Holiday Rentals in Lakeside

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Check prices for these dates

Our top choices for Lakeside holiday rentals

1. Boat Slip & Ramp- Trailer Parking- Lakefront Pool

Boat Slip & Ramp- Trailer Parking- Lakefront Pool
Osage Beach
9.4 out of 10, Exceptional, (28 reviews)
"It was a great location just off of KK. The condo was very nicely decorated and has a great view of the lake. "
United States
Tricia M.
The price is €168
includes taxes & fees
14 Nov - 15 Nov
Boat Slip & Ramp- Trailer Parking- Lakefront Pool

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

The Nook - Indoor Pool, Lakeside Pool, & Top Floor!
Village of Four Seasons
The price is €169
includes taxes & fees
11 Nov - 12 Nov
The Nook - Indoor Pool, Lakeside Pool, & Top Floor!

3. Our Cove Retreat - Perfect for Wave-Free Swimming, Tanning & Prime Location Fun!

Our Cove Retreat - Perfect for Wave-Free Swimming, Tanning & Prime Location Fun!
Lake Ozark
10.0 out of 10, Exceptional, (21 reviews)
"We appreciated how clean the home was. It sits on a beautiful cove. The host gave us one of the nicest welcoming gift bags that we have ever received in our travels. We would definitely return again."
United States
Judy S.
The price is €186
includes taxes & fees
16 Nov - 17 Nov
Our Cove Retreat - Perfect for Wave-Free Swimming, Tanning & Prime Location Fun!

4. Top Floor Lake Views, Loft Space & Private Deck Retreat at the 12mm

Top Floor Lake Views, Loft Space & Private Deck Retreat at the 12mm
2.0 star property
Lake Ozark
10.0 out of 10, Exceptional, (1 review)
"We had the best stay at this property! The pool was perfect, the inside of the condo was even better than the pictures, with an incredible view! We will definitely stay here again."
United States
Chelsea
The price is €242
includes taxes & fees
24 Nov - 25 Nov
Top Floor Lake Views, Loft Space & Private Deck Retreat at the 12mm

5. Cozy Lake Ozark Villa w/ Main Channel Views!

Cozy Lake Ozark Villa w/ Main Channel Views!
Lake Ozark
9.2 out of 10, Wonderful, (5 reviews)
"Great host Totally understanding and patient "
United States
Supreme
The price is €133
includes taxes & fees
16 Nov - 17 Nov
Cozy Lake Ozark Villa w/ Main Channel Views!

6. C206 Charming lakefront walk-in level condo!

C206 Charming lakefront walk-in level condo!
Osage Beach
9.6 out of 10, Exceptional, (58 reviews)
"Would book again!"
United States
Lindsey D.
The price is €154
includes taxes & fees
11 Nov - 12 Nov
C206 Charming lakefront walk-in level condo!

7. Fantastic Water View From Deck

Fantastic Water View From Deck
Osage Beach
9.0 out of 10, Wonderful, (68 reviews)
"Great for the cost"
United States
richard s.
The price is €172
includes taxes & fees
11 Nov - 12 Nov
Fantastic Water View From Deck

8. Private Deck ⎮ Direct Lake Views

Private Deck ⎮ Direct Lake Views
Osage Beach
9.2 out of 10, Wonderful, (10 reviews)
"The property was perfect for the occasion. I would definitely book this again."
United States
Yvette
The price is €178
includes taxes & fees
11 Nov - 12 Nov
Private Deck ⎮ Direct Lake Views

9. 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.
The price is €176
includes taxes & fees
16 Nov - 17 Nov
Fairway To Heaven-Four Seasons Condo 2BD/2BA/Deck/Pool/Golf/Firepit-6PP

10. Cozy Lake Ozark Villa w/ Main Channel Views!

Cozy Lake Ozark Villa w/ Main Channel Views!
3.0 star property
Lake Ozark
The price is €141
includes taxes & fees
16 Nov - 17 Nov
Cozy Lake Ozark Villa w/ Main Channel Views!

11. 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, (34 reviews)
"Excellent place for a nice little getaway!"
United States
Stephanie L.
The price is €162
includes taxes & fees
16 Nov - 17 Nov
Cozy 1-bedroom condo in charming Village of Four Seasons with WiFi, fitness room

12. 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.
The price is €233
includes taxes & fees
24 Nov - 25 Nov
Top Floor Fishing Loft- Waterfront & Indoor Pool!

