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, 713 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
Top guest favourite
Home in Ohio City

Sunlit Ohio City Retreat Near Downtown

A calm, light-filled retreat near Ohio City and Detroit-Shoreway, our place blends vintage-inspired design with thoughtful comfort. Enjoy a fully equipped kitchen, sunny living spaces, private patio, fast WiFi, and in-unit laundry. Walk to local restaurants, bars, coffee shops, and neighborhood favorites, with downtown Cleveland just minutes away. Perfect for weekend getaways, longer stays, remote work trips, or visiting friends and family. Always happy to recommend our favorite spots, too!

5.0 out of 5 average rating, 87 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, 124 reviews
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

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.

4.99 out of 5 average rating, 154 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
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.
Flat in Ohio City

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.

4.88 out of 5 average rating, 673 reviews
Guest favourite
Flat in Downtown Cleveland

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.

4.91 out of 5 average rating, 55 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

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