Holiday rentals with a pool in Big Sky

A snow-covered landscape reveals a cluster of modern condominiums nestled at the base of a majestic mountain. Pine trees frame the scene, while the sun illuminates the peaks, enhancing the serene winter atmosphere of the area.

4.89 out of 5 average rating, 100 reviews

Amazing Lone Peak Views, excellent location

Awesome luxury condo located right across from Big Sky Ski Area (1/2 mile to base area). 3rd floor condo with all amenities you could want. Enjoy the expansive Lone Mountain views from this beautifully upgraded 3 bedroom, 3.5 bath Mountain Lake Condominium. Easy access to Big Sky Ski Base Area, 5 minute drive to parking or hop on the ski bus which picks up right in front of the condo and drops off right at base area. Be on the lift in 10 minutes from your front door! Hot tub, Pool, Exercise Room

LocationFamilyTV

A clear blue sky unfolds over a scenic landscape featuring green hills and mountains. A cluster of wooden buildings with green roofs is nestled in the foreground, surrounded by tall trees. The open area between the buildings offers a glimpse of the natural terrain.

4.92 out of 5 average rating, 92 reviews

10-min from Ski Resort, 3 beds, Hot Tub, Views!

Welcome to this modern, cozy retreat. Enjoy the kitchen's sleek design, then step onto the private balcony for stunning mountain views. Unwind in the pool, hot tub, and sauna after outdoor adventures. Close to town and Big Sky Resort, it's ideal for skiing, hiking, and more. Yellowstone's wonders are a short drive away. The master suite boasts a king bed and luxurious bathroom with a bidet. The second bedroom offers a queen bed and walk-in closet. Plus, there's a Murphy bed for extra guests.

ValueFamilyAmenities

4.93 out of 5 average rating, 116 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!

LocationValueBack garden

The living area features a cozy arrangement of seating with two recliners and a sofa facing a stone fireplace. Large windows provide natural light and views of the surrounding landscape. A wooden dining table and stools are set nearby, complementing the space.

4.93 out of 5 average rating, 42 reviews

Condo adjacent Nordic Ski w/Scenic Balcony,Jacuzzi

Escape to our cozy two-bedroom condo on Big Sky Golf Course and Nordic Ski trails, where breathtaking mountain views and a wood-burning fireplace await. This charming retreat features a spacious living area and a full kitchen with stainless steel appliances. Enjoy two scenic decks and access to a communal washer/dryer, community pool and spa. Just a half-mile from Town Center's vibrant restaurants, this condo offers the perfect blend of comfort and elegance for both relaxing and entertaining.

LocationValueSkiing

4.94 out of 5 average rating, 49 reviews

An inviting open-concept living space features a seating area with a comfortable sofa and a coffee table. A dining table is set nearby, with a decorative bowl at its center. A staircase leads to a lofted area, and large windows allow natural light to fill the room.

Cabin in Big Sky

Big Sky rustic condo!

Whether winter or summer, enjoy the ski hill or golf course while staying at the Curley Bear Den. Get comfy with your favorite book, fun movie, or make a delicious meal in the stylish kitchen. Offering 2 bedrooms, 1 bathroom & a loft, the quiet location will surely make you feel at home. Indoor pool, hot tub, & sauna. Take in the views of Lone Peak off the deck. Nestled in the desired Meadow Village; minutes to Town Center or a 7 mile drive to skiing! Welcome, have a fantastic time!

LocationValueCheckout

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.

4.85 out of 5 average rating, 580 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!

ValueFamilyRiver

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.

4.87 out of 5 average rating, 300 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.

LocationValueLaundry

5 out of 5 average rating, 6 reviews

Modern Big Sky Retreat | Hot tub + Shared Pool

Discover our Big Sky vacation rental located in the scenic Spanish Peaks Club community. This 3-bedroom townhouse offers 2,200 square feet of living space across 3 levels, featuring a cozy living area with a wood-burning fireplace and a 55" Smart TV. Enjoy access to a shared outdoor pool and fitness center just a short walk away. Whether you are visiting for world-class skiing or summer hiking, this well-appointed home serves as the perfect base for your Montana adventures.

FamilyLocationCleanliness

A dining area is visible, featuring a dark wooden table surrounded by six chairs. Large windows provide natural light and showcase views of the surrounding trees and mountains. Neutral-toned walls and light hardwood flooring create a warm and inviting environment.

4.79 out of 5 average rating, 116 reviews

Cozy condo w/hot tub, sauna & summer pool!

