Lakeside holiday homes

We found 2,617 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

spatious deck with new gas grill
Exceptional
(146 reviews)

Cozy Lake of the Ozarks Getaway @ Ledges

Osage Beach

8% off
NZ$1,715
for 7 nights, 1 apartment
NZ$245 per night
includes taxes & fees
Cozy Lake of the Ozarks Getaway @ Ledges
Living area
Exceptional
(26 reviews)

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

Gravois Mills

9% off
NZ$28,029
for 7 nights, 1 home
NZ$4,004 per night
includes taxes & fees
Unique home and 3 level bunkhouse. Lake of the Ozarks. Accommodate 24 guests!
Interior
Exceptional
(44 reviews)

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

Osage Beach

12% off
NZ$10,133
for 7 nights, 1 home
NZ$1,448 per night
includes taxes & fees
Cozy Lakefront House & Private Dock in Osage Beach! August 2026 Special!
Lower level deck view
Wonderful
(110 reviews)

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

Sunrise Beach

8% off
NZ$7,652
for 7 nights, 1 home
NZ$1,093 per night
includes taxes & fees
8MM Lake view/cove fun! Great for groups-2 kitchens, 3 decks, 2 docks, Sleep 18!
Interior
Exceptional
(5 reviews)

WOW! Lakefront living on the 4MM - Best view on the Lake!

Rocky Mount

12% off
NZ$10,173
for 7 nights, 1 home
NZ$1,453 per night
includes taxes & fees
WOW! Lakefront living on the 4MM - Best view on the Lake!
The Ledges Condominiums. We are located on main channel mm 20
Exceptional
(29 reviews)

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

Osage Beach

8% off
NZ$4,049
for 7 nights, 1 apartment
NZ$578 per night
includes taxes & fees
Main Channel Views Remodeled 3BR Beach Playground Pools MM20 Bldg 10
Main Level Living Room with Large TV, VIEWS, and a deck to enjoy the views!
Exceptional
(121 reviews)

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

Sunrise Beach

8% off
NZ$5,687
for 7 nights, 1 home
NZ$812 per night
includes taxes & fees
Amazing Main Channel Views, Steps to water, Spacious layout w/ two living rooms.
Terrace/patio
Exceptional
(213 reviews)

Lakefront by Margaritaville w/dock 4 Bed/4Bath, 4 Decks, 16ppl Sunset Paradise

Osage Beach

7% off
NZ$2,910
for 7 nights, 1 home
NZ$416 per night
includes taxes & fees
Lakefront by Margaritaville w/dock 4 Bed/4Bath, 4 Decks, 16ppl Sunset Paradise
Gorgeous view from balcony of bedroom 1, with king size bed.
Exceptional
(21 reviews)

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

Osage Beach

8% off
NZ$5,061
for 7 nights, 1 home
NZ$723 per night
includes taxes & fees
Fun times in Osage Beach - 3 bedroom house in Racetrack Cove
Property grounds
Exceptional
(52 reviews)

Spacious Lake Escape/6BR-Swim Dock-3 Decks

Osage Beach

7% off
NZ$4,874
for 7 nights, 1 home
NZ$696 per night
includes taxes & fees
Spacious Lake Escape/6BR-Swim Dock-3 Decks
Kitchen
Exceptional
(80 reviews)

Palisades Point- Luxury On The Lake! High-end Condo with Million Dollar View!!

Lake Ozark

12% off
NZ$3,966
for 7 nights, 1 apartment
NZ$567 per night
includes taxes & fees
Palisades Point- Luxury On The Lake! High-end Condo with Million Dollar View!!
Enjoy morning coffee here.
Exceptional
(50 reviews)

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

Osage Beach

7% off
NZ$2,002
for 7 nights, 1 apartment
NZ$286 per night
includes taxes & fees
Great Location! Updated Condo with beautiful view of the channel & boat slip!
Upstairs living Room
Exceptional
(50 reviews)

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

Sunrise Beach

12% off
NZ$5,611
for 7 nights, 1 home
NZ$802 per night
includes taxes & fees
CONVENIENTLY LOCATED, recently remodeled private lake home in Sunrise Beach!
Interior
Exceptional
(60 reviews)