13. Lakefront Osage Beach Condo + Workspace w/ Pool Views

Lakefront Osage Beach Condo + Workspace w/ Pool Views
Osage Beach
9.8 out of 10, Exceptional, (10 reviews)
"Great condo well decorated and stocked with everything we needed. Pool was wonderful and we had a nice view of the sunset from the deck in the evening. We truly enjoyed our stay!"
United States
Terry A.
The price is €250
includes taxes & fees
13 Nov - 14 Nov
Lakefront Osage Beach Condo + Workspace w/ Pool Views

14. 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.
The price is €115
includes taxes & fees
15 Nov - 16 Nov
Cozy 1BR Condo - Pool & Wi-Fi

15. 3 Pools-Top Floor-Lakefront-Pickleball-Views

3 Pools-Top Floor-Lakefront-Pickleball-Views
Osage Beach
10.0 out of 10, Exceptional, (47 reviews)
"We highly recommend this condo for all categories. Best night's rest and cleanliness along with stocked with everything you need and may have forgotten."
United States
Jeanette W.
The price is €245
includes taxes & fees
13 Nov - 14 Nov
3 Pools-Top Floor-Lakefront-Pickleball-Views

16. Amazing Lake Views with Pool, Loft, & Balcony

Amazing Lake Views with Pool, Loft, & Balcony
Kaiser
9.6 out of 10, Exceptional, (14 reviews)
"We had a great time and was a wonderful place to stay!"
United States
Ryan G.
The price is €226
includes taxes & fees
13 Nov - 14 Nov
Amazing Lake Views with Pool, Loft, & Balcony

17. 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)
"A perfect place for my short stay!! I will be back to stay longer next time!!"
United States
Patricia W.
The price is €118
includes taxes & fees
11 Nov - 12 Nov
Cozy 1-bedroom condo with WiFi, AC in peaceful Lake Ozark. Prime location on 4MM

18. 3MM, fully remolded, main channel lakefront with pool

3MM, fully remolded, main channel lakefront with pool
Lake Ozark
10.0 out of 10, Exceptional, (52 reviews)
"Excellent spot to stay. Was as advertised and we highly enjoyed our stay. View was also excellent from this location. 10/10 would recommend."
United States
Joel W.
The price is €267
includes taxes & fees
11 Nov - 12 Nov
3MM, fully remolded, main channel lakefront with pool

19. Welcome to Your Lakefront Retreat

Welcome to Your Lakefront Retreat
Osage Beach
10.0 out of 10, Exceptional, (8 reviews)
"Check in/out process was so easy. Property was clean. Boat rentals within walking distance. Lots of shopping, dining, site seeing nearby."
United States
Arin Z.
The price is €167
includes taxes & fees
11 Nov - 12 Nov
Welcome to Your Lakefront Retreat

20. Stillwater Shores Lakefront 2bd/2BA Pool, Hot Tub 6PP

Stillwater Shores Lakefront 2bd/2BA Pool, Hot Tub 6PP
Village of Four Seasons
9.6 out of 10, Exceptional, (4 reviews)
"Great place. Would stay here again!"
United States
Anonymous traveller
The price is €219
includes taxes & fees
24 Nov - 25 Nov
Stillwater Shores Lakefront 2bd/2BA Pool, Hot Tub 6PP
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.

Find holiday rentals that suit your style

Find out more about Lakeside

Everything you need to know about Lakeside holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Lakeside holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Lakeside holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Lakeside holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Lakeside holiday rentals we have selected for you start as low as €115 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Lakeside rentals

At Expedia, we put the best Lakeside holiday 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 holiday.

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 holiday rentals in Lakeside?

Yes, there are holiday rentals close to the most popular sights in Lakeside, or you can select a more secluded option if you're looking for a relaxing stay. Lakeside is known for its lake views.

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

The Lighthouse - 2026 VRBO OF THE YEAR - Private Heated Pool & Golf Course 7k SF: This holiday home rental outside of Lakeside is located on a lake, and has an outdoor pool, a fireplace and a BBQ 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 that you can cook with friends or family. It offers a balcony, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

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 holiday rental in Lakeside like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Lakeside. Holiday rentals feature extras such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of safety away from shared hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for small groups.