
Holiday rentals in Cleveland
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Top-rated holiday rentals in Cleveland
Guests agree: these stays are highly rated for location, cleanliness and more.

Downtown Suite w/ Amazing Views
Stay at one of Cleveland’s premier luxury residences, a condo crafted for guests who value elegance, comfort, and convenience. With a Walk Score of 98/100, you’re only moments from the city’s best dining, nightlife, and attractions—then retreat to your private oasis to unwind in style. ✔️ Luxury 1BR/1Bath Condo ✔️ Open-Concept Living ✔️ Full Modern Kitchen ✔️ Smart TVs ✔️ High-Speed Wi-Fi ✔️ Workspace ✔️ Washer/Dryer ✔️ Parking available $ ✔️ 24/7 Security ✔️ Fitness Center See more below!

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.

Flatiron Loft: Free Parking!
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.

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.

New! “Modernistic Retreat”
Elevate your stay in this bright, elegant and spacious 3rd floor apartment that offers the perfect blend of tranquility and urban convenience. Less than 10 minutes from Cleveland Clinic, 8 min from Case Western University, 17 min from Rock and Roll Hall of Fame, 18 min from Cleveland Browns Stadium, 20 min from Downtown, 28 min from Cleveland Airport and 45 min from Blossom Music Venue. Moments from charmed local neighborhoods such as Coventry, Little Italy, Cedar Fairmont and Lee Rd.

Luxury Downtown Townhome w/ Private Garage Unit 6
Note: We only charge a $200 security deposit to 216 and 440 phone numbers or same day 1 night reservations. Welcome to our roomy Cleveland townhome, ideally located for exploring downtown on foot. Enjoy close access to Browns Stadium, Rock Hall, Playhouse Square, CSU, the Cavs arena, and Progressive Field. The master suite offers a private retreat with all amenities like a washer/dryer. The open living area and equipped kitchen add comfort. Plus, parking is easy with a 2-car garage.

Rare Cleveland Apt: Little Italy! W/Sauna&Hot tub!
Fall in love with this charming, newly updated 1-bedroom, 1-bath lower unit triplex apartment situated in the heart of Little Italy, walking distance from University Circle, UH Hospital, Cleveland Museum of Art, Botanical Garden, Public Transportation and much more. Apartment is complete with a well-equipped kitchen, Smart TV, laptop workspace, and modern furnishings, this vacation/business rental delivers all the essentials so you can spend more time relaxing and exploring.

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

Little Italy - Heart of it all...
Modern, fully furnished, one-bedroom apartment (includes sofa bed for 3rd person). Set up for both short and longer comfortable stays. Cooking utensils supplied; dishwasher, gas stove & microwave; In-suite Laundry Walk, bike or take public transport (Health Line) to University Hospitals and the Cleveland Clinic or to Case Western Reserve University. Restaurants, Museums, & Specialty shops within close walking distance Off-street parking Weekly and Monthly Rates

Bright & Modern: Available this Weekend!
-Entire Beautiful 2ND FLOOR of a 3-family home -Open-concept, well-curated, sun-filled and spacious -100 year-old charm with modern amenities -Safe & Friendly area-15 minutes to CLE -10 min walk to coffee shops, bars, restaurants, shops -15 minute drive to all the best Cleveland sights, venues, ballparks, museums, airport & more -Northwest end of Lakewood -includes damage waiver

Urban Retreat! Studio Near Restaurants & Entertain
Indulge in upscale living at Skyline 776 by LiveSuites in downtown Cleveland. Our modern rentals offer comfort and convenience near top attractions. Multiple stylish units are available, your unit may vary slightly but will be equally well designed. Enjoy the theater, sauna, and rooftop club room. Secure parking included. Please note: construction noise may occur on weekdays.

Serene & Spacious 2BR | Cleveland Clinic
HIGHLIGHTS: Complimentary parking, brand-new building that is a 5 to 10 minute walk to the Cleveland Clinic, a 5 minute walk to Meijer Fairfax Market (a full-sized grocery store with a coffee shop and a gift shop), a 5 minute walk to a Cleveland Clinic shuttle stop, in-unit washer and dryer, private fitness center, and included WiFi. Read more below!
Popular amenities for Cleveland holiday rentals
Other great holiday rentals in Cleveland

"Historic Charm - Loft in the Heart of Cleveland"

