
Vacation rentals in Lakeside
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Lakeside
Guests agree: these stays are highly rated for location, cleanliness, and more.

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.

Lakefront Condo Newly Remodeled w/ Walk-Out Access
Settle in at this gorgeous Montana rustic themed studio condo. Located at the Marina Cay Resort just minutes away from downtown Bigfork. This unit offers breathtaking views of the bay right outside your walkout room. The spacious studio will make a great home base for your NW Montana Vacation! Close to Glacier National Park, Flathead Lake, Big Mountain and other amazing Montana adventures. You will be so glad to call this relaxing place home during your stay in the Beautiful Northwest Montana.

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!

Bowman - Close To Glacier, Skiing
Start your next adventure at Glacier Retreats - Bowman, our picturesque 1-bedroom cabin for 2- 4 guests. You will be greeted with incredible views through floor-to-ceiling windows. Centrally located, our carefully designed mountain retreat is the quintessential outdoor getaway found under Montana’s expansive skies. Perfect for family fun, couples’ ski retreats, exploring Glacier National Park, and other activities. Cozy up by the fire, relax in the private hot tub and enjoy the wildlife!

Peaceful Chalet - Private 1 Bdrm King Suite A/C
We pay Air Bnb fees! Peaceful Chalet is very private on its own lot featuring a large private outdoor patio making it the perfect place to relax and enjoy the peaceful surroundings. We are located in a quiet neighborhood surrounded by mature fir and larch trees. Conveniently located off Hwy 35, we are less than 2 miles from Flathead Lake & just a mile to downtown Village of Bigfork. Jewel Basin is a 25 minute drive. Glacier National Park West Entrance is a beautiful 45 minute drive!

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.

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.

Montana Mountaintop Guest Cabin
Private cabin nestled on a 33 acres. Breathtaking views of Flathead Lake from the property. Serene wildlife area as well as a friendly farm cat. Hiking abounds. Only 5 minutes from Lake Mary Ronan, 10 minutes from Flathead lake, and about one hour from Whitefish and the West Glacier Park entrance!
Popular amenities for Lakeside vacation rentals
Lakeside fishing vacation rentals

Flathead Lake Shabby Chic w/HOT TUB!

Authentic Montana Log Cabin

Fairview Farms Guest House

Beautiful lake cabin with amazing view & huge yard

Gorgeous Peaceful Lakefront Cabin: Glacier 12miles

Life’s A Bear Retreat Couples Hot Tub & King Bed!

Wylder Montana Adventures!

The Flathead at Elk Ridge Village-Cabin 201B
Lakeside fishing house rentals

Spacious home above Flathead Lake, sleeps 11!

Gunbarrel Ranch House-Mountain Modern w/Lake View

Montana charmer with lake access, views & hot tub.

Somers Lookout, Flathead Lake

Montana Chalet on the Lake

Hot Tub, Close to Lake, Downtown & Blktl Mnt.

2 Bedroom 4 Bed Gated Luxury Estate Lodge

Million dollar view
Lakefront house rentals in Lakeside

Eagle View Escape - Private Lakefront Estate

Lakefront - Caroline Point Paradise

Soaring Eagle Flathead Lake Waterfront Retreat

Enjoy winter on Flathead Lake-monthly discounts!

Flathead Lake Escape

Great Escape at Eagle Lake

5 BR spacious lake house, right on Lake Blaine

Modern Mountain Lake House
Frequently Asked Questions
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 pet-friendly vacation rentals in Lakeside?
Four-legged friends are welcome in Lakeside. Choose from more than 50 vacation rentals for guests traveling with pets.
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!
How much does it cost to stay in cabin rentals in Lakeside?
Experience the best of Lakeside with our cabin rentals, starting at about $140 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 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 air conditioning?
Absolutely! We offer over 10 tiny house rentals with air conditioning in Lakeside. Enjoy a tailored experience with all the comforts you desire.
Do tiny house rentals in Lakeside have a kitchen?
Absolutely! We offer over 10 tiny house rentals with a kitchen in Lakeside. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Lakeside have free parking?
Absolutely! We offer over 60 house rentals with free parking in Lakeside. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly apartment rentals in Lakeside?
Lakeside has more than 10 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for Tiny House Rentals in Lakeside?
Enhance your stay in our Tiny House Rentals with the most popular amenities: over 10 homes with air conditioning, over 20 homes with wifi, over 20 homes with free parking, over 10 homes with a kitchen, 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 G$8,357 GYD per night before taxes and fees
Verified guest reviews
Over 7,480 verified reviews to help you choose
Family-friendly vacation rentals
110 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
70 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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