Vacation rentals with a pool in Lakeside

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in Lakeside

  • Nightly prices starting at

    Lakeside vacation rentals start at $170 CAD per night before taxes and fees

  • Verified guest reviews

    Over 80 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Lakeside rentals

  • 5 Average rating

    Lakeside stays are highly rated by guests—averaging 5 out of 5!

Top-rated rentals with a pool in Lakeside

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Superhost
A cozy living area is presented, featuring a stone fireplace with a lit fire. A large flat-screen TV rests above the mantel. Light wood cabinetry and shelves are noticeable, while a comfortable couch, adorned with patterned pillows, offers a welcoming spot to relax.
Townhouse in Whitefish
4.89 out of 5 average rating, 244 reviews

This is the one you are looking for

Perfect base camp for your adventures! Close to skiing, mountain biking, and Glacier. Town is 8 minutes away. This Ptarmigan Village 2 bedroom 2 bath condo is a dream set up. Located close to the indoor pool and outdoor hot tub, tennis courts, walking trails, and fishing pond. The private beach access on Whitefish Lake is just a short drive from the condo. In the summer enjoy the outdoor pool. Whether you are seeking adventure or looking to curl up with a good book- this is the place for you!

Guest favourite
A spacious living area features a dark gray couch with decorative pillows, facing a light-filled dining area. The kitchen is visible in the background, equipped with modern appliances. A sliding glass door leads to an outdoor space, with a round dining table and chairs near it.
Townhouse in Whitefish
4.92 out of 5 average rating, 106 reviews

Quaint Single Level poolside Condo sleeps 6

Welcome to the Antler Shed Condo(63A). Located right in Whitefish, Montana Crestwood Resort which provides a spacious and comfortable one level condo in a side-by-side duplex building. Sleeps 6. 2 bedroom/ 2 baths, large living room, dining room and fully stocked kitchen. Enjoy the view of the ski hill. Just steps from the front door is a large outdoor heated swimming pool and hot-tub for year round enjoyment for our guests. Easy access from 2 reserved parking places right next to the condo.

Guest favourite
Condo in Whitefish
4.87 out of 5 average rating, 114 reviews

Great All-Year Whitefish Mountain Condo - Sleeps 8

Charming & comfortable 3 BR/2 BA, 3-level condo with large back deck in highly regarded Ptarmigan Village. Sleeps 8 comfortably: 2 queen beds in separate bedrooms, 1 queen futon + 1 queen Aerobed in loft. Located a few mi from downtown Whitefish, lake, hiking trails, & skiing. Only 30 mi from stunning Glacier Natl Park. Access to indoor & outdoor pools, hot tub, dry sauna, playground, stocked fishing pond, walking trails, & private beach. Ptarmigan laundromat located just steps from condo.

Guest favourite
Tiny homes in Lakeside
4.98 out of 5 average rating, 53 reviews

Luxury Lakeside Stay • Heated Pool, Spa+Lake Views

Experience modern ✨ luxury ✨ in this 1BR/1BA + loft micro-home—your ideal base for an unforgettable Lakeside, Montana getaway. Enjoy stunning 🌄 lake views, stylish interiors, and exclusive access to a year-round 💦 heated pool, hot tub, 🏋️ gym, and resort-style amenities across a private 5-acre property. ✔ Luxury 1 Bedroom • 1 Bath • Loft Sleeping Area 🛏 ✔ Kitchenette ✔ Outdoor Oasis 🌅 ✔ Smart TVs ✔ High-Speed WiFi ⚡📶 ✔ Ample Parking (Trailers Welcome) ✔ Putting Green + Bag Toss Games ⛳

Guest favourite
The spacious indoor pool is enclosed within a transparent structure, providing an inviting atmosphere with colored lighting. The clean, heated water and sleek poolside steps offer easy access for swimmers of all ages, ensuring a comfortable experience throughout the year.
Home in Kalispell
4.91 out of 5 average rating, 124 reviews

*Private Heated Pool* Home Near Bypass&Amenities

This beautiful home in Kalispell is the perfect family retreat. It offers easy access to some of the region’s most popular destinations: • Whitefish Ski Resort: Only 30 minutes away for exciting winter adventures. • Glacier National Park: A scenic 1-hour drive to explore breathtaking landscapes. • Flathead Lake: Just 30-45 minutes away for water activities and relaxation. • Local State Parks: Lone Pine and Herron State Park are just a 5-15 minute drive, perfect for hiking and outdoor fun.

Top guest favourite
The living area features a brown leather sofa with colorful cushions, paired with a cozy armchair. A patterned area rug complements the space. A round mirror and artwork adorn the walls. A bright red door adds a pop of color, while natural light floods in from the nearby window.
Chalet in Whitefish
4.96 out of 5 average rating, 175 reviews

Chalet with on-site hot tub, pool, fitness

Welcome to The Nest -- the perfect base camp for all of your Whitefish adventures. This chalet was built in 2020 in The Quarry. The location can't be beat. Smack dab in between darling Downtown Whitefish and Whitefish Mountain Resort with quick access to trails. Onsite pool, hot tub, fitness room and club house. Two minute walk for Crema Specialty Coffee, Tap House micro-brews and grill and Alpine Deli and Market. Master bedroom has a king bed, sleeping loft has queen bed and bunk beds.

