Holiday rentals in Highland Heights

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Top-rated holiday rentals in Highland Heights

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

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Top guest favourite
The family room features a cozy electric fireplace surrounded by built-in shelves filled with books and decorative items. A large mirror above the fireplace reflects natural light. Light-colored seating is arranged on a blue area rug, enhancing a relaxing atmosphere.
Home in Willowick
4.96 out of 5 average rating, 276 reviews

Lake Erie Getaway

Enjoy the wondrous beauty and sunsets of Lake Erie, the 11th largest freshwater lake in the world. From the back yard you can swim or fish. 2 bedroom/2 bathroom house with cozy electric fireplace in family room . 1300 square feet of first floor living on Lake Erie.Lake views from nearly every room. Private fenced backyard with over 400 plants. Twenty minutes from downtown Cleveland and University Circle area, 10 minutes to downtown Willoughby and a 5 minute walk to the grocery stores and deli

Top guest favourite
Flat in Chagrin Falls
4.97 out of 5 average rating, 632 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 spacious private deck features an oversized hot tub, partially covered for protection. Nearby, outdoor dining furniture and a concrete fire pit are positioned, creating an inviting gathering space. The surrounding nature is visible through the railing, enhancing the outdoor experience.
Home in Garrettsville
4.99 out of 5 average rating, 533 reviews

“Willow Ledge at Silver Creek”with Private Hot Tub

New Construction Modern Ranch House features rustic upscale design with beautiful cozy interiors and comfort at every turn. Stunning views await with floor to ceiling windows overlooking beautiful Silver Creek and surrounding nature. Private deck is spacious and inviting with oversize hot tub, concrete fire pit, gas grill, and outdoor dining furniture. A few minutes from great restaurants, the Brewery at Garrett’s Mill, and the coolest Coffee Shop. Perfect weekend getaway or business stay.

Top guest favourite
A cozy living area features a brown leather sofa and matching loveseat, complemented by orange accent pillows. Natural light filters through vertical blinds, illuminating the space. A flat-screen TV is positioned on a stand nearby, with a decorative painting adding a touch of color to the wall.
Guest suite in Chagrin Falls
4.99 out of 5 average rating, 80 reviews

Chagrin Falls Private Suite

Private in law suite on 2 acre wooded setting in Bainbridge Twp., just minutes to historic Chagrin Falls and easy access to freeway to head downtown to explore downtown Cleveland. Suite has full kitchen, private bath with walk-in shower, 1 bedroom with queen bed and walk-in closet, covered parking, patio area with fire pit. Main home is occupied by hosts and suite has private entrance but shared laundry room (available for extended stays) that connects main home to suite with locking doors.

Guest favourite
A spacious living area features vaulted ceilings accented by recessed lighting. A cozy couch and armchair surround a circular coffee table, creating a comfortable seating arrangement. A large bed with crisp linens is positioned in the background, illuminated by natural light from nearby windows.
Flat in East Cleveland
4.99 out of 5 average rating, 136 reviews

New! “Modernistic Retreat”

Elevate your stay in this bright, elegant and spacious 3rd floor apartment that offers the perfect blend of tranquility and urban convenience. Less than 10 minutes from Cleveland Clinic, 8 min from Case Western University, 17 min from Rock and Roll Hall of Fame, 18 min from Cleveland Browns Stadium, 20 min from Downtown, 28 min from Cleveland Airport and 45 min from Blossom Music Venue. Moments from charmed local neighborhoods such as Coventry, Little Italy, Cedar Fairmont and Lee Rd.

