Lakeside Vacation Rentals

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Vacation Rentals in Lakeside

Allie's - Amazing 8,000 SF Home with --Private Pool--hot tub-- Sleeps 26+

10.0 out of 10, Exceptional, (191)
"Our experience was excellent! The home was so nice and clean. The kids had a blast with all the games and the pool. The management answered our questions right away. It was truly a memorable experience! Also, we cooked all our meals and the kitchen was well stocked! Will definitely stay again"
The price is CA $143
CA $1,139 total
includes taxes & fees
Mar 1 - Mar 2
Allie's - Amazing 8,000 SF Home with --Private Pool--hot tub-- Sleeps 26+

New! Lakefront 8 Bedroom Family Entertainer! Boat Dock, Hot Tub, Fire Pit, Wi-Fi

9.8 out of 10, Exceptional, (28)
"The kitchen was fabulous, we lacked for nothing. I ask for Christmas decorations and they went way above my expectations. The property was clean and served all our needs. Host was easy to work with. The weather wasn’t conducive to fishing, but managed a small amt. There was 10 of us and we loved our stay there. Thanks JanWould recommend it!!"
New! Lakefront 8 Bedroom Family Entertainer! Boat Dock, Hot Tub, Fire Pit, Wi-Fi

Captain Ron's House - Heated Pool - Hot tub - Games - Party Dock - Sleeps 22+

10.0 out of 10, Exceptional, (7)
"This place was Amazing for the Super Bowl ! Sonos speaker everywhere you go in the house. Very clean and everything supplied for you. Plenty of patio space to hold big groups and the hot tub to with. There is literally a big TV everywhere you are in the house, so perfect especially for the Super Bowl and other big games. Anthony is the perfect host and makes sure your expectations are fully met. "
The price is CA $72
CA $730 total
includes taxes & fees
Mar 2 - Mar 3
Captain Ron's House - Heated Pool - Hot tub - Games - Party Dock - Sleeps 22+

GREAT VIEW! Modern! Lakefront! Elevator! Very Close to Shopping & Dining! Wi-Fi

10.0 out of 10, Exceptional, (221)
"Owner was great and even let us check in early which really helped out."
GREAT VIEW! Modern! Lakefront! Elevator! Very Close to Shopping & Dining! Wi-Fi

Grandparent's Dream - Spring Break Headquarters - Family Reunion Gem

9.8 out of 10, Exceptional, (113)
"Property was a lot of fun. Great space for our family, plenty of seating upstairs and downstairs. Our kids loved the large bedroom downstairs off of the game room. Will have to return in summer to swim and enjoy the water. "
Grandparent's Dream - Spring Break Headquarters - Family Reunion Gem

Remodeled Private Waterfront Cottage, Pet Friendly, with dock in Osage Beach!

10.0 out of 10, Exceptional, (233)
"This cottage is gorgeous! One side has convenient access to the water, we were within 5 minutes of our favorite restaurants and absolutely loved watching the deer play in the wooded hills behind us. The interior decor is beautifully done. The colors chosen are calming & relaxing. We enjoyed our stay and hope we are able to book it for our next trip. "
Remodeled Private Waterfront Cottage, Pet Friendly, with dock in Osage Beach!

Affordable Tan Tar A! ~ On The Golf Course ~ Updated! Hot tub!

9.6 out of 10, Exceptional, (262)
"My family and our 82 yr old grama stayed here and we didn’t have any problems w our gramas wheelchair getting into the home and through the rooms except the bathroom which wasn’t a problem for us bcuz grama can walk short distances at times . We all enjoyed the home w hot tub ! My husband , daughter and her family and my son and his friend stayed and there was enough room for everyone. And Margaritaville was just a short distance from us . The only thing we encountered that was disappointment...
The price is CA $130
CA $378 total
includes taxes & fees
Mar 1 - Mar 2
Affordable Tan Tar A! ~ On The Golf Course ~ Updated! Hot tub!

Point View Resort

3.0 star property
9.6 out of 10, Exceptional, (110)
"Perfect for an authentic lake getaway."
The price is CA $237
CA $252 total
includes taxes & fees
Mar 1 - Mar 2
Point View Resort

Lake Breeze Resort

3.0 star property
9.4 out of 10, Exceptional, (288)
"Y'all, when I say the property looks just like the photos, it absolutely does. It was so beautifully quite. The beds were comfortable. It was gorgeous at night on the lit balcony. If you being right on the lake for a great price, this is the spot. I will definitely bring going back. So happy I found this place "
The price is CA $126
CA $133 total
includes taxes & fees
Mar 23 - Mar 24
Lake Breeze Resort

Private Pool, Dock, Lots of Deck Space, Amazing Views, Quiet Location, Lots of Space

9.2 out of 10, Wonderful, (36)
"Had the best time! "
Private Pool, Dock, Lots of Deck Space, Amazing Views, Quiet Location, Lots of Space

Terrific Lake View! Totally Updated! All Bedrooms w lake view! Boat Rentals.

9.4 out of 10, Exceptional, (143)
"A group of teachers stayed here during a conference. It was easy to get to, very clean, and loved the lake sunrises! Owners were great to work with the whole time. "
The price is CA $244
CA $590 total
includes taxes & fees
Mar 31 - Apr 1
Terrific Lake View! Totally Updated! All Bedrooms w lake view! Boat Rentals.