Split level, end unit, 3 BD 3 BA condo nestled in Hidden Village. The 1st BD/BA is located on entry level, off of garage (no parking inside), a great space for couple or guest who enjoys their own space & restroom. 2nd & 3rd bedroom on 2nd floor w/full bath. Living, dining, kitchen & deck are on top floor with beautiful views, wood burning fireplace and bbq. If you are considering an extended stay please message for best rate! Pool only available in summer.

ValueFamilyLong stay

The living area features a comfortable leather sofa oriented towards a flat-screen TV and a wood-burning stove. A coffee table is positioned in the center, complemented by a small side table. Natural light flows through windows, highlighting the warm wood flooring.

4.98 out of 5 average rating, 61 reviews

Big Sky Getaway at Glacier Condos

Cozy and spacious 3 bdrm, 3 bath family friendly condo in the Big Sky Meadow. Gorgeous views of the Spanish Peak mountains and Big Sky Resort golf course. Easy walk to the town center for summer concerts! Glacier condos are just a 15 minute easy drive up to Big Sky resort, a mile to Lone Mountain Ranch and their 85 km of groomed nordic skiing. Also, walking distance to the Town Center that offers groceries, dining, shopping, and the movie theatre.

ValueLocationComfort

4.97 out of 5 average rating, 108 reviews

The exterior of a spacious wooden house is displayed under a layer of snow, featuring a large deck with railings. A prominent stone chimney is seen at one end, while the surrounding landscape is covered in a soft, white blanket of snow.

Guest suite in Big Sky

Cozy get away for 2 overlooking Lone Mountain

Great views & Great location in Big Sky, a 4 minute drive to Big Sky Center. This cozy upscale one bedroom condo is lower level of A larger home that is occupied by the owner. Large private yard with great views Of Lone Mounntain. Fully equipped apartment. Winter Guest can use the cascade lift for ski in ski out access to and from this property. Summer guest will enjoy hiking & the peaceful outdoor space, and wildlife

ValueFamilyWifi

An open-concept kitchen and dining area is showcased, featuring wooden ceilings and light walls. A kitchen island with seating for three is visible alongside a long dining table. Natural light fills the space through large windows, highlighting the modern appliances and decor.

5 out of 5 average rating, 11 reviews

Home in Big Sky

Luxurious and fully remodeled 4 bedroom, 3 bathroom, sleeps 10 condo in Big Sky. Steps away from bike trails, Andesite cross country ski/hiking/running trail, on site pool and hot tub. Walk to Town Center for restaurants, shopping, movies, groceries, farmers market, summer concerts, Skyline Bus stops, and more. Abundance of elk and other wildlife on property. Have fun with the whole family at this gorgeous condo.

LocationFamilyHot tub

Popular amenities for Big Sky rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A serene hot tub area with wooden paneling and a sloped ceiling creates a cozy atmosphere. Large windows allow natural light to fill the space, and a small plant enhances the peaceful ambiance. Soft curtains frame the windows, offering privacy.

4.82 out of 5 average rating, 33 reviews

4BR Big Sky Condo w/Sauna & Spa

LocationFamilyBathroom

An aerial view showcases a collection of townhouses nestled within a lush forest, surrounded by towering trees and expansive mountain ranges. The landscape is characterized by verdant greenery, creating a serene and natural atmosphere. Clear blue skies and occasional clouds complete the picturesque scene.

5 out of 5 average rating, 5 reviews

Woodbine Cabin | Big Sky

LocationValueAmenities

5 out of 5 average rating, 7 reviews

Lone Pine Retreat | Big Sky | Pet Friendly!

LocationLong stayKitchen

Big Sky Mountain House

LocationFamilyBack garden

A cozy living room is presented, featuring a large, comfortable leather seating arrangement, a stone fireplace, and a flat-screen TV mounted on the wall. Natural light fills the space through expansive windows, which offer views of the surrounding landscape.

4.88 out of 5 average rating, 42 reviews

Swimming Pool, Hot Tub, Sauna, Private Game Room

LocationValueParking

An aerial view of a fenced outdoor swimming pool surrounded by a lush green lawn. The pool features a light blue water surface and a concrete deck with stairs leading in. Nearby, residential buildings are visible, blending with the natural landscape.

Otter Fun For Everyone

LocationAccuracyView

A cozy living room is featured, with large windows allowing natural light and a view of snowy outdoors. A stone fireplace sits at one end, flanked by a plush sectional sofa and an armchair. A rustic wooden coffee table rests on a patterned area rug.

