Vacation rentals in Lakeside

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Top-rated vacation rentals in Lakeside

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A modern cabin exterior is illuminated by warm lights as dusk approaches, surrounded by a snowy landscape. The main cabin features large windows, and a smaller building is visible nearby with a covered porch and seating. Warm light spills from the interiors, creating a welcoming ambiance.
Cabin in Kalispell
4.97 out of 5 average rating, 111 reviews

Mtn view 1-bd cabin with hot tub

Retreat to a peaceful modern space after you spend an exciting day exploring Glacier Park or skiing Whitefish Mountain. The Mountain House is perfectly located 6 minutes from the airport, 15 min from downtown Whitefish, and 33 min from West Glacier. Relax on the patio with a gorgeous view of the Rocky Mountains. Enjoy a fireplace and a shared hot tub space as you make the most of your visit to the Flathead Valley. Traveling with friends? This property offers another cabin. Message for details.

Top guest favorite
A newly built cabin is set among tall trees, surrounded by vibrant greenery. The structure features a peaked metal roof and large windows, providing plenty of natural light. The exterior is composed of wood siding, establishing a harmonious connection with the natural surroundings.
Cabin in Lakeside
4.95 out of 5 average rating, 130 reviews

Serene Woodside Cabin: Modern Amenities in Nature

-One of two, family friendly, cozy cabins on 34 acres in the woods -Amenities: high speed Wi-Fi, laundry, central air conditioning -Large deck w/ creek view Close to some of Montana's most popular tourist attractions: -5 minutes from Flathead Lake -1 hour from Glacier National Park -90 minutes from the National Bison Range PLEASE NOTE: We now have a LICENSED MASSAGE THERAPIST living on property who is available for individual or couples in-cabin massages. CONTACT Kathy for more information.

Guest favorite
The cottage exterior features a modern wooden design with a dark metal roof. A spacious front porch is furnished with a dining table and comfortable lounge chairs, inviting relaxation. Surrounding tall trees and a grassy area enhance the peaceful setting.
Home in Lakeside
5 out of 5 average rating, 9 reviews

Experience Simple Montana Luxury (Cottage #4)

Nestled on 15 acres in Lakeside Montana, our luxury cottages offer an unparalleled retreat for those seeking tranquility and adventure. Surrounded by pristine landscapes with views of Flathead Lake and the Mission Mountains, our cottages offer the perfect getaway for families, couples, or solo travelers looking to unwind in nature. Our thoughtfully designed spaces offer a full kitchen, gas fireplace, luxury linens, hi-speed internet, queen pullout sofa bed in living room, BBQ’s, and more!

Top guest favorite
The cabin features a modern exterior with a sloped roof, complemented by large glass windows and wooden accents. Flower boxes adorn the entrance steps, while a gravel pathway leads to the inviting front porch, surrounded by green lawn and trees.
Cabin in Somers
5 out of 5 average rating, 137 reviews

New Cabin with Spectacular Views of Flathead Lake.

This is a newly constructed cabin done to luxury standards and is located on our farm down a private road, situated at the northern end of Flathead Lake. The views are spectacular as you can enjoy 360 degree views of the valley, Flathead Lake, Glacier Park, The Swan Mountains, Blacktail Mountain and the big skies and stars of Montana. The only land in between our farm and the lake is a waterfowl preserve. Plenty of wildlife on the property and it is a wonderful spot to enjoy Flathead Valley.

Top guest favorite
The modern cabin exterior is constructed of natural wood, featuring large windows that enhance the connection with the surrounding forest. A spacious deck wraps around the entrance, complemented by decorative flower pots. The gravel area provides ample parking space, blending seamlessly with the natural landscape.
Cabin in Whitefish
4.99 out of 5 average rating, 335 reviews

Hollywood 800

Modern boutique cabin steps from Beaver Lake Trail head 7.2 miles from downtown Whitefish. Enjoy hiking, mountain biking, and the many lakes in the neighborhood. Hollywood is a 1 bedroom 1 bath, that can be rented individually or combined with its neighbor cabin Waterfall for a 2 bedroom 2 bath if both are available. Named after a ski run, Hollywood is a Real Montana getaway and we keep cost low for all to enjoy every season. Winter is gorgeous, 4wd needed, anywhere you stay in Whitefish.

