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Lakeside Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Lakeside vacation rentals

A fire pit surrounded by outdoor seating, overlooking a body of water during sunset.

1. Fairway To Heaven-Four Seasons Condo 2BD/2BA/Deck/Pool/Golf/Firepit-6PP

Fairway To Heaven-Four Seasons Condo 2BD/2BA/Deck/Pool/Golf/Firepit-6PP
Lake Ozark
9.2 out of 10, Wonderful, (13 reviews)
"Great balcony view, great amenities, clean and quiet, perfect for my entire family. Would easily stay again!"
United States
Joseph B.
$198 nightly
The price is $203
Oct 11 - Oct 12
Total with taxes and fees
Fairway To Heaven-Four Seasons Condo 2BD/2BA/Deck/Pool/Golf/Firepit-6PP
A floating hotel with multiple decks, surrounded by a lake and a forested hill.

2. Pinkies Paradise-3BD/2BA/Sleeps 8PP-Lake Ozark

Pinkies Paradise-3BD/2BA/Sleeps 8PP-Lake Ozark
Lake Ozark
10.0 out of 10, Exceptional, (5 reviews)
"Place was unique and had fun theming. "
United States
Meaghan
$203 nightly
The price is $208
Oct 11 - Oct 12
Total with taxes and fees
Pinkies Paradise-3BD/2BA/Sleeps 8PP-Lake Ozark
A modern kitchen with a marble island, white bar stools, and a refrigerator.

3. Cozy 1BR Condo - Pool & Wi-Fi

Cozy 1BR Condo - Pool & Wi-Fi
Osage Beach
10.0 out of 10, Exceptional, (14 reviews)
"The condo was very clean and comfortable. Our host was easy to check in and communicate with. We really appreciated the pet friendly quarters and reasonable pet fee."
United States
Ian L.
$130 nightly
The price is $139
Oct 14 - Oct 15
Total with taxes and fees
Cozy 1BR Condo - Pool & Wi-Fi
A lake with docks and boats, surrounded by buildings and greenery.

4. Cozy 1-bedroom condo in charming Village of Four Seasons with WiFi, fitness room

Cozy 1-bedroom condo in charming Village of Four Seasons with WiFi, fitness room
Village of Four Seasons
9.4 out of 10, Exceptional, (29 reviews)
"Excellent place for a nice little getaway!"
United States
Stephanie L.
$163 nightly
The price is $175
Oct 12 - Oct 13
Total with taxes and fees
Cozy 1-bedroom condo in charming Village of Four Seasons with WiFi, fitness room
The Cave

5. The Nook - Indoor Pool, Lakeside Pool, & Top Floor!

The Nook - Indoor Pool, Lakeside Pool, & Top Floor!
Village of Four Seasons
$207 nightly
The price is $211
Oct 12 - Oct 13
Total with taxes and fees
The Nook - Indoor Pool, Lakeside Pool, & Top Floor!
A modern living room with a dining area, a ceiling fan, and a large map on the wall.

6. The Sunrise Suite – Waterfront Screened Balcony w/Pool!

The Sunrise Suite – Waterfront Screened Balcony w/Pool!
Lake Ozark
10.0 out of 10, Exceptional, (11 reviews)
"Is and another couple stayed for 3 nights and had a great time. It was close to all the places we wanted to see and nice restaurants."
United States
Dawn B.
$271 nightly
The price is $275
Nov 4 - Nov 5
Total with taxes and fees
The Sunrise Suite – Waterfront Screened Balcony w/Pool!
A small building with a sign reading "Heron Bay."

7. C206 Charming lakefront walk-in level condo!

C206 Charming lakefront walk-in level condo!
Osage Beach
9.6 out of 10, Exceptional, (56 reviews)
"Would book again!"
United States
Lindsey D.
$167 nightly
The price is $179
Oct 12 - Oct 13
Total with taxes and fees
C206 Charming lakefront walk-in level condo!
A bedroom with a bed, dresser, and a ceiling fan.

