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
Flat in Tremont
4.95 out of 5 average rating, 710 reviews

Tremont bistro apartment suite with skyline views

Beautiful skyline views and full service amenities! This 2nd level suite is directly above popular independent bistro Fat Cats. Located on the Towpath Trail connecting downtown through the Cuyahoga River Valley for off-road hiking and biking. Explore the historic Tremont neighborhood and enjoy Lincoln Park. We'd love to cook seasonal farm fresh meals for you, or serve a drink from our craft bar. Open for LUNCH, DINNER, Saturday BRUNCH (closed Sunday). Chef/Owner Ricardo Sandoval is your host!

Top guest favourite
A stylish lounge area features two curved sofas in neutral tones, arranged around a glass coffee table. A large fireplace is framed by dark cabinetry displaying decorative items. Soft lighting is provided by an elegant chandelier and wall sconces, enhancing the inviting ambiance.
Home in Ohio City
4.99 out of 5 average rating, 155 reviews

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.

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 Ohio City
4.96 out of 5 average rating, 307 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

Top guest favourite
A modern lakeside retreat features a cantilevered deck overlooking calm waters. The structure's slanted roof and large windows enhance its architectural appeal. Vibrant foliage is visible in the foreground, adding a touch of color against the serene blue sky and water.
Guest house in Lakewood
4.87 out of 5 average rating, 84 reviews

The Lake House

** We do not allow weddings (including “micro”), parties, or events of any kind. ** 10 minutes from downtown! DIRECTLY on Lake Erie's shoreline, cantilevered above the water. Completely private waterfront escape. Experience the sound of the waves for a truly relaxing getaway. THE VIEW - Panoramic views of Lake Erie and surrounding wildlife. Dreamy sunsets. THE INTERIOR - The meticulously designed interior blends the timeless charm of mid-century modern architecture with high-end luxuries.

Superhost
The exterior of a historic stone castle is featured, showcasing its unique architectural details and turret-style roof. The landscaped front yard is adorned with a variety of plants and gravel paths, while large windows reflect the evening sky, creating an enchanting atmosphere.
Home in Cleveland
4.85 out of 5 average rating, 117 reviews

Enchanted Castle | Your Royal Getaway Awaits!

🏰 Historic 1924 castle • Fully renovated 🛏 3 bedrooms • 6 beds • 2.5 bathrooms • Sleeps 10 ✨ Stained glass windows • Vintage charm + modern comfort 🎮 Game room w/ bar, foosball & toys for kids 📺 Flat-screen TVs in every bedroom + living room 🍳 Full kitchen • 2 dining tables • Highchair 🌳 Backyard patio + porch seating 📍 Walk to Cleveland Metroparks Zoo • <10 min drive to Downtown, Tremont & Ohio City A magical stay steeped in history — where vintage character meets modern convenience!

Top guest favourite
A dining room features a round table surrounded by six white chairs. A decorative chandelier hangs above, illuminating the space. Soft pink walls provide a warm backdrop, while large windows allow natural light to flow in, complementing the hardwood floor and intricate area rug.
Home in Cleveland
4.96 out of 5 average rating, 197 reviews

The Queen Anne at Gordon Square

This beautiful home is ready for your stay in Cleveland! Easily accommodates couples, friends, families, and coworkers. Sleeps 10 people. Great location in Gordon Square Arts District located 5-10 minutes to downtown, 15 minutes to airport & University Circle. Short walk to Edgewater Beach & lakefront. Elegant details and charm throughout. Full kitchen, large dining room & foyer, living room w/TV and streaming. Stylish interior w/hardwood floors. Two full baths. Laundry & off-street parking.

Top guest favourite
Loft in Downtown Cleveland
5.0 out of 5 average rating, 121 reviews

"Historic Charm - Loft in the Heart of Cleveland"

This one-of-a-kind, luxury apartment in the heart of Cleveland’s vibrant Gateway District boasts a private rooftop patio & free parking! Located atop a beautifully restored 1880s-era building, this stunning 1200 sq ft walk-up loft offers the perfect blend of historic charm and modern luxury. With just a few short steps, you'll find yourself at Progressive Field and Rocket Arena, while most of Cleveland’s top attractions are within a 5-20 minute walk. Enjoy a 1st floor restaurant as well!

Guest favourite
Guest suite in Cleveland
4.85 out of 5 average rating, 461 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.

Superhost
Cottage in Ohio City
4.93 out of 5 average rating, 15 reviews

Cozy Cottage on 47th, near Downtown and Lake Erie

Unwind in this charming cozy cottage retreat, perfect for couples and families seeking comfort and privacy! Enjoy a private and peaceful setting, a welcoming patio with a fire pit, central A/C and heat, and a warm and thoughtfully furnished interior that makes you feel right at home. Just 5 minutes from Edgewater Beach and 7 minutes from downtown Cleveland, you'll have easy access to the city's top attractions while enjoying a comfortable place to unwind. We look forward to hosting you!

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 Ohio City
4.99 out of 5 average rating, 153 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.

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 Ohio City
4.92 out of 5 average rating, 307 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, 483 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.

Popular amenities for Whiskey Island holiday rentals