Holiday rentals in Whiskey Island

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Top-rated holiday rentals in Whiskey Island

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Guest favourite
Flat in Tremont

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!

4.95 out of 5 average rating, 711 reviews
Top guest favourite
Home in Ohio City

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

4.94 out of 5 average rating, 124 reviews
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

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.

4.99 out of 5 average rating, 155 reviews
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

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

4.96 out of 5 average rating, 307 reviews
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

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.

4.87 out of 5 average rating, 84 reviews
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

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.

4.96 out of 5 average rating, 199 reviews
Top guest favourite
Loft in Downtown Cleveland

"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!

5.0 out of 5 average rating, 123 reviews
Superhost
Cottage in Ohio City

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!

4.94 out of 5 average rating, 17 reviews
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

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.

4.92 out of 5 average rating, 308 reviews
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

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.

4.99 out of 5 average rating, 484 reviews
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 Tremont

Stylish Studio | Near Downtown CLE | Trail Access

Welcome to Venus, one of two boutique hotel rooms at Electric Gardens. Enjoy 24/7 access to Limelight, our coworking space, complimentary Nespresso coffee in the lobby, direct access to the Cleveland Metroparks Towpath Trail, a furnished deck with a fireplace and stunning downtown Cleveland views, and a state-of-the-art fitness studio with Pelotons, Concept2 machines, TRX, free weights, and more. Perfect for work, play, or a relaxing getaway.

4.92 out of 5 average rating, 195 reviews
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

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.

4.93 out of 5 average rating, 166 reviews

Popular amenities for Whiskey Island holiday rentals