Photo by Richard Baker

Cleveland holiday rentals

We found 94 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Cleveland that are perfect for your trip. Whether you're staying in a holiday rental with friends, family or just with your pet, you'll find the amenities that you need and want, which might include Wi-Fi and a fireplace. You'll be sure to find a property to rent that has what everyone needs, including options that are accessible or non-smoking.

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

When is the best time to visit Cleveland for a holiday rental?
September is the most popular time to visit Cleveland for a holiday rental, as the summer crowds begin to dwindle while the weather remains pleasantly mild. This month offers a great blend of warm temperatures, typically ranging from 10 to 18 degrees Celsius, making it ideal for outdoor activities like hiking in the North York Moors or leisurely strolls along the stunning coastline.The peak season runs from July to September, drawing tourists eager to experience Cleveland's natural beauty and cultural attractions. Visitors during these months can enjoy a vibrant setting, with numerous events and festivals taking place, showcasing local music, art, and cuisine. The long summer days provide ample opportunities for sightseeing and outdoor adventures.For those looking for a more budget-friendly option, December presents a wonderful opportunity to explore Cleveland without the hustle and bustle of peak tourist season. While the temperatures can drop to around 0 degrees Celsius, the winter charm of the area, coupled with fewer crowds, allows for a peaceful escape. Enjoy the festive decorations and take part in local holiday events, which can be a delightful experience.Ultimately, the best time to visit Cleveland hinges on your preferences, whether you seek the lively summer atmosphere or a quieter winter retreat.
What are the top attractions in Cleveland, England, United Kingdom?
In Cleveland, England, visitors can explore a range of attractions that highlight the area's natural beauty and cultural heritage. The North York Moors National Park, which offers stunning landscapes and walking trails, is a key draw for nature enthusiasts. Within the park, the charming village of Goathland is famous for its picturesque scenery and as a filming location for the television series "Heartbeat."Another popular area is the coastal town of Saltburn-by-the-Sea, where you can find the historic Saltburn Pier and a beautiful sandy beach, superb for a leisurely day by the sea. The town also features a Victorian cliff lift, providing stunning views of the coastline.For those interested in history, the Cleveland area boasts the historic town of Yarm, known for its charming high street and the picturesque Yarm Bridge over the River Tees. Additionally, the ancient market town of Guisborough offers attractions such as Guisborough Priory, a stunning ruin that dates back to the 12th century.
Are all fees included in the Cleveland holiday homes prices shown on Stayz?
Stayz 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.
Are there any Cleveland holiday homes with parking?
Stayz offers a wide selection of holiday homes 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 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.
Are there any discounts for Cleveland holiday homes?
You can find great discounts on holiday homes in Cleveland on Stayz, 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.
Can I change or cancel my Cleveland holiday home booking on Stayz?
To find Cleveland holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Cleveland?
A long-stay holiday home 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz'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 favourites, and build the perfect itinerary together.
How early should I book a Cleveland holiday home?
Book your Cleveland holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Cleveland?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Cleveland to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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.
Why should I join Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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