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, 97 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

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!

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.

4.92 out of 5 average rating, 37 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.

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.

4.89 out of 5 average rating, 292 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.

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.

4.86 out of 5 average rating, 574 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!

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, 295 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.

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.

4.98 out of 5 average rating, 104 reviews

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 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.

5 out of 5 average rating, 12 reviews

The Moose Lodge | Hot Tub, Pool & Sauna

The Moose Lodge is the perfect getaway for skiing, fly fishing, and enjoying all Big Sky has to offer. Hot tub and sauna are open year-round. Swimming pool is open Memorial Day through Labor Day. This home, like many in Montana, doesn’t have air conditioning. To help keep things comfortable, we suggest opening the windows at night to enjoy the cooler evening air and closing them during the day to keep the cool air inside. No smoking | No pets permitted

A spacious living room is highlighted by large windows allowing natural light to fill the space. A stone fireplace serves as the focal point beneath a mounted flat-screen TV. A comfortable sofa is adorned with a colorful throw, accompanied by a wooden coffee table at the center.

5 out of 5 average rating, 21 reviews

Big Sky Condo, Swimming Pool, Hot Tub, Sauna

Escape to your cozy mountain getaway in Big Sky’s Hidden Village, perfectly positioned between the world-class ski resort and the vibrant Town Center. This modern, rustic-style condo offers stunning mountain views and the unique thrill of spotting local wildlife like moose, elk, and foxes right from your door, giving you a true “in the mountains” feeling with unparalleled convenience. Enjoy the shared community pool, open Memorial Day through Labor Day.

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, 10 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.

5 out of 5 average rating, 7 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

Recently upgraded condo in Big Sky’s Glacier community on the golf course—just steps from Town Center events, Nordic trails, and a short drive to the ski resort. Features a main-floor bedroom, lofted second bedroom, full bath, and wraparound deck. Pool, hot tub, and sauna are right across the way. Perfect for golfing, skiing, hiking, and summer concerts. Ski, soak, and stay—year-round adventure starts here!

Popular amenities for Big Sky rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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

A two-level townhome is presented, featuring a light exterior with a combination of wood and siding. The entrance is framed by a small porch with a white chair, while large windows allow natural light to enter the living space. A parking area is visible in front.

5 out of 5 average rating, 7 reviews

Lone Pine Retreat | Big Sky | Pet Friendly!

New place to stay

Big Sky Mountain House

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.

5 out of 5 average rating, 35 reviews

Swimming Pool, Hot Tub, Sauna, Private Game Room

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

A modern living room features large windows offering mountain views. A sectional sofa in warm tones is complemented by two leather chairs. A coffee table rests atop a textured area rug, with a decorative bowl placed at its center. A wall-mounted TV is above a sleek gas fireplace.

4.92 out of 5 average rating, 87 reviews

Big Sky Condo, Swimming Pool, Hot Tub, Sauna

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, 30 reviews

Big Sky Meadows Condo

4.82 out of 5 average rating, 11 reviews

An outdoor area features a large picnic table on green grass, accompanied by a deck elevated above. The building's exterior showcases a combination of wood and stone materials, with large windows allowing natural light into the interior. The sky is partly cloudy, providing a serene backdrop.

Home in Gallatin Gateway

Big Sky home away from home

Apartment rentals with a pool

4.95 out of 5 average rating, 22 reviews

Lovely 3-bedroom chalet condo with Mountain View

5 out of 5 average rating, 3 reviews

Modern Big Sky Retreat | Hot tub + Shared Pool

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.

4.78 out of 5 average rating, 27 reviews

Big Sky Meadow Retreat 1 Bedroom Plus Loft

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.

4.82 out of 5 average rating, 38 reviews

Condo Near Skiing w/Fireplace & Indoor Hot Tub

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.

4.89 out of 5 average rating, 27 reviews

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

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, 34 reviews

Cozy Condo with Valley Views - MYMT Properties

5 out of 5 average rating, 5 reviews

Big Sky Getaway | Nordic Trails, Sauna & Comfort

Apartment in Gallatin Gateway

A snowy landscape showcases a cluster of condominiums with gray and blue accents, nestled against a backdrop of mountainous terrain. A snow-covered peak looms above, partially shrouded in clouds, while evergreen trees line the perimeter, completing the serene winter scene.

5 out of 5 average rating, 14 reviews

Big Sky 2BR Resort Condo at Base of Lone Mtn.

Other holiday rentals with a pool

An open-concept living area features a cozy sectional couch, a wooden dining table, and sleek black bar stools. A well-equipped kitchen is visible with stainless steel appliances. A warm fireplace and colorful wall art enhance the space, complemented by natural light from the large windows.

4.83 out of 5 average rating, 78 reviews

FUN & COZY CONDO IN BIG SKY MEADOW VILLAGE

A scenic view showcases the contemporary lake condominiums situated along the water's edge. The backdrop features majestic mountains under a clear blue sky, with lush greenery surrounding the tranquil lake, reflecting the peaceful natural environment.

5 out of 5 average rating, 6 reviews

Lake Condos at Big Sky Montana Sleeps 8

A snow-covered mountain rises majestically against a clear blue sky. Lush evergreen trees are visible in the foreground, creating a contrast with the white landscape. The peak features smooth slopes and scattered rocks, while wisps of snow are seen blowing off the summit.

4.74 out of 5 average rating, 23 reviews

Curley Bear condo

A spacious living area is furnished with comfortable seating and a wooden coffee table. Large windows provide views of the surrounding landscape, while a dining table and kitchen area are visible in the background. Natural light fills the room, accentuating its cozy elements.

4.91 out of 5 average rating, 11 reviews

Spectacular Views, Pool, Hot Tub, Mountain Village

A cozy bedroom features a rustic wooden bed with soft bedding, accompanied by a bedside table with a lamp. Natural light enters through a large window adorned with sheer curtains, providing a view of the outdoors. Earthy yellow walls add warmth to the space.

4.96 out of 5 average rating, 28 reviews

Cool, contemporary 3BR in Meadow!

The living room features a leather sofa and armchair, facing a large window with mountain views. A wooden coffee table sits in front, with a lamp illuminating the space. Dark curtains complement the warm tones of the furnishings, creating a cozy environment.

4.71 out of 5 average rating, 21 reviews

Ski-in/out 1BR at the base of Big Sky with pool

A well-equipped kitchen is highlighted by wooden cabinetry and stainless steel appliances. Bar seating is provided at the counter with three stools. A dining table made of wood sits nearby, complemented by decorative elements on the walls.

4.81 out of 5 average rating, 54 reviews

Best Location, Pool, Spa, 5 min. to Meadow Village

A spacious living area features a light neutral color palette with modern furnishings. A large sectional sofa and two yellow accent chairs surround a coffee table. A dining table is visible, situated near large windows that allow natural light to fill the space, while a staircase leads to upper levels.