
Holiday rentals in Cleveland
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Top-rated holiday rentals in Cleveland
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Hotel Quality/ Walkable / Free Parking/ 3bd #4
You will enjoy a stylish experience at this centrally-located suite. Free parking lot behind the building! Keyless entry. Dedicated & Locked Room for luggage drop-off available (please request code). Lightning fast wifi. Free coffee & complimentary essentials in equipped kitchen. Body Wash / Shampoo / Conditioner are complimentary! Paid laundry available in common area hallway with complimentary pods. Queen bed sleeps 2. Full/Twin Bunk sleep 3. Pack'n Play or Roll Away Available for fee.

1Bed/1Bath Brand New - Minutes to DT & Hospitals
Experience luxury and comfort in this stylish 1-bedroom, 1-bathroom apartment. This well-furnished apartment is perfect for short and long stays.Enjoy easy access to local attractions, dining, and entertainment. ✔Spacious Living Area: Bright and open, perfect for relaxation. ✔Gourmet Kitchen: Featuring stainless steel appliances, and custom cabinetry. ✔Luxurious Bedroom: Ample closet space and custom climate control at your fingertips. ✔Elegant Bathroom: Modern fixtures and a relaxing bathtub.

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 Apt w/ Rooftop Pool, Hot Tub & Skyline View
This stylish corner unit features an eclectic industrial design with exposed ductwork and a quiet, spacious layout. Enjoy a glimpse of Progressive Field from the living room and relax on your private balcony. The 725 sq ft space includes a fully equipped kitchen, smart TV, and generous closet space—perfect for extended stays or business travel. *The map shows a parking lot because this building was recently constructed on a former parking lot and opened just months ago!* FREE PARKING

Twin of West Saint James
This unique property is located in the heart of the Cedar Fairmount Historical District of Cleveland Heights. Built in 1919, an era when no detail was left out, even in homes built for the rental market. This house attaches to my other rental property West Saint James. The grand duplex offers light filled spaces, and fresh updated kitchens in both suites. They are entirely separate spaces but would work beautifully for a very large family gathering if renting both sides.

DT Cleveland LOFT | Gym | East 4th St | FAST WIFI
Stay in the heart of Cleveland! Our property is minutes from top attractions: ✔ Rocket Mortgage FieldHouse (Cleveland Cavaliers) ~2-5 min. ✔ FirstEnergy Stadium (Cleveland Browns) ~4-8 min. ✔ Progressive Field (Cleveland Guardians) ~3-6 min. ✔ Playhouse Square ~2-4 min. ✔ Rock & Roll Hall of Fame ~5-10 min. ✔ Cleveland Hopkins International Airport ~20-30 min. ✔ Wolstein Center (Cleveland State Vikings) ~2-4 min. These are estimated driving times from your stay.

Nordic Cabin Loft: Free Parking!
Welcome to the Nordic Cabin Loft! Enter your private suite from the rear entrance right from your private parking space. This suite was specially designed with short term stays and travelers in mind. Just 1.5 walkable blocks from the heart of downtown Lakewood. Walk to plenty of bars and restaurants, coffee shops, small boutique and specialty shops that make Lakewood stand out. Only minutes fro most major highways in Cleveland.

Designer Studio | Cleveland Clinic | Free Garage
* Parking garage fully open as of May 2024 * HIGHLIGHTS: Complimentary garage parking, brand-new building that is across from the Cleveland Clinic, Meijer Fairfax Market located downstairs (a full-sized grocery store with a coffee shop and a gift shop), Cleveland Clinic shuttle stop in front of the building, in-unit washer and dryer, private fitness center, night time security staff, and included WiFi. Read more below!

Charming Central Lakewood Duplex Lower Unit
Enjoy easy access to everything from this perfectly located home base in Lakewood. Lower unit of duplex, features original hardwood floors, central air, and the charm expected in a Lakewood century home with modern amenities. Close to airport, highway, downtown Cleveland, and all that Lakewood has to offer! Important to note: This is a 1st Floor unit and you may occasionally hear footsteps from upstairs tenant.

Avon Lake Adorable 2 Bedroom Lake Cottage West CLE
This modern, remodeled 2 bed, 1 Bath Cottage is on a street with almost no traffic. Walking distance to Lake Erie in the Avon Lake cottage district. Very peaceful neighborhood with mature trees. Cottage is stylish and ready for your getaway! Just a 5 minute drive to Huntington Beach and other area attractions. Located on West Side and Approx. 25 minute drive to downtown Cleveland.

Bright & Modern 2 Bedroom Lakewood Apartment
-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
Popular amenities for Cleveland holiday rentals
Other great holiday rentals in Cleveland

Chic Studio on Euclid Ave—Walk to Local Hotspots

Heart of Downtown Cleveland Hideaway

Modern Studio Near Cleveland Clinic & Case Western

Tremont/Cleveland Brownstone! Walk Bars/Restaurant

Stylish 1BD Condo I Little Italy I 2 TV's

Lakewood's Cozy Cottage (all inquiries welcome!)

Modern 1B in Heart of Downtown • Pool & Spa • Gym

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 | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $104 SGD | $104 SGD | $107 SGD | $107 SGD | $116 SGD | $118 SGD | $123 SGD | $130 SGD | $114 SGD | $114 SGD | $116 SGD | $115 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 3,710 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 159,550 verified reviews to help you choose

Family-friendly holiday rentals
1,970 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 1,450 rentals that welcome pets

Holiday rentals with a pool
140 properties feature pools

Rentals with dedicated workspaces
2,220 properties have a dedicated workspace

Wifi availability
3,650 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 Rocket Mortgage FieldHouse, Progressive Field and Rock & Roll Hall of Fame
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- Cuyahoga Valley National Park
- Rocket Mortgage FieldHouse
- Progressive Field
- Rock & Roll Hall of Fame
- Pro Football Hall of Fame
- Cleveland Browns Stadium
- Headlands Beach State Park
- Little Italy
- Mosquito Lake State Park
- Cleveland Metroparks Zoo
- Punderson State Park
- Boston Mills
- Cleveland Museum of Natural History
- Gervasi Vineyard
- Cleveland Botanical Garden
- Laurentia Vineyard & Winery
- Agora Theatre & Ballroom
- Case Western Reserve University
- The Arcade Cleveland
- Huntington Convention Center of Cleveland
- Cleveland Museum of Art
- Rocky River Reservation
- Debonné Vineyards
- Geneva State Park




