Holiday rentals with a pool in Big Sky

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.

4.85 out of 5 average rating, 27 reviews

Condo Near Skiing w/Fireplace & Indoor Hot Tub

Welcome to The Bear Den, a cozy 1-bedroom (plus loft) and 1-bath Glacier condo, perfect for your Big Sky getaway. Whether you’re here for skiing or summer fun, this retreat has it all. The main level has the master bedroom, bathroom, and living area with a wood-burning fireplace for cozy nights. Upstairs is the open loft with extra sleeping space. The kitchen is fully equipped, and amenities include an indoor pool, hot tub, and sauna. Minutes from Town Center and a quick drive to Big Sky Resort.

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, 13 reviews

HUGE Condo | Hot Tub & Sauna | 10 min to Ski Lift

Welcome to this modern, cozy retreat. Enjoy the newly remodeled design, then step onto the private balcony for stunning Big Sky mountain views. Unwind in the community pool, hot tub, and sauna after outdoor adventures. Close to Town Center and Big Sky Ski Resort, it's ideal for skiing, hiking, fishing, and more. Yellowstone's wonders are a short drive away. 3 of the 4 bedrooms boast full ensuite bathrooms. All furniture, bedding, and amenities are brand new! This home is absolutely stunning!

4.93 out of 5 average rating, 102 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.

5 out of 5 average rating, 30 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.

4.9 out of 5 average rating, 272 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.

A cozy living room is filled with natural light from large windows framing mountain views. A textured area rug anchors the space, featuring two patterned accent chairs and a coffee table. A sofa with colorful throw pillows and a decorative wall ladder complete the inviting ambiance.

5 out of 5 average rating, 89 reviews

Magnificent Home, Views of Lone Peak, Hot Tub

This beautiful condominium offers everything you need for an amazing getaway with family and friends. Steps away from the free ski shuttle, or a few minutes drive to the base of the resort! With the fully stocked kitchen, amazing amenities, heated parking, and pools, you will not want to leave! The home is located only an hour away from the West Yellowstone entrance to Yellowstone National Park. It is a beautiful drive through a canyon with mountains, rivers and wildlife as a backdrop.

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, 557 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

The image captures a winter landscape featuring snow-covered mountains, with a prominent peak rising in the background. In the foreground, a row of condominiums is visible, surrounded by pine trees blanketed in snow.

5 out of 5 average rating, 15 reviews

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

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, 285 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.

4.81 out of 5 average rating, 113 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.

4.9 out of 5 average rating, 20 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 spacious living area features wooden beams and natural light streaming through large windows. Comfortable seating is arranged around a circular coffee table on a textured rug. A stone fireplace adds a rustic element to the room, with a cozy ambiance created by soft furnishings.

5 out of 5 average rating, 24 reviews

Condo w/hot tub, pool, and sauna! Hour from YNP!

Bring the whole family to this great place with lots of room for fun! This condo has had little change since it was built in the 70’s. If fancy is your thing, this isn’t the place for you, but if you want a spacious place near some of the best skiing and fishing in the U.S., this is it! Located on the Big Sky golf course, you will be steps away from the community pool (seasonal), hot tub and sauna. Come and bask in the 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

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

4.83 out of 5 average rating, 6 reviews

Ideal for Couples, or Fun for the Whole Family!

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 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, 17 reviews

Big Sky Views | Hot Tub | Ski Shuttle Access!

Condo 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.

4.88 out of 5 average rating, 34 reviews

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

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

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.

5 out of 5 average rating, 26 reviews

Cozy Condo with Valley Views - MYMT Properties

Big Sky Getaway | Nordic Trails, Sauna & Comfort

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 Condo Mountain Retreat in Big Sky

A scenic view showcases a mountain backdrop with a clear blue sky overhead. The foreground features a tranquil lake reflecting the surrounding landscape, complemented by modern condominium buildings and lush green trees lining the water's edge.

4.89 out of 5 average rating, 82 reviews

Amazing Lone Peak Views, excellent location

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, 44 reviews

Madison Vista-Big Sky Shoshone Ski in/Out Condo

Other holiday rentals with a pool

4.93 out of 5 average rating, 14 reviews

Lovely 3-bedroom chalet condo with Mountain View

5 out of 5 average rating, 6 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.

Apartment in Big Sky

Indoor Pool/Hot Tub, steps to Town Center

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.

Townhouse in Big Sky

Big Sky Condo-Ski & Golf Course

Apartment in Big Sky

Nic’s Big Sky Getaway in Hidden Village

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, 25 reviews

10 minutes to Ski Resort | 5-BR | Hot Tub | Sauna

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.

4.65 out of 5 average rating, 17 reviews

Curley Bear condo

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, 77 reviews

10 min to Resort | 2.5-BR | Views | Hot Tub/Sauna

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.