Holiday houses in Highland Heights

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Top-rated holiday rentals in Highland Heights

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Top Guest favourite
Home in Cleveland
4.98 out of 5 average rating, 593 reviews

Cozy + Bright Lakeshore Cottage

Relax in this sunny cottage steps away from the Lake Erie shore. Comfy living room opens to the dining room (or home office - you choose!) Kitchen is well stocked and ready for the chef. Main bedroom and full bath are loft-style on the second level. Additional smaller bedroom and half bath on the first floor. Washer/dryer in the basement. Private driveway. Friendly and authentic Cleveland neighborhood. Terrific natural sunlight will brighten your stay and make THIS your Cleveland *happy place!*

Guest favourite
The living area features a blue sofa complemented by a glass coffee table atop a red area rug. Natural light enters through large windows, with a small dining set visible in the background. Potted plants and decorative accents add warmth to the space.
Apartment in Cleveland Heights
4.81 out of 5 average rating, 123 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 well-appointed dining area features a round table surrounded by two upholstered chairs. A decorative mirror reflects light and adds depth to the space. Soft gray walls complement the natural wood flooring, enhancing the inviting ambiance of the home.
Home in Willoughby
4.98 out of 5 average rating, 166 reviews

Retreat at DTW

Come relax & enjoy The Retreat at DTW! Just minutes away from Historic Downtown Willoughby where you can shop, dine & stroll the streets at your leisure. This completely renovated single family ranch home has so much to offer. Including all kitchen appliances, washer & dryer, all necessities (kitchenware, towels, sheets, etc.) & playing cards plus board games for your pleasure. The bedroom has a king bed & living room has a sofa bed. Enjoy the reading nook on the 2nd level loft area & backyard.

Top Guest favourite
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
Home in Little Italy
4.93 out of 5 average rating, 320 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.

Top Guest favourite
A spacious deck offers a panoramic view of Lake Erie, with sunlight reflecting on the water. Two chairs surround a simple table, inviting relaxation. The deck is bordered by vibrant greenery, and a warm glow is cast over the scene by the setting sun.
Cottage in Willowick
4.97 out of 5 average rating, 326 reviews

Lake House with Amazing Views

Amazing location right on Lake Erie. This cozy lake house has a large kitchen, full bathroom and a living room/bedroom with king-size bed. The cottage is off by itself so you can enjoy your seclusion, but we live about 200 feet away so we can assist you if you need us. Enjoy a morning coffee on the deck while watching nature, spectacular sunsets on the private patio, and falling asleep to the sounds of the lake. You will be blown away by the beauty and peacefulness of this amazing cottage.

Top Guest favourite
A cozy living area features a mix of modern and classic designs, including a comfortable sectional sofa, a sleek chaise lounge, and wooden panel accents. Large windows provide natural light, while a coffee table sits centrally on a light area rug. Soft lighting is provided by table lamps.
Home in Wickliffe
4.98 out of 5 average rating, 126 reviews

Mid-Century Modern Ranch in quiet neighborhood

Stay in our newly remodeled Mid-Century classic! It's updated to incorporate today's conveniences with focus on the original vision of the 1965 builder who constructed it for its long time owners. Located just off Interstate 90 in a quiet neighborhood, the home offers an open living space, a lower level recreation room for playing pool or ping pong, a large fenced in yard, and a covered back porch to enjoy morning coffee or an evening glass of wine as you watch the many neighborhood deer.

Top Guest favourite
Guesthouse in Chardon
4.96 out of 5 average rating, 301 reviews

Chardon Loft

Large private 2nd floor studio style living area with queen size bed, couch, table/chairs, TV, refrigerator, microwave, hot plate, NO OVEN OR STOVE TOP, sink, large shower, A/C, heat, washer and dryer, and deck. Wifi internet is provided. The television has Netflix. No cable channels. The furnace is nontraditional. It is not located in a closet. The noise when running and starting will be louder than normal during winter months. Ear plugs are available for those that are noise sensitive.

Top Guest favourite
Home in Cleveland
4.98 out of 5 average rating, 283 reviews

Cozy house near Lake Erie, 10 minutes to Downtown.

Welcome to the neighborhood! Located 2 minutes off I-90! High speed internet. Well behaved DOGS welcome! NO CATS Enjoy your stay in this relaxing space. You will delight in this unique/historical Cleveland neighborhood. Wake up feeling refreshed after dreaming through the night on the medium/firm queen mattresses. Comfort is important! In the kitchen, you will find all you need to prepare your favorite meals. Indulge in your morning coffee, or cuppa tea at the quaint breakfast nook.

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
Apartment in Cleveland
4.96 out of 5 average rating, 161 reviews

Cozy Heights Retreat-Walk to Restaurants

Refurbished triplex in the historic Cedar-Lee district. Swanky kitchen with ceasarstone countertops, cooktop, toaster oven, microwave & fridge. Modern bath with walk-in shower. Walk to the end of the street for some of Cleveland's best dining. Cain Park is less than a mile away. Note: Quiet hours after 10 p.m. This unit is not suitable for partying, playing loud music and being disruptive in a way that violates the city of Cleveland Heights noise ordinances.

Top Guest favourite
The exterior of a charming brick carriage house is showcased, featuring a steeply pitched roof and large, shuttered windows. Lush greenery surrounds the entrance, with flowering plants visible near the driveway, providing a welcoming ambiance on the sunlit day.
Guesthouse in Cleveland Heights
4.98 out of 5 average rating, 511 reviews

Clean and Cozy Carriage House Getaway

Sunny and cozy carriage house in safe, historic neighborhood - perfectly appointed for overnight guests or extended stay visitors. Close proximity to Cleveland Clinic, Case Western, John Carroll University, Shaker Lakes & University Circle. Enjoy the charm of staying in this premier neighborhood with the comforts of home including updated kitchen, furnishings, bed/bedding and spa shower. Beautiful, safe, tree-lined street with private entrance and parking spot.

Popular amenities for Highland Heights holiday rentals

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