Holiday houses in Highland Hills

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Top-rated holiday rentals in Highland Hills

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Top Guest favourite
A spacious living area is furnished with a gray sofa, yellow accent chairs, and a mid-century modern coffee table. A large television is mounted on a stylish console. Natural light enters through large windows, complementing the neutral color scheme and patterned area rug, enhancing the cozy ambiance.
Apartment in Shaker Heights
4.94 out of 5 average rating, 160 reviews

Relaxing Gem near CLE Clinic & Van Aken District

Unwind in this newly renovated 2BR 1Bath mid-century modern oasis 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 Bedroom 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 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, 193 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, 614 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 modern kitchen area features gray cabinetry and a stainless steel sink, complemented by a sleek, dark countertop. A black stove and microwave are seen, alongside a refrigerator with a textured finish. White tiles line the backsplash, reflecting light from the overhead fixture.
Home in Little Italy
4.93 out of 5 average rating, 319 reviews

Historic Little Italy Garden Apartment

Stylish garden apartment. This retreat blends modern comfort with the vibrant cultural charm of Historic Little Italy. Steps away from shops, restaurants, and lively bars. Wade Oval Park is a nearby cultual hub, home to The Art & Natural History Museums and Botanical Gardens. Easy access to Case Western Reserve, Cleveland Clinic and University Hospital. Walk to the beautiful Lakeview Cemetary or take transit downtown to 4th street. Perfect for short or long stays. Book for a memorable time.

Guest favourite
The living area features a spacious gray sectional sofa, complemented by two accent chairs with wooden frames. A glass coffee table sits in the center, surrounded by a soft area rug. Light is provided by a floor lamp, enhancing the natural light from the windows.
Apartment in Shaker Heights
4.94 out of 5 average rating, 31 reviews

Upscale 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.

Guest favourite
A bright living space features a cozy blue sofa adorned with a light-colored throw. Two round coffee tables are positioned on the light wood flooring, while large windows let in natural light. A ceiling fan is mounted above, adding to the room's open feel.
Apartment in Cleveland Heights
4.93 out of 5 average rating, 15 reviews

Near hospitals colleges food bars w/garage space

Welcome to brand new suite! This Spacious , stylishly furnished 1-bedroom apartment is located in safe neighborhood, in the famous Cedar-Lee area, at the heart of Cleveland Heights. This unbeatable location is walking distance to multiple cafes, wineries, and restaurants, Cedar-Lee Theater, CVS, Cleveland Heights-University Heights Library, and more all within blocks. < 3 miles from Cleveland Clinic, University Hospitals, Case Western University; and <7 miles from downtown Cleveland.

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
4.88 out of 5 average rating, 155 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
A bright living area features a spacious sofa adorned with patterned cushions, complemented by an area rug with intricate designs. Large windows allow natural light to fill the space, while a decorative table and various accent lamps add warmth and charm. French doors provide access to the outdoor patio.
Home in Cleveland Heights
4.94 out of 5 average rating, 197 reviews

Cozy Heights Oasis-Walk to Restaurants

Private and cozy second floor 2 bedroom spacious unit in the Cedar-Lee district of Cleveland Heights. Completely refurbished. Walk to restaurants on Lee Road or Cain Park. Open the windows and listen to a chorus of birds-a true oasis from the hub-bub. A private patio and outdoor living right off the living room. Note: Quiet hours after 10 p.m. This unit is not suitable for partying, loud music and disruptive behavior that impacts neighbors or guests in other apartments.

Top Guest favourite
The exterior of the house is shown, featuring a two-story structure with a shingle facade. A welcoming red door is flanked by green shutters. A short set of stairs leads up to the entrance, surrounded by well-kept landscaping and colorful flower beds.
Home in Cleveland Heights
4.85 out of 5 average rating, 136 reviews

Cozy, deadend street. Close to everything!

*HOUSE IS ntentionally BASIC IN EVERY WAY - THIS IS FOR DOGS FIRST. Intentionally NOT LUXERIOUS. Basic in decor. Furnished with all basics- kitchenware, dishes, pots, pans, silverware. Towels, bedding, etc. Located in the middle of "The Heights", you are within a 1/2 mile to restaurants, bars, movie theatre. Great location for medical residence, as it's close enough to Cleveland Clinic and UH, but in a fun, affordable neighborhood. *NOTE: AC is portable units-not central

Top Guest favourite
Home in Warrensville Heights
4.97 out of 5 average rating, 129 reviews

Star Wars–Themed Home w/ Arcade | Family-Friendly

Enjoy your stay at a newly updated Star Wars–themed family home- perfect for relaxing getaways, extended stays, or families needing comfortable temporary housing nearby. 📍 Nearby: • Cleveland Clinic – 20 min (medical stays & visits) • Pinecrest – 6 min (dining & shopping) • Cuyahoga Valley National Park – ~20 min (trails & scenic railway) • Downtown Cleveland – ~20 min (museums & sports) • Hopkins Airport – 20 min (easy travel access) 🚭 Smoke-free & pet-free home

Guest favourite
Apartment in Cleveland Heights
4.91 out of 5 average rating, 11 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.

Guest favourite
A modern living room features a dark-colored sofa bed adorned with light-colored decorative cushions. A sleek white coffee table sits in front of it. A television is positioned on a contemporary white media console, with a light wall and wooden flooring contributing to a bright, welcoming atmosphere.
Apartment in Shaker Heights
5 out of 5 average rating, 7 reviews

[B] Sky Light | Cozy 1BR Apt, TOP | Coventry Area

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.

Popular amenities for Highland Hills holiday rentals

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