Family-friendly holiday rentals in Lakeside

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Lakeside

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite
A treehouse, framed by snow-covered trees, displays a warm wooden exterior and multiple decks. The structure stands elevated, with a staircase leading to the entrance. Snow blankets the ground, creating a serene winter setting that enhances its secluded atmosphere.
Treehouse in Columbia Falls
4.98 out of 5 average rating, 380 reviews

Meadowlark Treehouse at Montana Treehouse Retreat

Montana Treehouse Retreat: As Seen ON: IG (@mttreehouse) , 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 activities in Whitefish and Columbia Falls (within a 5 min drive). Glacier Park International Airport is 10 miles away

Top guest favourite
A newly built cabin is nestled among tall trees, featuring a wooden exterior with stone accents. The structure includes a deck with stairs leading to the ground, and large windows allow natural light to fill the interior.
Cabin in Lakeside
4.99 out of 5 average rating, 114 reviews

Picturesque Family Creekside Oasis -Fire Pit -WiFi

-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 favourite
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
4.88 out of 5 average rating, 469 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 favourite
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, 135 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 favourite
The spacious interior of the yurt features a cozy sitting area with a large couch and a coffee table. A queen-sized bed and a bunk bed are visible, along with several windows that allow natural light to fill the room, showcasing the wooden beams and welcoming atmosphere.
Yurt in Whitefish
4.97 out of 5 average rating, 216 reviews

~ Franklin's Tower ~

Welcome to Franklin's Tower! This amazing Pacific Yurt is set amongst the trees on 2.5 secluded acres. Enjoy nature in the finest way. A one of a kind, private, space for you and/or your family and friends. This 30 ft. Yurt is loaded for comfort and located right outside the city limits of beautiful Whitefish, Montana. This is the perfect place for those who prefer the quiet, but still want to be close to town. Downtown, Whitefish Lake and Whitefish Mountain Resort are just 10 minutes away.

Top guest favourite
Two uniquely designed silos are framed by lush green grass and a gravel campfire area. The inviting outdoor space features seating around a small fire pit, with soft twilight illuminating the structures and a crescent moon in the sky.
Farm stay in Kalispell
5 out of 5 average rating, 273 reviews

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.

Guest favourite
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
4.9 out of 5 average rating, 99 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 favourite
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, 102 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 favourite
Home in Lakeside
4.99 out of 5 average rating, 201 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 favourite
The cozy sleeping area features a queen-size bed with a decorative quilt and burgundy pillows. Light enters through a window adorned with dark curtains. Wooden wall accents and a decorative art piece enhance the cabin-like ambiance, while a lamp provides soft illumination.
Guest suite in Lakeside
4.98 out of 5 average rating, 281 reviews

Lower - Cozy and Quiet Studio

This is a small studio on the ground floor. It has a very comfy queen size bed with a remote controlled adjustable incline bed frame for adjusting your head and feet. It also has a nice work area or place to eat a meal. It has a well-stocked kitchenette and a nice bathroom with 3’ shower. The studio is 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.

Top guest favourite
A modern cabin features distinctive Shou Sugi Ban siding and large glass doors leading to a spacious patio. A shaded outdoor dining area is furnished with a table and chairs, surrounded by lush greenery. The structure is nestled among tall trees.
Tiny home in Lakeside
4.99 out of 5 average rating, 242 reviews

The Kootenai at Stoner Creek Cabins

Locally owned and operated, the Kootenai at Stoner Creek Cabins is one of eight identical modern tiny homes located on ten wooded acres just beyond a residential neighborhood. We offer year-round comfort in a wooded setting. The Kootenai is located on the hillside of the property with shared views into our forest from the living area and patio.

Top guest favourite
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.
Guest house in Proctor
4.97 out of 5 average rating, 391 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 family-friendly rentals

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Quick stats about holiday rentals that are family-friendly in Lakeside

  • Total holiday rentals

    Explore 120 holiday rentals in Lakeside

  • Nightly prices starting at

    Lakeside holiday rentals start at £45 per night before taxes and fees

  • Verified guest reviews

    Over 3,150 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wifi availability

    110 of Lakeside holiday rentals include wifi 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!