Holiday rentals with a pool in West Yellowstone

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.

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!

5 out of 5 average rating, 3 reviews

A living area features a cozy seating arrangement, including a leather sofa and armchairs. A coffee table is positioned in front, with a snack and beverage displayed. A fireplace adds warmth, while large windows provide a view of the exterior and patio access.

Flat in West Yellowstone

Yellowstone | Sleeps 4 Pool Park

Please do NOT request to book without first clicking on “contact host” so I can confirm availability! One block from the west entrance of Yellowstone National Park, this resort puts you close to nearly 3,500 square miles of wilderness recreation. This 1 bedroom, 1 bath unit sleeps 4 & is perfect for families or friends looking for a getaway. In unit amenities: tvs in bedroom & living room, private patio & full kitchen. Shared amenities include heated pool, jacuzzi, BBQ area and picnic area.

The resort is depicted from an outdoor perspective, showcasing a multi-story building with wooden accents and balconies. Surrounding greenery includes young trees and landscaped areas, providing a natural setting. The sky transitions to dusk, adding a gentle gradient of colors.

5 out of 5 average rating, 26 reviews

1 Block To Park Entrance, Spacious 2 BDRM 2 Bath#4

WorldMark West Yellowstone is ideally situated as your base for exploring Yellowstone Park. Our resort's standout feature is its proximity: just one block from Yellowstone's west entrance. This convenient location allows you to bypass heavy summer traffic, saving you valuable time. In winter, as the snowmobile capitol of the world, the resort is perfect for skiing and snowmobiling. You can also explore the town's charming gift shops, museums, grocery stores, and restaurants in downtown.

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.

4.78 out of 5 average rating, 102 reviews

An indoor swimming pool area features a clear blue pool reflecting overhead lights. Several lounge chairs are positioned around the pool’s edge. A sauna is visible in the corner, with additional seating provided nearby. Large windows allow natural light to brighten the space.

Apartment in Island Park

Condo in the woods Yellowstone, golf, relaxing

This condo has immediate access to the snowmobile and ATV trails. Parking is available onsite for an ATV, boat trailer, or snowmobile trailer. Condo amenities include fully furnished kitchen, washer and dryer, Wifi, Roku TV, DVD player, cable, and propane fireplace. Two bedrooms and a pull-out couch (great for kids) provide accommodations for families. It is located 22 minutes from Yellowstone National Park entrance. Swimming, exercise room and game room available at the clubhouse.

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!

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 Book For Lasting Memories In Big Sky—See Details Below!

4.93 out of 5 average rating, 28 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, 556 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!

4.87 out of 5 average rating, 284 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.

4.8 out of 5 average rating, 111 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.

An indoor pool is presented with clear blue water under a spacious area featuring wood-beamed ceilings. Lounge chairs are positioned around the pool, providing a relaxing environment. The area is well-lit with overhead lighting, ensuring a bright and inviting atmosphere.

5 out of 5 average rating, 14 reviews

2BR Retreat 0.5 Mi to Yellowstone, Pool - Hot Tub

Perfectly positioned just half a mile from Yellowstone’s west entrance, this 2-bedroom timeshare condo offers effortless comfort with a true wilderness twist. Within walking distance to the Grizzly & Wolf Discovery Center, IMAX, and downtown’s best dining and shops, it is the kind of place where adventure and relaxation don’t just coexist, they are neighbors. Don’t spend another year saying “next time.” Book your stay and let this be the time.

Popular amenities for West Yellowstone rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

New place to stay

Historic Big Sky Retreat on Arnold Palmers 5th Tee

5 out of 5 average rating, 23 reviews

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

A view of the condo building exterior is presented, showcasing three stories of wooden architecture with balconies. Lush green grass and landscaped flower beds with yellow blooms surround the building. A concrete path leads through the area, providing access to the residence.

Home in West Yellowstone

Entire condo in West Yellowstone

Golf Course Otter

Big Sky Meadows Condo

4.83 out of 5 average rating, 6 reviews

New place to stay

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

The living room features a stone fireplace and wooden ceiling beams. Large windows offer views of the surrounding landscape and mountains. Comfortable seating includes a patterned sofa and a striped chair, arranged around a wooden coffee table in the center.

4.89 out of 5 average rating, 9 reviews

Lone Peak Lookout l Big Sky Golf Course

Apartment 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

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, 8 reviews

Spectacular Views, Pool, Hot Tub, Mountain Village

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

A cozy sleeping area features a spacious bed with a patterned accent pillow and a brown throw blanket. Nightstands with lamps are positioned on either side, and a window with blinds allows natural light to illuminate the room.

4.83 out of 5 average rating, 18 reviews

WorldMark West Yellowstone One-Bedroom (2 Beds)

Apartment 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.

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

The open living space showcases a sectional sofa, a wooden dining table with chairs, and a modern kitchen in the background. Natural light floods the area through large windows, highlighting the contemporary finishes and warm wooden flooring.

4.88 out of 5 average rating, 81 reviews

Big Sky Haven, Affordable Peaceful Convenient

Other holiday rentals with a pool

A cozy living area is features a comfortable sofa and armchair, paired with a wooden coffee table. Natural light enters through large sliding glass doors, leading to a balcony. A modern flatscreen TV is positioned above an elegant fireplace, adding to the room's inviting atmosphere.

4.77 out of 5 average rating, 62 reviews

Lovely 1BR Ski In/Out Mountainview 1st-Floor

A clear view from a large window showcases snow-covered slopes and the surrounding pine trees. In the distance, mountains rise against a blue sky, while a row of buildings is visible beneath the snow. Natural light fills the room, enhancing the winter landscape.

4.9 out of 5 average rating, 39 reviews

Fantastic 1BR Ski In/Out Mountainview 5th-Floor

4.93 out of 5 average rating, 219 reviews

The living area features a rustic-chic design with wooden accents, including a dining table for four and a comfortable sofa. Large windows provide unobstructed views of the surrounding mountains, while a flat-screen TV is mounted on the wall for entertainment.

Cabin in Livingston

Couples Retreat 1-Hour Drive from Yellowstone NP!

A three-story building is set against a snowy landscape. Balconies adorned with metal railings are present on each floor, alongside decorative wooden beams. Evergreen trees are situated in front, adding a touch of greenery to the winter scene.

4.8 out of 5 average rating, 5 reviews

Worldmark West Yellowstone

A lodge-style resort is seen under a twilight sky, with snow covering the ground and rooftops. The structure features multiple gabled roofs and warm lights illuminating the entrance. Snowdrifts are present in the foreground, along with evergreen trees nestled near the building.

4.79 out of 5 average rating, 19 reviews

2bdm- WorldMark Resort-Yellowstone

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