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

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.

4.84 out of 5 average rating, 49 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.

4.93 out of 5 average rating, 119 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 cozy living room features large windows providing natural light and mountain views. A gas fireplace is framed by stone, complemented by a flat-screen TV above. Comfortable seating includes textured chairs and a pouf atop a colorful area rug, enhancing the inviting atmosphere.

4.95 out of 5 average rating, 60 reviews

3 Bed Condo, 10 min to Ski, Shared Hot Tub, Sauna

This cozy mountain condo is the perfect basecamp for your Big Sky adventures. With its stunning mountain views and moose/elk sightings, you'll be immersed in the beauty of the Montana wilderness. Just minutes from town center and Big Sky Ski Resort, and 45 minutes to Yellowstone NP, you'll have easy access to all the action, but you'll also enjoy the peace and quiet of your own private oasis, with a hot tub, pool, and sauna. Book your stay today and create memories that will last a lifetime!

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, 44 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 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.

5.0 out of 5 average rating, 111 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.

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, 581 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, 304 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 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.

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, 64 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.

5.0 out of 5 average rating, 4 reviews

Alpine Elegance with Unbeatable Views

Ski Lone Peak just a mile up the road, then hike the surrounding trails when the snow gives way to summer. Come back to grill a Montana steak on the private balcony, cook a family dinner around the island that seats five, and watch the light fade over the peak from the open living and dining area. Two king suites with ensuite baths and a bunk room give everyone their own spot to recharge before heading back out for the next adventure.

5.0 out of 5 average rating, 24 reviews

Hot Tub, Pool & Sauna Townhouse in Big Sky

The Moose Lodge is the perfect getaway for skiing, fly fishing, and enjoying all Big Sky has to offer. • 12 minute drive to Big Sky Ski Resort • 5 minute drive to the Town Center • 55 minute drive to Yellowstone National Park • 55 minute drive to Bozeman Yellowstone International Airport The hot tub and sauna are open year-round. The swimming pool is open Memorial Day through Labor Day. No smoking | No pets permitted

Popular amenities for Big Sky rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5.0 out of 5 average rating, 9 reviews

Meadow Haus in Big Sky

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.

5.0 out of 5 average rating, 35 reviews

Big Sky Meadows Condo

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.

5.0 out of 5 average rating, 5 reviews

Woodbine Cabin | Big Sky

4.56 out of 5 average rating, 18 reviews

Historic Big Sky Retreat on Arnold Palmers 5th Tee

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

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

Big Sky Mountain House

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

Condo rentals with a pool

4.78 out of 5 average rating, 27 reviews

Luxury Moonlight Basin 2 Bedroom Condo

5.0 out of 5 average rating, 18 reviews

Big Sky Getaway | Nordic Trails, Sauna & Comfort

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.

4.92 out of 5 average rating, 38 reviews

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

5.0 out of 5 average rating, 6 reviews

Ideal for Couples, or Fun for the Whole Family!

5.0 out of 5 average rating, 10 reviews

Big Sky Getaway | Fireplace + Shared Pool + Grill

Condo in Big Sky Mountain Village

Big Sky Vacation Rentals: Mountain Lake 101B

4.71 out of 5 average rating, 14 reviews

Condo in Gallatin Gateway

A winter landscape showcases a mountain peak, partially covered in snow clouds, rising above a resort building. The foreground features snow-dusted trees, offering a stark contrast to the gray and blue hues of the accommodations below.

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

5.0 out of 5 average rating, 6 reviews

4.96 out of 5 average rating, 23 reviews

Lovely 3-bedroom chalet condo with Mountain View

Other holiday rentals with a pool

4.88 out of 5 average rating, 51 reviews

A bright living area features a stone fireplace as a focal point, surrounded by windows that provide natural light and views of the trees. A large television is positioned on a media unit, and a coffee table centers the seating arrangement with plush couches and armchairs for comfort.

Cabin in Big Sky

HUGE condo for Big Sky base camp!

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

5.0 out of 5 average rating, 12 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

4.94 out of 5 average rating, 50 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!

4.93 out of 5 average rating, 96 reviews

A charming log cabin is nestled among lush greenery, with a vibrant red roof contrasting against the natural surroundings. Flower pots filled with daisies add a touch of color at the forefront, while tall trees provide a sense of seclusion.

Chalet in Bozeman

Cozy Log Cabin w/ stunning 360 views!

4.99 out of 5 average rating, 80 reviews

Loft in Big Sky

Silverbow Snowlight | Big Sky Nordic Trails & Golf

The exterior view of the Spanish Peaks Condo showcases a charming multi-unit building with wooden and stone elements. Balconies overlook a landscaped area featuring grass, small shrubs, and a pond, reflecting the surrounding architecture.

4.9 out of 5 average rating, 30 reviews

Deluxe Townhome w/ Hot Tub, 15min Drive to Resort