Holiday rentals with a pool in Montana

4.92 out of 5 average rating, 165 reviews

A living room is depicted with a leather couch and matching chair, accented by a cozy throw. Two small tables with wooden tops add functionality to the space. A stylish black wall provides a modern backdrop, complemented by a warm lighting fixture.

Home in Missoula

The Pool House | Sleeps 6 | Spa & Modern Comfort

No cleaning fees! This special place is close to everything, making it easy to plan your trip to Missoula. Just a couple minutes from downtown, campus, restaurants/breweries, & more. House has been completely renovated from head to toe. Designed to provide comfort & entertainment. Board games, and arcade for both adults and the little ones will assure you enjoy your party’s company. Hot tub (year round) and heated pool that runs well into the fall and opens in late April/early May. No Parties!😬

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.

4.89 out of 5 average rating, 236 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!

4.93 out of 5 average rating, 112 reviews

The exterior of a handcrafted log cabin is framed by mature pine trees. Large log beams and a wooden railing create a rustic entrance, while a sloping roof adds to the cabin's charm. Natural wood tones enhance the overall appearance of the structure.

Cabin in Big Sky

GallatinRiverGuestCabin~ BigSky-Yellowstone Park

Gallatin River LUXURY/ BIG LOG Cabin in BIG SKY• 45min from BZN 45min froYellowstone Natl Park! Nestled in mature pine trees on 1 acre-Built with BIG LOGS!!! BIG TROUT•FLY FISH•RAFT•HIKE•BIKE RELAX•GOLF•VIEW WILDLIFE•SKI •HOT TUB • Deck• •BREAKFAST in stocked kitchen •Hot Tub • Trails •Path to Meadow Village & Town Center Shops •Restaurants•Way Po•Hiking Rafting •Fly Fishin•Kayaking •X Country •SnowShoe, •Zip Line •Raft •Golf •Mtn Bike •Snow-Mobile~ •NO SMOKING! -4 GUESTS-NO PETS! NO PARTY!

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.

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.

4.96 out of 5 average rating, 163 reviews

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

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.

4.97 out of 5 average rating, 127 reviews

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

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!

4.86 out of 5 average rating, 574 reviews

The exterior of a cozy bungalow features a wooden deck with two rocking chairs overlooking a grassy yard. Stacked firewood adds rustic charm, and tall trees provide shade. A picnic table is positioned nearby, creating an inviting outdoor space for relaxation and gathering.

Home in Big Sky

Big Sky Bungalow

Big Sky Resort founder and visionary Chet Huntley picked this location for the first housing in the area. It was the early 1970s, and there was nothing here but true grit cowboys, sagebrush and perfect Lone Peak views. The original spirit of Big Sky lives on in this cozy little condo. Retire at this vintage retreat after a day of skiing Big Sky Resort or exploring Yellowstone National Park. The home is humble with a classic Montana charm. Start a fire in the wood-burning stove!

Superhost

An open-concept living space features a modern kitchen with stainless steel appliances and a large island. Comfortable seating options include two armchairs and a stylish wooden coffee table. Natural light streams through windows, enhancing the warm wooden floors and white-beamed ceiling.

Townhouse in Big Sky

4.87 out of 5 average rating, 294 reviews

Luxury Big Sky Retreat Walkable To Town Center

Beautifully updated and centrally located condo near Town Center! This condo has stunning mountain views across the Big Sky golf course. Walkable to Town Center with the best shopping & dining options in Big Sky. Only a short drive to Big Sky Resort for Skiing. Newly renovated kitchen with large island and bathroom with tiled shower & heated floor. On-site pool, hot tub, sauna and laundry. The perfect basecamp for your Montana adventures to Yellowstone, skiing, fishing & golfing.

4.98 out of 5 average rating, 104 reviews

A modern kitchen is presented, featuring teal cabinetry and a spacious white countertop. Gold pendant lights hang above the counter, which is paired with four tan bar stools. A microwave and refrigerator are included among high-end appliances, with a sliding glass door visible in the background.

Apartment in Big Sky

Elevated modern home w/ hot tub, sauna & fireplace

***Please be advised - Roof construction until early June 2026*** Experience mountain living at its finest in this beautifully renovated home! Featuring top-of-the-line systems, luxury appliances, a fully stocked kitchen, an electric fireplace, and smart TVs, every detail is designed for your comfort. Perfectly located near skiing, hiking, and dining, this stylish retreat offers the ideal mix of modern convenience and cozy charm. Book now for an unforgettable stay in Big Sky!

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.

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!"

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.

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.