Lakeside holiday rentals

We found 2,616 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Lakeside to find one that's perfect for your trip. Holiday homes offer the amenities that you expect for your stay with friends, family or just your pet, such as Wi-Fi and a washer and dryer. No matter what you're looking for, you're sure to find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Lakeside

Showing deals for:29 Jan - 5 Feb

Find the best place to stay - Lakeside

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Frequently Asked Questions

What is the best area to stay in Lakeside when booking a holiday rental?

When considering the best area to stay in Lakeside, Missouri for a holiday rental, the Lakeside Park neighbourhood stands out as an excellent choice. This area is not only picturesque but also offers a wealth of attractions and recreational activities. Visitors can enjoy the beautiful Lakeside Park itself, which features lovely walking trails, picnic spots, and scenic views of the water, making it a superb place for families and nature lovers alike.


Another appealing aspect of Lakeside is its proximity to local dining options and quaint shops, which add to the overall charm of the area. With a variety of holiday rental properties available, from cosy cabins to larger family homes, you can find accommodation that suits your needs and preferences.

When is the best time to visit Lakeside for a holiday rental?

The peak season for visiting Lakeside, Missouri, runs from May to July, with July being the most popular month for holiday rentals. This vibrant period attracts families and adventure seekers eager to enjoy the sunny weather and partake in a variety of outdoor activities, from swimming and boating on the picturesque Lake of the Ozarks to hiking the scenic trails nearby.


During this time, temperatures typically range from the mid-teens to low 30s Celsius, providing a great backdrop for sun-soaked days filled with fun. The lively option is further enhanced by local events and festivals, making it an excellent choice for those looking to immerse themselves in the community spirit.


For those looking for a more economical experience, consider planning your visit in November. While it's outside of the high season, you'll still be able to enjoy the tranquil beauty of the lakeside area, where autumn hues create a stunning landscape. November offers a peaceful retreat, ideal for relaxation and reflection, as well as opportunities for birdwatching and enjoying the quieter side of Lakeside.


Ultimately, your choice of when to visit Lakeside will depend on whether you prefer the bustling energy of summer or the serene beauty of late autumn.

What are the top attractions in Lakeside?

In Lakeside, Missouri, visitors can enjoy a variety of attractions centred around its beautiful natural surroundings. The area is well-known for its access to the stunning Lake of the Ozarks, which offers opportunities for boating, fishing, and swimming. Many holiday rentals can be found near the lakeside, providing easy access to these water activities.


For those interested in outdoor adventure, the nearby Ha Ha Tonka State Park features hiking trails, scenic views, and the remarkable natural spring, making it a great spot for nature enthusiasts. The park is home to a variety of wildlife and picturesque landscapes, ideal for a day of exploration.


Additionally, the charming town of Osage Beach is close by, offering a range of shops, restaurants, and entertainment options, including mini-golf and go-karting. Visitors can also indulge in local dining experiences, with many establishments providing waterfront views.

Are all fees included in the Lakeside 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 Lakeside holiday homes with parking?

Stayz offers a wide selection of holiday homes in Lakeside 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 Lakeside holiday homes?

You can find great discounts on holiday homes in Lakeside 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 Lakeside holiday home booking on Stayz?

To find Lakeside 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 Lakeside?

A long-stay holiday home in Lakeside 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 Lakeside holiday home?

Book your Lakeside 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 Lakeside?

Prices for holiday homes in Lakeside 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 Lakeside 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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