8. Pool Access! Family Getaway on Lake of the Ozarks

Pool Access! Family Getaway on Lake of the Ozarks
3.0 star property
Lake Ozark
$304 nightly
The price is $324
Oct 17 - Oct 18
Total with taxes and fees
Pool Access! Family Getaway on Lake of the Ozarks
A covered deck with wooden chairs and tables, a sign reading 'what happens at the lake is laughed about all year,' and a view of a lake.

9. Peaceful 2 bedroom Condo with NO Cleaning Fees on the Lake of the Ozarks

Peaceful 2 bedroom Condo with NO Cleaning Fees on the Lake of the Ozarks
Lake Ozark
10.0 out of 10, Exceptional, (77 reviews)
"Lovely place!"
United States
Kelly S.
$120 nightly
The price is $129
Oct 18 - Oct 19
Total with taxes and fees
Peaceful 2 bedroom Condo with NO Cleaning Fees on the Lake of the Ozarks
A stone wall, a door, and a window with a number 5 sign.

10. Cozy 1-bedroom condo with WiFi, AC in peaceful Lake Ozark. Prime location on 4MM

Cozy 1-bedroom condo with WiFi, AC in peaceful Lake Ozark. Prime location on 4MM
Lake Ozark
10.0 out of 10, Exceptional, (28 reviews)
"The host was super nice and always responded within minutes, the place was clean and had everything we needed, such a cute and cozy place to stay in the Ozarks I recommend!"
United States
Ashlyn C.
$129 nightly
The price is $136
Oct 11 - Oct 12
Total with taxes and fees
Cozy 1-bedroom condo with WiFi, AC in peaceful Lake Ozark. Prime location on 4MM
A view from a balcony overlooking a marina with boats docked under covered areas.

11. C 207 Lake front condo with beautiful view!

C 207 Lake front condo with beautiful view!
Osage Beach
9.8 out of 10, Exceptional, (43 reviews)
"The room and view were amazing, the photos online do not do this unit justice, we had an awesome time!"
United States
Kennedy T.
$167 nightly
The price is $179
Oct 12 - Oct 13
Total with taxes and fees
C 207 Lake front condo with beautiful view!
The Cave

12. Sunset Spectacular – Waterfront & Indoor Pool!

Sunset Spectacular – Waterfront & Indoor Pool!
Village of Four Seasons
10.0 out of 10, Exceptional, (5 reviews)
"The unit was spacious. The area was great. The pool was nice as well and stayed open until midnight! "
United States
Josh W.
$274 nightly
The price is $280
Oct 11 - Oct 12
Total with taxes and fees
Sunset Spectacular – Waterfront & Indoor Pool!
The Cave

13. Top Floor Fishing Loft- Waterfront & Indoor Pool!

Top Floor Fishing Loft- Waterfront & Indoor Pool!
Village of Four Seasons
9.0 out of 10, Wonderful, (6 reviews)
"Wonderful stay. Great location and amenities. Pretty view and relaxed environment. Would definitely stay here again!"
United States
Holly L.
$262 nightly
The price is $267
Oct 11 - Oct 12
Total with taxes and fees
Top Floor Fishing Loft- Waterfront & Indoor Pool!
A large, illuminated water treatment facility at night with multiple tanks and structures.

14. F Lakefront Condo Remolded Boat Slip, Patio Views, Sleeps 4, Pool, Kitchen WI-FI

F Lakefront Condo Remolded Boat Slip, Patio Views, Sleeps 4, Pool, Kitchen WI-FI
Osage Beach
10.0 out of 10, Exceptional, (34 reviews)
"Great stay!"
United States
Lionel C.
$181 nightly
The price is $194
Oct 12 - Oct 13
Total with taxes and fees
F Lakefront Condo Remolded Boat Slip, Patio Views, Sleeps 4, Pool, Kitchen WI-FI
The Cave

15. Lakeside Paradise - Waterfront, Pools, & Pickleball!

Lakeside Paradise - Waterfront, Pools, & Pickleball!
Lake Ozark
9.0 out of 10, Wonderful, (6 reviews)
"Place was impeccable and the view was spectacular. Great location. In the middle of everything. Property was so clean and cozy. Will definitely be coming back. Would definitely recommend staying at the property 10/10."
United States
april ann
$272 nightly
The price is $278
Oct 11 - Oct 12
Total with taxes and fees
Lakeside Paradise - Waterfront, Pools, & Pickleball!
A balcony with a table and chairs, overlooking a marina with boats and an American flag.

