Lakeside holiday rentals

We found 2,625 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:11 Dec - 18 Dec

Wonderful

(65 reviews)

Fantastic Water View From Deck

Osage Beach

7% off

AU$974

for 7 nights, 1 apartment

AU$139 per night

includes taxes & fees

Exceptional

(25 reviews)

Unique home and 3 level bunkhouse. Lake of the Ozarks. Accommodate 24 guests!

Gravois Mills

9% off

AU$21,922

for 7 nights, 1 home

AU$3,132 per night

includes taxes & fees

Swim deck (Taken before Wave Break was added).

Main entrance greets you with immediate amazing views.

Top Floor Private Bedroom makes you feel like you are on a houseboat, THE VEIWS!

Exceptional

(119 reviews)

Amazing Main Channel Views, Steps to water, Spacious layout w/ two living rooms.

Sunrise Beach

8% off

AU$2,896

for 7 nights, 1 home

AU$414 per night

includes taxes & fees

Exceptional

(42 reviews)

Cozy Lakefront House & Private Dock in Osage Beach! August 2026 Special!

Osage Beach

8% off

AU$8,257

for 7 nights, 1 home

AU$1,180 per night

includes taxes & fees

New stainless steel appliances, gas stove and TV above the garden window.

Walk through the front door to our vaulted family room!

Wonderful

(108 reviews)

8MM Lake view/cove fun! Great for groups-2 kitchens, 3 decks, 2 docks, Sleep 18!

Sunrise Beach

7% off

AU$4,673

for 7 nights, 1 home

AU$668 per night

includes taxes & fees

The Boathouse is a 10 minute boat ride away! Great food, music, and pool!

Exceptional

(113 reviews)

Free Night: Make Ozarks Memories at this Custom Lakefront Post & Beam Home VIDEO

Eldon

8% off

AU$3,252

for 7 nights, 1 home

AU$465 per night

includes taxes & fees

Exceptional

(64 reviews)

Sleeps 10, large deep water dock, 2 swim platforms- ladders & covered slip.

Gravois Mills

8% off

AU$3,296

for 7 nights, 1 home

AU$471 per night

includes taxes & fees

Exceptional

(120 reviews)

PRIVATE HEATED POOL MAY 1 - OCT 1 + PRIVATE 2 WELL DOCK

Osage Beach

8% off

AU$5,899

for 7 nights, 1 home

AU$843 per night

includes taxes & fees

View from kitchen dining bar out into the main level living/dining area.

Viewing out into the cove from lower level stone patio. Mature trees w/ shade.

Fully furnished kitchen with oven, dishwasher, garbage disposal, and coffee pot.

Water front location in a cove. Flat grassy lawn with easy access to lake dock.

Exceptional

(214 reviews)

Conveniently Located Lakefront Home - Gorgeous Views - Privacy - Dock In Cove

Sunrise Beach

8% off

AU$1,298

for 7 nights, 1 home

AU$185 per night

includes taxes & fees

Exceptional

(72 reviews)

Spectacular waterfront luxury

Lake Ozark

8% off

AU$3,215

for 7 nights, 1 apartment

AU$459 per night

includes taxes & fees

Family pool w/waterfall,is a ledge to sit

Exceptional

(187 reviews)

Just steps from pool, boat slip available! Have 10 star reviews!Give us a try

Osage Beach

11% off

AU$1,835

for 7 nights, 1 apartment

AU$262 per night

includes taxes & fees

beautifully landscaped walking path around the complex

Exceptional

(143 reviews)

Cozy Lake of the Ozarks Getaway @ Ledges

Osage Beach

8% off

AU$1,384

for 7 nights, 1 apartment

AU$198 per night

includes taxes & fees

The kitchen opens up to the living area. Beautiful open floor plan

Beautiful dining set up just right across the spacious kitchen

Huge kitchen island with uninterrupted views to the living area

Exceptional

(52 reviews)

Margaritaville Lakefront 6 Bed and 5 Bath, Swim Dock, Fire-pits, Game Area

Osage Beach

8% off

AU$5,820

for 7 nights, 1 home

AU$831 per night

includes taxes & fees

Condo Building in Middle, Looking North at "Million Dollar View"

Exceptional

(350 reviews)

Excellent Lands End Condo, No Steps, MainChannel View, 3bd/2Bath. Seasonal Pool

Osage Beach

7% off

AU$1,830

for 7 nights, 1 apartment

AU$261 per night

includes taxes & fees

Gorgeous view from balcony of bedroom 1, with king size bed.