Top guest favourite
A panoramic view captures a mountain landscape featuring rugged cliffs and valleys. Two individuals stand on a rocky ledge, surrounded by lush greenery and distant peaks under a clear blue sky. The expansive scenery showcases a mix of forested areas and open spaces.
Condo in Whitefish
4.94 out of 5 average rating, 101 reviews

Luxury Glacier National Condo with Lake and Ski

Come enjoy this peaceful and centrally-located condo. Enjoy lake views from the deck or Grab your morning coffee and take a short walk down the private community beach on beautiful Whitefish Lake. Swimming & docks with your own private community beach. Enjoy the sparkling water as the sunsets. Whitefish Ski resort located just behind you. 5 minutes to downtown whitefish's charming town with shops and restaurants. One of the closest towns to stay while visiting Glacier national park

Guest favourite
An open living space features a modern kitchen with bar seating, complemented by a cozy blue sofa adorned with bright cushions. Large windows allow natural light to flood the area, showcasing mountain-themed artwork on the wall. A fireplace adds warmth to the atmosphere.
Condo in Whitefish
4.97 out of 5 average rating, 104 reviews

Glacier State of Mind

Welcome to the Quarry, one of Whitefish’s finest luxury vacation rental developments! Aside from a multitude of amenities which include an outdoor pool, jacuzzi, lounge, game room, and gym, the Quarry also offers unparalleled convenience to all things Whitefish due to its central location. For those looking to experience the majesty of Montana, Glacier National Park is less than 30 miles to the West Entrance from the property! If you plan to ski, take comfort in knowing the S.N.O.W.

Top guest favourite
An open living area is shown, featuring a comfortable sofa paired with a black accent chair. A modern coffee table sits atop a decorative rug. The kitchen, equipped with sleek cabinetry and appliances, is visible in the background, along with natural light flowing through large windows.
Home in Whitefish
4.96 out of 5 average rating, 132 reviews

40 Mins to Glacier Park, 5 Mins to City Beach & DT

Endless amenities to offer with this brand new construction Townhome located 5 minutes from downtown Whitefish and the base of Whitefish Mountain Resort! 2 king beds, 2 full baths, cozy living room & gas fireplace, seasonal outdoor living & dining space, soaking tub, TV, washer & dryer, and full access to all of the Quarry Clubhouse facilities (pool, hot tub, fire pit, gym, game room, & more). Just a 5 minute walk to dining, coffee, breweries, WF lake views, & other public land access!

Guest favourite
An open living area combines a modern kitchen with a cozy seating arrangement. A spiral staircase ascends to a lofted sleeping area. Natural light fills the space, highlighting the neutral color palette and decorative elements like framed artwork and a textured area rug.
Townhouse in Whitefish
4.92 out of 5 average rating, 123 reviews

Whitefish Walk to Town • Lake • Hot Tub, Pool, Ski

Experience the best of Whitefish from this perfectly located mountain retreat- a few min walk to the lake and downtown. Minutes to Whitefish Mountain ski Resort and 35 mins to Glacier National Park. Enjoy access to a hot tub, pool, steam room, and clubhouse, plus a cozy fireplace, private patio, and fully equipped kitchen. Fast WiFi, smart TV, in-unit washer/dryer, and family-friendly amenities make it perfect for ski trips, summer lake days, and year-round getaways.

Top guest favourite
The modern two-story building features large windows providing ample natural light. A front deck with red chairs overlooks the landscaped area, creating a welcoming outdoor space. The nearby mountains are visible in the background, complemented by a blue sky and scattered clouds.
Chalet in Whitefish
4.96 out of 5 average rating, 103 reviews

40 min to Glacier Park, 15 min walk to town/lake

This brand-new 2bd/2ba unit boasts the best views of Big Mountain the Quarry community has to offer. Located only steps from the main Clubhouse, gym, pool/hot tub and outdoor fireplace. Across the street you will find the Tamarak Ski Shop, Chopp Shoppe Butcher Shop and Alpine Village Market to meet any needs during your stay. With local favorites like the Montana Tap House, Jalisco Cantina and Whitefish Lodge within walking distance, the location is hard to beat!

Top guest favourite
A wooden cabin is surrounded by snow-covered trees, featuring a large front deck that includes a railing. Stairs lead up to the entrance of the cabin, which has spacious windows allowing light to illuminate the interior.
Townhouse in Whitefish
4.9 out of 5 average rating, 268 reviews

Awesome Treetop Townhouse 3br 3lvl *5 Star Hosts*

Shelby & Dave promise: We will do our best to get all your questions answered. We will be available before, during, and after your stay to discuss anything and everything (including travel plans, hiking ideas, where to eat, and play). We will make sure you are happy and relaxed booking with us. We want you to have fun and love your stay with us! This area is our family home for the last 20 yrs + we want you to have a great time here, just like we do!"

Popular amenities for Lakeside rentals with a pool

  1. Airbnb
  2. United States
  3. Montana
  4. Flathead County
  5. Lakeside
  6. Rentals with pools