
Vacation rentals in Whiskey Island
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Top-rated vacation 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

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.

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.

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.

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

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

Cozy 2-Bdrm house in Gordon Square
Standalone Two Bedroom house in charming Italian neighborhood with full kitchen, laundry room, & shared patio area. 2 Parking spaces in shared driveway. Enjoy the Theatre district and Edgewater park/beach or take a 10 minute Uber to the heart of Downtown Cleveland. Owner/Operators, not run by a management company.
Popular amenities for Whiskey Island vacation rentals
Other great vacation rentals in Whiskey Island

"Historic Charm - Loft in the Heart of Cleveland"

Ohio City Retreat

Central Flat: Indoor Pool, Rooftop, Gym

Contemporary Downtown 2BR | Close to Everything

The Carriage House

Tito’s Toast of Cleveland - A Rock & Roll Retreat

Woodstock on 58th

Modern 3BR Retreat w/ Hot Tub, Fire Pit & Games
Destinations to explore
- Greater Toronto and Hamilton Area Vacation rentals
- Greater Toronto Area Vacation rentals
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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
- The Arcade Cleveland
- Cleveland Botanical Garden
- Laurentia Vineyard & Winery
- Cleveland Museum of Natural History
- Cleveland Museum of Art
- Agora Theatre & Ballroom
- Crocker Park
- Huntington Convention Center of Cleveland
- Debonné Vineyards
- Playhouse Square
- Rocky River Reservation





