
Holiday rentals in Lakeside
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Top-rated holiday rentals in Lakeside
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Raven's Nest Treehouse at MT Treehouse Retreat
Montana Treehouse Retreat as featured in: Zillow, DIY Network, HGTV, Time, Outside Mag. Nestled on 5 wooded acres, this artistically designed two story treehouse has all the luxury amenities. Within 30 minutes to Glacier National Park, minutes from Whitefish Mtn Ski Resort. Best of both worlds if you want to experience Montana nature as well have access to restaurants/shopping/ activities in Whitefish and Columbia Falls (within a 5 min drive). Glacier Park International Airport is 10 miles away.

Picturesque Family Creekside Oasis -Fire Pit -WiFi
-One of two newly built, family friendly, cozy cabins on 34 acres in the woods -Modern amenities: high speed Wi-Fi, laundry, and central air conditioning -Brand new beds and appliances -Large patio 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 Experience the ultimate Montana retreat. Check out our other categories and book your stay at Creekside Cabin today!

Experience Simple Montana Luxury (Cottage #1)
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 murphy bed in living room, BBQ’s, and more!

Tiny Home in the Big Sky
Cozy Cottage minutes from Flathead Lake. This is an efficiency cottage with a loft that sleeps 4: 1 queen bed with 2 twins in the loft. Bathroom has a tiled shower, kitchenette, microwave, fridge. A small grill on the deck. Lovely views abound, with an area for hiking and exploring beyond the property into state forested land. Amenities nearby include exploring the unique towns of the Flathead Valley, clear beautiful lakes, farmers markets, antiquing, hiking trails, and nearby Glacier Park.

Glacier Treehouse Retreat
Treetops Glacier (@staytreetops) is located in West Glacier, Montana just 10 minutes from Glacier National Park and 30 minutes from Whitefish Ski Resort. Come stay in one of our 4 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!

Renovated Luxury Barn bordering on Flathead Lake
This is a totally renovated barn 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.

Flathead Lake Retreat
The Flathead Lake Retreat- A Pristine, Artfully-Crafted Home on Flathead Lake, with Pebble Beach & Hot Tub! 150 ft of gently sloping lakeshore. We've designed the home to make the most of our stellar lake views. Open floor plan, designer touches, custom woodwork, carefully carved out spaces including cozy bedrooms (plus loft and bunk space.) Take a soak in the hot tub and roast s'mores at the campfire, all directly on the waterfront. Search for The Flathead Lake Retreat for more info!

Lakeside Rustic Cabin
Picture a charming log cabin nestled amidst towering trees, its rustic exterior blending harmoniously with the natural surroundings. The cabin sits just a stone's throw away from the tranquil waters of beautiful and gorgeous Flathead lake, Step inside to find a cozy interior adorned with wooden beams, and comfortable furnishings that invite relaxation. three bathrooms, convenience is never an issue, this idyllic log cabin offers the perfect blend of comfort, tranquility, and rustic charm.

Clark Farm Silos #3 - Stunning Mountain Views
Reset and rejuvenate at the Clark Farm Silos! Our thoughtfully designed, unique metal structures are equipped with a fully functional kitchenette, private bathroom and spacious loft bedroom with gorgeous mountain views. Start your days sipping coffee while drinking in the fresh mountain air. Relax after a day of adventure under the starry sky next to the crackling sounds of your personal campfire. Centrally located so you can enjoy all that the Flathead Valley has to offer.

Romantic Waterfront Retreat w/ Spa Tub for 2
Gorgeous, remodeled studio on Flathead Lake with stunning waterfront views from every window. 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!

The Two Medicine at Stoner Creek Cabins
The Two Medicine at Stoner Creek Cabins is one of eight identical modern cabins located on ten wooded acres just beyond a residential neighborhood. We offer year-round comfort in a wooded setting. Completed in 2018, the Two Medicine cabin is one of the original cabins built on the property. The Two Medicine cabin is hillside with shared views into our forest from the living area and patio.

Upper - Cozy and Quiet Studio
This is a small studio with a very comfy remote controlled adjustable (head and feet) queen size bed, kitchen, and bathroom. Perfect for two. But we can make an exception and add a cot for an extra person or you may bring your own infant bed. This will make it a little tight but it’s doable. The kitchen has a microwave, hot plate and electric fry pan for cooking and a nice refrigerator.
Popular amenities for Lakeside holiday rentals
Other great holiday rentals in Lakeside

The Perch @ Flathead Lake Hostel

Eagle View Escape - Private Lakefront Estate

Peaceful Lakeside Retreat w/ Deck & Amazing Views!

Lux Glacier Dome•Hot Tub•Sauna•Walk 2 FlatheadLake

Three Bears Chalet

Woods Bay Studio

New 3 Bd 3Ba Condo in the heart of Lakeside MT

Lookout Cabin at Flathead | Sleeps 7
Quick stats about holiday rentals in Lakeside
Total rentals
180 properties
Nightly prices starting at
₹3,546 before taxes and fees
Total number of reviews
7.5K reviews
Family-friendly rentals
110 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
10 properties have a pool
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- Rentals with a hot tub Lakeside
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- Rentals with a washing machine and dryer Lakeside
- Rentals with a fireplace Lakeside
- Pet-friendly rentals Lakeside
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- Rentals with a firepit Lakeside
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- Rentals with lake access Lakeside
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