Holiday houses 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
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, 173 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, 70 reviews

Peaceful Cleveland Home | 2–90 Day Stay | Near Cle

Peaceful • Convenient • Perfect for Short or Extended Stays Whether you’re in Cleveland for a weekend, a medical visit, a job assignment, or home repairs, this quiet Shaker Heights 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, professionally cleaned, and designed to feel like home. ⸻ 💰 Stay & Save • 7+ nights: Save 10% • 28+ nights: Save 25% ⸻

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

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, 596 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.

Superhost
A modern living area features a comfortable gray sectional sofa and a light wood TV stand, positioned beneath bright artwork. A round coffee table sits on a patterned area rug, while natural light enters through large windows dressed with sheer curtains. A stylish armchair and decorative shelf add character.
Home in South Euclid
4.92 out of 5 average rating, 52 reviews

Light, Bright, and Clean! Close to it all!

Discover our light, bright, and cozy home in a walkable and safe neighborhood! Ideal for traveling nurses, digital nomads, or families new to the city, this retreat has been renovated and furnished with your needs in mind! Travel Times: Cleveland Clinic: South Pointe: 14 min Hillcrest: 15 min Main -University Circle: 15 min Sports & Marymount: 24 min University Hospitals: Main: 14 min Ahuja Medical Center: 14 min The rest within 20! MetroHealth: Cleveland Heights: 7 min The rest within 20!

Superhost
A cozy living room is equipped with a flat-screen TV mounted above a white fireplace. Natural light filters through multiple windows adorned with beige curtains. A blue sofa and armchair provide comfortable seating, while a wooden table offers a surface for various activities.
Apartment in Shaker Heights
4.68 out of 5 average rating, 128 reviews

Cozy 2BR Near Cleveland Clinic | Pet Friendly

🏡 2 Bedrooms • 1 Bathroom • Sleeps 4 📍 15 Minutes → Cleveland Clinic & University Circle 🍳 Fully Stocked Kitchen – Gas Stove, Microwave & Cookware 🛋 Cozy Living Room w/ RokuTV for Streaming 💻 Full Work Desk + Fast Wi-Fi – Great for Remote Work 🚗 Off-Street Parking for 1 Car + Free Street Parking 🐾 Pet-Friendly Stay – Furry Friends Welcome! Whether you’re here for a medical visit, work trip, or local adventure, this charming apartment offers everything you need for a comfortable stay!

Guest favourite
A light-filled living room features large windows with wooden shutters, allowing natural light to brighten the space. A dark sectional sofa is complemented by patterned chairs. A glass coffee table rests on a soft area rug, while a decorative mirror hangs above the fireplace.
Apartment in Shaker Heights
4.91 out of 5 average rating, 22 reviews

Charming 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.

Guest favourite
A dining area is furnished with a round table surrounded by four dark chairs, complemented by an ornate area rug featuring floral patterns. Large windows are adorned with sheer curtains, allowing natural light to brighten the space. A living area is visible through an archway.
Apartment in Shaker Heights
4.89 out of 5 average rating, 137 reviews

Historic District 2BR on 1st Floor near CLE Clinic

Get cozy in this 2BR 1Bath historic district charmer in a friendly & vibrant Shaker Heights, OH neighborhood. This 1st 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 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.
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.

Guest favourite
A bright and airy bedroom features large windows with sheer red curtains allowing natural light to filter in. A spacious bed with gray bedding is positioned next to a round decorative pouf. A full-length mirror stands against a white wall, enhancing the room's openness.
Apartment in Cleveland Heights
5 out of 5 average rating, 8 reviews

Cozy Quiet City Stay w/Peloton

Located in the heart of Cleveland Heights, this third floor unit is walking distance to numerous restauraunts, bakeries, coffee shops, theaters and more. This 3 unit home is located on a safe, quiet residential street and is less than 4 miles to CWRU, Cleveland Clinic Main Campus, University Hospitals, & Rainbow Babies and Children Hospital. There is free parking available in the driveway, a private entrance and washer a dryer available on the premises.

Guest favourite
The bedroom features a spacious bed with an orange and white duvet, framed by large windows adorned with sheer curtains. A plush area rug covers the hardwood floor, and a dresser is positioned nearby. The warm light emanates from a decorative fixture above.
Apartment in Cleveland Heights
4.86 out of 5 average rating, 7 reviews

Cozy and Quiet Apartment

Relax in this cozy and roomy one-bedroom apartment located in the charming and culturally rich neighborhood of Cleveland Heights. This area boasts a variety of acclaimed restaurants, lively bars, unique shops, and local attractions. From this centrally-located apartment, explore the vibrant neighborhoods of Cleveland Heights, Little Italy, Coventry, University Circle, and Downtown Cleveland. When it's time to unwind, come back to your cozy retreat.

Popular amenities for Highland Hills holiday rentals

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