Spacious 3 BR Penthouse Townhouse

Lake Ozark

8% off
NZ$2,011
for 7 nights, 1 home
NZ$287 per night
includes taxes & fees
Spacious 3 BR Penthouse Townhouse
Exterior
Exceptional
(66 reviews)

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

Gravois Mills

6% off
NZ$4,638
for 7 nights, 1 home
NZ$663 per night
includes taxes & fees
Sleeps 10, large deep water dock, 2 swim platforms- ladders & covered slip.
Dining
Exceptional
(102 reviews)

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

Lake Ozark

8% off
NZ$4,254
for 7 nights, 1 apartment
NZ$608 per night
includes taxes & fees
Regatta Bay-3BD/3BA- 2 w/Lakeview. NoSteps-Great large deck- Dock incl.
Living area
Exceptional
(114 reviews)

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

Eldon

8% off
NZ$3,552
for 7 nights, 1 home
NZ$507 per night
includes taxes & fees
Free Night: Make Ozarks Memories at this Custom Lakefront Post & Beam Home VIDEO
Outdoor dining
Exceptional
(152 reviews)

No Steps to Waterfront Condo - Main Channel View, Poolside Access

Osage Beach

6% off
NZ$2,532
for 7 nights, 1 apartment
NZ$362 per night
includes taxes & fees
No Steps to Waterfront Condo - Main Channel View, Poolside Access
Property grounds
Exceptional
(27 reviews)

Immaculate 3 Bed, 2 bath quiet condo right on the water! Families love this.

Osage Beach

8% off
NZ$3,044
for 7 nights, 1 apartment
NZ$435 per night
includes taxes & fees
Immaculate 3 Bed, 2 bath quiet condo right on the water! Families love this.
Sunset View
Exceptional
(27 reviews)

Walk-in level -Panoramic Million Dollar View, 3BR, 2BA, CLEAN & Updated!

Osage Beach

7% off
NZ$2,323
for 7 nights, 1 apartment
NZ$332 per night
includes taxes & fees
Walk-in level -Panoramic Million Dollar View, 3BR, 2BA, CLEAN & Updated!
Property grounds
Exceptional
(136 reviews)

Spacious Condo with in condo private Hot Tub

Osage Beach

8% off
NZ$4,585
for 7 nights, 1 apartment
NZ$655 per night
includes taxes & fees
Spacious Condo with in condo private Hot Tub
Pool
Exceptional
(108 reviews)

Updated ''Family And Friend-friendly''condo, by the pool, perfect for families!

Osage Beach

7% off
NZ$1,311
for 7 nights, 1 apartment
NZ$187 per night
includes taxes & fees
Updated ''Family And Friend-friendly''condo, by the pool, perfect for families!
Living area
Exceptional
(34 reviews)

Great Location by Water and Land - Great Lake Views

Sunrise Beach

8% off
NZ$3,813
for 7 nights, 1 apartment
NZ$545 per night
includes taxes & fees
Great Location by Water and Land - Great Lake Views
Room
Exceptional
(110 reviews)

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

Lake Ozark

8% off
NZ$1,957
for 7 nights, 1 apartment
NZ$280 per night
includes taxes & fees
Beautiful View of Main Channel 2 Bed/2 Bath Condo w/ Pools, Pickleball & Tennis!
  • 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)
  • Jacob's Cave (15.1 mi / 24.3 km)
  • Scenic Overlook Park (0.1 mi / 0.2 km)
  • Lick Branch Cove (5.5 mi / 8.8 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 Bookabach?
Bookabach 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?
Bookabach 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 Bookabach, 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 Bookabach?
To find Lakeside holiday rentals with free cancellation, just use Bookabach'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, Bookabach 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 Bookabach?
Bookabach'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 Bookabach 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. Bookabach offers something for every taste and budget, from affordable homes in Lakeside to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach 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 Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, 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 Bookabach as a host?
Joining Bookabach 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, Bookabach 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 Bookabach 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