
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

Private 2 Level Apartment with Hot Tub in Tremont
Welcome to this remodeled, charming 1 bed 1 bath in the heart of Tremont. This special place is just a minutes walk from all the bars, restaurants, cafes, parks, and vintage stores. Enjoy two floors of living space and a spacious deck on the second floor that is perfect for relaxing with your favorite drink or entertaining friends!! The unit has a private entrance with an open kitchen, LR, BR with a closet and a small workspace; WD. With a private brand new hot tub with plenty of space for 4!

Sunlit Ohio City Retreat Near Downtown
A calm, light-filled retreat near Ohio City and Detroit-Shoreway, our place blends vintage-inspired design with thoughtful comfort. Enjoy a fully equipped kitchen, sunny living spaces, private patio, fast WiFi, and in-unit laundry. Walk to local restaurants, bars, coffee shops, and neighborhood favorites, with downtown Cleveland just minutes away. Perfect for weekend getaways, longer stays, remote work trips, or visiting friends and family. Always happy to recommend our favorite spots, too!

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!

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.

1Warehouse district condo sleeps 4 family friendly
No cleaning fee. Can’t be more in the Cleveland thick of things than this family friendly condo perfectly placed on the 4th floor of the Grand Arcade. Located in the Warehouse District, this condo is walking distance from some of the best bars/restaurants in Cleveland and within half a mile of FirstEnergy Stadium, Progressive Field, Quicken Arena, Flats East Bank, and the Casino. Boasting 1 bed, 1 murphy bed and 1 full bathroom, this condo has a one of a kind downtown views. Sleeps 4.

Spectacular Space, Heart of Tremont Off St Prkng
Experience a beautiful and creative studio renovation that's known for its artwork, decor and location. Privacy, safety, comfort and inspiration are all a part of this art-filled space in Cleveland's premier residential neighborhood. The space has a private entry and has many amenities. It's close to Downtown Cleveland, West Side Market, Cleveland Clinic, the airport, and within walking distance of many pubs, award-winning restaurants, and coffee shops. Includes off-street parking.

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

Highrise Riverview + Flats + Balcony + Parking
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.

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.

The Carriage House
This Cleveland Carriage House, in Detroit Shoreway, blends vintage charm with modern comfort. Luxurious loft with a California king bed, queen-size bed downstairs, projector TV, kitchenette, and stunning bathroom. Prime location near Lakefront bike path & Gordon Square's attractions offers quick access to games at Progressive Field, FirstEnergy Stadium, and stage performances at Playhouse Square.
Popular amenities for Whiskey Island holiday rentals
Other great holiday rentals in Whiskey Island

Heart of Downtown Cleveland Hideaway

City View + Modern + Balcony + Parking + Gym

Historic Workman’s Cottage in City of Cleveland.

Downtown Cleveland Loft 308

Lux Ohio City Gem

Modern Home in the heart of Cleveland Flats

Slow Burn | Urban Oasis Near Downtown CLE

Spacious modern whole unit Gordon sq! New 6/2025!
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
- Case Western Reserve University
- Punderson State Park
- Boston Mills
- Agora Theatre & Ballroom
- The Arcade Cleveland
- Laurentia Vineyard & Winery
- Cleveland Museum of Art
- Huntington Convention Center of Cleveland
- Cleveland Botanical Garden
- Cleveland Museum of Natural History
- Playhouse Square
- Crocker Park
- Debonné Vineyards
- Rocky River Reservation
- Edgewater Park Beach





