Vacation rentals with a pool in Lakeside

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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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Top guest favorite
An open living room features a spacious sectional sofa, positioned near a wall-mounted television and gas fireplace. A dining island with three stools complements the modern kitchen design. Natural light fills the area through large windows, illuminating the warm, neutral color palette.
Home in Whitefish
4.96 out of 5 average rating, 113 reviews

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

With direct views of WF Mountain Resort and just a 15 minute drive to the base lodge, this brand new property features 2-levels, 1,100 sq. ft. of living space, and well lit and open kitchen, dining, and living areas. This cozy Townhome sleeps 6, features 2 bedrooms and 2 full bathrooms, and includes a soaking tub, washer & dryer, TV, gas fireplace, car port, ski gear storage, and an oversized 2nd level patio. Guests also get full access to the Quarry clubhouse amenities, including the hot tub!

Guest favorite
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, 234 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 favorite
Condo in Whitefish
4.87 out of 5 average rating, 108 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 favorite
A comfortable living room is highlighted by wood-paneled walls and natural light from a large window. A dark sofa is accompanied by a matching armchair and a wooden coffee table. Two lamps provide soft lighting, with a wall art piece featuring a bear above the sofa.
Townhouse in Whitefish
4.9 out of 5 average rating, 109 reviews

Single Level Condo w/Mountain View Sleeps 6

Welcome the to Bear's Den Condo (63B). 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 favorite
Tiny home in Lakeside
4.98 out of 5 average rating, 49 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 ⛳

Top guest favorite
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, 162 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 favorite
The exterior of a triplex unit is framed by tall cedar trees and snow-covered ground. The wooden structure features large windows allowing sunlight to filter through. An inviting covered deck is visible on the upper level, embodying a natural setting in a mountain resort village.
Townhouse in Whitefish
4.9 out of 5 average rating, 155 reviews

Glacier National Park|Indoor pool|Outdoor Hot Tub

Located in a quiet mountain resort village on Big Mountain. Our unit is steps from the beautiful indoor pool with shallow children’s swim area, wet sauna and an inviting outdoor hot-tub (great after a day on the slopes). The village also has an outdoor pool, tennis/pickleball, a stocked fishing pond and a private beach area on the lake. A 4 min. drive to Whitefish Mountain Resort, 10 min. to downtown Whitefish and 35 miles from Glacier National Park. IG: bigmountainescape_whitefish

Superhost
A heated spa is shown beside a spacious outdoor pool. Surrounding the area are lounge chairs and shaded spots, with trees in the background that provide a natural setting. The clear water reflects the sky, creating a serene atmosphere perfect for relaxation.
Apartment in Lakeside
5 out of 5 average rating, 4 reviews

101 Lakeside Condo 2bdr 4bds heatedpool, spa docks

Peaceful Bay Resort is a 4 season destination on Flathead Lake with a pool, spa & boat slips in a calm protected bay surrounded by forest. We are within walking distance from downtown Lakeside, with amazing restaurants, boat rentals, fishing charters, ATV rentals, & a beautiful city park. We are a short drive to Glacier National Park, Big Mountain Ski Resort & 15 minutes from Blacktail Ski Resort. Our heated swimming pool is open Memorial Day to Labor Day. Spa is open all year.

Guest favorite
A modern kitchen features white cabinetry and stainless steel appliances. Counter seating is provided by three black stools. A bouquet of yellow flowers sits on the island, complemented by a bowl of oranges. Natural light floods the space from large windows above.
Chalet in Whitefish
4.91 out of 5 average rating, 152 reviews

LUX Modern Retreat - Hot Tub + Near Skiing

Escape to this stunning modern mountain retreat, perfectly located near everything with breathtaking views and fully stocked for fun! Hot tub & seasonal pool Only 10 minutes to the slopes Walk to groceries, restaurants, brewery, and more Cozy up by the fireplace, relax in the oversized tub, or enjoy mountain views from the hammock on the deck. With everything from ski rentals to ice skating across the street, and easy access to downtown, this is the perfect luxury getaway.

Top guest favorite
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, 263 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!"

Guest favorite
An open living area features a large leather sofa and a gray armchair, complemented by a natural wood coffee table. The kitchen, equipped with modern appliances, is visible in the background. Bar stools are positioned at the kitchen island, enhancing the communal space.
Home in Whitefish
4.95 out of 5 average rating, 143 reviews

Best Views in the Quarry! King Beds! HotTub!

This upscale new build home is located in the best location in Whitefish. Nestled at the base of the mountain and just 1 min from the lake, 1 min from town, 10 min from Whitefish Mountain Resort via a bus stop across the street, and 30 min from Glacier National Park; making it a desirable location year round. Wake up with Crema coffee a few hundred feet away and then after a full day of adventure have some drinks at Montana Tap House across the street.

Superhost
A serene lakeshore scene features calm waters reflecting a clear sky. A dock extends into the lake, surrounded by trees lining the bank. Mountainous terrain in the background adds depth to the natural landscape.
Condo in Whitefish
4.78 out of 5 average rating, 190 reviews

Enjoy all Whitefish Lake has to Offer!

Newly remodeled condo a short walk to your private Whitefish Lake beach oasis and a beautiful 15 minute drive to Whitefish mountain resort for winter skiing, summer biking and hiking. Just a short walk to vibrant downtown area where you will find wonderful food and a variety of activities. An hour away is the spectacular Glacier National Park providing world class sight seeing, hiking and backpacking. Come enjoy summer in the Flathead Valley.

Popular amenities for Lakeside rentals with a pool

Quick stats about vacation rentals with a pool in Lakeside

  • Nightly prices starting at

    Lakeside vacation rentals start at € 102 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!

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