Holiday rentals in Highland Hills

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Top-rated holiday rentals in Highland Hills

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Guest favourite

Guest house in University Heights

4.98 out of 5 average rating, 228 reviews

Tyndall Carriage House-Private Guesthouse

Price includes cleaning and occupancy fees. Tyndall Carriage House is a quiet and private guesthouse, located in a detached unit behind our home, above the garages. Perfect for a weekend getaway or longer stays. The neighborhood is walk/bike-able, close to John Carroll University, Cedar-Lee District, Fairmount Circle, and Van Aken District with many fun shops and exciting restaurants nearby. A fifteen minute drive takes you to downtown Cleveland, The Cleveland Clinic and other city attractions.

Guest favourite

Flat in Cleveland Heights

4.97 out of 5 average rating, 155 reviews

2nd Floor Semi Private Apartment Cleveland Heights

Near East Side. 2nd floor "in-law" apt. private bed rooms, bath, living room and kitchen and a semi-private entrance. Off-street parking and back yard grill,laundry facilities available for guest use. Close to University Circle (Case Western, Cleveland Clinic, University Hospital, many museums, Severance Hall, etc.). Great public trans access. Great for couples, solo or business travelers, small families, motorcyclists, bicyclists, and anyone who likes cats. LGBTQ, all ethnicities welcome.

Guest favourite

Guest house in Chardon

4.94 out of 5 average rating, 162 reviews

Chardon Loft

Large private 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 are provided. The furnace is nontraditional. It is open and not 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.

Guest favourite

Flat in Chagrin Falls

4.97 out of 5 average rating, 501 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

Cabin in Solon

4.84 out of 5 average rating, 137 reviews

Cabin in the woods

We have a 900 sq.ft. , log cabin in the woods. The woods of Solon, OH. A southeast suburb of Cleveland. The cabin has 2 bedrooms, each with a queen bed and lots of built in cabinets. They share full bath. As you enter the mud room, to the right is a laundry room with washer & dryer, straight ahead the great room complete with a stone fireplace lots of windows and a small functional kitchen. Welcome to your home in the woods!! We have installed a brand new furnace, keeping the cabin toasty

Guest favourite

Flat in Chagrin Falls

4.88 out of 5 average rating, 170 reviews

Cozy Solar Powered Hideaway (Pet Friendly)

Newly built Solar powered 1 BR Private detached garage apartment with loft. This charming pet friendly hideout is situated on a 1.5 acre partially wooded lot. The apartment is equipped with brand new appliances, beautiful wood accents, a cozy loft accessed via ladder, and a wonderful fenced in area for guest dogs! A laundry room is available for guest use in the garage below. Less than 10 min from Chagrin Falls, 30 min to CVNP, 30 min from CLE airport. Convenient keypad entry to apartment.

Guest favourite

Farm stay in Peninsula

4.97 out of 5 average rating, 115 reviews

The Garden Apartment at Heritage Farms

The Garden Apartment (PSTR Permit #2024-20) is a quiet and relaxing home away from home to enjoy after exploring the Cuyahoga Valley National Park. The Garden Apartment features a large bedroom with queen-sized bed, a den with a large sandstone wood-burning fireplace, full kitchen and bathroom with a shower. You'll surely fall in love with this cozy rental! There is a sandstone patio, which offers a shaded sitting area and grill for outdoor cooking, plus a fire ring for evening bonfires.

Guest favourite

Cabin in Euclid

4.93 out of 5 average rating, 193 reviews

Century-plus Summer Cabin - The Perfect Getaway!

Cabin.141 is a 120 year old summer cabin that has been added on to & modified more than a few times over the years! Situated in the inner-ring suburb of Euclid, this charming property is just a few houses from Lake Erie and is nestled on a large lot on a quiet street. The home is comfortably furnished with an eclectic mix of antiques & mid-century modern pieces. Beautiful in any season, this property is the ideal spot for a weekend get-away or an extended stay.

Guest favourite

Guest house in Cleveland Heights

4.98 out of 5 average rating, 376 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.

Guest favourite

Flat in Bedford

4.93 out of 5 average rating, 202 reviews

Quaint 1 BR Apt Above Bicycle Shop

Quiet and cozy one bedroom apartment in a historic downtown Bedford building. It is ideal for a comfortable get away that is readily accessible to the major highways in the greater Cleveland area and is easy to get to The Cuyahoga County National Park, Cleveland Metroparks and local Hospital campuses. We are located directly above a bicycle shop near several restaurants, bars and grills, coffee shops, and unique shops.

Guest favourite

Townhouse in Garfield Heights

4.87 out of 5 average rating, 114 reviews

Cozy Bungalow

This 660 sf upper level private duplex is located 2 blocks from Garfield Heights Park and Marymount Hospital in Garfield Heights. It has one large bedroom with king bed and walk in closet, one full bath with tub, kitchen and living room. The two car garage is shared with downstairs guest. The upstairs guest will have the use of either side side of the garage. The living room sofa folds down into a full bed.

Guest favourite

Home in Hudson

4.97 out of 5 average rating, 367 reviews

Robin's Nest

Spread out in this spacious ground-floor MIL suite with kitchenette, close to Western Reserve and shopping in charming downtown Hudson. Cuyahoga Valley National Park (Brandywine Falls, Virginia Kendall Ledges) is a quick 15 minute drive. Just minutes from I-80 and I-480. Very quiet residential neighborhood. STR-21-6.