Holiday rentals in Cleveland

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Top-rated holiday rentals in Cleveland

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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, 655 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!

Guest favourite
A bright living room features a yellow couch adorned with colorful cushions, surrounded by large windows allowing natural light. A circular purple rug lies beneath a white coffee table, while an armchair adds a pop of color. A small workspace is set up in the corner.
Guest suite in Cleveland
4.88 out of 5 average rating, 192 reviews

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.

Top guest favourite
A loft-style bedroom features a spacious bed with light bedding, set against blue and white walls. Natural light enters through a window, and a small lamp illuminates a bedside table. A textured area rug adds comfort to the hardwood floor.
Home in Cleveland
4.98 out of 5 average rating, 593 reviews

Cozy + Bright Lakeshore Cottage

Relax in this sunny cottage steps away from the Lake Erie shore. Comfy living room opens to the dining room (or home office - you choose!) Kitchen is well stocked and ready for the chef. Main bedroom and full bath are loft-style on the second level. Additional smaller bedroom and half bath on the first floor. Washer/dryer in the basement. Private driveway. Friendly and authentic Cleveland neighborhood. Terrific natural sunlight will brighten your stay and make THIS your Cleveland *happy place!*

Guest favourite
Home in Cleveland
4.95 out of 5 average rating, 38 reviews

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!

Guest favourite
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
4.87 out of 5 average rating, 624 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 bed is centered in the room, dressed in crisp white linens with decorative pillows. Soft lighting from two bedside lamps provides a gentle glow. A textured area rug lies underneath the bed, complementing the warm wood floor.
Guest suite in Tremont
4.99 out of 5 average rating, 207 reviews

Charming Tremont studio, walk to everything

Walk to some of Cleveland’s favorite restaurants in this centrally-located studio. Located on a quiet block in Tremont, you can relax in peace and comfort after exploring the city, hiking in the Metroparks, or spending time at Lake Erie (10-15 minute drive). The studio is located close to downtown, within a 15 minute drive of Cleveland Clinic/University Hospital and less than 10 minutes from Metro Hospital. This studio is located on the lower level of our home with a private entrance.

Top guest favourite
Flat in Tremont
4.97 out of 5 average rating, 571 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.

Guest favourite
A cozy living room features a leather sofa with plush cushions and a modern armchair. A decorative fireplace is set against a stone wall, enhancing the room's warmth. Sheer curtains frame the window, while soft lighting adds to the inviting atmosphere.
Flat in Edgewater
4.96 out of 5 average rating, 127 reviews

Cozy Chic Bungalow w. Balcony, close to beach

This charming 1920-built apartment, nestled in a working-class historical neighborhood of Cleveland, offers a perfect blend of historic character and modern amenities, ideal for your next Cleveland getaway. - Dedicated work station w. a computer monitor - Up to 2 car off street parking - Central AC - Dogs are welcome! $50 pet fee per dog per stay. Sorry no cats. - NO unregistered overnight guests are permitted. NO parties or gatherings - 5 minutes to downtown Cleveland

Top guest favourite
The exterior of a charming brick carriage house is showcased, featuring a steeply pitched roof and large, shuttered windows. Lush greenery surrounds the entrance, with flowering plants visible near the driveway, providing a welcoming ambiance on the sunlit day.
Guest house in Cleveland Heights
4.98 out of 5 average rating, 511 reviews

Clean and Cozy Carriage House Getaway

Sunny and cozy carriage house in safe, historic neighborhood - perfectly appointed for overnight guests or extended stay visitors. Close proximity to Cleveland Clinic, Case Western, John Carroll University, Shaker Lakes & University Circle. Enjoy the charm of staying in this premier neighborhood with the comforts of home including updated kitchen, furnishings, bed/bedding and spa shower. Beautiful, safe, tree-lined street with private entrance and parking spot.

Guest favourite
A cozy sleeping area features a light-colored bed with crisp white linens. A dark gray accent wall adds depth, with a modern four-poster bed frame providing structure. Beside the bed, a sleek black nightstand holds a small lamp, while a woven basket sits on the floor.
Flat in Lakewood
4.96 out of 5 average rating, 307 reviews

Hotel Quality/ Walkable / Free Parking/ Office #11

You will enjoy a stylish experience at this centrally-located suite. Free parking lot behind the building! Keyless entry. 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. Laundry pods complimentary Queen bed sleeps 2. Pack'n Play or Roll Away Bed Available on request for fee.

Superhost
Flat in Downtown Cleveland
4.77 out of 5 average rating, 181 reviews

Cal King Bed| Free Parking| By Downtown & Clinic

My place is a cozy 320 sq. ft. dorm-sized unit located in a safe, convenient area within walking distance of CSU. The building has a professional and college dorm-style vibe—simple yet functional, making it perfect for a short stay. While it’s not a luxury five-star property, it gets the job done and offers great value for its location. You’ll be just minutes away from Downtown Cleveland’s top attractions and the Cleveland Clinic! Book your stay today 😊

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 Cleveland
4.99 out of 5 average rating, 138 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.

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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