Holiday houses in Whiskey Island

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Top-rated holiday rentals in Whiskey Island

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Guest favourite
A bright living room features a yellow couch adorned with colorful cushions, surrounded by large windows allowing natural light. A circular purple rug lies beneath a white coffee table, while an armchair adds a pop of color. A small workspace is set up in the corner.
Guest suite in Cleveland
4.87 out of 5 average rating, 206 reviews

Private upstairs guest suit.

Conveniently located 1 bedroom upstairs guest suite right off I-90. Near the Lorain Antique market strip. 1 minute drive to Gordon Square arts district. 2 minutes to Edgewater beach. A mile to beautiful Ohio city and about 10 minutes to Downtown. Close to Lakewood for all their restaurants and unique shops. This apartment offers all the standard amenities in a colorful old-timey MCM decor to help make you feel right at home. Access through a private back entry via a hassle free electronic lock.

Top Guest favourite
The exterior of a light-colored house is displayed, featuring two colorful flags alongside a pirate flag. A wooden fence with a prominent sign reading 'BLACK LIVES MATTER' adds a focal point to the front yard, which is landscaped with emerging plants.
Apartment in Cleveland
4.92 out of 5 average rating, 206 reviews

Ohio City 2nd Fl Apt With Free Off Street Parking

Quiet apartment. Off Street Parking. Walking distance to many great bars and restaurants plus locally grown/raised produce/protein options to cook at home. Very well stocked kitchen. A mile from W25th. 2 miles from tower city, sports arenas, comedy and music venues. Quick access to highways. Pet Friendly. Check in/out is flexible. Automatic 18% discount on a week, and 25% on a month stay. We own a Hyundai electric vehicle. The type 2 EV Charger can be made accessible for an additional fee.

Superhost
The living area features a neutral-toned sectional sofa, a wooden coffee table, and two dining chairs beside a small dining table. A textured green wall art piece adds a touch of nature, while framed abstract prints enhance the decor.
Apartment in Cleveland
4.88 out of 5 average rating, 490 reviews

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!

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
4.88 out of 5 average rating, 147 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.
Apartment in Cleveland
4.86 out of 5 average rating, 637 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 open kitchen and dining area features a large wooden table with seating for six. Bright turquoise walls create a vibrant backdrop, complemented by natural wood cabinets and a granite countertop. A decorative mirror and flower arrangement add a welcoming touch to the space.
Home in Cleveland
4.9 out of 5 average rating, 531 reviews

Spacious 3 BR, 2 Luxury Bath - Heart of Ohio City

Enjoy total privacy in your own home, just 2 blocks from local restaurants and cafes, with the West Side Market only a 10-minute walk away! Relax in the private backyard or jump downtown in just 3 minutes by car. Features 3 bedrooms, each with its own separate entrance, queen-sized beds with high-quality sheets, and two luxurious marble bathrooms with shampoo and body wash. The well stocked kitchen also has fresh gourmet coffee beans, a variety of teas, and oatmeal for a healthy breakfast.

Top Guest favourite
The four-story brick building features classic architectural details, including large windows and a prominent cornice. Trees line the street, providing a touch of greenery. The vibrant sky and nearby cityscape create a lively urban backdrop.
Loft in Cleveland
4.91 out of 5 average rating, 204 reviews

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.

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.
Apartment in Cleveland
4.99 out of 5 average rating, 460 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
An open-concept living space is illuminated by natural light from large windows. The room features a comfortable seating area with minimalist decor and an adjacent dining area with a tall table and chairs. Modern kitchen appliances are visible against a stylish backsplash.
Condo in Cleveland
4.83 out of 5 average rating, 220 reviews

Modern Downtown Loft | Walk to Rock HOF & Stadiums

🏙️ Modern city loft in Cleveland’s Warehouse District 🧱 Exposed brick + skyline views 💻 Dedicated office workspace ☕ Keurig • Drip • Espresso maker 📺 Smart TV w/ Chromecast + YouTube TV 🍳 Fully stocked kitchen 🚶 Walk to stadiums, Rock Hall, Flats & more Enjoy true downtown living in this stylish third-floor apartment. With its mix of industrial charm and modern comfort, this space is perfect for professionals, couples, or travelers seeking an authentic Cleveland experience.

Guest favourite
An open living area connects a dining space with a wooden table and white chairs to a cozy bedroom. The room features sliding barn doors, neutral walls, and natural light. A potted cactus rests on the table, adding a touch of greenery.
Apartment in Cleveland
4.89 out of 5 average rating, 652 reviews

Modern 1 Bedroom in Historic Ohio City-Non Smoking

Newly renovated 1900s home located in Cleveland's Historic Ohio City neighborhood. Perfect for adventure in a new city, business, couples, families, and friends. A short walk to Cleveland's West Side Market, coffee, tea, pizza, fine dining, local dives, shopping, and public transit. Less than 2 mi. (5-10 min) away from Lake Erie, the Cuyahoga River, hundreds of miles of bike trails, Downtown, Cavs, Browns, and Indians games, JACK Casino, East 4th, the Flats, and Public Square.

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, 193 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 charming blue cottage stands amidst a manicured lawn, featuring a red front door and elegant flower boxes. Well-maintained shrubs and a young tree enhance the welcoming atmosphere, while a clear sky adds to the inviting exterior.
Home in Cleveland
4.98 out of 5 average rating, 174 reviews

Duke Urban Cottage CLE

Sweet 1900-built city cottage in Detroit Shoreway, updated & styled to be the perfect place to land, to enjoy Cleveland's neighborhood attractions, meet old pals, or a staycation. Comfortable, clean, sunny. Fully-stocked kitchen, snacks, drinks. All cotton duvets, Nectar bed & quality furnishings. Wifi, Apple TV, sound bar, & Cable. Clean and spacious to spread out. Ring camera at side door. Most pets ok, with fee ($50 per). Firepit & patio. Welcome!

Popular amenities for Whiskey Island holiday rentals

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