Holiday rentals in Cleveland

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Top-rated holiday rentals in Cleveland

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Top guest favourite
The family room features a cozy electric fireplace surrounded by built-in shelves filled with books and decorative items. A large mirror above the fireplace reflects natural light. Light-colored seating is arranged on a blue area rug, enhancing a relaxing atmosphere.
Home in Willowick
4.96 out of 5 average rating, 271 reviews

Lake Erie Getaway

Enjoy the wondrous beauty and sunsets of Lake Erie, the 11th largest freshwater lake in the world. From the back yard you can swim or fish. 2 bedroom/2 bathroom house with cozy electric fireplace in family room . 1300 square feet of first floor living on Lake Erie.Lake views from nearly every room. Private fenced backyard with over 400 plants. Twenty minutes from downtown Cleveland and University Circle area, 10 minutes to downtown Willoughby and a 5 minute walk to the grocery stores and deli

Superhost
The living area features a neutral-toned sectional sofa, a wooden coffee table, and two dining chairs beside a small dining table. A textured green wall art piece adds a touch of nature, while framed abstract prints enhance the decor.
Flat in Cleveland
4.88 out of 5 average rating, 489 reviews

Private 2 Level Apartment with Hot Tub in Tremont

Welcome to this remodeled, charming 1 bed 1 bath in the heart of Tremont. This special place is just a minutes walk from all the bars, restaurants, cafes, parks, and vintage stores. Enjoy two floors of living space and a spacious deck on the second floor that is perfect for relaxing with your favorite drink or entertaining friends!! The unit has a private entrance with an open kitchen, LR, BR with a closet and a small workspace; WD. With a private brand new hot tub with plenty of space for 4!

Top guest favourite
A cozy living space features a circular wooden coffee table at the center, surrounded by plush seating in vibrant colors. A modern electric fireplace is integrated into a dark mantel, complemented by botanical wallpaper and soft drapes. A large gold-framed mirror accents the warm atmosphere.
Home in Cleveland
4.97 out of 5 average rating, 274 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

Guest favourite
Flat in Downtown Cleveland
5 out of 5 average rating, 12 reviews

Playhouse Square Condo | Parking | Downtown

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 96/100, you’re only moments from the city’s best dining, nightlife, and attractions—then retreat to your private oasis to unwind in style. ✔️ Luxury 2BR/2Bath 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!

Guest favourite
A modern dining area is showcased with a circular glass table surrounded by four chairs in varied colors. A feature wall of wooden slats complements an abstract art piece, while a statement light fixture hangs above, adding interest to the space.
Flat in Lakewood
4.94 out of 5 average rating, 212 reviews

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.

Top guest favourite
A spacious living area features a large sectional sofa adorned with decorative pillows. A minimalistic coffee table sits in front, while a prominent TV and a modern fireplace are integrated into the design. Natural light floods the space through well-placed windows.
Home in Cleveland
4.94 out of 5 average rating, 103 reviews

Tremont Elegance | Luxury Home w/ Theater & Patio

✨ Luxury Tremont home • High-end finishes 🛏 Spacious bedrooms • Sleeps groups & families 🍳 Chef’s kitchen w/ premium appliances 🎬 Private theater room w/ streaming 🛋 Modern comfort + blackout curtains 🛁 Spa-like bath w/ soaking tub & rainfall shower 🌳 Large backyard & patio for gatherings 📍 Walk to dining, art & green spaces in Tremont 🏟️ 10 min drive to Rock Hall, downtown stadiums, & lakefront You will love our serene retreat in one of Cleveland’s most desirable neighborhoods!

Top guest favourite
The exterior of the urban cottage features a welcoming front porch with decorative lighting and a colorful garden with greenery. The two-story house is painted in soft gray tones, complemented by blue shutters. Sidewalks and a fenced yard provide a sense of spaciousness.
Home in Cleveland
4.99 out of 5 average rating, 121 reviews

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.

Top guest favourite
A spacious living area is presented, featuring a comfortable sofa and a soft area rug. A modern coffee table sits in the center, while a large TV is positioned against the wall. Natural light filters in through sloped ceilings and a nearby window.
Flat in East Cleveland
5 out of 5 average rating, 113 reviews

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.

Top guest favourite
A cozy studio apartment is highlighted by a large horse painting on the wall, featuring a spacious seating area with assorted cushions. A well-equipped kitchen is visible, complemented by a plant and natural light from a skylight. Warm wooden floors enhance the inviting atmosphere.
Guest suite in Cleveland
4.96 out of 5 average rating, 1,032 reviews

Spectacular Space, Heart of Tremont Off St Prkng

Experience a beautiful and creative studio renovation that's known for its artwork, decor and location. Privacy, safety, comfort and inspiration are all a part of this art-filled space in Cleveland's premier residential neighborhood. The space has a private entry and has many amenities. It's close to Downtown Cleveland, West Side Market, Cleveland Clinic, the airport, and within walking distance of many pubs, award-winning restaurants, and coffee shops. Includes off-street parking.

Top guest favourite
A spacious bedroom is highlighted by a sleek wooden bed featuring white linens and a soft turquoise throw draped across the side. Minimalist bedside tables stand on either side, with framed geometric art adorning the warm-colored walls.
Home in Ohio City
5 out of 5 average rating, 214 reviews

Stay in Ohio City: Walk to Market & Food (3BD/2BA)

Our renovated century 3BR/2BA home has a chef’s kitchen with gas range, fast Wi-Fi, in-home laundry, private driveway parking, and a spacious fenced backyard with grill and fire pit. Very kid-friendly. Walk under 5 minutes to Ohio City highlights like West Side Market and Great Lakes Brewing, or popular restaurants in Tremont. Downtown is 5 minutes by car or a quick walk across the bridge (Progressive Field, Rocket Mortgage FieldHouse, East 4th).

Guest favourite
An open living area features a sectional couch and a cozy armchair, providing ample seating. Natural light fills the space, highlighting the wood flooring and modern decor. The dining area and kitchen can be seen in the background, enhancing the flow of this inviting layout.
Home in West Boulevard
4.98 out of 5 average rating, 143 reviews

Modern Home in Cleveland

Renovated in 2021, this home's unique industrial touches add to its modern look. The home includes 3 bedrooms, featuring king, queen, and full size beds. There is a futon in the basement and a living room couch that can accommodate two additional people. The home is spacious, offering two areas for people to lounge, one on the first floor and the other in the basement. The basement includes a television, "bar" area, and a workstation.

Top guest favourite
An open living area features a mix of vintage and modern furniture. A spacious sofa is positioned in front of a coffee table, surrounded by seating arrangements. The kitchen area is visible in the background, with bar stools at the counter and light fixtures highlighting the ceiling.
Flat in Cleveland
5 out of 5 average rating, 450 reviews

Center of Tremont Mid-Century

A bright, open floor plan with soaring tin ceilings and an airy tropical/mid-century modern feel. In a former storefront and gallery space. Vintage mid-century furniture, with some modern in the mix. Large storefront windows cover the entire front of the space, which gets west sun exposure all afternoon and evening. We are in the center of Tremont's entertainment district, with shops, restaurants, and bars in close proximity.

Popular amenities for Cleveland holiday rentals

When is the best time to visit Cleveland?

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Avg. price$104 SGD$104 SGD$108 SGD$108 SGD$117 SGD$119 SGD$124 SGD$132 SGD$115 SGD$115 SGD$117 SGD$116 SGD
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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

Destinations to explore

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