Downtown Apt | Free Parking | Walkable | Lake View

Luxury Spa+Theater+Gameroom | CasaMora

Steps to Rocket Arena + On-site Restaurant & Gym

New Luxury Studios | Walk to Cleveland Clinic

Highrise Riverview + Flats + Balcony + Parking

Modern Home in the heart of Cleveland Flats

Spacious modern whole unit Gordon sq! New 6/2025!
When is the best time to visit Cleveland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $107 SGD | $110 SGD | $123 SGD | $108 SGD | $117 SGD | $119 SGD | $124 SGD | $132 SGD | $115 SGD | $115 SGD | $117 SGD | $116 SGD |
| Avg. temp | -2°C | 0°C | 4°C | 10°C | 16°C | 21°C | 24°C | 23°C | 19°C | 13°C | 7°C | 1°C |
Frequently Asked Questions
What are the best places to stay in Cleveland?
Neighborhoods such as Ohio City, Tremont, and Downtown have a mix of historic architecture, local dining, and easy access to popular attractions. Staying near University Circle can place you close to museums and cultural spots.
What are the best things to do in Cleveland with kids?
Families enjoy exploring the Greater Cleveland Aquarium, learning through interactive exhibits at the Children's Museum of Cleveland, and seeing animals at the Cleveland Metroparks Zoo. Parks and lakefront spaces also provide room for outdoor play.
What are some of the best things to do in Cleveland?
Explore the Rock and Roll Hall of Fame, wander through art at the Cleveland Museum of Art, or catch a show at Playhouse Square. Cleveland also has scenic lakefront paths and a vibrant food scene.
How is the weather in Cleveland?
Cleveland has cold, snowy winters from January through March, with temperatures often between 22–47°F (-5–8°C). Summers are warm and humid, usually 61–84°F (16–29°C), and fall brings crisp air and changing leaves.
What are the best places to visit in Cleveland?
Wander the exhibits at the Rock and Roll Hall of Fame, enjoy art in University Circle, and relax along Edgewater Park. West Side Market is frequently suggested for local flavors and lively atmospheres.
What are some hiking trails in Cleveland?
Cleveland Metroparks has forested trails and paved paths, while the Cleveland Lakefront Nature Preserve provides birdwatching and water views. Nearby, you'll find scenic walks in the Cuyahoga Valley National Park.
What are some family activities we can do in Cleveland?
Families often enjoy hands-on learning at the Great Lakes Science Center, picnicking in local parks, or attending interactive exhibits at local museums. Seasonal community events and lakefront outings are also popular.
What are some of the best day trip ideas from Cleveland?
Head to nearby Amish Country for traditional crafts and local treats, explore hiking and history at Cuyahoga Valley National Park, or relax along Lake Erie’s beaches. Local wineries and small towns add to the variety.
Are there any pet friendly accommodations available in Cleveland?
Pet-friendly stays can be found in neighborhoods like Tremont, Ohio City, and Downtown. Look for listings near parks or walking trails to make outings with your dog easy.
What are some local tips for visiting Cleveland?
Layer clothing, as lake breezes can change temperatures quickly, and bring comfortable shoes for exploring local neighborhoods. Checking out farmers’ markets and food halls can be a good way to try regional flavors.
What is Cleveland known for?
Cleveland is known for its deep musical history, distinctive neighborhoods, and strong arts institutions like the Rock and Roll Hall of Fame. The city also has longstanding sports traditions and vibrant lakefront culture.
What are the best hidden gems to explore in Cleveland?
Explore the murals and galleries in the Hingetown area, discover independent bookstores and cafes in Coventry Village, or visit the Italian Cultural Garden for peaceful paths. Downtown alleys sometimes have striking public art installations.
What are the best foods to try in Cleveland?
Cleveland has pierogies rooted in Eastern European heritage, Polish Boy sandwiches, and locally smoked meats. The West Side Market is a frequent stop to sample baked goods, cheeses, and multicultural fare.
What should I bring for a trip to Cleveland?
Pack layers, a rain jacket, and comfortable shoes for exploring city streets and parks. In colder months, warm clothing and gloves are helpful due to lake-effect winds.
What is the nightlife in Cleveland like?
Cleveland has neighborhoods like East Fourth Street and Ohio City known for live music venues, casual bars, and local breweries. Late-night eateries and theaters add variety to evenings out.
What are the most popular events or festivals in Cleveland?
Events such as the Cleveland International Film Festival in early spring, outdoor arts festivals, and summer concerts around Public Square and Edgewater Park are frequently suggested. Local street fairs and cultural parades are neighborhood traditions.
Are there family friendly vacation rentals in Cleveland?
Family-friendly vacation rentals are available throughout Cleveland, especially in neighborhoods like Tremont, Ohio City, and University Circle. Look for listings with extra space or proximity to parks and museums.
When is the best time to visit Cleveland?
Late spring through early fall is often recommended for milder temperatures, outdoor festivals, and lake activities. Winter has a distinctive charm, with snow and seasonal events around the city.
Quick stats about holiday rentals in Cleveland

Total holiday rentals
Explore 3,900 holiday rentals in Cleveland

Nightly prices starting at
Cleveland holiday rentals start at $13 SGD per night before taxes and fees

Verified guest reviews
Over 160,590 verified reviews to help you choose

Family-friendly holiday rentals
2,010 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 1,430 rentals that welcome pets

Holiday rentals with a pool
140 properties feature pools

Rentals with dedicated workspaces
2,230 properties have a dedicated workspace

Wifi availability
3,850 of Cleveland holiday rentals include wifi access

Popular amenities for guests
Guests love Self check-in, Gym and BBQ grill across Cleveland rentals

4.7 Average rating
Cleveland stays receive an average rating of 4.7 out of 5 from guests

Nearby attractions
Cleveland’s top spots include Progressive Field, Rock & Roll Hall of Fame and Rocket Mortgage FieldHouse
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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
- Mosquito Lake State Park
- Cleveland Metroparks Zoo
- Case Western Reserve University
- Punderson State Park
- Boston Mills
- Agora Theatre & Ballroom
- The Arcade Cleveland
- Cleveland Museum of Art
- Laurentia Vineyard & Winery
- Huntington Convention Center of Cleveland
- Cleveland Botanical Garden
- Cleveland Museum of Natural History
- Playhouse Square
- Crocker Park
- Debonné Vineyards
- Rocky River Reservation
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