Cleveland holiday lettings

We found 9 holiday rentals — enter your dates for availability

Scroll through and select from holiday rentals in Cleveland to find one that's perfect for your trip. Whether you’re staying in a holiday home with family or friends, you'll find the best amenities for hanging out with the people that matter most, such as parking and air conditioning. Whatever you're looking for, you'll be able to choose a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

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The cosy area of Cleveland awaits your stay

The area's jazz and festivals are just some of the reasons to come on holiday to Cleveland. This city is well-known for its shopping and university setting. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in and around Cleveland

Are you hoping to find top things to see and do while you're in town? Venture out of your holiday home and experience everything that makes Cleveland a fun spot to go on holiday. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Derrall Foreman Golf Course (0.5 mi / 0.8 km)
  • Peter's Pottery (9.6 mi / 15.4 km)

Transport options to and around Cleveland

The nearest airport is in Greenville, MS (GLH-Mid Delta Regional), located 23.8 mi (38.2 km) from the city centre.

Frequently asked questions

What is the best area to stay in Cleveland when booking a holiday rental?
When considering a holiday rental in Cleveland, Mississippi, the downtown area is an excellent choice. This vibrant neighbourhood is known for its charming atmosphere and proximity to a variety of local attractions. One of the highlights is the Grammy Museum Mississippi, which celebrates the legacy of music and offers engaging exhibits that appeal to visitors of all ages. Additionally, the nearby Delta State University adds a youthful energy to the area, with its lovely campus and cultural events that often welcome the public.

In terms of accommodation, downtown Cleveland hosts a range of properties, from cosy apartments to larger homes, making it suitable for different group sizes and preferences. Staying here allows easy access to local dining and shopping options, all within walking distance, enhancing the overall experience of your holiday.
How much does it cost to rent a holiday home in Cleveland?
Prices for holiday rentals in Cleveland vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Cleveland to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Cleveland holiday house rentals?
You can find great discounts on house rentals in Cleveland on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What is the most popular type of holiday rental accomodation in Cleveland?
In Cleveland, holiday houses are quite popular, with several available throughout the area. These properties typically offer spacious living arrangements, featuring multiple bedrooms, fully equipped kitchens, and outdoor spaces for relaxation. They are ideal for families or groups looking to enjoy a cozy feel while exploring local attractions. Additionally, there are also several apartments in the city, which provide a more compact option for travellers. Most of these apartments come with essential amenities such as kitchen facilities and comfortable living areas, making them suitable for shorter stays.
Can I rent a holiday home with a pool or hot tub in Cleveland?
In Cleveland, Mississippi, there are several holiday homes available for rent that feature pools or hot tubs. This charming town offers a mix of options, with rentals located in serene neighbourhoods that provide a relaxing atmosphere for travellers. Many of these properties come equipped with amenities such as private swimming pools, outdoor seating areas, and hot tubs, great for unwinding after a day of exploring the local sights. Expect features like fully equipped kitchens, spacious living areas, and outdoor grills for entertaining, making these homes ideal for families or groups seeking comfort and convenience during their stay.
Can I find long-stay holiday rentals in Cleveland?
A long-stay holiday rental in Cleveland is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Cleveland?
In Cleveland, Mississippi, there are several pet-friendly house rentals available, making it a welcoming destination for travellers with pets. Many of these properties feature amenities such as spacious backyards, which are ideal for pets to enjoy, as well as comfortable living areas and fully equipped kitchens for convenience during your stay. The neighbourhoods around Cleveland often provide a mix of quiet residential settings and easy access to local parks, where pets can be taken for walks and exercise.
Are there any remote work holiday rentals in Cleveland?
In Cleveland, Mississippi, there are several holiday rentals available that cater to remote workers. Many of these properties come equipped with essential amenities such as free Wi-Fi, ensuring that you can stay connected while enjoying your stay. These rentals often feature comfortable workspaces, allowing for productive remote work sessions in a relaxed environment.

The area itself is known for its rich musical heritage, particularly in blues music, and offers various cultural points of interest. While staying in Cleveland, you can explore local attractions like the Grammy Museum Mississippi, which celebrates the region's musical contributions. Additionally, the town's friendly atmosphere and proximity to parks provide opportunities to unwind after a day of work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Cleveland holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Cleveland with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Cleveland?
In Cleveland, Mississippi, popular holiday rental amenities include kitchens for preparing meals, decks or patios for enjoying the outdoors, and fireplaces that create a cosy atmosphere during cooler evenings. Many properties also permit pets, making them ideal for travellers who wish to bring their furry companions along.
When is the best time to visit Cleveland for a holiday rental?
The best time to visit Cleveland, Mississippi, is during the peak season from May to July. This period invites visitors to enjoy the warm Southern weather, with temperatures typically ranging from the mid-teens to mid-twenties Celsius. It's an ideal time for outdoor activities, local festivals, and exploring the vibrant culture that the area has to offer.

July stands out as the most popular month for travellers, as it features a lively option with plenty of events and activities to engage in. You can immerse yourself in the local music scene, savour delicious Southern cuisine, and partake in various community celebrations that showcase the rich heritage of Cleveland.

For those seeking a more budget-friendly option, consider planning your visit in December. During this time, this month offers a unique charm with festive decorations and a chance to explore the area without the hustle and bustle of the peak season.

Regardless of when you decide to visit, Cleveland promises a memorable experience, with plenty of opportunities for relaxation and enjoyment in its warm Southern embrace.
How early should I book a Cleveland holiday rental?
Book your Cleveland holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Cleveland?
In Cleveland, Mississippi, visitors can explore a variety of attractions that showcase the local culture and history. The Delta State University campus is a focal point, offering the charming Gammill Gallery and the impressive Delta Music Institute, which celebrates the region's musical heritage. Nearby, the historic downtown area features quaint shops, restaurants, and the vibrant Cleveland Arts Council, which frequently hosts events and exhibitions.

For those interested in the area's rich history, the Bobby Rush Museum is a must-visit, highlighting the contributions of African American musicians from the Mississippi Delta. Additionally, the nearby Mississippi River offers opportunities for outdoor activities, including fishing and boating, making it a lovely spot for enjoying nature.
Can I change or cancel my Cleveland home rental booking on Vrbo?
To find Cleveland holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Cleveland holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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