Lakeside Vacation Rentals

Compare 13 vacation rentals.
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Make Lakeside your next getaway

Big sky beauty meets small town charm on the northwestern shores of Flathead Lake in quaint Lakeside. During summer, this quiet burg of only 2,669 residents transforms into an outdoor adventurer’s paradise of limitless lake sports, picturesque hikes in the Mission Mountain range, and riveting backcountry tours in the Flathead National Forest. 

Explore Lakeside house rentals, cabins, guest houses, and more

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House rentals

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Cabins

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Guest houses

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Popular amenities for Lakeside vacation rentals

Popular
Dog-friendly Hot tub Internet
Blacktail Cabin
2 Bedroom | 2 Bath | Sleeps 6

Blacktail Cabin - Lakeside, MT

$282 avg / night
Tamarack Terrace
2 Bedroom | 2.5 Bath | Sleeps 5

Tamarack Terrace - Lakeside, MT

$387 avg / night
La Tierra Lodge
4 Bedroom | 3 Bath | Sleeps 10

La Tierra Lodge - Lakeside, MT

$711 avg / night
Lazy K on Peaceful Bay - Lake House
4 Bedroom | 3 Bath | Sleeps 14 (10 Adults Max)

Lazy K on Peaceful Bay - Lake House - Lakeside, MT

$681 avg / night
Whispering Pines Point
5 Bedroom | 4.5 Bath | Sleeps 12 (10 Adults Max)

Whispering Pines Point - Lakeside, MT

$922 avg / night

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Recent Lakeside guest reviews

This is now the second time we have visited the Lazy K in Peaceful Bay property. We had four couples that joined us for a weekend on the lake and Big Sky Festival. During the day we enjoyed boating, sitting on the dock, yard games, and cooking out on the outdoor patio. At night we loved the ability to use the hot tub and fire pit. It was an added bonus how close the boat launch was in Lakeside. We decided to make this event and property an annual tradition. Already looking forward to next year!
Liv B. | Jul 2024
We all enjoyed our gathering at LAZY K ,there is so much space for everyone. The kitchen was well equipped with everything plenty of room for team cooking. The beautiful deck was so nice and of course the outdoor kitchen was a 5 star hit. We all enjoyed the lake and the grounds were well kept. Overall this is a 5 star stay, very clean our family all loved how relaxing it was and plenty of room for cards and games and of course some ping pong! Sleeping arrangements were good, bathrooms were clean. I would highly recommend this VRBO. We booked right away for next year it was an amazing stay.
Becky S. | Jul 2024
We loved our stay ! We were there when it was 97 some days in Montana and with no AC the cabin stayed cool enough to be comfortable. We hope to be back !
Erin L. | Jul 2024
Lakeside vacation rental FAQ

Yes, 14 of our Lakeside homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

Browse dog-friendly homes >

Yes. 52 of our Lakeside vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >


Some of the most popular amenities in our Lakeside vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Lakeside team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Lakeside, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

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24/7 guest service
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Seamless check-in
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Professional cleaning

Explore Lakeside, MT

Outdoor opportunities are no less appealing in other seasons, as cooler temperatures bring snow sports, cultural festivals, holiday celebrations, and other unique events that will appeal to families, couples, adults, and children alike. So no matter when you choose to visit the beautiful town of Lakeside, our vacation rentals provide the perfect jumping off point for any adventure.

Where is Lakeside, MT?

With sweeping views of Blacktail Mountain Ski Area to the west and Flathead National Forest to the east, Lakeside's four miles of waterfront lie near the north end of Flathead Lake. Rising to an elevation of 2,910 feet, this charming community is bordered by two similar ones - the quaint village of Rollins to the south and Somers to the north. A short 14-mile trip up Highway 93 brings you to downtown Kalispell and the regional airport, and the artsy mountain town of Whitefish is only another 15 miles farther. Best of all, the breathtaking landscape of Glacier National Park begins just 51 miles northeast in welcoming West Glacier.

Things to do in Lakeside, MT

Summertime and bountiful sunshine bring all forms of watercrafts, sunbathers, swimmers, and anglers to the cool, brilliant blue waters of this massive, glacially-formed lake. When you stay in one of our Lakeside cabins, you'll find ample opportunities for boat tours and fishing charters, as well as scenic kayak and canoe trips, where you can visit the coves, inlets, and expansive open reaches of this nearly 200-square-mile lake.

Bring the whole family for a ride aboard the Far West - a massive lake cruise ship that departs daily from the Lakeside Marina. As an added bonus, all those who come aboard can bring their own coolers, beer (for the 21-and-over-crowd), picnic baskets, or grab a delicious entrée from any of the dockside restaurants.

When winter arrives, the town turns its focus to snow sports at nearby Blacktail Mountain Ski Area, which encompasses 1,000 acres of pristine national forest with an average snowfall of 250 inches. Uncrowded lift lines and powder-laden slopes combine for exceptional downhill skiing and snowboarding framed by stunning views of Glacier Park in the distance and the jagged peaks of the surrounding Mission, Whitefish, and Cabinet Mountain ranges.

Day trips from Lakeside, MT

When visiting northwest Montana, stopping by Glacier National Park is a must. Luckily, our Lakeside cabin rentals will have you from your front door to the west entrance in about an hour. Home to healthy populations of grizzly bears, moose, mountain goats, and a dozen other big game species roaming freely, these roughly 1,583 square miles of soaring peaks, glacier-carved lakes, and sprawling alpine meadows are some of America’s most wild and untamed lands. 

Begin your visit with a drive along the iconic Going-to-the-Sun-Road, a scenic 50-mile road with hairpin turns at dizzying heights (6,646 feet at its highest point). Watch dramatic cliffsides ebb into breathtaking valleys as you pass over the Continental Divide, then park, lace up your hiking boots, and continue exploring on the Highline Loop or the Grinnell Glacier Trail – both challenging hikes with scenery that’ll leave you slack-jawed.

Powder hounds will have their share of fresh tracks only 14 miles west at Blacktail Mountain Ski Area, but a trip 37 miles north to Whitefish Mountain Resort yields even more options to keep the skis sliding all day. Here, you’ll find 105 trails at lengths of up to three miles, as well as five terrain parks and an impressive variety of both on-piste and glade skiing and snowboarding for all levels of experience. 

Make memories that will last a lifetime on your next visit to northwest Montana and live large in Big Sky Country at one of our comfortable Lakeside vacation rentals.

Discover Lakeside

The Most Scenic Places in Western Montana

Properties are managed by Cameron Bree James of Vacasa Vacation Rentals of Montana LLC, license #RRE-RPM-LIC-79215.