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
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, 153 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
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, 518 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, 82 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.

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
Cottage in Ohio City
5.0 out of 5 average rating, 8 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, 149 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
Home in Tremont
5.0 out of 5 average rating, 30 reviews

flower on freeman Front studio

Flower on Freeman front on freeman Queen bed + luxe soaking tub + bidet … dining•drinks•dinner our studio is above the flower on freeman lounge, minutes from 25th St, downtown, parks, hing-town, gordon square, we are in the heart of duck island. enjoy a plush queen bed, spa style bath, bidet soaking tub and a lovely patio for coffee and cocktails. please note: guest activity and music from the lounge until later evening is present. a place to drink and dream

Superhost
A modern living space features large floor-to-ceiling windows offering a view of the historic architecture outside. The room is furnished with a green sofa, a round black coffee table, and comfortable chairs in warm tones. A television is mounted on the wall, complementing the neutral color palette.
Flat in Ohio City
4.9 out of 5 average rating, 48 reviews

City View + Balcony + Parking + Gym

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.

Superhost
Flat in Ohio City
4.9 out of 5 average rating, 10 reviews

Modern 1BR Penthouse | Heart of CLE Views

Welcome to our serene and stylish River Cleveland Airbnb! Enjoy 1459 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.

Guest favourite
Home in Cleveland
4.93 out of 5 average rating, 262 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.

Top guest favourite
The kitchen area features elegant cabinetry in soft blue tones, complemented by a white countertop. A dining table with four chairs is situated near a window, and a spiral staircase leads to the loft. Modern appliances and a gas stove enhance the inviting ambiance.
Home in Cleveland
4.98 out of 5 average rating, 41 reviews

The Carriage House

This Cleveland Carriage House, in Detroit Shoreway, blends vintage charm with modern comfort. Luxurious loft with a California king bed, queen-size bed downstairs, projector TV, kitchenette, and stunning bathroom. Prime location near Lakefront bike path & Gordon Square's attractions offers quick access to games at Progressive Field, FirstEnergy Stadium, and stage performances at Playhouse Square.

Popular amenities for Whiskey Island holiday rentals