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.

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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, 285 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

Superhost
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, 151 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 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.
Flat in Cleveland
4.86 out of 5 average rating, 654 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!

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, 128 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
An open dining area features a glass table surrounded by transparent chairs, illuminated by soft lighting. A rich area rug is laid beneath the table, while a cozy sitting area can be seen through velvet curtains. A modern kitchen is visible in the background.
Home in Cleveland
4.92 out of 5 average rating, 292 reviews

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.

Top guest favourite
A modern living area is presented with a gray sofa and a wooden coffee table on a colorful patterned rug. A single armchair in brown leather complements the space. Natural light pours in through large windows, and a flat-screen TV is mounted on the wall.
Flat in Cleveland
4.99 out of 5 average rating, 465 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.

Top guest favourite
A spacious bedroom features a wooden sleigh bed with a light grey comforter and decorative pillows. A simple lamp stands beside the bed. Original hardwood flooring complements the warm tones of the wooden furniture, and sunlight filters through sheer curtains adorned with patterned drapes.
Home in Cleveland
4.96 out of 5 average rating, 194 reviews

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.

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, 140 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.

Top guest favourite
A modern kitchenette features sleek cabinetry and subtle lighting along the top. A small dining table with two plates sits on a patterned rug. A cozy seating area with a blue sofa and colorful artwork is visible beside a large window.
Flat in Cleveland
4.91 out of 5 average rating, 185 reviews

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

Top guest favourite
Home in Cleveland
4.94 out of 5 average rating, 232 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.

Guest favourite
A cozy living area features exposed brick walls and high ceilings. A green sofa is paired with an upholstered accent chair adorned with red and white patterns. A flat-screen television is mounted on the wall, with natural light filtering through the nearby windows.
Home in Cleveland
4.96 out of 5 average rating, 375 reviews

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

Top guest favourite
The spacious kitchen area features a large dining table surrounded by brightly colored chairs. A stylish light fixture hangs overhead, illuminating the wood flooring. A modern kitchen is equipped with stainless steel appliances, including a refrigerator and oven, while windows provide natural light and views of greenery.
Home in Cleveland
4.96 out of 5 average rating, 444 reviews

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

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