Holiday rentals in Highland Hills

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Top-rated holiday rentals in Highland Hills

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

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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, 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!

Top guest favourite
A comfortable bedroom is showcased with a spacious bed adorned with a light quilt. Flanking the bed are two wooden nightstands, each topped with decorative table lamps. Soft gray curtains frame a window, allowing natural light to illuminate the room.
Flat in Shaker Heights
4.94 out of 5 average rating, 17 reviews

Suite Dreams Cleveland | Luxury 2BR Apartment

★★ Your Shaker Heights Retreat just 15 min from Downtown Cleveland & Cleveland Clinic★★ Second Floor, stylish 2 bedroom, 1 bath retreat with Pottery Barn & West Elm furnishings, hospitality-quality mattresses, blackout curtains and more! Perfect for medical stays, travel nurses, corporate travelers, families, or vacationers, with short, mid-term, and extended stays available. Quiet, safe, diverse neighborhood. A favorite for patients recovering from procedures and anyone visiting Cleveland!

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.
Flat 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% ⸻

Guest favourite
Flat in Cleveland
5 out of 5 average rating, 6 reviews

Prime Location | Downtown & Museums Nearby

🏙️ Stylish Studio in the Heart of University Circle Enjoy modern comfort in a prime location! Perfect for work, medical visits, or exploring Cleveland’s vibrant culture, this stylish studio has everything you need. ✨ Fully Equipped Kitchen – Cook with ease 🛏 Cozy Sleeping Space – Rest and recharge 🛁 Renovated Bathroom – Fresh and modern 🌇 Private Balcony – Enjoy skyline views & city breeze 🧺 In-Unit Washer/Dryer – Convenient laundry at home 📶 High-Speed Wi-Fi – Stay seamlessly connected

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, 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.

Guest favourite
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!

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.
Flat 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.

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.

Superhost
A spacious room features a queen-sized bed with a light-colored duvet. A mounted television is positioned above a marble fireplace, while a standing mirror reflects the room's bright ambiance. A small dining area with two chairs and a round table is visible in the background.
Flat in Shaker Square
4.85 out of 5 average rating, 39 reviews

Shaker Square Large Studio Suite 101

Welcome to The Moreland House with Hotel like Suite in the heart of Shaker Square. Close to all shopping, movies, restaurants, pharmacy, RTA and much more. Completely renovated studio with a full kitchen. Sun filled unit with new floors, windows, furniture and much more. Fast speed internet and cable. Minutes from Cleveland Clinic Main Campus, UH Main Campus and Case Western Reserve. Close to downtown attractions. Parking by permit available to all guests.

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.
Flat 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.

Popular amenities for Highland Hills holiday rentals

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