Top guest favourite
A single-story home is set amidst a lush green landscape. Large windows are present at the front, providing ample natural light. Decorative shrubs and greenery enhance the exterior, while the sloped lawn adds to the serene atmosphere of the residential neighborhood.
Flat in Willowick
4.96 out of 5 average rating, 139 reviews

Residential Apartment w/Drumkit

Quiet apartment in residential neighborhood attached to owner occupied home. Beautiful scenic large backyard with dining area & fire pit. Electronic Roland, TD-8 drum kit to be enjoyed by everyone: If you’ve ever wanted to play the drums and haven’t had a chance, or if you are a current player looking to keep your chops in shape!! Located 25 min. from Cleveland with a beautiful Great Lake (Erie) at the end of the st.&Lakefront Lodge Park 1/2 mi. Many food/grocery establishments nearby.

Top guest favourite
Home in Chesterland
4.96 out of 5 average rating, 24 reviews

Tennis House

Enjoy this wooded corner lot retreat with private tennis court during the day or under the lights. New kitchen and mid mod renovated main floor. 3 bdrms, 2.5 baths, and laundry. Quirky home also boasts a Japanese tea garden in back, a full English pub in the lower-level walk out, and a gazebo. Located 2 min to Gates Milles, 8 min to Hillcrest Hosp, 12 min -Chagrin Falls, 25 mins -Cleveland Clinic, and 32 mins to downtown CLE great for ball games, weekend visits, and family time.

Top guest favourite
Flat in University Circle
4.98 out of 5 average rating, 463 reviews

Little Italy - Heart of it all...

Modern, fully furnished, one-bedroom apartment (includes sofa bed for 3rd person). Set up for both short and longer comfortable stays. Cooking utensils supplied; dishwasher, gas stove & microwave; In-suite Laundry Walk, bike or take public transport (Health Line) to University Hospitals and the Cleveland Clinic or to Case Western Reserve University. Restaurants, Museums, & Specialty shops within close walking distance Off-street parking Weekly and Monthly Rates

Top guest favourite
Home in Euclid
4.98 out of 5 average rating, 40 reviews

The Buckeye Bungalow

Welcome to The Buckeye Bungalow – a fully remodeled 3BR/2BA home that sleeps 8 with 5 comfy beds. Enjoy a cozy family room, updated kitchen and bathrooms, and a game-packed basement with a pool table, poker table and dart board. The fully fenced yard is perfect for pets and kids. Close to the Cleveland Airport and Cleveland Clinic, it’s ideal for families, groups, or business stays. Pet-friendly, fun-filled, and close to it all—your perfect Ohio getaway!

Superhost
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
4.82 out of 5 average rating, 193 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
The living area features two gray sofas and a wooden coffee table, creating a comfortable space. A lamp provides soft lighting, while a framed art piece depicting Cleveland is hung on the wall. A dining area with black chairs is visible in the background.
Home in Euclid
4.76 out of 5 average rating, 266 reviews

2-bedroom modern home close to Downtown Cleveland

No parties 3 cars maximum in driveway No street parking Enjoy your stay in the Cleveland area in this stylish, freshly remodeled 2 bedroom home. This home is located in Euclid, just a short drive to Downtown Cleveland and Lake Erie. Wifi, Roku TVs all TVs are smart TVs and guest mode so they can input their own Netflix Hulu etc and free parking on premises. No smoking (or extra fees will be in place) tidy up after yourselves and lock up

Top guest favourite
A welcoming entrance features a vibrant yellow door surrounded by decorative garlands and twinkling lights. A white wreath adorns the door, while a festive snowman stands on the stone steps, complemented by a red scarf. A snowflake decorates the adjacent wall.
Guest house in Chardon
5 out of 5 average rating, 166 reviews

Private, Quiet 1 BR 1 Bath Chardon Guesthouse w AC

Enjoy a respite at this peaceful and centrally-located, renovated guesthouse. Large 1BR w full bath. Sleep with the windows open - it's that quiet. Living room and full, eat-in kitchen. Private patio for outdoor dining. Walk to historic Chardon Square and enjoy its many festivals & activities. Easy drive to Amish country, wineries, Lake Erie and its coastal towns and beaches, The Great Geauga County Fair, 40 minutes to downtown Cleveland.

Popular amenities for Highland Heights holiday rentals

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