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A historic farmstead with a large barn and a sign indicating it was established in 1895.

Cleveland Vacation Rentals

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  • Check prices for these dates

    Check prices for these dates, December 14 – 15, 2026

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    Our top choices for Cleveland vacation rentals

    1. 2 Queen Bed | Ruleville MS

    A brick wall with a window and a shelf.

    2. King Bed | Ruleville MS

    A brick wall with a window and a shelf.

    3. Peaceful country home in charming Indianola great for entertaining or relaxing

    Room

    Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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    Find vacation rentals that suit your style

    Apartments

    Condos

    Top Cleveland Hotel Reviews

    Cotton House, Cleveland, a Tribute Portfolio Hotel

    A spacious living area with a wooden floor, a sofa, a coffee table, and a dining area visible through a glass door.

    Lyric Hotel West End, Trademark Collection by Wyndham

    A modern restaurant with brick walls, multiple seating areas, and pendant lighting.

    Motel 6 Cleveland, MS - Delta State University

    A bedroom with a bed, a nightstand, a dresser, and a wall-mounted TV.

    Hotel 27

    Breakfast area

    Quality Inn Indianola

    A modern lounge area with leather sofas, a glass-top coffee table, and a brick wall with a fireplace.

    Holiday Inn Express and Suites Greenville by IHG

    A spacious living room with a large sofa, armchairs, and a fireplace.

    Americas Best Value Inn Indianola

    Room

    Super 8 by Wyndham Indianola

    A hotel room with a large bed, a desk, a chair, a TV, and a window with curtains.

    Find out more about Cleveland

    Everything you need to know about Cleveland vacation rentals

    Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Cleveland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

    There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cleveland vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

    Cleveland vacation rentals: An excellent choice for every season

    Whenever you want to travel, a warm welcome awaits you in Cleveland. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Cleveland in high season.

    Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $50 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

    How to find incredible deals on Cleveland rentals

    At Expedia, we put the best Cleveland vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

    To find some top Cleveland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cleveland vacation.

    If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cleveland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

    Frequently Asked Questions

    Can I find a vacation rental in Cleveland?

    Yes, we offer vacation rentals in Cleveland close to Martin and Sue King Railroad Museum, or you can go with a more remote option if you'd like a relaxing place to stay. Cleveland is known for its jazz scene and shopping. Make sure you have time to check out the festivals and university setting during your trip.

    What are some of the best vacation home rentals that Cleveland has to offer?

    Cool 2-bedroom house with AC in charming Cleveland: Visitors like this Cleveland vacation home rental. It has air-conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

    How many vacation rentals are there in Cleveland?

    Choose from 3 Expedia vacation rentals in Cleveland for a memorable vacation.

    What can I see and do in Cleveland?

    Cultural attractions to visit include Martin and Sue King Railroad Museum and Bologna Performing Arts Center. Other places in town to visit include Derrall Foreman Golf Course and Grammy Museum Mississippi.

    What are vacation rentals like in Cleveland?

    Vacation rentals are privately owned properties you can stay in for a short or long stay in Cleveland. Vacation rentals offer extras such as kitchens and laundry facilities so you'll have everything you need. If you're concerned about a clean environment, a vacation rental can provide a sense of seclusion away from public hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for family gatherings.

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