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, 706 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
Home in Ohio City
4.94 out of 5 average rating, 122 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 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, 154 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.

Superhost
Home in Ohio City
4.96 out of 5 average rating, 303 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 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.
Flat in Tremont
4.88 out of 5 average rating, 520 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!

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, 83 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
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.
Flat in Downtown Cleveland
4.86 out of 5 average rating, 226 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!!

Top guest favourite
Loft in Downtown Cleveland
5.0 out of 5 average rating, 118 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
Flat in Downtown Cleveland
4.94 out of 5 average rating, 53 reviews

Luxury Apt w/ Rooftop Pool, Hot Tub & Skyline View

This stylish corner unit features an eclectic industrial design with exposed ductwork and a quiet, spacious layout. Enjoy a glimpse of Progressive Field from the living room and relax on your private balcony. The 725 sq ft space includes a fully equipped kitchen, smart TV, and generous closet space—perfect for extended stays or business travel. *The map shows a parking lot because this building was recently constructed on a former parking lot and opened just months ago!* FREE PARKING

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, 479 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
Flat in Downtown Cleveland
4.89 out of 5 average rating, 47 reviews

Heart of Downtown Cleveland Hideaway

Downtown Cleveland 1-bedroom, 1-bath condo just steps from Browns Stadium, Progressive Field, and Rocket Arena. Enjoy unbeatable walkability to sports, concerts, dining, and nightlife. The unit features a full kitchen with oven/stove, dishwasher, microwave, air fryer, toaster, and fridge, plus a TV and heating/AC. On-site laundry available. Pet-friendly with fee. Parking in adjacent lot. Also, a lot behind the building. Street parking from 10Pm to 7AM is free MOST days.

Guest favourite
A spacious living area features a light-colored sofa and a textured armchair, positioned around a dark coffee table. Floor-to-ceiling windows showcase city views, while greenery adds a touch of nature. The kitchen, visible in the background, offers modern appliances and a clean design.
Flat in Ohio City
4.97 out of 5 average rating, 88 reviews

Flats + City View + Modern + Balcony + Parking

Welcome to our serene and stylish River Cleveland Airbnb! Enjoy 1200+ sq ft. In the heart of Cleveland's trendy Flats neighborhood! Our Airbnb is within walking distance to a plethora of dining, entertainment, and nightlife options. The nearby Riverwalk offers a stroll along the waterfront, while the iconic Rock and Roll Hall of Fame, Cleveland Aquarium, Cleveland Sports, and other attractions are just a short drive away.

Popular amenities for Whiskey Island holiday rentals