Holiday rentals in Whiskey Island

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Top-rated holiday rentals in Whiskey Island

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Guest favourite

Flat in Tremont

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!

ValueLocationHeating

4.95 out of 5 average rating, 713 reviews

Guest favourite

The living area features a blend of modern and rustic elements, with exposed brick walls and hardwood floors. A comfortable sofa faces a sleek TV stand with a television. A spacious workspace that includes a desk is positioned to the left, while an American flag is visible in the adjoining area.

Flat in Downtown Cleveland

Cute 1Bed Loft at The Foundry - Steps to Riverside

Welcome to the Port Suite at The Foundry, Cleveland's premier rowing facility! Nestled on the campus of the non-profit rowing organization The Foundry, this apartment features modern details that give it a luxurious yet charming feel. You're centrally located near all major sport and concert venues. Enjoy the convenience of being in the heart of The Flats entertainment district and in walking distance to scenic views of the Cuyahoga River. You can even get a work out in on the in-suite rower!

LocationValueCheckout

4.94 out of 5 average rating, 222 reviews

Guest favourite

A cozy living space features a circular wooden coffee table at the center, surrounded by plush seating in vibrant colors. A modern electric fireplace is integrated into a dark mantel, complemented by botanical wallpaper and soft drapes. A large gold-framed mirror accents the warm atmosphere.

Home in Ohio City

Stylish Bungalow in Ohio City | Private Turf Yard

Incredible location! Locally owned and operated. Nestled perfectly between Ohio City and Gordon Square, this vibrant historic neighborhood offers endless walkable coffee shops, restaurants, and entertainment. - 5 min from Downtown/Edgewater - 15 min from Airport - Trendy restaurants, coffee shops, boutiques and theaters just 5-15 min walk - Luxury bedding + white noise machines - Locally roasted coffee - Private fenced yard with K9 Grass Turf - Cozy, at-home feel with thoughtful details

FamilyValueAccuracy

4.96 out of 5 average rating, 307 reviews

Top guest favourite

A modern lakeside retreat features a cantilevered deck overlooking calm waters. The structure's slanted roof and large windows enhance its architectural appeal. Vibrant foliage is visible in the foreground, adding a touch of color against the serene blue sky and water.

Guest house in Lakewood

The Lake House

** We do not allow weddings (including “micro”), parties, or events of any kind. ** 10 minutes from downtown! DIRECTLY on Lake Erie's shoreline, cantilevered above the water. Completely private waterfront escape. Experience the sound of the waves for a truly relaxing getaway. THE VIEW - Panoramic views of Lake Erie and surrounding wildlife. Dreamy sunsets. THE INTERIOR - The meticulously designed interior blends the timeless charm of mid-century modern architecture with high-end luxuries.

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4.87 out of 5 average rating, 85 reviews

Guest favourite

A spacious living area features large windows allowing natural light to fill the room. A comfortable couch is positioned next to a cozy chair, with a small coffee table in between. A dining table with chairs creates an inviting space for meals and gatherings.

Flat in Downtown Cleveland

Spacious Cleveland Studio

Experience the best of city living at our stylish 1-bedroom downtown Cleveland condo. This modern-organic space features 14-foot ceilings, hardwood floors, and large windows, creating a bright and airy atmosphere. Our condo includes 1 queen sized bed, and 1 couch. Located in the heart of downtown, you're steps away from top dining, shopping, and entertainment venues. Ideal for both business and leisure, our condo provides the perfect urban retreat. WALKING DISTANCE TO ALL CLEVELAND ARENAS!!

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4.87 out of 5 average rating, 237 reviews

Top guest favourite

Guest suite in Cleveland

Very Clean- Gordon Square Suite- Amazing Location!

Great Location! One of the closest homes to Gordon Square. A private, bright and airy in-law suite with rustic modern decor. This unit is walking distance to Gordon Square and Edgewater Park/Beach with Cleveland’s best restaurants less than a block away. Hindgetown, Ohio City, Lakewood and Cleveland’s nightlife (1-2 miles) making this a perfect place to stay while visiting. The private unit is locked off from the rest of the home and has a private entrance, living space, 1bed and 1bath.

