Holiday rentals in Cleveland

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Top-rated holiday rentals in Cleveland

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Top guest favourite
A living room is featured with a black brick fireplace at its center, complemented by a mounted television above. Light curtains frame the windows, and a small side table holds magazines. A potted plant adds a touch of greenery, while comfortable seating is present.
Townhouse in Lakewood
4.95 out of 5 average rating, 352 reviews

Lakewood, OH - Clean, Convenient 2 Bdrm Double

A newly renovated first floor unit in a 1920’s double. Located in Lakewood, a fun, family friendly city with many wonderful parks, restaurants and night life to stay occupied within walking distance. If you would like to explore Cleveland, it’s just a short 10 minute drive downtown or to trendy neighborhoods such as Ohio City and Tremont. Located within a mile of the I-90 interstate, RTA train station and bus stops, easy access across town or to the airport is right outside your door. Come stay and enjoy all the amenities of home while visiting the rejuvenated Forest City!

Top guest favourite
A spacious outdoor area features a jacuzzi next to a dining table with chairs and an umbrella. Stone flooring surrounds the space, while a brick wall provides a rustic backdrop. Decorative lighting adds a calming touch to the environment.
Holiday home in University Circle
5 out of 5 average rating, 280 reviews

New Cleveland Apt: Little Italy! Massage&Hot tub!

Fall in love with this charming, newly updated 1-bedroom, 1-bath lower unit triplex apartment situated just minutes from downtown and University Circle. Complete with a well-equipped kitchen, Smart TV, laptop workspace, and modern furnishings, this vacation rental delivers all the essentials so you can spend more time relaxing and exploring. Nearby Case Western University, UH Hospital, University Circle, Cleveland Museum of Art, Cleveland Clinic, Severance Hall, Botanical Garden, and much more!!

Top guest favourite
A cozy living area is highlighted by a modern gray sofa and a small side table with a colorful lamp. A dining space with wooden chairs is visible in the background, alongside a well-equipped kitchen, accentuated by light-colored cabinetry.
Flat in Tremont
4.95 out of 5 average rating, 663 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!

Top guest favourite
A bright living room features a cozy orange sofa paired with two armchairs adorned with patterned cushions. A wooden coffee table sits in the center, complemented by a decorative rug. Natural light filters through the windows, enhancing a welcoming atmosphere.
Flat in Cleveland Heights
5 out of 5 average rating, 197 reviews

The Farmhouse - 1 Bdrm Apt in a Great Location

Welcome to this 2nd flr 1 bd/1 ba private apartment in a charming 1880s farmhouse located in a friendly walkable neighborhood. Full kitchen with all you need to make your own meals, washer/dryer and separate office inside the unit. Free off-street parking. You are only: 5 min walk to Starbucks, a variety of restaurants, bars, shops, trails 5-10 min drive to Cleveland Clinic, University Hospitals, Case Western, museums, parks, Little Italy and more 15 min drive to major attractions and Lake Erie

Guest favourite
A spacious living area features large windows allowing natural light to fill the room. A comfortable couch is positioned next to a cozy chair, with a small coffee table in between. A dining table with chairs creates an inviting space for meals and gatherings.
Flat in Downtown Cleveland
4.86 out of 5 average rating, 181 reviews

Spacious Cleveland Studio

Experience the best of city living at our stylish 1-bedroom downtown Cleveland condo. This modern-organic space features 14-foot ceilings, hardwood floors, and large windows, creating a bright and airy atmosphere. Our condo includes 1 queen sized bed, and 1 couch. Located in the heart of downtown, you're steps away from top dining, shopping, and entertainment venues. Ideal for both business and leisure, our condo provides the perfect urban retreat. WALKING DISTANCE TO ALL CLEVELAND ARENAS!!

Superhost
A cozy studio space is shown, featuring a spacious bed with a light quilt and decorative pillows. A compact kitchen with wooden cabinets and modern appliances is visible, alongside a small blue sofa and a window allowing natural light.
Flat in Cleveland
4.86 out of 5 average rating, 632 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!

