
Holiday 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.

Bigfork Condo Near Flathead Lake & Downtown
This thoughtfully designed hotel-style condo at Marina Cay Resort features a comfortable living area with a plush sofa, coffee table, and large wall-mounted Smart TV—perfect for unwinding after a day of adventure. The adjoining eat-in kitchenette is well-equipped with a mini fridge, microwave, and coffee maker, making it easy to prepare light meals and snacks. A dining table comfortably seats three guests. The bedroom features two queen beds, a wall-unit air conditioner, and a Smart TV with Roku for added comfort and entertainment. The space also includes a full bathroom plus a separate vanity area with an additional sink, ideal for getting ready with ease. Step outside and you’re just moments from the shores of Flathead Lake and the Flathead River—perfect for swimming, boating, kayaking, or simply soaking in the views. When hunger strikes, stroll into downtown Bigfork to enjoy its outstanding local restaurants, cozy cafés, and lively bars. Whether your plans include fishing, hiking, shopping, or relaxing by the water, unforgettable Montana experiences are always close at hand. Marina Cay Resort offers more than just a beautiful setting. Guests enjoy access to a full-service marina with seasonal watercraft rentals and on-site fuel services, making it easy to spend your days exploring the lake. Please note: This lake is not at full capacity in winter or spring! The lake is drained back away from docks for winter storms. Expect to have water in this marina from late May - September only. A short walk brings you to the heart of Bigfork, a vibrant lakeside village known for its year-round events and small-town charm. Enjoy performances at the renowned Bigfork Summer Playhouse, browse local art galleries and boutiques, attend festivals such as the Whitewater Festival and Festival of the Arts, or experience winter traditions like dog sledding and festive sleigh rides. Bigfork’s dining scene is equally impressive, featuring award-winning restaurants and diverse cuisine. Winter guests will love the easy access to world-class skiing. Blacktail Mountain is just 30 minutes away and offers over 1,000 acres of National Forest terrain with breathtaking views of Flathead Lake—plus a summit lodge and parking area for convenient access for all ability levels. Cross-country skiing is also available nearby. For a larger resort experience, Whitefish Mountain Resort (known locally as “Big Mountain”) is a scenic 39-mile drive, featuring more than 3,000 skiable acres and consistently ranked among the top resorts in the West. After a day on the slopes, enjoy dining and shopping in charming downtown Whitefish. License #PMP-RPM-LIC-118717 County permit number: CUP County permit number: 320131 Highlights Marina Cay Resort Walking distance to downtown Bigfork Water and mountain views 40 minutes to Glacier National Park 30 minutes to Blacktail Mountain Ski Area 39 miles to Whitefish Mountain Resort Other Things to Note – Hot Tub Access The community hot tub is located in the first building on the right when entering Marina Cay Resort, labeled the “Courtyard Building.” Hours of operation: 10:00 AM – 10:00 PM daily (no access code required). A $100 per person fine may be imposed by the resort for use outside of posted hours. Please note: The hot tub is a shared Marina Cay Resort amenity and is maintained by the resort, not the owner of this unit. Availability may occasionally be affected by maintenance or repairs without advance notice. We appreciate your understanding. If you’re unable to book today, we invite you to favorite this listing so you can easily return to it when you’re ready.

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!

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.

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 ⛳

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.

Condo w/stone fireplace, views, AC
Relax and unwind in this beautifully upgraded, luxury Marina Cay Estates property. Brand new to the rental market, enjoy the Marina Cay amenities with the feeling of being tucked away in the trees. Enjoy your morning coffee or evening cocktail on the deck overlooking Bigfork Bay. Wake refreshed to spend a day on the lake, hiking, biking, exploring Bigfork or venturing off to nearby Whitefish or Glacier National Park. You'll never want to leave after spending a few days in this paradise!

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.

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!

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!

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!"

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.

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.
Popular amenities for Lakeside rentals with a pool
House rentals with a pool

Quarry A25 -Dog Friendly! Shared Pool and Hot Tub!

Luxury Chalet - Hot Tub Access & Mountain Views!

The Rad Pad -Whitefish’s Coolest Big Tiny - House

A/C 2 bed + loft condo on Whitefish Mountain

Historic Big HomeNextTo Mineral Pools - Sleeps 11

Cedar Way Mountain Hideaway - Whitefish, MT

Big Mountain Home with Private Spa - 4 bedroom/3ba

Exceptional | New | Hot Tub & Pool | Sleeps 10!
Apartment rentals with a pool

Spacious 2 Bedroom Condo with Resort Amenities

Year round pool and hot tub, lake access.

Enjoy all Whitefish Lake has to Offer!

Summer Condo • Pool • Bike Bus • Near DT

Petro’s Place at Whitefish. Near Big Mountain!!

Luxury Glacier National Condo with Lake and Ski

Glacier Grizzly Suite 301 at Cantera -Hot Tub

Apt w/Lake Access, Pool, Hot Tub
Other holiday rentals with a pool

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

*Private Heated Pool* Home Near Bypass&Amenities

Cozy Whitefish Condo, near Lake & Trails & Skiing

Lookout Tower: Sleeps 4- Water Views- Near Glacier

Clean Resort Condo with Lake, Hot Tub, Pool Access

3-BDR, Montana Mountain Cabin Living

Glacier Launch! Hot Tub Soak! Yes!

Aspen Queen Pet-Friendly Suite
Quick stats about holiday rentals with a pool in Lakeside

Nightly prices starting at
Lakeside holiday rentals start at €105 per night before taxes and fees

Verified guest reviews
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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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