Holiday houses in Cleveland

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Top-rated holiday rentals in Cleveland

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Guest favourite

Rental unit in Tremont

4.95 out of 5 average rating, 521 reviews

Tremont bistro apartment suite with skyline views

Beautiful skyline views and full service amenities! This 2nd level suite is directly above popular independent bistro Fat Cats. Located on the Towpath Trail connecting downtown through the Cuyahoga River Valley for off-road hiking and biking. Explore the historic Tremont neighborhood and enjoy Lincoln Park. We'd love to cook seasonal farm fresh meals for you, or serve a drink from our craft bar. Open for LUNCH, DINNER, Saturday BRUNCH (closed Sunday). Chef/Owner Ricardo Sandoval is your host!

Guest favourite

Guesthouse in Chardon

4.94 out of 5 average rating, 173 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

Guesthouse in University Heights

4.98 out of 5 average rating, 237 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

Home in Tremont

4.98 out of 5 average rating, 592 reviews

Prime Location in Cleveland’s Vibrant Tremont

PERFECTLY LOCATED on the "main drag" of hip Tremont, an amazing neighborhood just over the bridge from Downtown Cleveland. Tremont is loaded with award-winning restaurants, shops & galleries and we are literally STEPS from them! Minutes to the Rock-n-Roll Hall of Fame, Progressive Field, Rocket Mortgage Field House, Westside Market/Ohio City, Cleveland Clinic, University Circle / museums. DEDICATED AIRBNB, GATED OFF-STREET PARKING, central air, WASHER/DRYER IN THE SUITE, & private front porch.

Guest favourite

Rental unit in Detroit - Shoreway

4.87 out of 5 average rating, 416 reviews

The Studio at Gordon Square

Comfortable, private space perfect for weekend getaways, business trips & more! Cozy studio in Gordon Square Arts District 2 miles west of downtown in redeveloped area. Close to Lake Erie, Ohio City, Tremont, airport. Newly built in 2020. Includes kitchen with mini fridge/freezer, cooktop. Large windows with natural light. Pet friendly. Very desirable area. Walk to city’s best restaurants, theaters, galleries, and coffee shops or drive/ride share downtown to sports/theaters. Great value!

Guest favourite

Home in Cleveland

4.97 out of 5 average rating, 228 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.

Guest favourite

Home in Detroit - Shoreway

5 out of 5 average rating, 190 reviews

The Sailor’s Parlor- Walk to Beach & Merriment

Ahoy mates! You and your pets will truly feel at home and have fun living like a local in Cleveland's best lakefront neighborhood! The Sailor's Parlor is cozy yet spacious with lovely woodwork and modern updates. It is situated near the pathways to and around beautiful Edgewater Beach Park. Stroll 5 minutes to experience eclectic locally owned dining, bars, shopping, theater, pinball, and live music. Pups love the nearby pet friendly restaurants and the park at the end of the street.

Guest favourite

Rental unit in Ohio City

4.89 out of 5 average rating, 574 reviews

Modern 1 Bedroom in Historic Ohio City-Non Smoking

Newly renovated 1900s home located in Cleveland's Historic Ohio City neighborhood. Perfect for adventure in a new city, business, couples, families, and friends. A short walk to Cleveland's West Side Market, coffee, tea, pizza, fine dining, local dives, shopping, and public transit. Less than 2 mi. (5-10 min) away from Lake Erie, the Cuyahoga River, hundreds of miles of bike trails, Downtown, Cavs, Browns, and Indians games, JACK Casino, East 4th, the Flats, and Public Square.

Guest favourite

Guesthouse in Tremont

4.98 out of 5 average rating, 176 reviews

Sunny and Bright Tremont Carriage House

Enjoy your stay in Tremont at this bright and sunny carriage house that is easily walkable to everything our neighborhood has to offer! Built in 2016 and featured on the Tremont Trek home tour in 2019, the living area features lofted ceilings, light-filled windows, cork floors, and a full kitchen with stone countertops. The house offers a perfect combination of privacy and easy access to anywhere in Cleveland. Free off-street parking (even for larger vehicles) is included!

Guest favourite

Guesthouse in Cleveland Heights

4.98 out of 5 average rating, 393 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

Condo in Ohio City

4.95 out of 5 average rating, 237 reviews

Perfect Location! - 1 Bedroom Condo

In the middle of the best things Cleveland has to offer and renewably powered by SOLAR. Walking distance to Rocket Mortgage Fieldhouse (Cavaliers), Progressive Field (Indians/Guardians), Truss Event Space and Intro Apartments, W25th Street in Ohio City and Tremont. Short rides to First Energy Stadium (Browns). Spacious 1 BR, 1 Queen Size bed, 1 sleep sofa (sleeps 1), spa-like shower, kitchenette with coffee maker (and coffee), microwave, workspace.

Guest favourite

Home in Little Italy

4.91 out of 5 average rating, 113 reviews

Historic Little Italy Garden Apartment

This unique place has a style all its own. This beautiful, newly renovated garden apartment is right in the heart of Historic Little Italy. Conveniently located near shops, restaurants, bars and the Wade Oval Park which includes the iconic Cleveland Art Museum, Botanical Gardens, natural history museum and more. Easy access to Case Western Reserve University, Cleveland Clinic Hospital and University Hospital. Perfect for quick or extended stays.