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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, 340 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!

Guest favourite
A charming urban neighborhood is captured during twilight, showing a three-section building with white and grey exteriors. Lush green hedges line the pathway alongside the sidewalk. The scene also includes a brick building with outdoor seating, contributing to the area's inviting atmosphere.
Townhouse in Ohio City
4.8 out of 5 average rating, 512 reviews

THE TWIN HOMES #1 - dead center OHC

FURNISHINGS UPDATED 8/24! Experience a true urban oasis situated between 2 fantastic Ohio City restaurants. This lower-level unit is equipped with everything you need for a pleasant stay, including a relaxing hot tub. Enjoy all that Cleveland has to offer from this highly walkable location STRICTLY ENFORCED: Exceeding the number of guests booked or the hot tub hours will result in a $500 fee. Our homes are surrounded by peaceful residential neighbors & this policy helps ensure their tranquility.

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
4.94 out of 5 average rating, 650 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
4.87 out of 5 average rating, 186 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, 588 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!*

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, 269 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
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, 623 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, 202 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.

Guest favourite
A modern kitchen features sleek wooden cabinetry and a spacious dining table with black chairs. Open shelving displays glassware and kitchen essentials, while stainless steel appliances provide functionality. Bright yellow accents and pendant lighting create a welcoming atmosphere. The countertop is topped with a bowl of lemons.
Flat in Ohio City
4.87 out of 5 average rating, 149 reviews

Super Close to Hot Spots in Ohio City, Cleveland

Ohio City, Cleveland, gem with trendy design! Historic charm and modern amenities. Triplex with private entrance and front porch, fully equipped kitchen, bedroom with a Queen size bed and sleeper sofa in the living room. Wi-Fi. Smart TV. Steps from foodie hub, shopping on Lorain. Very walkable! Short ride to Edgewater Beach, Downtown, theater district, sport venues and major hospitals. Great for traveling nurses, temporary insurance claims housing, or corporate rentals!

Top guest favourite
A stylish queen bed is framed by a sleek black canopy, set against a dark paneled wall. Soft white linens cover the bed, while modern bedside lamps illuminate the space. Small wooden tables are positioned on either side of the bed.
Flat in Lakewood
4.97 out of 5 average rating, 184 reviews

Hotel Quality/ Walkable / Free Parking/ Office #10

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.

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 Tremont
5 out of 5 average rating, 433 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.

Top guest favourite
A modern dining area features a spacious white table surrounded by light blue chairs. Natural wood paneling and a textured brick wall add visual interest. A decorative piece rests on the sideboard, complementing the room's contemporary aesthetic.
Flat in Lakewood
4.95 out of 5 average rating, 304 reviews

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.

Popular amenities for Cleveland holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Stay near Cleveland's top sights

Tremont

277 locals recommend

Cleveland Clinic - Main Campus Emergency Room

109 locals recommend

Cleveland Browns Stadium

461 locals recommend

Case Western Reserve University

56 locals recommend

Rocket Mortgage FieldHouse

268 locals recommend

Little Italy

159 locals recommend

Other great holiday rentals in Cleveland

Guest favourite
A spacious living area features a large sectional sofa adorned with colorful cushions. A modern flat-screen TV is mounted on the wall, alongside a vibrant mural of Cleveland. A cozy fireplace adds warmth, while a round glass table and bright orange accent chairs complete the space.
Flat in Cleveland
4.92 out of 5 average rating, 72 reviews

Fun 2Bed Apt • Skeeball • Foosball • FREE Parking

Top guest favourite
Flat in Downtown Cleveland
4.98 out of 5 average rating, 80 reviews

Penthouse Lofts on E 4th | Private Rooftop Patio

Superhost
A modern living area is highlighted by a comfortable sofa with accent pillows, facing a mounted TV featuring the Netflix logo. Large windows allow natural light to fill the room, showcasing a view of the city skyline. A round coffee table is centered on a patterned rug.
Apartment in Downtown Cleveland
4.81 out of 5 average rating, 42 reviews

Central 1BR • Wi-Fi • Gym • Parking • Book today

Guest favourite
A spacious dining area features a wooden table surrounded by four black chairs. Two botanical prints hang on the light-colored walls, while natural light filters in from the nearby windows. A cozy nook with a cushion is visible, adding to the inviting atmosphere.
Townhouse in Lakewood
4.89 out of 5 average rating, 28 reviews

Bright Modern Clean Sunset Lake Vibes Lakewood

Guest favourite
Flat in Downtown Cleveland
4.96 out of 5 average rating, 26 reviews

Luxury Apt w/ Rooftop Pool, Hot Tub & Skyline View

Guest favourite
A modern living space features large floor-to-ceiling windows offering a view of the historic architecture outside. The room is furnished with a green sofa, a round black coffee table, and comfortable chairs in warm tones. A television is mounted on the wall, complementing the neutral color palette.
Flat in Ohio City
4.97 out of 5 average rating, 29 reviews

City-Life|Free Parking|24/7 Gym| Steps 2 Metropark

Guest favourite
A spacious living area is highlighted by contemporary furniture, including a comfortable sectional sofa and an armchair. A smart TV is mounted on the wall, while a ceiling fan provides airflow. Stairs lead to the upper level, and a small plant adds a touch of greenery.
Flat in Downtown Cleveland
4.93 out of 5 average rating, 29 reviews

Downtown Cleveland Loft • Fireplace • Gym • Sauna

Guest favourite
A bright living area features large windows that allow natural light to fill the space. A comfortable sofa and a cozy armchair are arranged around a coffee table. A dining table with four chairs is visible, complemented by a decorative plant nearby.
Flat in Downtown Cleveland
4.85 out of 5 average rating, 65 reviews

Follow your dreams. Free Parking

When is the best time to visit Cleveland?

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Avg. price$103 SGD$103 SGD$107 SGD$107 SGD$116 SGD$117 SGD$122 SGD$130 SGD$113 SGD$121 SGD$117 SGD$113 SGD
Avg. temp-2°C0°C4°C10°C16°C21°C24°C23°C19°C13°C7°C1°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 Progressive Field, Rocket Mortgage FieldHouse and Rock & Roll Hall of Fame

Destinations to explore

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