique accommodation on Airbnb

Top-rated holiday 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 space showcases a vibrant orange sofa paired with a plush gray ottoman on a blue carpet. A small dining area with tall stools is positioned near an open bathroom door, with soft lighting accentuating the room's sleek design.
Flat in Shaker Heights
4.95 out of 5 average rating, 116 reviews

Modern Loft ~ Near Cle Clinic ~ Long Stays OK

Relax in this newly renovated 2BR 1Bath unique and modern loft in a friendly & vibrant Shaker Heights, OH neighborhood. This upper unit loft offers a relaxing getaway near great 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 ✔ Relaxing Living Area ✔ Fully Equipped Kitchenette ✔ Smart TV ✔ High-Speed Wi-Fi ✔ Cooling ✔ Washer/Dryer ✔ Parking See more below!

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.
Flat in Cleveland Heights
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.

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.
Flat in Chagrin Falls
4.97 out of 5 average rating, 609 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 light-filled living area features a blend of modern and cozy elements, including a seating arrangement with a brown futon and two accent chairs. A glass coffee table is centered on a decorative area rug, while natural light filters through the window, enhancing the serene ambiance.
Flat in Shaker Heights
5 out of 5 average rating, 48 reviews

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.

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, 127 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!

Superhost
The living space features a light-colored sofa with a matching chaise, paired with a round coffee table. A 55-inch TV is mounted on the white wall. Bright natural light enters through two large windows, illuminating the warm-toned floor and area rug.
Flat in Hough
4.8 out of 5 average rating, 15 reviews

Spacious 1BD Condo I Little Italy I 2 TV's

The lively Little Italy neighborhood features renowned museums, top universities, local restaurants, and beautiful parks. Our apartment provides unbeatable convenience, just a short walk to the Cleveland Clinic, the cutting-edge Health Education Campus, and Case Western Reserve University. Located only five miles from downtown Cleveland, Little Italy is well-connected with public transportation, offering easy access to downtown and the surrounding areas.

Top guest favourite
A well-appointed bedroom features a spacious bed dressed in soft linens, flanked by two windows with light-filtering curtains. A bedside table with a lamp sits beside the bed, and a decorative area rug complements the hardwood floor, creating a cozy, inviting space.
Flat in Shaker Heights
4.95 out of 5 average rating, 21 reviews

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.

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, 186 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!!

Superhost
Home in Cleveland Heights
5 out of 5 average rating, 3 reviews

Walkable 2BR | Coffee, Dining + Hospitals

Modern comfort meets cozy charm in this spacious 2 bedroom, 2nd floor unit. Relax in the sun-filled living room, enjoy your morning coffee on the porch swing, or gather around the spacious dining area. This welcoming retreat is just a few steps away from excellent local shopping, dining, and theaters. Only a 10 mintue drive from Cleveland Clinic and University Hospitals - ideal for long term stays!

Superhost
A modern living area is shown with a black futon, a dark wood coffee table, and a light-hued area rug featuring a subtle pattern. A flat-screen television is mounted on a minimalist wooden stand. Natural light enters through a window paired with white trim.
Flat in Shaker Heights
4.83 out of 5 average rating, 23 reviews

[3] Modern 1B1B Near Van Aken District Attractions

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.

Top guest favourite
A modern kitchen features warm wood cabinetry and sleek stainless steel appliances. A large window allows natural light to fill the space, highlighting the light-colored countertops. Green plants and decorative items add a touch of color, while a small area rug offers warmth underfoot.
Home in University Heights
4.96 out of 5 average rating, 111 reviews

Cozy Mid-Century Modern University Heights Getaway

Welcome to our meticulously re-imagined mid-century modern space, where relaxation and style harmoniously come together. This property has undergone a complete top-to-bottom renovation, ensuring that every aspect is refreshed and revitalized. With plenty of space to unwind and recharge, you can truly kick back and enjoy your stay.

Guest favourite
A dining area is visible, featuring a round glass table surrounded by four upholstered chairs. A modern chandelier is suspended above the table. The living space includes a light-colored sofa, and soft lighting enhances the serene atmosphere.
Home in Warrensville Heights
4.91 out of 5 average rating, 106 reviews

Remodeled, Bright Three Bedroom Home

This peaceful home is located in a quiet neighborhood that is minutes from highways, shopping and restaurants! Enjoy relaxing in the living room, cooking up a tasty meal in the large kitchen, or getting some work done in the dedicated work space. This spacious, bright space is guaranteed to make you feel right at home!

Popular amenities for Highland Hills holiday rentals

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