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.

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Top Guest favourite
Home in Cleveland
4.95 out of 5 average rating, 110 reviews

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

Top Guest favourite
A cozy living space features a circular wooden coffee table at the center, surrounded by plush seating in vibrant colors. A modern electric fireplace is integrated into a dark mantel, complemented by botanical wallpaper and soft drapes. A large gold-framed mirror accents the warm atmosphere.
Home in Cleveland
4.97 out of 5 average rating, 286 reviews

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

Guest favourite
The kitchen area features a modern countertop with minimalist bar stools and a potted plant. A wood-burning stove is positioned nearby, while a wooden ladder leads to a lofted space above. Natural light fills the room through the adjoining doorway.
Home in Cleveland
4.89 out of 5 average rating, 154 reviews

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.

Guest favourite
A spacious living area features large windows allowing natural light to fill the room. A comfortable couch is positioned next to a cozy chair, with a small coffee table in between. A dining table with chairs creates an inviting space for meals and gatherings.
Apartment in Cleveland
4.86 out of 5 average rating, 194 reviews

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!!

Superhost
A cozy studio space is shown, featuring a spacious bed with a light quilt and decorative pillows. A compact kitchen with wooden cabinets and modern appliances is visible, alongside a small blue sofa and a window allowing natural light.
Apartment in Cleveland
4.86 out of 5 average rating, 657 reviews

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!

Guest favourite
Guest suite in Cleveland
4.85 out of 5 average rating, 435 reviews

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.

Top Guest favourite
The exterior of the urban cottage features a welcoming front porch with decorative lighting and a colorful garden with greenery. The two-story house is painted in soft gray tones, complemented by blue shutters. Sidewalks and a fenced yard provide a sense of spaciousness.
Home in Cleveland
4.98 out of 5 average rating, 130 reviews

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.

Top Guest favourite
Apartment in Cleveland
4.99 out of 5 average rating, 466 reviews

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.

Guest favourite
A well-lit living space features a comfortable seating area with a dark gray sofa and a coffee table. A dining table set for six is positioned beside a wooden sideboard. Natural light enters through multiple windows, highlighting the warm hardwood floors.
Apartment in Cleveland
4.9 out of 5 average rating, 106 reviews

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.

Top Guest favourite
A spacious living area is presented with soft lighting, featuring a gray sofa arranged around a circular coffee table. A warm-toned side chair is positioned near the door. A wall-mounted television displays a variety of content, while a stylish wooden cabinet provides additional storage.
Home in Cleveland
4.92 out of 5 average rating, 142 reviews

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.

Guest favourite
A modern living area is presented, featuring a sectional sofa with plump cushions, two leather armchairs, and a dark wood dining table. White cabinetry and appliances are visible in the kitchen area against a dark brick wall, while large windows provide ample natural light.
Condo in Cleveland
4.92 out of 5 average rating, 131 reviews

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.

Top Guest favourite
Home in Cleveland
4.94 out of 5 average rating, 236 reviews

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

  1. Airbnb
  2. United States
  3. Ohio
  4. Cuyahoga County
  5. Cleveland
  6. Whiskey Island