Holiday rentals with a pool in Big Sky

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.

4.89 out of 5 average rating, 36 reviews

2 Bedroom, loft, 2.5 Bath, 4 Queens, wash/dryer

Great location in Meadow Village on golf course/cross country trails. Newly remodeled (11/23) 2 BR, plus loft with queen bed, 2.5 bath unit. 4 queen beds , including bunk. Walk-in tiled shower. Great WiFi, new Washer/D, great smart tv, electric fireplace, and cross country trails steps away. The kitchen remodel is terrific. All new appliances. Well stocked kitchen. Complex has pool, hot tub and sauna. Meadow Village amenities are very close and growing Town Center is about a mile driving.

A spacious living room features a cozy wood fireplace set within a stone wall. Large windows provide views of the golf course, allowing natural light to fill the area. Comfortable seating and a coffee table create an inviting space for relaxation.

5 out of 5 average rating, 18 reviews

Big Sky Retreat with Hot Tub & Views

*Due to maintenance issues, the hot tub is closed for the winter.* Step into this charming Big Sky retreat! Tucked away in the on the golf course, you can enjoy a summer or winter vacation surrounded by friends and family in the community hot tub or curled up in front of the fireplace. Enjoy the views from the back deck or take a swim in the shared pool! Free shuttle to Big Sky Resort - 30 second drive away, or a 5-8 minute walk. Big Sky Town Center - 1 min drive Big Sky Resort - 10 min drive

4.93 out of 5 average rating, 106 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 spacious living area features a red sofa and two armchairs with decorative upholstery, surrounded by large windows showcasing views of the mountains. A wooden coffee table and lamp add functional touches, while warm tones create a cozy atmosphere.

5 out of 5 average rating, 45 reviews

Madison Vista-Big Sky Shoshone Ski in/Out Condo

Freedom West Properties presents this beautiful corner unit condo with spectacular views of the Madison Range. The location is unbeatable-right at the base of Lone Peak and you can walk to the lifts, including the new Explorer Gondola located right outside your door. Big Sky has something for everyone, and you can explore to your heart's content. Come enjoy our amazing hiking, world-class fly fishing, ziplining, alpine and cross-country skiing, snowmobiling or simply relaxing in our Big Sky M

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.

4.9 out of 5 average rating, 281 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.

4.94 out of 5 average rating, 34 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!

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.

4.85 out of 5 average rating, 562 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!

Condo in Gallatin Gateway

A view of a winter landscape, featuring a snow-covered mountain peak in the background. Below, a row of condominiums is nestled among evergreen trees, with fresh snow blanketing the ground, creating a serene and picturesque scene.

4.67 out of 5 average rating, 12 reviews

Big Sky 2BR Condo on Lovely Resort @ Base

At the foot of 11,166-foot Lone Mtn and overlooking scenic Lake Levinski. Enjoy panoramic views of mountain peaks and valleys from your private deck. After an exhilarating day on the slopes, return to the warmth of a crackling fire in your fireplace, which is featured in the 2-bedroom plus suite. This suite features spacious accommodations up to 1,150 square feet w/full kitchen and baths, separate living and dining areas, master BR suite and balconies with sweeping mountain vistas

4.87 out of 5 average rating, 287 reviews

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

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.

4.79 out of 5 average rating, 115 reviews

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.

Townhouse in Big Sky

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.

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.

4.88 out of 5 average rating, 24 reviews

Big Sky Meadow Retreat 1 Bedroom Plus Loft

This quaint Big Sky condominium comfortably accommodates up to three guests, offering one bedroom, one bath, and a loft (accessed by a ladder). This retreat has a cozy mountain ambiance and is ideally positioned right alongside the Big Sky Golf Course, providing picturesque waterfront and mountain views. Convenience is key, as the property is just one mile away from supermarkets and restaurants, making dining and shopping a breeze.

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, 93 reviews

Elevated modern home w/ hot tub, sauna & fireplace

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!

Popular amenities for Big Sky rentals with a pool

Kitchen

Wi-Fi

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, 4 reviews

Woodbine Cabin | Big Sky

2 Bdrm Lake Condo at base of Big Sky-6 to 7 Nights

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.

4.91 out of 5 average rating, 81 reviews

Big Sky Condo Sleeps 6, Hot Tub Sauna & Mtn Views

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, 23 reviews

Big Sky Meadows Condo

4.89 out of 5 average rating, 9 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

Meadow Haus in Big Sky

A stone fireplace is highlighted, featuring a roaring fire and adorned with holiday stockings. Above, candles are placed in festive holders. The surrounding area includes a wooden rocking chair and decorative accents, adding a warm touch to the cozy ambiance.

4.75 out of 5 average rating, 8 reviews

New Pines Chalet

Condo 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.

4.84 out of 5 average rating, 75 reviews

FUN & COZY CONDO IN BIG SKY MEADOW VILLAGE

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.

5 out of 5 average rating, 33 reviews

Condo adjacent Nordic Ski w/Scenic Balcony,Jacuzzi

5 out of 5 average rating, 11 reviews

Easy and Central Location! Pool, Hot Tub, Sauna!

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 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.

5 out of 5 average rating, 9 reviews

Spectacular Views, Pool, Hot Tub, Mountain Village

The living area is styled with a large flat-screen TV and comfortable seating. A wooden ceiling enhances the spacious feel, while the adjacent kitchen is visible, featuring light wood cabinetry and a breakfast bar with four stools. Natural light enters through multiple windows.

4.88 out of 5 average rating, 42 reviews

Spacious Mountain Retreat in Big Sky with Hot Tub

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, 47 reviews

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

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.

4.9 out of 5 average rating, 87 reviews

Amazing Lone Peak Views, excellent location

Other holiday rentals with a pool

Apartment in Gallatin Gateway

New place to stay

Lake Condominiums at Big Sky Montana Ski Resort

4.93 out of 5 average rating, 15 reviews

Lovely 3-bedroom chalet condo with Mountain View

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.

4.67 out of 5 average rating, 18 reviews

Curley Bear condo

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.

4.74 out of 5 average rating, 19 reviews

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

A charming two-story building is showcased, featuring a wooden exterior with multiple balconies. Snow covers the ground and the branches of nearby trees. Large windows are visible, offering scenic views of the winter landscape, while a small patio area includes seating.

5 out of 5 average rating, 14 reviews

Great family Getaway! Close to skiing & dinning.