Family-friendly holiday rentals in Lakeside

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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
Yurt in Somers
4.99 out of 5 average rating, 297 reviews

Beautiful Luxury Yurt bordering on Flathead Lake

This 2 bedroom yurt is located on our farm on a private road on the northern end of Flathead Lake. The views are spectacular as it is on a 8 foot platform for you to enjoy 360 degree views of the valley, Flathead Lake, Glacier Park, the Swan Mountains, Blacktail Mountain and the big skies and stars of Montana. Enjoy 855 interior sq. ft. which includes 2 bedrooms, bathroom, washer & dryer, full kitchen with Miele appliances and a nice sized living area including a dining area. Wrap around deck.

Top guest favourite
The treehouse tent is elevated on a wooden platform, surrounded by towering trees. A spacious deck highlights decorative planters and small lights. A sign indicating the wildlife viewing area is visible, along with a stacking area for firewood, set against a backdrop of vibrant greenery.
Tent in Bigfork
4.99 out of 5 average rating, 210 reviews

Flathead Lake Treehouse Mountain Tent

Welcome to our Mountain Treehouse Tent! 16x20 wall tent on raised platform with large deck with lake and forest views. Relax in the cedar sauna complete with cold plunge and outdoor (warm!) shower. Fresh mountain glacial spring water. Brand new outhouse 2025! Wood stove inside the tent for chilly evenings. Hike up to the top of the mountain for spectacular Flathead Lake views. Starry nights and wildlife galore. Please note I have additional listing on the same property if you need two tents⛺️🏕

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, 483 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
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.

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, 274 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, 144 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, 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 favourite
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 favourite
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 favourite
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, 496 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 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, 244 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.

Popular amenities for Lakeside family-friendly rentals

When is the best time to visit Lakeside?

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Avg. price$292 SGD$292 SGD$292 SGD$292 SGD$298 SGD$358 SGD$442 SGD$414 SGD$372 SGD$293 SGD$278 SGD$289 SGD
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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 $76 SGD 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!