Vacation rentals in Whiskey Island

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Top-rated vacation rentals in Whiskey Island

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Top guest favorite
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.
Guesthouse in Lakewood
4.86 out of 5 average rating, 80 reviews

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.

Superhost
The kitchen area features a modern countertop with minimalist bar stools and a potted plant. A wood-burning stove is positioned nearby, while a wooden ladder leads to a lofted space above. Natural light fills the room through the adjoining doorway.
Home in Cleveland
4.88 out of 5 average rating, 162 reviews

Scandinavian Style Bungalow

✨Featured on HGTV House Hunters!✨ This Scandinavian styled home features a bright space with natural wood touches throughout. There is a well-equipped kitchen with essential cookware. The home is small, minimalistic, and cozy complete with a private porch out front and a private driveway for easy parking. Perfect for an intimate getaway for two. Sitting on a quiet alley, the home is steps away from coffee shops, restaurants and breweries. It is a short 5 minute drive to downtown Cleveland.

Guest favorite
A modern kitchen space features sleek cabinets and a granite countertop. Stainless steel appliances, including a microwave, refrigerator, and stove, are visible. Bar seating with black stools is positioned next to a window, illuminating the area and highlighting the stylish tile backsplash.
Hotel room in Cleveland
4.87 out of 5 average rating, 77 reviews

Downtown Cleveland Loft 308

Our family/team at The Hilliard Lofts enjoy meeting new people and love catering to the needs of our guests.. We purchased the building in 2015 from a local attorney who was retiring and the space was used as an office building for his firm. Our vision from the onset of our purchase of The Historic Hilliard Building was to remodel it into 18 beautiful loft style apartments. We worked tirelessly with the city and the contractors to achieve this dream and begin a new journey in this endeavor.

Top guest favorite
Loft in Cleveland
5 out of 5 average rating, 116 reviews

"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!

Superhost
Cottage in Cleveland
5 out of 5 average rating, 8 reviews

Cozy Cottage on 47th, near Downtown and Lake Erie

Unwind in this charming cozy cottage retreat, perfect for couples and families seeking comfort and privacy! Enjoy a private and peaceful setting, a welcoming patio with a fire pit, central A/C and heat, and a warm and thoughtfully furnished interior that makes you feel right at home. Just 5 minutes from Edgewater Beach and 7 minutes from downtown Cleveland, you'll have easy access to the city's top attractions while enjoying a comfortable place to unwind. We look forward to hosting you!

Top guest favorite
The exterior of the urban cottage features a welcoming front porch with decorative lighting and a colorful garden with greenery. The two-story house is painted in soft gray tones, complemented by blue shutters. Sidewalks and a fenced yard provide a sense of spaciousness.
Home in Cleveland
4.99 out of 5 average rating, 146 reviews

Cottage52

Welcome to Cottage52! Our updated urban cottage in Detroit Shoreway is the perfect landing pad for visits to Cleveland. Shopping, restaurants, events all nearby or short uber drive. Full kitchen with snacks and drinks. Two private bedrooms, two full baths to spread out as couples, or a family. Quality finishes, comfortable bedding + unique furnishings. Enjoy the front porch or side patio. Fenced yard. Pets ok w deposit. Ring cameras at back door and side yard. Parking. Central Air.

Top guest favorite
A modern living area is presented with a gray sofa and a wooden coffee table on a colorful patterned rug. A single armchair in brown leather complements the space. Natural light pours in through large windows, and a flat-screen TV is mounted on the wall.
Apartment in Cleveland
4.99 out of 5 average rating, 477 reviews

Herman Gardens Luxury Rental

Luxury apartment in Central Gordon Square Arts District. 1200SF 1st floor self-contained apartment: queen bed & two sofa beds. Private patio, (1) off-street parking space, en suite laundry, full cable TV, Wi-Fi. Walking distance to restaurants, coffee shops, bars, boutiques, Cleveland Public Theater, Capitol movie theater, Edgewater Park and Beach. On Centennial Lake Link bike trail. Minutes to Ohio City, Hingetown, Tremont and Downtown Cleveland. 15-minutes to Hopkins airport.

Guest favorite
Apartment in Cleveland
5 out of 5 average rating, 5 reviews

Modern 2BR Condo in Ohio City

Experience the best of Cleveland from this stylish 2BR, 2BA condo in the heart of Ohio City. Featuring floor-to-ceiling windows, a private balcony with city views, fast Wi-Fi, smart TV, and free parking, this bright and modern space is perfect for couples, business travelers, or small groups. Walk to breweries, restaurants, and nightlife, or take a quick ride to Downtown Cleveland, stadiums, and the West Side Market. Complimentary fitness center access included during your stay.

Guest favorite
Home in Cleveland
5 out of 5 average rating, 28 reviews

flower on freeman Front studio

Flower on Freeman front on freeman Queen bed + luxe soaking tub + bidet … dining•drinks•dinner our studio is above the flower on freeman lounge, minutes from 25th St, downtown, parks, hing-town, gordon square, we are in the heart of duck island. enjoy a plush queen bed, spa style bath, bidet soaking tub and a lovely patio for coffee and cocktails. please note: guest activity and music from the lounge until later evening is present. a place to drink and dream

Guest favorite
A modern living space features large floor-to-ceiling windows offering a view of the historic architecture outside. The room is furnished with a green sofa, a round black coffee table, and comfortable chairs in warm tones. A television is mounted on the wall, complementing the neutral color palette.
Apartment in Cleveland
4.89 out of 5 average rating, 47 reviews

City View + Balcony + Parking + Gym

Welcome to our serene and stylish River Cleveland Airbnb! Enjoy 1200+ sq ft. In the heart of Cleveland's trendy Flats neighborhood! Our Airbnb is within walking distance to a plethora of dining, entertainment, and nightlife options. The nearby Riverwalk offers a stroll along the waterfront, while the iconic Rock and Roll Hall of Fame, Cleveland Aquarium, Cleveland Sports, and other attractions are just a short drive away.

Superhost
Apartment in Cleveland
4.89 out of 5 average rating, 9 reviews

Modern 1BR Penthouse | Heart of CLE Views

Welcome to our serene and stylish River Cleveland Airbnb! Enjoy 1459 sq ft. In the heart of Cleveland's trendy Flats neighborhood! Our Airbnb is within walking distance to a plethora of dining, entertainment, and nightlife options. The nearby Riverwalk offers a stroll along the waterfront, while the iconic Rock and Roll Hall of Fame, Cleveland Aquarium, Cleveland Sports, and other attractions are just a short drive away.

Guest favorite
Home in Cleveland
4.93 out of 5 average rating, 260 reviews

Finland House CLE| Boutique Retreat with Hot Tub

Finland House CLE is a thoughtfully curated boutique retreat in Cleveland, near Edgewater Beach, Lake Erie, and the West Side Market—ideal for guests who value comfort, style, and calm. Enjoy a private hot tub, chef-ready kitchen, spa-inspired bathrooms, and beautifully styled bedrooms. This welcoming home offers an elevated, relaxed stay with cozy gathering spaces and easy access to Cleveland’s best attractions.

Popular amenities for Whiskey Island vacation rentals