16. Fantastic Water View From Deck

Fantastic Water View From Deck
Osage Beach
9.0 out of 10, Wonderful, (66 reviews)
"Great for the cost"
United States
richard s.
$193 nightly
The price is $207
Nov 1 - Nov 2
Total with taxes and fees
Fantastic Water View From Deck
The Cave

17. Posh Penthouse-Top Floor, Waterfront, Pools, & Pickleball!

Posh Penthouse-Top Floor, Waterfront, Pools, & Pickleball!
Village of Four Seasons
10.0 out of 10, Exceptional, (10 reviews)
"This place was perfect for our needs (Family of 4 with plenty of room when using sofa bed). Very clean!"
United States
Vince G.
$277 nightly
The price is $284
Oct 12 - Oct 13
Total with taxes and fees
Posh Penthouse-Top Floor, Waterfront, Pools, & Pickleball!
A dining area with a view of a lake, a sign for Lignite Lodge Resort, and a basket of items on the table.

18. Lake Breeze Resort

Lake Breeze Resort
3.0 star property
Camdenton
9.4 out of 10, Exceptional, (349 reviews)
"Beautiful lakeside view to wake up to every day. Nice and spacious cabin."
United States
William
$106 nightly
The price is $113
Oct 11 - Oct 12
Total with taxes and fees
Lake Breeze Resort
A living room with a stone fireplace, a grey sofa, and a painting on the wall.

19. Lakefront Condo, Close to Bagnell Dam Strip

Lakefront Condo, Close to Bagnell Dam Strip
3.0 star property
Lake Ozark
$186 nightly
The price is $198
Oct 12 - Oct 13
Total with taxes and fees
Lakefront Condo, Close to Bagnell Dam Strip
A swimming pool with lounge chairs and a view of a body of water.

20. Cozy, Yet Spacious Condo, Hot Tub/Indoor Pool, Close to Everything

Cozy, Yet Spacious Condo, Hot Tub/Indoor Pool, Close to Everything
Lake Ozark
9.2 out of 10, Wonderful, (21 reviews)
"Very nice accommodations. Really enjoyed our stay"
United States
Edward G.
$220 nightly
The price is $236
Oct 12 - Oct 13
Total with taxes and fees
Cozy, Yet Spacious Condo, Hot Tub/Indoor Pool, Close to Everything
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Lakeside Hotel Reviews

Days Inn by Wyndham Osage Beach Lake of the Ozarks

Days Inn by Wyndham Osage Beach Lake of the Ozarks

10/10 Excellent
"Very clean good breakfast, great value"
Jonathan 2-night trip
Posted 3 hours ago
Days Inn by Wyndham Osage Beach Lake of the Ozarks

Find out more about Lakeside

Everything you need to know about Lakeside vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Lakeside vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Lakeside vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Lakeside vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Lakeside. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Lakeside in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $113 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Lakeside rentals

At Expedia, we put the best Lakeside vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Lakeside rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Lakeside vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Lakeside. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there vacation rentals in Lakeside?

Yes, we offer vacation rentals near popular local attractions in Lakeside, or you can choose a more secluded option if you want a relaxing place to stay. Lakeside is known for its lake views.

What are some of the best vacation home rentals that Lakeside has to offer?

The Lighthouse - 2026 VRBO OF THE YEAR - Private Heated Pool & Golf Course 7k SF: Visitors like this Lakeside vacation home rental. It is located on a lake and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a selection of games, and a hot tub so you can immerse yourself in your vacation.

What’s there to see and do in Lakeside?

Lake of the Ozarks and Scenic Overlook Park are a couple of lovely local spots to get outside and enjoy nature. Lake of the Ozarks and Bagnell Dam Viewpoint and Bagnell Dam are other places to visit while you're in town.

What’s a vacation rental in Lakeside like?

Vacation rentals are privately owned properties you can book for a long or short time in Lakeside. Vacation rentals offer amenities like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a clean environment, a vacation rental can offer a sense of safety away from shared hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for small groups.