The Lighthouse - Amazing 7,000 SF Home - Private Heated Pool & Golf Course

10.0 out of 10, Exceptional, (46)
"We were looking for a off-season rental to take the kids and grands over a long weekend. We didn't anticipate off-season to be at the tail end of a snow storm! We actually thought for a second that the icy roads were going to keep us from going! Fate was on our side, and the roads were fine (though there were shoveled piles of snow where the drive and paths were cleared for us).Did we swim in the heated pool when it was 25 degrees outside? YES, we did! (I recommend wearing slides to...
The price is CA $144
CA $1,147 total
includes taxes & fees
Mar 6 - Mar 7
The Lighthouse - Amazing 7,000 SF Home - Private Heated Pool & Golf Course

Brownstone - Amazing 3,600 SF home SLEEPS 18 --Game room--HOT TUB

10.0 out of 10, Exceptional, (180)
"Our family of 10 (2 infants) stayed at the Brownstone house and it had everything we needed for our family. Plenty of rooms, beds, bathrooms, and seating. Lots of games and activities to keep us busy all weekend long. Short drive to the grocery store to stock up and just down from the honkytonk bar. The home itself and the view were just immaculate"
The price is CA $72
CA $735 total
includes taxes & fees
Mar 3 - Mar 4
Brownstone - Amazing 3,600 SF home SLEEPS 18 --Game room--HOT TUB

Lakefront Margaritaville- Private Dock, 2 Decks, Firepit, Main Channel View

9.2 out of 10, Wonderful, (141)
"Stayed over the weekend in between the holidays, and it was very relaxing. Quiet house and neighborhood. The house was clean and the kitchen was fully stocked. "
The price is CA $237
CA $612 total
includes taxes & fees
Mar 30 - Mar 31
Lakefront Margaritaville- Private Dock, 2 Decks, Firepit, Main Channel View

Closest Unit at Breakwater Bay to Pool and Lakefront. Great views! Free Wi-Fi

9.8 out of 10, Exceptional, (248)
"Great condo, made our Christmas feel like home. Clean and owner was avail anytime we reached out with questions. We rent again. "
Closest Unit at Breakwater Bay to Pool and Lakefront. Great views! Free Wi-Fi

SALE!-2bd/2bth,waterfront,amazing pool on point,hot tub,gated community

9.6 out of 10, Exceptional, (150)
"House was very clean. Amazing view off the balcony. Super cute cozy house. I’ll definitely be back.!"
SALE!-2bd/2bth,waterfront,amazing pool on point,hot tub,gated community

Amazing Lake Experiences! Private Hot Tub, Aamazing Dock, Firepit & Two Layers of Decks

10.0 out of 10, Exceptional, (23)
"Very nice, clean property. Our family enjoyed it."
Amazing Lake Experiences! Private Hot Tub, Aamazing Dock, Firepit & Two Layers of Decks

Amazing Panoramic Main Channel View; Walk-In Level from Parking Lot; The Ledges

10.0 out of 10, Exceptional, (179)
"Great location, nice area in town. I’m not sure the photos on VRBO do the home justice. This was a work trip and my team was very comfortable. The house was clean, comfortable, spacious and had great amenities!The hosts were wonderful! They were easy to communicate with, went out of their way to make our stay enjoyable and although attentive they left our team alone to enjoy their trip.I plan to book here every time I’m in Baker! Maybe next time for a little snow fun! "
Amazing Panoramic Main Channel View; Walk-In Level from Parking Lot; The Ledges

Amazing Updated Ledges Condo-- Lakefront 3 BR/2BA Unit w/ Cove View

10.0 out of 10, Exceptional, (71)
"Good basic cleaning; a few minor surprises. Host were quick to respond and cared for us as guests. Would recommend this property."
Amazing Updated Ledges Condo-- Lakefront 3 BR/2BA Unit w/ Cove View

Unforgettable Luxurious Lakefront Home with Exclusive Boat Rentals for Guests

10.0 out of 10, Exceptional, (242)
"It’s such a joy to stay here!!! "
Unforgettable Luxurious Lakefront Home with Exclusive Boat Rentals for Guests
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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Other types of properties in Lakeside you may be interested in

Lodge Of Four Seasons Golf Resort, Marina & Spa

4.0 star property
7.2 out of 10, Good, (1003)
"Very nice lobby with a fire going and warm apple cider! "
The price is CA $152
CA $192 total
includes taxes & fees
Mar 7 - Mar 8
Lodge Of Four Seasons Golf Resort, Marina & Spa

Margaritaville Lake Resort Lake of the Ozarks

3.0 star property
8.2 out of 10, Very good, (1002)
"We loved the arcade and bowling alley. We will definitely be back "
The price is CA $207
CA $250 total
includes taxes & fees
Mar 9 - Mar 10
Margaritaville Lake Resort Lake of the Ozarks

The Resort at Lake of the Ozarks

3.0 star property
8.2 out of 10, Very good, (366)
"Convenience, location, pricing."
The price is CA $128
CA $163 total
includes taxes & fees
Mar 9 - Mar 10
The Resort at Lake of the Ozarks
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.

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?

Allie's - Amazing 8,000 SF Home with --Private Pool--hot tub-- Sleeps 26+ : 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 7 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 Horseshoebend 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.