Holiday rentals in Whiskey Island

4.95 out of 5 average rating, 586 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!

4.87 out of 5 average rating, 130 reviews

Guest suite in Cleveland

Private upstairs guest suit.

Conveniently located 1 bedroom upstairs guest suite right off I-90. Near the Lorain Antique market strip. 1 minute drive to Gordon Square arts district. 2 minutes to Edgewater beach. A mile to beautiful Ohio city and about 10 minutes to Downtown. Close to Lakewood for all their restaurants and unique shops. This apartment offers all the standard amenities in a colorful old-timey MCM decor to help make you feel right at home. Access through a private back entry via a hassle free electronic lock.

4.75 out of 5 average rating, 299 reviews

Guest suite in Cleveland

Ohio City (Cleveland) Private Loft Guesthouse

This guesthouse is ideal if you're searching for a basic, affordable place to stay while you attend a show, sports event, concert, or wedding. It is situated in Ohio City, a historical cultural district. The charming loft is within walking distance of Cleveland's best eateries, pubs, cafés, shops, and breweries. It is approx. 1.5 miles from downtown, the stadium, and the arena. Tucked away off a brick street, the house is only a 15 minute drive from the airport, museums, and University Hospital.

4.99 out of 5 average rating, 217 reviews

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

4.85 out of 5 average rating, 144 reviews

Loft in Cleveland

HUGE Loft in Heart of Downtown • Pool & Spa • Gym

You can stop your search now. You just found the perfect place to book for your trip to Cleveland. ➹ Clean. Modern Finishes. BLAZING Fast WiFi. Quick Host Responses. ➹ You're going to be located at the CENTER of everything downtown. ➹ Indulge in a serene pool experience located in an adjacent building, a mere minute's walk away. Cook for your group in our fully-stocked kitchen. Then spend your evenings relaxing with our 65" Smart TV. ➹ Get a good night's sleep on our dreamy memory foam beds.

4.87 out of 5 average rating, 540 reviews

The Studio at Gordon Square

Fun, cool private space perfect for weekend getaways, business trips & more! Cozy studio in Gordon Square Arts District 2 miles west of downtown in redeveloped area. Close to Lake Erie, Ohio City, Tremont, airport. Comfy queen bed, walk in shower, and kitchen with mini fridge/freezer, cooktop. Large windows with natural light. Pet friendly. Very desirable area. Walk to city’s best restaurants, theaters, galleries, and coffee shops or drive/ride share downtown to sports/theaters. Great value!

4.96 out of 5 average rating, 119 reviews

Flat in Lakewood

Flatiron Loft No cleaning chores

Centrally located 1.5 walkable blocks from the heart of downtown Lakewood. The Flatiron Loft was meticulously curated and tastefully decorated, featuring original paintings and art prints. Conveniently located near local coffee shops and restaurants. Enjoy all that Lakewood has to offer. Located close to major interstates and highways. Lakewood boasts beautiful parks and the famous solstice steps located on Lake Erie. A quick and scenic drive to downtown Cleveland is a 10 minute drive away.

4.92 out of 5 average rating, 165 reviews

Loft in Cleveland

1Warehouse district condo sleeps 4 family friendly

No cleaning fee. Can’t be more in the Cleveland thick of things than this family friendly condo perfectly placed on the 4th floor of the Grand Arcade. Located in the Warehouse District, this condo is walking distance from some of the best bars/restaurants in Cleveland and within half a mile of FirstEnergy Stadium, Progressive Field, Quicken Arena, Flats East Bank, and the Casino. Boasting 1 bed, 1 murphy bed and 1 full bathroom, this condo has a one of a kind downtown views. Sleeps 4.