ValueFamilyNearby

4.85 out of 5 average rating, 464 reviews

Top guest favourite

Loft in Downtown Cleveland

"Historic Charm - Loft in the Heart of Cleveland"

This one-of-a-kind, luxury apartment in the heart of Cleveland’s vibrant Gateway District boasts a private rooftop patio & free parking! Located atop a beautifully restored 1880s-era building, this stunning 1200 sq ft walk-up loft offers the perfect blend of historic charm and modern luxury. With just a few short steps, you'll find yourself at Progressive Field and Rocket Arena, while most of Cleveland’s top attractions are within a 5-20 minute walk. Enjoy a 1st floor restaurant as well!

FamilyValueOutdoor spaces

5.0 out of 5 average rating, 126 reviews

Guest favourite

A cozy studio space is shown, featuring a spacious bed with a light quilt and decorative pillows. A compact kitchen with wooden cabinets and modern appliances is visible, alongside a small blue sofa and a window allowing natural light.

Flat in Cleveland

The Studio at Gordon Square

Fun, stylish private space made for weekend escapes, business trips & more! Cozy studio in Gordon Square Arts District, just 2 miles west of downtown in a vibrant, redeveloped area. Close to Lake Erie, Ohio City, Tremont & airport. Comfy queen bed, walk-in shower, and kitchen with mini fridge/freezer & cooktop. Plenty of windows, great natural light. Pet friendly. Walk to top restaurants, theaters, galleries & coffee shops, or easily ride downtown for sports & shows. Great value!

LocationValueComfort

4.85 out of 5 average rating, 716 reviews

Superhost

An open living area connects a dining space with a wooden table and white chairs to a cozy bedroom. The room features sliding barn doors, neutral walls, and natural light. A potted cactus rests on the table, adding a touch of greenery.

Flat in Ohio City

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.

LocationValueHeating

4.88 out of 5 average rating, 674 reviews

Guest favourite

Flat in Downtown Cleveland

Heart of Downtown Cleveland Hideaway

Downtown Cleveland 1-bedroom, 1-bath condo just steps from Browns Stadium, Progressive Field, and Rocket Arena. Enjoy unbeatable walkability to sports, concerts, dining, and nightlife. The unit features a full kitchen with oven/stove, dishwasher, microwave, air fryer, toaster, and fridge, plus a TV and heating/AC. On-site laundry available. Pet-friendly with fee. Parking in adjacent lot. Also, a lot behind the building. Street parking from 10Pm to 7AM is free MOST days.

ValueLocationGetting around

4.91 out of 5 average rating, 55 reviews

Guest favourite

A modern kitchenette features sleek cabinetry and subtle lighting along the top. A small dining table with two plates sits on a patterned rug. A cozy seating area with a blue sofa and colorful artwork is visible beside a large window.

Flat in Tremont

Stylish Studio | Near Downtown CLE | Trail Access

Welcome to Venus, one of two boutique hotel rooms at Electric Gardens. Enjoy 24/7 access to Limelight, our coworking space, complimentary Nespresso coffee in the lobby, direct access to the Cleveland Metroparks Towpath Trail, a furnished deck with a fireplace and stunning downtown Cleveland views, and a state-of-the-art fitness studio with Pelotons, Concept2 machines, TRX, free weights, and more. Perfect for work, play, or a relaxing getaway.

ValueLocationSleep quality

4.92 out of 5 average rating, 195 reviews

Guest favourite

A spacious living area is presented with soft lighting, featuring a gray sofa arranged around a circular coffee table. A warm-toned side chair is positioned near the door. A wall-mounted television displays a variety of content, while a stylish wooden cabinet provides additional storage.

Home in Cleveland

Edgewater Stay on W78th

Stylish, newly renovated retreat on W 78th St, just a 12-minute walk to Edgewater Beach and Battery Park. Enjoy modern amenities in an open, bright space with a fully renovated space and cozy living areas. Only 5-10 minutes by car to Downtown Cleveland, Ohio City, and Gordon Square Theater District. Perfect for solo travelers, couples, or small groups, offering a peaceful yet convenient location near top attractions and the lakefront.

ValueLocationLaundry

4.93 out of 5 average rating, 169 reviews