
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!

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.

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

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.

Enchanted Castle | Your Royal Getaway Awaits!
🏰 Historic 1924 castle • Fully renovated 🛏 3 bedrooms • 6 beds • 2.5 bathrooms • Sleeps 10 ✨ Stained glass windows • Vintage charm + modern comfort 🎮 Game room w/ bar, foosball & toys for kids 📺 Flat-screen TVs in every bedroom + living room 🍳 Full kitchen • 2 dining tables • Highchair 🌳 Backyard patio + porch seating 📍 Walk to Cleveland Metroparks Zoo • <10 min drive to Downtown, Tremont & Ohio City A magical stay steeped in history — where vintage character meets modern convenience!

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.

"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!

Very Clean- Gordon Square Suite- Amazing Location!
Great Location! One of the closest homes to Gordon Square. A private, bright and airy in-law suite with rustic modern decor. This unit is walking distance to Gordon Square and Edgewater Park/Beach with Cleveland’s best restaurants less than a block away. Hindgetown, Ohio City, Lakewood and Cleveland’s nightlife (1-2 miles) making this a perfect place to stay while visiting. The private unit is locked off from the rest of the home and has a private entrance, living space, 1bed and 1bath.

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!

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.

Luxury 4 Bed, 3 Bath Home in Prime Ohio City
Experience total privacy in your own home, a 5-minute walk to restaurants, cafes, breweries, & the West Side Market! Enjoy a spacious backyard or hop downtown by car in 3 minutes. Features 4 bedrooms for up to 7 guests. Three bedrooms with separate entrances, with queen-sized beds and attached bathrooms. A fourth bedroom has a plush daybed and shares a bathroom with one of the other bedrooms. We provide fresh gourmet coffee beans, tea options, and Quaker Oats for a healthy breakfast.

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.
Popular amenities for Whiskey Island holiday rentals
Other great holiday rentals in Whiskey Island

The Carriage House

Sunlit Ohio City Retreat Near Downtown

City View + Balcony + Parking + Gym

Chic Downtown Living—Sleek Apt Near Attractions

Heart of Downtown Cleveland Hideaway

RoofTopPatio–HotTub–FirePit-WetBar-Downtown

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

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
- Gervasi Vineyard
- Headlands Beach State Park
- Cleveland Browns Stadium
- Case Western Reserve University
- 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
- Edgewater Park Beach
- Debonné Vineyards
- JACK Cleveland Casino
- Rocky River Reservation
- Cleveland Museum of Natural History
- Stan Hywet Hall and Gardens





