Holiday rentals in Highland Hills

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Top-rated holiday rentals in Highland Hills

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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.
Flat in Shaker Heights
4.93 out of 5 average rating, 174 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!

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, 171 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.

Superhost
The living area features two comfortable gray sofas positioned around a neutral area rug. A world map artwork adorns the wall, while a colorful abstract piece adds visual interest. Natural light fills the space through multiple large windows.
Home in University Heights
4.83 out of 5 average rating, 117 reviews

The Worlds Cozy Nest

Rest and relax in this calm, stylish space. Sitting right in the heart of one of Cleveland’s most prestigious, safe suburbs, University Heights. This cozy home is Less than 15 minutes from Cleveland clinic and University hospitals main campus. Walking distance from plenty of shops and restaurants and less than 10 minutes from Legacy Village and Beachwood Mall, two of Clevelands premier, upscale shopping areas. This house has been newly renovated and comes equipped with all essentials plus more!

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.
Flat 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 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.
Flat in Shaker Heights
4.91 out of 5 average rating, 139 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.
Flat in Chagrin Falls
4.97 out of 5 average rating, 597 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, 117 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
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, 124 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 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.
Flat 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.

Guest favourite
A bright living room features a comfortable sectional sofa and an armchair, offering seating for relaxation. Light-colored curtains frame the windows, allowing natural light to fill the space. A decorative rug is positioned on the floor, complementing the fireplace beneath the wall-mounted TV.
Home in South Euclid
4.87 out of 5 average rating, 159 reviews

Home Away From Home - Beautiful Yard

Welcome to South Euclid! This the perfect single family home to escape from the hustle and bustle of the city. Enjoy quiet streets, a nice large patio where you can sip your morning coffee and a comfortable sectional to spread out with the whole family or friends to watch TV or just chat about the day. Traveling with pets? No problem! We are pet friendly and would love to host your furry friends! Don't miss out on this 3 bedroom 1 bath today!

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
A stylish living room features soft blue couches and floral armchairs, creating a colorful contrast against the pink floral accent wall. Natural light filters through the large windows, illuminating the cozy space. A smart TV is set on a wooden table, enhancing casual comfort.
Home in Cleveland
4.98 out of 5 average rating, 224 reviews

Waterloo Gem: Walk to Art & Music

Stay in Cleveland’s vibrant Waterloo Arts District! This newly renovated 2-bedroom home is steps from galleries, local dining, live music, and festivals. Just 15 minutes from downtown, enjoy a bright, comfortable space that captures the neighborhood’s creative energy. Perfect for relaxing or exploring—discover why Cleveland rocks!

Popular amenities for Highland Hills holiday rentals

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