4.81 out of 5 average rating, 332 reviews

Apartment in Cleveland

Cozy Downtown Modern Condo in the Heart of it all

Marshall PLACE! Fully renovated modern condo in the HEART of Cleveland. Make yourself at home in my cozy condo. Located between the East bank of the flats and the Warehouse district. Walking distance to all attractions in Downtown Cleveland. Nightlife, restaurants, Night Clubs, The convention Center, The Rocket Mortgage Field House, First Energy Stadium and Progressive Field. Condo is equipped with a full kitchen, bed for 2, comfy couch. There is a blow up mattress for a 4th person.

4.99 out of 5 average rating, 426 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.

4.89 out of 5 average rating, 619 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.

4.84 out of 5 average rating, 122 reviews

Super Close to Hot Spots in Ohio City, Cleveland

Ohio City, Cleveland, gem with trendy design!! Historic charm and modern amenities. Private entrance and front porch, fully equipped kitchen, bedroom with a Queen size bed and sleeper sofa in the living room. WiFi. Smart TV. Steps from foodie hub, shopping on Lorain. Very walkable! Short ride to Edgewater Beach, Downtown, theater district, sport venues and major hospitals. Great for traveling nurses, temporary insurance claims housing, or corporate rentals!

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Other great holiday rentals in Whiskey Island

4.91 out of 5 average rating, 45 reviews

Cleveland Vibes: Modern 2 BDR Apartment Downtown

KatieRating, 5 stars2 weeks ago

Clean apartment within a short walk to Huntington field and the Rock Hall. Plenty of great restaurants, coffee shops, and a market close by.

5 out of 5 average rating, 75 reviews

Cottage52

MargaretRating, 5 stars1 day ago

This is our second time to stay at Cottage 52. We feel at home. The best! The owner brought a French press when I asked if a coffee maker was available because I like to make my own coffee. Worked out great. We hope to be back soon.

4.88 out of 5 average rating, 104 reviews

Renovated Historic Loft Apartment

JaniceRating, 5 starstoday

My husband and I stayed at Bernadette’s place when we visited the Rock and Roll Hall of Fame. The apartment is just lovely. I looks just like the pictures. The place was extremely clean. The linen and towels were pristine….white, soft and smelled so fresh. We loved the decor! The amenities in the bathroom were a nice touch. Bernadette was kind to tell us ahead of time about a function that was going to be held in the restaurant below the apartment on Saturday night. As she predicted, we did hear music but it didn’t bother us. It ended at 11pm. The food in that restaurant was really good and recommended by Bernadette! Thanks to Bernadette!

Private room in Cleveland

4.85 out of 5 average rating, 650 reviews

Westside, Gordon Sq. Private Room

MikhailRating, 5 stars5 days ago

Very hospitable, thank you

Apartment in Cleveland

4.95 out of 5 average rating, 22 reviews

Studio Near the Great Lakes Science Center

VongxayRating, 5 stars1 week ago

Great location in downtown Cleveland, nice new building, and very modern and clean.

5 out of 5 average rating, 4 reviews

City-Life | Free Parking | 24/7 Hour Gym

AllisonRating, 5 stars1 day ago

Great apartment with a great view! This is the perfect spot for walking distance to Jacob's Pavilion at Nautical where we went to see a concert. Easy access, easy instructions, parking was free. The kitchen was stocked with coffee and tea, a nice little extra perk for guests that I appreciated so, so much! The beds are firm which I like, other people may not. Pillows are comfy. The space was very clean and very organized. Hosts are responsive and very kind.

4.92 out of 5 average rating, 75 reviews

Location! Ohio City Modern Luxury + 2 King Beds

DonaldRating, 5 stars3 weeks ago

We really enjoyed our stay here! The house was cozy, comfortable, and the perfect spot to wind down after a long day. Everything matched the listing exactly—no surprises, just as described. The neighborhood was super quiet and great for walking our dog every morning. Bonus points for the ice cream shop within walking distance! The location made it easy to get around Cleveland, and the hosts were awesome—friendly, responsive, and easy to communicate with. We’d definitely stay here again and highly recommend it!