Top guest favorite
The exterior of a two-story chalet is depicted among wooded surroundings, showcasing a silver-grey façade with a gabled roof. A gravel driveway leads up to the structure, accompanied by a parked vehicle. The distant view of Flathead Lake is visible beyond the trees.
Chalet in Somers
4.99 out of 5 average rating, 114 reviews

Flathead Lake Views @ Somers Bay

Wake to Gorgeous Views of Flathead Lake and the Rocky Mountains! Relax on the balcony and watch local wildlife or explore 4 sloped, wooded acres! Enjoy sunsets with a campfire or snuggle in front of the fireplace. NOTE Updates: 2026 New comfy couch added to 2025 carpet & blinds! Paddleboard, kayak, fish, hike, golf or ski - Flathead Lake, Glacier National Park, Blacktail Mountain and Whitefish Mountain are nearby. Private parking for an RV. No WiFi during winter dates NOV-APR

Guest favorite
The interior features an A-frame design with high ceilings and wooden paneling. A light-colored sofa sits in front of a coffee table, accompanied by natural woven baskets. A dining area with sleek black chairs is visible, alongside a modern kitchen and a view of snow-covered trees through large windows.
Cabin in Coram
4.89 out of 5 average rating, 132 reviews

Glacier Treehouse Retreat + Hot Tub

Treetops Glacier is located in West Glacier, just 10 minutes from Glacier National Park and 30 minutes from Whitefish Ski Resort. Come stay in one of our four beautiful treehouse cabins tucked away in the forest and experience amazing views. We are nestled among 40 private acres of pine trees and meadows with mountain views over our pond. If you're looking for a place to stay that provides the sights and sounds of nature, within minutes of Glacier National Park, book now!

Top guest favorite
A spacious log home is surrounded by tall trees, showcasing a welcoming porch lined with comfortable seating. Soft lighting illuminates the exterior, highlighting the natural wood texture and stone foundation. The driveway leads up to the entrance, emphasizing the secluded mountain setting.
Cabin in Kila
4.99 out of 5 average rating, 103 reviews

Beautiful Log Cabin in Mountains Near Glacier Park

We came to Montana as kids--My uncle built the log home we lived in with his own hands and tools. I instantly fell in love with the smell of pine, texture of wood, and old world style of living. I told myself that one day I'd build a log home too. Twenty years later, we made it happen. This home was built with my own hands, tools, and desire to create something meaningful for our family and yours. It's the perfect blend of rustic charm and modern comforts. Welcome home.

Top guest favorite
The exterior of a modern two-story home is presented at dusk, showcasing large windows that reflect warm interior light. The building features a mix of black and natural wood siding, surrounded by tall pine trees. A gravel area provides space for parking.
Home in Lakeside
4.96 out of 5 average rating, 103 reviews

Modern Retreat with Game Room and Lake Views

Unwind at this peaceful, modern home with gorgeous views of the Mission Mountains and Flathead Lake! 55 minutes from Glacier National Park, two blocks from the lake, and 25 minutes from Blacktail Ski Hill. Spend your mornings sipping coffee on the sunny balcony, then head to the lake for the day. Or stay home and enjoy the spacious game room with ping pong, foosball and a 70" smart TV. Take a short walk into town to enjoy restaurants, bars and the Lakeside Marina.

