Holiday rentals with a pool in Montana

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Top-rated rentals with a pool in Montana

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

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Top guest favourite
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, 112 reviews

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

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!

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, 229 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!

Top guest favourite
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
4.93 out of 5 average rating, 106 reviews

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!

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, 156 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.

Superhost
The living area features a spacious sectional sofa arranged around a central coffee table, complemented by a leather armchair. Large windows allow natural light to illuminate the wooden walls, while a wood-burning fireplace adds a cozy focal point.
Cabin in Whitefish
4.8 out of 5 average rating, 127 reviews

*Condo | Access to Whitefish Lake | Pool/Spa*

• Spacious 973 Sqft 3 level condo • 2 bedrooms downstairs, plus loft • 2 entrances, main level & downstairs • 10 min to downtown Whitefish & 2.5 mi to ski resort • Indoor/outdoor pool, hot tub, tennis courts, sauna, showers, and lakefront access about 2 miles down the road from the condo • Private deck with table, chairs, BBQ • Sleeps 8 people comfortably • Fully stocked & equipped kitchen • Wood burning fireplace, bundle of wood available to purchase at front office • Parking available

Guest favourite
A cozy sleeping area features a queen bed adorned with a soft blanket and pillows. Natural wood paneling contrasts with the modern décor, including two lamps and a small workspace with bar stools. Art pieces add character, while ample light is provided by the overhead fixture.
Apartment in Big Sky
4.9 out of 5 average rating, 277 reviews

Mini-Condo in Big Sky's Meadow Village

This private unit, similar to a hotel room, is surrounded by a golf course and wetlands and has recently been renovated. If you enjoy retiring to a quiet, comfortable and independent room after exploring the Big Sky or Yellowstone areas and don’t want to budget for amenities that you won’t use, then this is the perfect place for you. Enjoy the dining and shopping of the Meadow Village, offering many more options than the Ski Resort (Mountain Village), which is a 10-15 minute drive away.

Top 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.
Apartment in Whitefish
4.98 out of 5 average rating, 82 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.

Superhost
A cozy exterior view of the bungalow showcases a snowy landscape, complemented by stacked firewood and outdoor seating. A wooden deck extends toward the snow-covered yard, surrounded by evergreen trees, with the roofline gently sloping under the weight of fresh snowfall.
Home in Big Sky
4.85 out of 5 average rating, 559 reviews

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!

Guest favourite
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, 287 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.

Top guest favourite
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, 150 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 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, 259 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!"

Top guest favourite
A wooden exterior cabin stands against a backdrop of mountains, showcasing a lofted balcony with seating. The property features a spacious patio area and nearby trees. The clear blue sky is dotted with a few clouds, enhancing the serene setting.
Cabin in Belgrade
4.97 out of 5 average rating, 59 reviews

4 Season Scandinavian Cottage 15 mins from Bozeman

This property is a rare find in the booming town of Bozeman. Located just 15 minutes from Bozeman and 15 minutes from BZN airport, this space is an embodiment of the privacy and refuge so many seek in Montana, all while having access to the amenities of Bozeman. This 4 season getaway sits on a 10 acre property, a private slice of paradise surrounded by mountain views. We hope you find the peace, refuge, and inspiration we enjoy in this humble space.

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