
Holiday rentals in Whiskey Island
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Top-rated holiday rentals in Whiskey Island
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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
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
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
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
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
"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
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
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
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
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
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
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 reviewsPopular amenities for Whiskey Island holiday rentals
Other great holiday rentals in Whiskey Island

Cozy Cottage on 47th, near Downtown and Lake Erie
4.94 out of 5 average rating, 17 reviews
RoofTopPatio–HotTub–FirePit-WetBar-Downtown
4.93 out of 5 average rating, 14 reviews
City View + Balcony + Parking + Gym
4.87 out of 5 average rating, 52 reviews
The Cleveland Haven
4.94 out of 5 average rating, 67 reviews
Downtown CLE 2BR Loft | Balcony | Stadiums & Shows
4.76 out of 5 average rating, 34 reviews
Luxury Tremont Home | Theater • Hot Tub
4.88 out of 5 average rating, 99 reviews
Modern Home in the heart of Cleveland Flats
4.81 out of 5 average rating, 42 reviews
Luxury Apt w/ Rooftop Pool, Hot Tub & Skyline View
4.95 out of 5 average rating, 56 reviewsDestinations to explore
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- Cuyahoga Valley National Park
- Rocket Mortgage FieldHouse
- Progressive Field
- Pro Football Hall of Fame
- Rock & Roll Hall of Fame
- Gervasi Vineyard
- Headlands Beach State Park
- Case Western Reserve University
- Cleveland Browns Stadium
- Cleveland Metroparks Zoo
- Punderson State Park
- Boston Mills
- Agora Theatre & Ballroom
- Laurentia Vineyard & Winery
- The Arcade Cleveland
- Cleveland Museum of Art
- Huntington Convention Center of Cleveland
- Crocker Park
- Debonné Vineyards
- Edgewater Park Beach
- JACK Cleveland Casino
- Rocky River Reservation
- Cleveland Museum of Natural History
- Greater Cleveland Aquarium