5 out of 5 average rating, 30 reviews

Big Sky Condo with Swimming Pool, Hot Tub, Sauna

FamilyLocationAir conditioning

An elegant multi-level building features a combination of wood and stone exteriors. Large windows promote natural light, and each unit is equipped with a balcony. The entrance is framed by double wooden doors, leading to garage spaces below.

5 out of 5 average rating, 33 reviews

Big Sky Meadows Condo

LocationFamilySleep quality

Apartment rentals with a pool

A newly remodeled kitchen features gray cabinetry and stainless steel appliances, including a refrigerator and an oven. The countertop extends into a large island with seating. Soft lighting highlights the tiled backsplash and an area rug on the wooden floor adds warmth to the space.

4.91 out of 5 average rating, 43 reviews

2 Bedroom, loft, 2.5 Bath, 3 Queens, wash/dryer

FamilyValueComfort

4.96 out of 5 average rating, 23 reviews

Lovely 3-bedroom chalet condo with Mountain View

FamilyLocationDecor

A spacious living area is defined by warm wooden walls featuring a sectional sofa with decorative pillows. A coffee table sits centrally, while a flat-screen television is mounted on the wall. Natural light filters in through large windows, creating a cozy ambiance.

4.79 out of 5 average rating, 28 reviews

Big Sky Meadow Retreat 1 Bedroom Plus Loft

FamilyValueSleep quality

A living area features a stone fireplace surrounded by a wooden mantle, with a wall-mounted TV above. A cozy sofa faces the fireplace, complemented by a wooden dining table with upholstered chairs. Natural light fills the space through large windows.

4.83 out of 5 average rating, 46 reviews

Condo Near Skiing w/Fireplace & Indoor Hot Tub

LocationValueSkiing

An inviting living space is highlighted by a cozy seating area, featuring a light-colored couch and a wooden coffee table. A stone fireplace stands against the wall, with artwork displayed above. A spiral staircase leads to the upper level, while large windows provide natural light.

4.91 out of 5 average rating, 33 reviews

Cozy 2-bedroom+loft condo in the heart of Big Sky

ValueLocationAmenities

A warm living area features a stone fireplace surrounded by wooden bookshelves. A leather sofa with decorative pillows sits comfortably across from a television, while soft carpet adds coziness underfoot. Family photos and decorative elements enhance the welcoming ambiance.

4.97 out of 5 average rating, 36 reviews

Cozy Condo with Valley Views - MYMT Properties

FamilyLocationPool

5 out of 5 average rating, 12 reviews

Big Sky Getaway | Nordic Trails, Sauna & Comfort

ValueLocationSkiing

5 out of 5 average rating, 6 reviews

Ideal for Couples, or Fun for the Whole Family!

LocationAccuracyHot tub

Other holiday rentals with a pool

5 out of 5 average rating, 8 reviews

A spacious living area features a large sectional sofa with colorful cushions, positioned nearby a wooden dining table with seating for four. Natural light enters through multiple windows, highlighting the sleek kitchen equipped with modern appliances in a minimalist design. A doorway leads to the outdoor space.

Flat in Big Sky

Indoor Pool/Hot Tub, steps to Town Center

LocationSkiingComfort

An inviting living space is showcased with a high wooden ceiling and exposed beams. A comfortable sofa faces large windows that frame the natural surroundings. A rustic dining table is positioned nearby, while the kitchen features elegant wooden cabinetry and modern appliances.

5 out of 5 average rating, 8 reviews

Big Sky Condo-Ski & Golf Course

LocationAmenitiesKitchen

5 out of 5 average rating, 18 reviews

Big Sky Condo | Hot Tub, Pool & Sauna

LocationFamilySleep quality

A comfortable living area features a sofa adorned with patterned cushions, complemented by two blue armchairs. Natural light floods in through large windows, framing stunning views of the surrounding mountains and trees, while a wooden coffee table adds rustic charm.

4.92 out of 5 average rating, 53 reviews

Big Sky Ski-In/Ski-Out Condo w/ Mountain Views!

ValueFamilyAccess

An aerial view of a multi-unit townhouse is presented, showcasing a row of three connected structures with earthy green exteriors. The surrounding area is lush with trees, providing a natural backdrop, while the paved driveway leads to each entrance.

4.87 out of 5 average rating, 61 reviews

Big Sky MT Townhouse

FamilyLocationAmenities

4.69 out of 5 average rating, 39 reviews

3BR Ski In/Out Mountainview Ski In/Out | Pool

LocationFamilyBathroom

4.99 out of 5 average rating, 76 reviews

Loft in Big Sky

Silverbow Snowlight | Big Sky Nordic Trails & Golf

LocationFamilyQuiet