Holiday rentals in Cleveland

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Top-rated holiday rentals in Cleveland

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Home in Downtown Cleveland
4.88 out of 5 average rating, 59 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!

Top 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
4.86 out of 5 average rating, 73 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.

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, 228 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
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 Ohio City
4.99 out of 5 average rating, 136 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.

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
4.99 out of 5 average rating, 137 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.

Guest favourite
A spacious dining area is featured with a long wooden table surrounded by six chairs, positioned next to a large window that allows natural light to illuminate the space. A light fixture hangs above the table. A side table is placed in the corner, enhancing the room's functionality.
Home in Downtown Cleveland
4.92 out of 5 average rating, 129 reviews

Luxury Downtown Townhome w/ Private Garage Unit 6

Note: We only charge a $200 security deposit to 216 and 440 phone numbers or same day 1 night reservations. Welcome to our roomy Cleveland townhome, ideally located for exploring downtown on foot. Enjoy close access to Browns Stadium, Rock Hall, Playhouse Square, CSU, the Cavs arena, and Progressive Field. The master suite offers a private retreat with all amenities like a washer/dryer. The open living area and equipped kitchen add comfort. Plus, parking is easy with a 2-car garage.

Guest favourite
A shared spa area features a hot tub beside a stone-paved space with a large table and six chairs, partially shaded by a green umbrella. The area is enclosed by greenery and a rustic brick wall, providing a cozy and private setting.
Flat in University Circle
4.98 out of 5 average rating, 403 reviews

Rare Cleveland Apt: Little Italy! W/Sauna&Hot tub!

Fall in love with this charming, newly updated 1-bedroom, 1-bath lower unit triplex apartment situated in the heart of Little Italy, walking distance from University Circle, UH Hospital, Cleveland Museum of Art, Botanical Garden, Public Transportation and much more. Apartment is complete with a well-equipped kitchen, Smart TV, laptop workspace, and modern furnishings, this vacation/business rental delivers all the essentials so you can spend more time relaxing and exploring.

Guest favourite
Home in Tremont
5 out of 5 average rating, 22 reviews

flower on freeman Front studio

Flower on Freeman front on freeman Queen bed + luxe soaking tub + bidet … dining•drinks•dinner our studio is above the flower on freeman lounge, minutes from 25th St, downtown, parks, hing-town, gordon square, we are in the heart of duck island. enjoy a plush queen bed, spa style bath, bidet soaking tub and a lovely patio for coffee and cocktails. please note: guest activity and music from the lounge until later evening is present. a place to drink and dream

Top guest favourite
A modern open-concept living area showcases a dining table surrounded by metal chairs, with a view of the kitchen featuring white cabinetry and appliances. A plush sofa is positioned nearby, and a black cat can be seen casually exploring the space.
Flat in University Circle
4.98 out of 5 average rating, 464 reviews

Little Italy - Heart of it all...

Modern, fully furnished, one-bedroom apartment (includes sofa bed for 3rd person). Set up for both short and longer comfortable stays. Cooking utensils supplied; dishwasher, gas stove & microwave; In-suite Laundry Walk, bike or take public transport (Health Line) to University Hospitals and the Cleveland Clinic or to Case Western Reserve University. Restaurants, Museums, & Specialty shops within close walking distance Off-street parking Weekly and Monthly Rates

Top guest favourite
Home in Lakewood
5 out of 5 average rating, 153 reviews

Bright & Modern: Available this Weekend!

-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

Superhost
A modern studio space features a queen-size bed with plush pillows and a bright yellow throw. A kitchenette is equipped with a microwave, refrigerator, and coffee maker, alongside sleek cabinets. Minimalist decor is complemented by natural light from a nearby window.
Apartment in Downtown Cleveland
4.6 out of 5 average rating, 15 reviews

Urban Retreat! Studio Near Restaurants & Entertain

Indulge in upscale living at Skyline 776 by LiveSuites in downtown Cleveland. Our modern rentals offer comfort and convenience near top attractions. Multiple stylish units are available, your unit may vary slightly but will be equally well designed. Enjoy the theater, sauna, and rooftop club room. Secure parking included. Please note: construction noise may occur on weekdays.

Top guest favourite
Flat in University Circle
4.97 out of 5 average rating, 30 reviews

Serene & Spacious 2BR | Cleveland Clinic

HIGHLIGHTS: Complimentary parking, brand-new building that is a 5 to 10 minute walk to the Cleveland Clinic, a 5 minute walk to Meijer Fairfax Market (a full-sized grocery store with a coffee shop and a gift shop), a 5 minute walk to a Cleveland Clinic shuttle stop, in-unit washer and dryer, private fitness center, and included WiFi. Read more below!

Popular amenities for Cleveland holiday rentals

When is the best time to visit Cleveland?

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Avg. price$107 SGD$110 SGD$123 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 3,900 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 160,590 verified reviews to help you choose

  • Family-friendly holiday rentals

    2,010 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 1,430 rentals that welcome pets

  • Holiday rentals with a pool

    140 properties feature pools

  • Rentals with dedicated workspaces

    2,230 properties have a dedicated workspace

  • Wifi availability

    3,850 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, Rock & Roll Hall of Fame and Rocket Mortgage FieldHouse

Destinations to explore

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