View of the interior as you walk down the stairs.

Exceptional

(21 reviews)

Fun times in Osage Beach - 3 bedroom house in Racetrack Cove

Osage Beach

8% off

AU$3,926

for 7 nights, 1 home

AU$561 per night

includes taxes & fees

Exceptional

(50 reviews)

CONVENIENTLY LOCATED, recently remodeled private lake home in Sunrise Beach!

Sunrise Beach

13% off

AU$4,338

for 7 nights, 1 home

AU$620 per night

includes taxes & fees

The Ledges Condominiums. We are located on main channel mm 20

Main channel view, no view obstructions MM20

Large open living room with lake view fireplace reclining leather sofa & sleeper

Exceptional

(29 reviews)

Main Channel Views Remodeled 3BR Beach Playground Pools MM20 Bldg 10

Osage Beach

8% off

AU$2,318

for 7 nights, 1 apartment

AU$331 per night

includes taxes & fees

Exceptional

(101 reviews)

Regatta Bay-3BD/3BA- 2 w/Lakeview. NoSteps-Great large deck- Dock incl.

Lake Ozark

8% off

AU$3,345

for 7 nights, 1 apartment

AU$478 per night

includes taxes & fees

Exceptional

(41 reviews)

Nice private home with updated kitchen, large dock in quiet cove and 12x38 slip

Sunrise Beach

12% off

AU$2,227

for 7 nights, 1 home

AU$318 per night

includes taxes & fees

Exceptional

(15 reviews)

THE BLUE PEARL~Lakefront home, Private Dock, Floats, near Bars & Public Ramp

Sunrise Beach

8% off

AU$2,185

for 7 nights, 1 home

AU$312 per night

includes taxes & fees

Dish washer and many appliances for making meals during your stay.

Caressed granite counters with a well stocked kitchen.

Exceptional

(49 reviews)

Great Location! Updated Condo with beautiful view of the channel & boat slip!

Osage Beach

7% off

AU$1,571

for 7 nights, 1 apartment

AU$224 per night

includes taxes & fees

Exceptional

(95 reviews)

Updated Lakefront Condo with main channel & pool views and free Boat Slip!

Osage Beach

8% off

AU$945

for 7 nights, 1 apartment

AU$135 per night

includes taxes & fees

Exceptional

(105 reviews)

Beautiful View of Main Channel 2 Bed/2 Bath Condo w/ Pools, Pickleball & Tennis!

Lake Ozark

7% off

AU$1,405

for 7 nights, 1 apartment

AU$201 per night

includes taxes & fees

Exceptional

(59 reviews)

Spacious 3 BR Penthouse Townhouse

Lake Ozark

8% off

AU$1,579

for 7 nights, 1 home

AU$226 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Cabin

Cottage

Villa

Chalet

Find the best place to stay - Lakeside

Premier Host

Charming! Cozy Lakefront Home with fantastic views, close to Bagnell Dam

Sleeps 7 · 3 bedrooms · 2 bathrooms

Premier Host

HT901 - Impressive lakefront condo!

Sleeps 13 · 4 bedrooms · 4 bathrooms

Mid-Century Cabin, Pet Friendly Mid-Century Cabin

Sleeps 10 · 3 bedrooms · 2+ bathrooms

Premier Host

Summer Special, Lake Front,Featured on”HGTV" Private Dock!,Kayaks!,Gas FirePit!

Sleeps 10 · 2 bedrooms · 1+ bathroom

Premier Host

Water FrontNo Steps Entry1 Bed/1Bath CondoSleeps 4Boat Slip Available

Sleeps 4 · 1 bedroom · 1 bathroom

Premier Host

Conveniently Located Lakefront Home - Gorgeous Views - Privacy - Dock In Cove

Sleeps 11 · 4 bedrooms · 2 bathrooms

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

The lakeside setting of Lakeside is ready to explore

Enjoy the history and other features of Lakeside. This city's lake, riverfront and camping draw many visitors. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in and around Lakeside

Are you looking for attractions to see during your stay? Venture out of your holiday home and check out everything that Lakeside has to offer. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

