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
Flat in Lakewood
4.94 out of 5 average rating, 226 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
Cottage in Willoughby
4.99 out of 5 average rating, 207 reviews

Lydia's Lake Erie Cottage

In the heart of Willoughby, a cozy cottage awaits you as the perfect getaway spot. Situated on the shores of Lake Erie, you'll be able to enjoy stunning lake views on the water's edge. Inside, you'll find a cozy and well-appointed space, complete with a fully stocked kitchen and outdoor grill, Unwind by the fireplace in the living room or catch up on your favorite shows on the smart TV. Stay connected with the free WiFi, and take advantage of the laundry with a washing machine and dryer.

Top guest favourite
A modern kitchen with navy blue cabinetry and wooden countertops is showcased. Stainless steel appliances, including a gas stove and dishwasher, are visible. Shelving displays various kitchen items, and natural light enters through a skylight. The overall design reflects a contemporary style.
Home in Ohio City
4.99 out of 5 average rating, 134 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.

Top guest favourite
A spacious living area features vaulted ceilings accented by recessed lighting. A cozy couch and armchair surround a circular coffee table, creating a comfortable seating arrangement. A large bed with crisp linens is positioned in the background, illuminated by natural light from nearby windows.
Flat in East Cleveland
4.99 out of 5 average rating, 135 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.

Top guest favourite
Flat in Cleveland
4.99 out of 5 average rating, 467 reviews

Herman Gardens Luxury Rental

Luxury apartment in Central Gordon Square Arts District. 1200SF 1st floor self-contained apartment: queen bed & two sofa beds. Private patio, (1) off-street parking space, en suite laundry, full cable TV, Wi-Fi. Walking distance to restaurants, coffee shops, bars, boutiques, Cleveland Public Theater, Capitol movie theater, Edgewater Park and Beach. On Centennial Lake Link bike trail. Minutes to Ohio City, Hingetown, Tremont and Downtown Cleveland. 15-minutes to Hopkins airport.

Top guest favourite
Flat in University Circle
4.98 out of 5 average rating, 460 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

Guest favourite
Flat in University Circle
4.84 out of 5 average rating, 116 reviews

Spacious Studio | Cleveland 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!

Top guest favourite
Flat in Tremont
4.92 out of 5 average rating, 189 reviews

Stylish Studio | Near Downtown CLE | Trail Access

Welcome to Venus, one of two boutique hotel rooms located at Electric Gardens. What we offer: - 24/7 access to Limelight, our co-working space - Cleveland Metroparks Towpath access right in our backyard - Furnished deck with fireplace & STUNNING views of downtown Cleveland - State of the art Fitness Studio featuring Pelotons, Concept2 machines, TRX, free weights and more! -Nespresso coffee available 24/7 in the lobby

Top guest favourite
An outdoor deck is surrounded by lush trees, showcasing a tranquil wooded setting. Four metal chairs and a circular table are positioned to create a welcoming space for relaxation. Soft hues of sunset light filter through the leaves, enhancing the natural scenery.
Cabin in Olmsted Township
4.98 out of 5 average rating, 116 reviews

Log Cabin Retreat

A Rustic Retreat with a Refined Interior! This 1960's Log Cabin nestled in the woods above the Rocky River is a beautiful place to unplug and unwind. Located within a mile of the Cleveland Metroparks System including miles of hiking, biking and horse trails, golf courses, fishing spots and picnic areas. It is 20 minutes to downtown Cleveland and 5 minutes to Cleveland Hopkins Airport. NO PETS or PARTIES, please.

Guest favourite
A modern kitchen features white cabinetry, a sleek granite countertop, and a minimalist design. Stainless steel appliances, including a refrigerator and stove, are present. A wooden dining table adds warmth, complemented by fresh flowers in a vase. Exposed brick walls provide a unique texture.
Apartment in Downtown Cleveland
4.92 out of 5 average rating, 133 reviews

Luxury Top Floor Condo with a View

This top floor condo is located in a historic building in the heart of downtown Cleveland. The unit features 15 ft ceilings and modern furnishings. The Warehouse District offers easy walkability to restaurants and night life (but don't worry, it's nice and quiet on the top floor). From the airport, the RTA Rapid Transit red line/ Terminal Tower stop will get you within a 10 min walking distance of the building.

Top guest favourite
A serene view of a hot tub features clear water reflecting sunlight. Surrounding greenery includes large trees offering shade. A wooden fence encloses the area, while a small set of steps leads to an entryway of the nearby house. Potted plants are placed along the fence.
Home in Cleveland
4.95 out of 5 average rating, 240 reviews

Finland House CLE| Boutique Retreat with Hot Tub

Finland House CLE is a thoughtfully curated boutique retreat in Cleveland, near Edgewater Beach, Lake Erie, and the West Side Market—ideal for guests who value comfort, style, and calm. Enjoy a private hot tub, chef-ready kitchen, spa-inspired bathrooms, and beautifully styled bedrooms. This welcoming home offers an elevated, relaxed stay with cozy gathering spaces and easy access to Cleveland’s best attractions.

Top 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, 194 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.

Popular amenities for Cleveland holiday rentals

When is the best time to visit Cleveland?

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Avg. price$107 SGD$109 SGD$122 SGD$108 SGD$117 SGD$118 SGD$124 SGD$131 SGD$115 SGD$115 SGD$117 SGD$116 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 3,900 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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