
Holiday houses in Whiskey Island
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Top-rated holiday rentals in Whiskey Island
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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.

Downtown Cleveland Loft 207
Our family/team at The Hilliard Lofts enjoy meeting new people and love catering to the needs of our guests.. We purchased the building in 2015 from a local attorney who was retiring and the space was used as an office building for his firm. Our vision from the onset of our purchase of The Historic Hilliard Building was to remodel it into 18 beautiful loft style apartments. We worked tirelessly with the city and the contractors to achieve this dream and begin a new journey in this endeavor.

"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!

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!

Historic Gem Walk/bike 2 Dwntwn, Mrkt, Trls/2 King
Location, location!! We are centrally located in Duck Island (part of historic Tremont) and a street away from Ohio City. +Just minutes away from W. 25th, W. Side Market, the trendiest bars & restaurants, downtown and the Flats. +You can walk, bike or scooter to your destination! +You will be within a 3–4-minute walk to the rapid station, major bus lines, and the Cleveland Sign. +A quick drive to major highways, Edgewater Beach, zoo & parks. +Still have questions? Message me today!

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.

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.

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

Ohio City Townhouse (Minutes from Everything)
2 bedroom home with a beautiful open concept living room. Minutes from many of the best bars and restaurants that Ohio City has to offer. 5-minute drive to downtown including all of the sporting arenas! For healthcare workers: Metrohealth: 7-minute drive Cleveland Clinic Main Campus: 12-minute drive Cleveland Clinic Lutheran: 5-minute drive *This is a quiet neighborhood, no partying, and no smokers (this includes inside house) these rules are strictly enforced.

Duke Urban Cottage CLE
Sweet 1900-built city cottage in Detroit Shoreway, updated & styled to be the perfect place to land, to enjoy Cleveland's neighborhood attractions, meet old pals, or a staycation. Comfortable, clean, sunny. Fully-stocked kitchen, snacks, drinks. All cotton duvets, Nectar bed & quality furnishings. Wifi, Apple TV, sound bar, & Cable. Clean and spacious to spread out. Ring camera at side door. Most pets ok, with fee ($50 per). Firepit & patio. Welcome!

Duck Island Getaway - Close to Downtown and West S
This apartment is in the middle of it all! Duck Island is a unique part of Tremont, with easy access to Ohio City and Downtown Cleveland. You can walk, bike and scooter to all of the most exciting Cleveland restaurants, bars, and venues. If you love the outdoors, you'll have amazing access to an extensive trail system, parks and sandy beaches. This upstairs apartment was recently renovated. It was furnished with high end furniture and stylish decor.

Lakeview Condo + Balcony + Parking + Gym
Welcome to our serene and stylish LAKESIDE/City 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
Other great holiday rentals in Whiskey Island

Urban Jungle Cottage in Historic Ohio City

Heart of Downtown Cleveland Hideaway

Urban Elegance in Hingetown | 1BR

In the Heart of it All!

Modern 1BR Penthouse | Heart of CLE Views

Liberty Lofts studio apt 204

Downtown Suite w/ Amazing Views

Spacious modern whole unit Gordon sq! New 6/2025!
Destinations 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
- Cleveland Browns Stadium
- Headlands Beach State Park
- Gervasi Vineyard
- Cleveland Metroparks Zoo
- Punderson State Park
- Case Western Reserve University
- Boston Mills
- Agora Theatre & Ballroom
- The Arcade Cleveland
- Laurentia Vineyard & Winery
- Cleveland Museum of Art
- Huntington Convention Center of Cleveland
- Cleveland Botanical Garden
- Cleveland Museum of Natural History
- Crocker Park
- Debonné Vineyards
- Edgewater Park Beach
- Rocky River Reservation
- JACK Cleveland Casino