Top guest favorite
A two-level structure with a spacious lower level designed for guests, featuring a wide covered porch and large windows that allow for abundant natural light. The exterior is complemented by a well-maintained lawn and outdoor seating, offering a welcoming entrance.
Home in Proctor
4.96 out of 5 average rating, 141 reviews

Proctor Valley Retreat with big sky views

Enjoy the big sky country views, from covered porch outside of a 2000 sq feet of day lit lower level with private entry. There are 3 bedrooms, that comfortably sleeps 6, 2 full bathrooms, large family space with separate game room. Lightning fast Starlink internet service, Roku TV, and streaming available from own devices. Close to Flathead Lake, Black Tail Ski resort, Legacy Bike Park and short distance to Glacier National Park

Top guest favorite
Home in Lakeside
4.99 out of 5 average rating, 206 reviews

Flathead Lake Retreat

THE FLATHEAD LAKE RETREAT — A PRISTINE, ARTFULLY CRAFTED WATERFRONT HOME WITH PRIVATE PEBBLE BEACH & HOT TUB Set on Flathead Lake with 150 ft of gently sloping shoreline, this thoughtfully designed retreat features stunning lake views, an open floor plan, custom woodwork, and curated designer touches. Enjoy cozy bedrooms, the loft and bunk space, a lakeside hot tub, private beach, and evenings by the waterfront campfire.

Top guest favorite
Condo in Bigfork
4.9 out of 5 average rating, 225 reviews

Romantic Waterfront Retreat w/ Spa Tub for 2

Gorgeous, remodeled studio on Flathead Lake with stunning waterfront views from every window. Brand new Casper bed!!! Relax in the private spa tub after a day of exploring Bigfork, Glacier Park, Swan River, or nearby towns like Kalispell and Lakeside. Sparkling clean, fully furnished, and perfect for a romantic escape or remote work getaway. Fast Wi-Fi, peaceful vibes, and unforgettable scenery—your Montana retreat awaits!

Popular amenities for Lakeside vacation rentals

When is the best time to visit Lakeside?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ547ﺩ.ﺇ558ﺩ.ﺇ661ﺩ.ﺇ654ﺩ.ﺇ705ﺩ.ﺇ896ﺩ.ﺇ1,006ﺩ.ﺇ999ﺩ.ﺇ889ﺩ.ﺇ705ﺩ.ﺇ646ﺩ.ﺇ643
Avg. temp-5°C-3°C1°C6°C11°C14°C18°C18°C12°C5°C0°C-4°C

Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Lakeside?

    Four-legged friends are welcome in Lakeside. Choose from more than 40 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Lakeside?

    Yes! Work meets play with ease at over 80 vacation rentals in Lakeside featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Lakeside vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Lakeside, available on Airbnb. Make a splash and soak up the sun in style!

  • Are there family-friendly house rentals in Lakeside?

    Lakeside has more than 60 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Lakeside?

    Experience the best of Lakeside with our house rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Lakeside have air conditioning?

    Absolutely! We offer over 50 house rentals with air conditioning in Lakeside. Enjoy a tailored experience with all the comforts you desire.

  • Do cabin rentals in Lakeside have a kitchen?

    Absolutely! We offer over 40 cabin rentals with a kitchen in Lakeside. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Lakeside have wifi?

    Absolutely! We offer over 60 house rentals with wifi in Lakeside. Enjoy a tailored experience with all the comforts you desire.

  • Do tiny house rentals in Lakeside have free parking?

    Absolutely! We offer over 20 tiny house rentals with free parking in Lakeside. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Lakeside?

    Enhance your stay in our House Rentals with the most popular amenities: over 60 homes with wifi, over 60 homes with free parking, over 60 homes with a kitchen, over 50 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Lakeside

  • Total vacation rentals

    Explore 180 vacation rentals in Lakeside

  • Nightly prices starting at

    Lakeside vacation rentals start at ﺩ.ﺇ147 per night before taxes and fees

  • Verified guest reviews

    Over 7,590 verified reviews to help you choose

  • Family-friendly vacation rentals

    120 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wi-Fi availability

    170 of Lakeside vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Lakeside rentals

  • 4.9 Average rating

    Lakeside stays are highly rated by guests—averaging 4.9 out of 5!

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  2. United States
  3. Montana
  4. Flathead County
  5. Lakeside