
Holiday houses in Whiskey Island
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Top-rated holiday rentals in Whiskey Island
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

The Studio at Gordon Square
Fun, cool 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. Comfy queen bed, walk in shower, and 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!

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.

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.

Modern Downtown Loft | Walk to Rock HOF & Stadiums
🏙️ Modern city loft in Cleveland’s Warehouse District 🧱 Exposed brick + skyline views 💻 Dedicated office workspace ☕ Keurig • Drip • Espresso maker 📺 Smart TV w/ Chromecast + YouTube TV 🍳 Fully stocked kitchen 🚶 Walk to stadiums, Rock Hall, Flats & more Enjoy true downtown living in this stylish third-floor apartment. With its mix of industrial charm and modern comfort, this space is perfect for professionals, couples, or travelers seeking an authentic Cleveland experience.

1 BR Ohio City Garden Apt.
Come stay in our stylish, garden apartment- a relaxing retreat in the heart of Cleveland’s beloved Ohio City neighborhood! Our charming century home was built in 1880 and recently renovated specifically with Airbnb guests in mind. Your home away from home is located on a quiet, tree-lined street, only a few blocks from the iconic West Side Market, walking distance to some of the area's best bars, restaurants & boutiques and just 2 miles from Downtown Cleveland.

Duck Island Getaway - Close to Downtown and West S
This apartment is in the middle of it all! Duck Island is a unique part of Tremont, with easy access to Ohio City and Downtown Cleveland. You can walk, bike and scooter to all of the most exciting Cleveland restaurants, bars, and venues. If you love the outdoors, you'll have amazing access to an extensive trail system, parks and sandy beaches. This upstairs apartment was recently renovated. It was furnished with high end furniture and stylish decor.

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.

Lake + River view + Balcony + 2 Free Parking + Gym
Welcome to our serene and stylish River/Lake side Cleveland Airbnb! Enjoy 1100+ 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. The nearby Riverwalk offers a stroll along the waterfront, while the iconic Rock and Roll Hall of Fame, Cleveland Aquarium, and other attractions are just a short drive away. 2 FREE PARKING SPOTS

Luxury Top Floor Condo with a View
This top floor condo is located in a historic building in the heart of downtown Cleveland. The unit features 15 ft ceilings and modern furnishings. The Warehouse District offers easy walkability to restaurants and night life (but don't worry, it's nice and quiet on the top floor). From the airport, the RTA Rapid Transit red line/ Terminal Tower stop will get you within a 10 min walking distance of the building.

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.

The Bamboo Haus - Mid Century Home in Ohio City
This mid century home will truly inspire your soul! Japanese and Scandinavian design influence the space to provide a truly fun and unique experience for you and all of your guests. Vintage furniture, books, and art compliment this homes unique shapes and clean lines. The combination of warm woods, pops of color, and cool walls will leave you feeling ZEN.
Popular amenities for Whiskey Island holiday rentals
Other great holiday rentals in Whiskey Island

Central 1BR | Explore the City on Foot

"Historic Charm - Loft in the Heart of Cleveland"

Cleveland Loft w/ Private Rooftop! Lake View

Cozy 1BR Ohio City CLE: Coffee Bar, Parking, WiFi

Heart of Downtown Cleveland Hideaway

Ohio City Retreat

Steps to Rocket Arena + On-site Restaurant & Gym

Sebastian's Enclave on 10th StreetTremont
Destinations to explore
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- Cuyahoga Valley National Park
- Rocket Mortgage FieldHouse
- Progressive Field
- Pro Football Hall of Fame
- Rock & Roll Hall of Fame
- Cleveland Browns Stadium
- Headlands Beach State Park
- Gervasi Vineyard
- Cleveland Metroparks Zoo
- Punderson State Park
- Boston Mills
- Case Western Reserve University
- The Arcade Cleveland
- Laurentia Vineyard & Winery
- Cleveland Botanical Garden
- Cleveland Museum of Art
- Agora Theatre & Ballroom
- Cleveland Museum of Natural History
- Huntington Convention Center of Cleveland
- Debonné Vineyards
- Playhouse Square
- Crocker Park
- Rocky River Reservation
- JACK Cleveland Casino





