
Holiday rentals 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.

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.

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.

Luxury 4 Bed, 3 Bath Home in Prime Ohio City
Experience total privacy in your own home, a 5-minute walk to restaurants, cafes, breweries, & the West Side Market! Enjoy a spacious backyard or hop downtown by car in 3 minutes. Features 4 bedrooms for up to 7 guests. Three bedrooms with separate entrances, with queen-sized beds and attached bathrooms. A fourth bedroom has a plush daybed and shares a bathroom with one of the other bedrooms. We provide fresh gourmet coffee beans, tea options, and Quaker Oats for a healthy breakfast.

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.

Handmade Charm, a warm, cozy house in the city
Whole cottage near Gordon Square, Detroit Shoreway, Ohio City, and Downtown. The Judith, a French inspired coffee shop around the corner. Literally near the best eateries in the city. Our small slice of Cleveland is also known as Ecovillage (a community with a focus on green living). The cottage is nestled in the midst of community gardens. Live in your own comfortable, quiet space with no other people during your stay. Near the end of the Red Line Greenway walking/bike path.

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.

Stylish Studio | Near Downtown CLE | Trail Access
Welcome to Venus, one of two boutique hotel rooms located at Electric Gardens. What we offer: - 24/7 access to Limelight, our co-working space - Cleveland Metroparks Towpath access right in our backyard - Furnished deck with fireplace & STUNNING views of downtown Cleveland - State of the art Fitness Studio featuring Pelotons, Concept2 machines, TRX, free weights and more! -Nespresso coffee available 24/7 in the lobby

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.

Tremont • urban cottage
-Cottage size / urban vibe- Private, Secure & Convenient location w/ off street parking! block steam shower w/heated towel bar. polished concrete floors/Italian pro kitchenette /washer dryer combo. Check out our other Airbnb listing right next door! Tremont • urban flat https://www.airbnb.com/rooms/45341618?viralityEntryPoint=1&s=76

Fun & Trendy Gordon Square Duplex
Walk to restaurants, theaters, bars and the beautiful Edgewater beach from the upstairs unit of our newly renovated duplex. It's a great space for families, couples or business travelers. It has its own private entrance and a full commercial-style kitchen. A short rideshare to Downtown, The Flats or Playhouse Square.
Popular amenities for Whiskey Island holiday rentals
Other great holiday rentals in Whiskey Island

Luxury Downtown Flats Waterfront Apt. & Parking

Luxury Spa+Theater+Gameroom | CasaMora

Elevated Stay Haven Retreat | Ohio City Gem

Ohio City Retreat

The Carriage House

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

Tito’s Toast of Cleveland Rocks the Heartland!

Lux Ohio City Gem
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
- Boston Mills
- Case Western Reserve University
- 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