Top guest favourite
A spacious living area features a leather sofa paired with two green armchairs, arranged around a wooden coffee table. Large windows provide views of the forest, while a dining table for six is situated in the background beneath a light fixture.
Chalet in Middleburg Heights
4.96 out of 5 average rating, 107 reviews

Groovy Cedar Chalet Forest View

Our retro inspired chalet offers a secluded forest setting with excellent access to convenient amenities! Our family-friendly space comfortably sleeps 6 guests. Each room has been thoughtfully appointed for your convenience and authentic aesthetic. The entire home is yours to use. The fully equipped kitchen and laundry room are a great bonus. On Sunny and rainy days alike- sip a fresh cup of coffee on the spacious front porch. An attached 3 car garage and driveway allows for ample parking.

Guest favourite
A spacious living room features a light-colored sofa paired with a textured area rug. A coffee table holds a small plant and a remote. Natural light filters through sheer curtains over a 50" Flatscreen TV, illuminating the inviting space.
Flat in Shaker Heights
4.91 out of 5 average rating, 212 reviews

Historic District 2BR on 2nd Floor near CLE Clinic

Get comfy in this 2BR 1Bath historic district charmer in a friendly & vibrant Shaker Heights, OH neighborhood. This 2nd floor apartment offers a relaxing getaway near restaurants, shops, attractions, landmarks, and major hospitals and employers, making it ideal for traveling nurses and business travelers looking for an extended stay. ✔ 2 Comfy Bedrooms w/ Queen Beds ✔ Relaxing Living Area ✔ Fully Equipped Kitchen ✔ Smart TV ✔ High-Speed Wi-Fi ✔ Washer/Dryer ✔ Parking See more below!

Top guest favourite
A warm living room space showcases a blue sofa and a brown leather armchair, centrally positioned around a coffee table. Natural light filters through the window, brightening the space adorned with decorative shelving units and art pieces on the walls.
Flat in Tremont
4.96 out of 5 average rating, 165 reviews

Fragile Suite at Tremont GuestHouse

Welcome to Tremont Guesthouse Fragile Suite, our 2BR 2nd floor walk-up apartment with everything you'll need for your visit to Cleveland. Our convenient location is <3 miles from all downtown sports venues and RRHoF, <6 miles to Cleveland’s world-renowned medical campuses and museums, with easy access to all other northeast Ohio destinations. Whether your visit is for a sporting event, a concert, a trip to Cleveland Clinic, a visit with the grandkids... we'd love to host you.

Top guest favourite
A modern kitchen features stainless steel appliances and a spacious island with four wicker bar stools. Shelves display an array of glassware and dishware. Bright lighting highlights the sleek countertops and decorative accents, creating a functional and inviting cooking space.
Flat in Tremont
4.97 out of 5 average rating, 581 reviews

Ultra Mod Apt in Heart of Tremont

Enjoy all that Cleveland has to offer from your swanky launch pad in Tremont! Walking, driving, or riding you are mere seconds or minutes away from world class museums, restaurants, bars, galleries, hospitals, boutiques, markets, music, and more. Within a few seconds walk you can shop, dine, relax, caffeinate, and contemplate. Close access to highways for more extensive roving. Upon return from excursions, the space is off the main street and is a quiet, cool sanctuary.

Top guest favourite
The exterior of a charming cottage is surrounded by lush greenery, featuring a sloped roof and a welcoming front porch. A driveway leads to a garage on one side. The home is set back from the road, providing a serene atmosphere in a quiet neighborhood.
Home in Middleburg Heights
4.93 out of 5 average rating, 169 reviews

Big Creek Cottage, OH whole home, SuperHost

Located in Middleburg Heights. Situated in the scenic Metroparks. Very quiet residential family oriented neighborhood. Five minutes from Cleveland Hopkins Airport and 20 minutes from downtown Cleveland. Minutes from the I X Center, Baldwin Wallace College and the Cuyahoga County Fairgrounds. Very close and convenient to shopping and many restaurants. We have updated our cleaning process in accordance with Airbnb Covid guidelines and cleanliness standards.

Guest favourite
A brightly lit living area features a comfortable sofa and a love seat, complemented by oversized windows. The décor includes framed wall art and a lampshade, with a dining table set for four. A jute rug lies beneath, adding warmth to the hardwood flooring.
Flat in University Circle
4.93 out of 5 average rating, 115 reviews

Luxury 2 Bed/2 Bath | CLE 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!

Popular amenities for Cleveland holiday rentals

When is the best time to visit Cleveland?

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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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  5. Cleveland