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
The exterior of the Raven's Nest treehouse is showcased among tall trees, featuring a striking triangular A-frame design. An iron staircase leads up to the entrance, curving through a pathway of gravel and mulch, surrounded by lush greenery.
Treehouse in Columbia Falls
4.99 out of 5 average rating, 252 reviews

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.

Top guest favorite
A king bed is adorned with a rustic bear and moose patterned blanket, complemented by an assortment of decorative pillows. Flanking the bed, wooden nightstands provide bedside lighting with a lamp. A mounted moose artwork adds a natural touch above the headboard.
Condo in Bigfork
4.91 out of 5 average rating, 142 reviews

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.

Guest favorite
A charming cottage exterior is framed by tall trees, featuring light blue siding and a welcoming front door adorned with a wreath. A flower box with vibrant red flowers enhances the window, while a hammock is positioned between two trees on the deck.
Tiny home in Somers
4.85 out of 5 average rating, 304 reviews

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.

Guest favorite
An A-frame cabin interior features high ceilings with exposed beams, complemented by a cozy seating area. A light-colored sofa is positioned in front of a natural wood accent wall. Above, a lofted sleeping area overlooks the main living space, with large windows allowing natural light to enter.
Treehouse in Coram
4.87 out of 5 average rating, 400 reviews

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!

Top guest favorite
Barn in Somers
4.99 out of 5 average rating, 253 reviews

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.

Top guest favorite
Home in Lakeside
4.99 out of 5 average rating, 188 reviews

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!

Top guest favorite
Tiny home in Columbia Falls
4.92 out of 5 average rating, 199 reviews

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!

Top guest favorite
An outdoor patio features a circular fire pit surrounded by six red Adirondack chairs. A cushioned seating area with neutral upholstery is seen against a backdrop of tall trees. A barbecue grill is positioned nearby, providing a cozy space for relaxation.
Guesthouse in Bigfork
5 out of 5 average rating, 200 reviews

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!

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, 100 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 rustic wooden sign displaying 'Stoner Creek Cabins' is positioned in front of modern cabins surrounded by tall pine trees. The grassy area exhibits a natural setting, with a clear blue sky visible overhead. The two cabins showcase a contemporary design with large windows.
Tiny home in Lakeside
4.98 out of 5 average rating, 317 reviews

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.

Top guest favorite
A cozy studio bedroom features a queen size bed with soft bedding, flanked by two wall-mounted sconces. A simple wooden shelf displays decorative items, while a window provides natural light covered by a light curtain. A wooden accent wall adds warmth to the space.
Guest suite in Lakeside
4.98 out of 5 average rating, 484 reviews

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.

Top guest favorite
A charming cabin with a wooden porch showcases a satellite dish and colorful hanging chairs. Large front doors, framed by glass windows, invite natural light and outdoor views. Surrounding trees add to the secluded ambiance, while gravel leads to the entrance.
Guesthouse in Proctor
4.97 out of 5 average rating, 389 reviews

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

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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  5. Lakeside