Willmore Lodge (0.5 mi / 0.8 km)
Jolly Mon Indoor Water Park (7.6 mi / 12.3 km)
The Ridge Golf Course (2.3 mi / 3.7 km)
Bear Creek Valley Golf Club (3.9 mi / 6.2 km)
The Cove Golf Course (4 mi / 6.4 km)
Miner Mike's Inc (4.2 mi / 6.8 km)

Exploring the natural landscape of Lakeside

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Lakeside is a great place to spend some time outside. These are some of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

Lake of the Ozarks (11.4 mi / 18.4 km)
Bridal Cave (15.8 mi / 25.4 km)
Lick Branch Cove (5.5 mi / 8.8 km)
Jacob's Cave (15.1 mi / 24.3 km)
Scenic Overlook Park (0.1 mi / 0.2 km)
Possum Hollow Cove (6.2 mi / 10 km)

Transport options to and around Lakeside

Fly into Versailles, MO (VRS-Roy Otten Memorial Airfield), the closest airport, located 20.5 mi (32.9 km) from the city centre.

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.

More holiday ideas

Holiday homes

Lakeside holiday rentals

Holiday rentals with weekly discounts – Lakeside

Showing deals for:11 Dec - 18 Dec

Fantastic Water View From Deck

Unique home and 3 level bunkhouse. Lake of the Ozarks. Accommodate 24 guests!

Amazing Main Channel Views, Steps to water, Spacious layout w/ two living rooms.

Cozy Lakefront House & Private Dock in Osage Beach! August 2026 Special!

8MM Lake view/cove fun! Great for groups-2 kitchens, 3 decks, 2 docks, Sleep 18!

Free Night: Make Ozarks Memories at this Custom Lakefront Post & Beam Home VIDEO

Sleeps 10, large deep water dock, 2 swim platforms- ladders & covered slip.

PRIVATE HEATED POOL MAY 1 - OCT 1 + PRIVATE 2 WELL DOCK

Conveniently Located Lakefront Home - Gorgeous Views - Privacy - Dock In Cove

Spectacular waterfront luxury

Just steps from pool, boat slip available! Have 10 star reviews!Give us a try

Cozy Lake of the Ozarks Getaway @ Ledges

Margaritaville Lakefront 6 Bed and 5 Bath, Swim Dock, Fire-pits, Game Area

Excellent Lands End Condo, No Steps, MainChannel View, 3bd/2Bath. Seasonal Pool

Fun times in Osage Beach - 3 bedroom house in Racetrack Cove

CONVENIENTLY LOCATED, recently remodeled private lake home in Sunrise Beach!

Main Channel Views Remodeled 3BR Beach Playground Pools MM20 Bldg 10

Regatta Bay-3BD/3BA- 2 w/Lakeview. NoSteps-Great large deck- Dock incl.

Nice private home with updated kitchen, large dock in quiet cove and 12x38 slip

THE BLUE PEARL~Lakefront home, Private Dock, Floats, near Bars & Public Ramp

Great Location! Updated Condo with beautiful view of the channel & boat slip!

Updated Lakefront Condo with main channel & pool views and free Boat Slip!

Beautiful View of Main Channel 2 Bed/2 Bath Condo w/ Pools, Pickleball & Tennis!

Spacious 3 BR Penthouse Townhouse

Find spaces that suit your style

Find the best place to stay - Lakeside

Charming! Cozy Lakefront Home with fantastic views, close to Bagnell Dam

HT901 - Impressive lakefront condo!

Mid-Century Cabin, Pet Friendly Mid-Century Cabin

Summer Special, Lake Front,Featured on”HGTV" Private Dock!,Kayaks!,Gas FirePit!

Water Front*No Steps Entry*1 Bed/1Bath Condo*Sleeps 4*Boat Slip Available

Conveniently Located Lakefront Home - Gorgeous Views - Privacy - Dock In Cove

Peace of mind

More quality time

All the privacy of home

More for less

The lakeside setting of Lakeside is ready to explore

Activities and attractions in and around Lakeside

Exploring the natural landscape of Lakeside

Transport options to and around Lakeside

Frequently asked questions

More holiday ideas

Water FrontNo Steps Entry1 Bed/1Bath CondoSleeps 4Boat Slip Available