Vacation rentals in Highland Heights

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Top-rated vacation rentals in Highland Heights

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Guest favorite

Guesthouse in Chardon

4.94 out of 5 average rating, 154 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.

Jul 26 – Aug 2

G$18,844 GYD per night

Guest favorite

Guesthouse in University Heights

4.98 out of 5 average rating, 223 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.

Nov 3 – 10

G$26,138 GYD per night

Guest favorite

Home in Cleveland

4.97 out of 5 average rating, 510 reviews

Sunny + Bright Lakeshore Cottage

Relax in this sunny + hip 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 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!*

G$12,980 GYD per night

Guest favorite

Home in Willoughby

4.98 out of 5 average rating, 112 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.

Oct 4 – 11

G$31,476 GYD per night

Guest favorite

Home in Wickliffe

5.0 out of 5 average rating, 74 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.

Oct 15 – 22

G$26,341 GYD per night

Superhost

Home in Euclid

4.85 out of 5 average rating, 178 reviews

Your Home Away From Home

Located perfectly in Euclid, OH - you can get to any attraction or event in no time. This beautiful home is conveniently minutes from Lake Erie Beaches, Sims Park, Downtown Euclid, Hospitals and you're still only 15 minutes from Downtown Cleveland! Beautifully furnished and decorated throughout - 3 bedrooms, high end finishes complete the kitchen and bathroom w/ all the appliances/cookware/ you would need. Enjoy having Wifi and Smart TVs throughout - this truly is Your Home Away From Home.

Sep 9 – 16

G$28,578 GYD per night

Guest favorite

Cabin in Solon

4.84 out of 5 average rating, 135 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

Jul 11 – 18

G$32,755 GYD per night

Guest favorite

Apartment in Willowick

5.0 out of 5 average rating, 20 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.

Oct 21 – 28

G$17,709 GYD per night

Guest favorite

Home in Cleveland

4.96 out of 5 average rating, 105 reviews

Collinwood Cape Cod - Close to Beachland Ballroom!

Welcome to Cleveland! Enjoy the first floor of our single family home including two bedrooms, a full bathroom, our main room and kitchen. We've rented out our space in a variety of ways over the last five years so you may see some variation in descriptions in our reviews. We currently rent our home when we're traveling. While the basement, garage, and second floor are not included in our listing, the space is completely private and we will not be on the premises.

May 3 – 10

G$22,780 GYD per night

Guest favorite

Cabin in Euclid

4.93 out of 5 average rating, 188 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.

Sep 6 – 13

G$22,862 GYD per night

Guest favorite

Home in Euclid

4.9 out of 5 average rating, 138 reviews

Big Blue Dog | Pet Friendly | Big Yard

Unwind at this stylish and renovated Euclid hideaway -- walkable 5 blocks to the lake. With homey decor, this two story features two comfy queen bedrooms and a full bathroom which are all located on the second story of this spacious home. This is the perfect home away from home and a short 12-16 minute drive to downtown (sport stadiums, Rock & Roll Hall of Fame), area hospitals (Cleveland Clinic Main 15 min drive), and Case Western U.

Jan 30 – Feb 6

G$28,602 GYD per night

Guest favorite

Home in Cleveland

4.98 out of 5 average rating, 120 reviews

Artsy Oasis: Serene Gem in Waterloo Arts District

Immerse in Cleveland's vibrant art scene from our newly renovated 2-bedroom home in Waterloo Arts District. Steps from galleries, eclectic dining, concerts, and festivals. Downtown's 15 mins away for more excitement. Unwind in our creatively designed space and feel the pulse of why 'Cleveland Rocks'.

Sep 9 – 16

G$21,603 GYD per night