Holiday houses in Highland Hills

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Top-rated holiday rentals in Highland Hills

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Top 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, 181 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 cozy living area features a stone fireplace as a focal point, flanked by large windows with light-filtering curtains. A light brown sofa and armchair provide comfortable seating. A small table with a plant adds greenery, while the open layout leads into the kitchen area.
Guest suite in Hudson
5 out of 5 average rating, 67 reviews

Hudson Hideaway

Welcome to our cozy suite in charming Hudson, OH – an idyllic retreat perfect for couples or solo travelers looking for a private, peaceful escape. This intimate space combines comfort, style and relaxation with touches of luxury to make your stay unforgettable. Private patio and screened porch/entryway, two-person infrared sauna, fireplace, two Roku TVs and fully equipped kitchen with complimentary coffee bar. Minutes from downtown Hudson, Cuyahoga Valley National Park and Blossom Music Center.

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, 177 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.

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.
Apartment in Cleveland Heights
4.81 out of 5 average rating, 119 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 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.
Apartment in Shaker Heights
5 out of 5 average rating, 46 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.

Guest favourite
A spacious living room features a light-colored sofa paired with a textured area rug. A coffee table holds a small plant and a remote. Natural light filters through sheer curtains over a 50" Flatscreen TV, illuminating the inviting space.
Apartment in Shaker Heights
4.91 out of 5 average rating, 198 reviews

Historic District 2BR on 2nd Floor near CLE Clinic

Get comfy in this 2BR 1Bath historic district charmer 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
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
A spacious living room is displayed with a large gray sofa adorned with orange and blue pillows. A round coffee table with a gold frame sits in front, accompanied by a cozy orange armchair. A colorful abstract painting hangs above a shelf filled with books.
Apartment in Maple Heights
4.88 out of 5 average rating, 17 reviews

Maple Heights Bliss

Conveniently situated near Cleveland, this place offers both comfort and easy access. Just a short drive to downtown, the airport, Edgewater Beach & Lake Erie. Close to shops, restaurants, parks, and family fun centers. Features a modern kitchen, Wi-Fi, free parking, and a SMART TV (log into your own Roku). Shared washer/dryer (paid use). No cable; don’t forget to log out before checkout. A great spot for work or relaxation!

Guest favourite
A modern living area features a spacious gray sofa adorned with decorative pillows, positioned beside a minimalist console table. A flat-screen TV is mounted on a vibrant blue accent wall. Natural light filters in through the large window with dark blinds, creating a relaxed ambiance.
Apartment in University Circle
4.84 out of 5 average rating, 105 reviews

Spacious Studio | Cleveland Clinic | Free Garage

* Parking garage fully open as of May 2024 * HIGHLIGHTS: Complimentary garage parking, brand-new building that is across from the Cleveland Clinic, Meijer Fairfax Market located downstairs (a full-sized grocery store with a coffee shop and a gift shop), Cleveland Clinic shuttle stop in front of the building, in-unit washer and dryer, private fitness center, night time security staff, and included WiFi. Read more below!

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!

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!

Top Guest favourite
A charming brick home is seen from the front, featuring large windows accented by black shutters. A vibrant tree with red and orange leaves stands prominently in the front yard, contrasting with the green grass and the dark awning over the entrance.
Home in Cleveland Heights
4.96 out of 5 average rating, 160 reviews

Fabulous Fairmount Retreat

Enjoy a charming, sunny home located in the heart of The Heights across from an acclaimed French bakery and buzzing Parisian style bistro. Walk to shops or the Shaker Lakes. Perfect spot for visits with family, or access to local universities, the Cleveland Clinic or University Circle museums and cultural institutions.

Popular amenities for Highland Hills holiday rentals

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