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!

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.

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 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, 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.

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, 7 reviews

10 minutes to Big Sky Ski Resort | Hot Tub | Sauna

Escape to this cozy 2BR getaway in Big Sky’s Hidden Village, perfectly located between the resort and Town Center. Enjoy mountain views, a full kitchen, fireplace, shared pool & hot tub, and easy access to skiing, hiking, and dining. Explore the wildlife from your front door - Moose, Fox, Elk, and even bears frequent this area! One of the most convenient yet "in the mountains" feel in all of Big Sky! Ideal for couples, small families, or adventure seekers year-round.

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.

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, 83 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 West Yellowstone rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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

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

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

New place to stay

Meadow Haus in Big Sky

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

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 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)

New place to stay

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

Other holiday rentals with a pool

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.

Flat in Big Sky

Indoor Pool/Hot Tub, steps to Town Center

A cozy living area is furnished with a large brown sofa, wooden coffee table, and a dining table with four chairs. Neutral tones adorn the walls, complemented by traditional artwork. The kitchen area is visible in the background, featuring dark cabinetry and essential appliances.

4.75 out of 5 average rating, 36 reviews

1BR Ski In/Out Mountainview | Pool |

A comfortable living area features a sofa adorned with patterned cushions, complemented by two blue armchairs. Natural light floods in through large windows, framing stunning views of the surrounding mountains and trees, while a wooden coffee table adds rustic charm.

4.9 out of 5 average rating, 40 reviews

Big Sky Ski-In/Ski-Out Condo w/ Mountain Views!

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