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, 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
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 Tremont
4.89 out of 5 average rating, 486 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!

Guest favourite
A modern lakeside retreat features a cantilevered deck overlooking calm waters. The structure's slanted roof and large windows enhance its architectural appeal. Vibrant foliage is visible in the foreground, adding a touch of color against the serene blue sky and water.
Guest house in Lakewood
4.85 out of 5 average rating, 65 reviews

The Lake House

** We do not allow weddings (including “micro”), parties, or events of any kind. ** 10 minutes from downtown! DIRECTLY on Lake Erie's shoreline, cantilevered above the water. Completely private waterfront escape. Experience the sound of the waves for a truly relaxing getaway. THE VIEW - Panoramic views of Lake Erie and surrounding wildlife. Dreamy sunsets. THE INTERIOR - The meticulously designed interior blends the timeless charm of mid-century modern architecture with high-end luxuries.

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 Ohio City
4.97 out of 5 average rating, 273 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

Superhost
The kitchen area features a modern countertop with minimalist bar stools and a potted plant. A wood-burning stove is positioned nearby, while a wooden ladder leads to a lofted space above. Natural light fills the room through the adjoining doorway.
Home in Ohio City
4.88 out of 5 average rating, 147 reviews

Scandinavian Style Bungalow

✨Featured on HGTV House Hunters!✨ This Scandinavian styled home features a bright space with natural wood touches throughout. There is a well-equipped kitchen with essential cookware. The home is small, minimalistic, and cozy complete with a private porch out front and a private driveway for easy parking. Perfect for an intimate getaway for two. Sitting on a quiet alley, the home is steps away from coffee shops, restaurants and breweries. It is a short 5 minute drive to downtown Cleveland.

Top guest favourite
A charming blue cottage stands amidst a manicured lawn, featuring a red front door and elegant flower boxes. Well-maintained shrubs and a young tree enhance the welcoming atmosphere, while a clear sky adds to the inviting exterior.
Home in Cleveland
4.98 out of 5 average rating, 172 reviews

Duke Urban Cottage CLE

Sweet 1900-built city cottage in Detroit Shoreway, updated & styled to be the perfect place to land, to enjoy Cleveland's neighborhood attractions, meet old pals, or a staycation. Comfortable, clean, sunny. Fully-stocked kitchen, snacks, drinks. All cotton duvets, Nectar bed & quality furnishings. Wifi, Apple TV, sound bar, & Cable. Clean and spacious to spread out. Ring camera at side door. Most pets ok, with fee ($50 per). Firepit & patio. Welcome!

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
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, 319 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.

Top guest favourite
Home in Lakewood
5 out of 5 average rating, 145 reviews

Available this weekend! Bright & Modern 2 bedroom

-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

Guest favourite
A spacious living area features high wood-paneled ceilings, complemented by large windows that provide natural light. Comfortable seating arrangements are present, with a mix of plush sofas and soft ottomans. Unique pendant lights hang from above, creating a relaxed ambiance.
Home in Ohio City
4.95 out of 5 average rating, 187 reviews

The Bamboo Haus - Mid Century Home in Ohio City

This mid century home will truly inspire your soul! Japanese and Scandinavian design influence the space to provide a truly fun and unique experience for you and all of your guests. Vintage furniture, books, and art compliment this homes unique shapes and clean lines. The combination of warm woods, pops of color, and cool walls will leave you feeling ZEN.

Guest favourite
A rooftop deck is illuminated at night, featuring a hot tub with purple lighting. The surrounding city skyline is visible, with prominent buildings including a lit tower in the background, creating a vibrant urban atmosphere.
Apartment in Downtown Cleveland
4.93 out of 5 average rating, 103 reviews

Lux Penthouse Downtown Cleveland - Rooftop Hot Tub

Absolutely stunning contemporary top floor, corner unit penthouse completely renovated. High ceilings, bidet toilet, marble shower & landings, exposed brick, custom stairs, top-of-the-line appliances, furniture & private ~800 sqft rooftop deck right on W6th! Laundry cleaned with Ozone Disinfection technology!

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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