
Holiday houses in Whiskey Island
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Top-rated holiday rentals in Whiskey Island
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Hot Tub! Ohio City Modern Luxury · 2 King Beds
► Prime Location Between Ohio City & Gordon Square—walk to trendy restaurants, cafés & theaters. ► New! Luxury Private Hot Tub ► New! Pergola Grill Station ► New! Private Mini Golf Course for endless fun ► Private Chef & Catering Available ► 5 min to Downtown & Edgewater | 15 min to Airport & CLE Clinic ► Modern luxury finishes, stocked kitchen, premium bath amenities, fast WiFi & Smart TV. ► Two KING Luxury Beds—ideal for group getaways, retreats, or extended family stays! NO LOCALS OR PARTIES

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

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.

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!!

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!

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.

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.

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.

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.

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.
Popular amenities for Whiskey Island holiday rentals
Other great holiday rentals in Whiskey Island

"Historic Charm - Loft in the Heart of Cleveland"

Shoreway Hideaway

Downtown Apt | Free Parking | Walkable | Lake View

Ohio City Retreat

Modern 2BR Ohio City: King, Coffee Bar, Parking

Modern Downtown Studio | Walk Everywhere

Luxury Apt w/ Rooftop Pool, Hot Tub & Skyline View

1BR DT w/rooftop pool by RRHOF & Rocket Arena
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
- Cleveland Metroparks Zoo
- Little Italy
- Gervasi Vineyard
- Punderson State Park
- Case Western Reserve University
- Boston Mills
- Cleveland Museum of Natural History
- Cleveland Botanical Garden
- Laurentia Vineyard & Winery
- Agora Theatre & Ballroom
- Cleveland Museum of Art
- The Arcade Cleveland
- Crocker Park
- Rocky River Reservation
- Debonné Vineyards
- JACK Cleveland Casino
- Huntington Convention Center of Cleveland





