Holiday rentals in Whiskey Island

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Top-rated holiday rentals in Whiskey Island

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Top guest favourite
A stylish lounge area features two curved sofas in neutral tones, arranged around a glass coffee table. A large fireplace is framed by dark cabinetry displaying decorative items. Soft lighting is provided by an elegant chandelier and wall sconces, enhancing the inviting ambiance.
Home in Cleveland
4.99 out of 5 average rating, 152 reviews

The Franklin Grand, a modern Victorian mansion

This magnificent Modern Victorian Mansion will blow you away the minute you approach the grand exterior and walk through the door. Every detail of this home has been restored to its original grandeur. Perfect for large groups in town for a wedding or family and friends gathering to explore Cleveland. Not to mention it’s the best location in Ohio City hands down. A truly special place to make memories! Inquire about hosting an event at this fabulous space! Additional charges may apply.

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
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 favourite
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 favourite
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 favourite
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.
Flat in Cleveland
4.99 out of 5 average rating, 476 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 favourite
Flat 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 favourite
Home in Cleveland
5 out of 5 average rating, 27 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

Top guest favourite
A charming blue cottage stands amidst a manicured lawn, featuring a red front door and elegant flower boxes. Well-maintained shrubs and a young tree enhance the welcoming atmosphere, while a clear sky adds to the inviting exterior.
Home in Cleveland
4.98 out of 5 average rating, 192 reviews

Duke Urban Cottage CLE

Sweet 1900-built city cottage in Detroit Shoreway, updated & styled to be the perfect place to land, to enjoy Cleveland's neighborhood attractions, meet old pals, or a staycation. Comfortable, clean, sunny. Fully-stocked kitchen, snacks, drinks. All cotton duvets, Nectar bed & quality furnishings. Wifi, Apple TV, sound bar, & Cable. Clean and spacious to spread out. Ring camera at side door. Most pets ok, with fee ($50 per). Firepit & patio. Welcome!

Superhost
Flat 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 favourite
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 holiday rentals