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.

Find spaces that suit your style

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  • More quality time

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  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

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, a popular area to stay is the historic downtown district. This vibrant neighbourhood is brimming with charm and offers a delightful mix of local shops, restaurants, and cultural attractions. Staying here puts you within walking distance of the Delta State University campus, which hosts various events and performances throughout the year, making it an engaging spot for visitors.

Another appealing area is the nearby Lake St. John area, known for its beautiful natural surroundings and outdoor recreational opportunities. This setting is great for those who enjoy fishing or simply relaxing by the water. The proximity to the lake adds a serene backdrop to your holiday experience.
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, apartments are the most popular type of holiday rental, with several available throughout the city. These accommodations typically provide a comfortable and convenient stay, featuring fully equipped kitchens, inviting living areas, and modern amenities. Many apartments are situated near local attractions, allowing travellers easy access to Cleveland's vibrant cultural scene and dining options.
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 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 dedicated workspaces, such as desks, allowing for a productive environment during your stay. The town offers a charming atmosphere with local attractions like the Delta State University and the Grammy Museum Mississippi, making it a pleasant backdrop for both work and leisure. 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 rental amenities primarily include workspaces, as many holiday rentals offer desk areas suitable for guests who may need to catch up on work or study during their stay. These rentals are often located in convenient neighbourhoods, providing easy access to local attractions such as the Delta State University and the vibrant downtown area.
When is the best time to visit Cleveland for a holiday rental?
The peak season for holiday rentals in Cleveland, Mississippi, spans from May to July, with July being the most popular month. This vibrant time attracts visitors eager to experience the region's cultural events and outdoor activities, all while enjoying the warm Southern summer. With temperatures often reaching the high 30s Celsius, Cleveland comes alive with festivals, music, and the lively energy of summer.

During this bustling period, you can immerse yourself in local attractions, explore the Mississippi River, and indulge in the region's renowned culinary scene. The warm weather is superb for outdoor adventures, such as fishing or hiking in nearby parks, allowing you to fully embrace the charm of your surroundings.

For those looking for a more budget-friendly option, consider visiting in December. Although it's the low season, this month offers a unique perspective on Cleveland, with festive decorations and a quieter atmosphere. You can enjoy leisurely strolls through the town, visit local shops, and take in the holiday spirit without the crowds.
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.
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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