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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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, 228 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
4.86 out of 5 average rating, 103 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
Tiny home in Lakeside
5 out of 5 average rating, 38 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 favorite
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
4.92 out of 5 average rating, 114 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 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
4.95 out of 5 average rating, 153 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
A serene view of the lake is framed by a large tree and lush greenery. The calm waters reflect the surrounding mountains and sky, creating a peaceful atmosphere. The shoreline consists of pebbles and small rocks, enhancing the natural setting.
Condo in Whitefish
4.94 out of 5 average rating, 66 reviews

Whitefish Lakefront Condo, Shared Pool & Hot Tub

Bring your favorite people and come stay at this lakefront condo with lake views, beach access, and community access to a pool, a hot tub, and a sauna! This condo building is directly on Lake Whitefish, a mile and a half from the shops and eateries of downtown Whitefish. There's 600 feet of private beach and boat slips to rent (for HOA fees and registration). For great skiing, Whitefish Mountain Resort is just seven miles away.Peaceful and centrally-located, less than a mile to downtown.

Top guest favorite
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
4.93 out of 5 average rating, 83 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

Top guest favorite
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
4.97 out of 5 average rating, 122 reviews

15 Mins. to Ski Resort, Hot Tub + Steam Room

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!

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, 144 reviews

Ski Whitefish |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

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, 146 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, 255 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!"

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
4.8 out of 5 average rating, 186 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

  • Total vacation rentals

    Explore 10 vacation rentals in Lakeside

  • Nightly prices starting at

    Lakeside vacation rentals start at R3,000 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 60 verified reviews to help you choose

  • Wi-Fi availability

    10 of Lakeside vacation rentals include wi-fi access

  • 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!

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