Vacation rentals with a pool in Madison County

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Top-rated rentals with a pool in Madison County

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Superhost

Condo in Big Sky

5 out of 5 average rating, 4 reviews

Spectacular Views, Pool, Hot Tub, Mountain Village

Your family will be close to everything when you stay at this centrally-located property! This beautifully appointed condo is located on the 5th floor and is a corner unit in the heart of Big Sky Resort's mountain village and ski areas. The large expansive windows and living room balcony offers expansive views of the lifts, ski runs, Lone Peak and majestic Rocky Mountains that envelope you in rugged Montana style. This ski-in/ski-out condo is only steps away to local attractions and amenities.

Guest favorite

Condo in Big Sky

5 out of 5 average rating, 65 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.

Guest favorite

Condo in Big Sky

5 out of 5 average rating, 17 reviews

Penthouse 4 Bedroom 4 Bath Condo New in 2022

New in 2022, 4 BR/4 Bath penthouse unit….quiet with 10ft ceilings and large windows providing volume and natural light, not found in most condos. The stunning view of Lone Peak Mountain will draw you to the patio. The Kitchen is fully equipped and ready for the chef in your group. Indoor parking spot and equipment closet are included. Big Sky is loaded with winter/summer activities and Yellowstone park is a beautiful 1 hour drive away The free ski shuttle stops in front of this building

Superhost

Condo in Big Sky

4.82 out of 5 average rating, 17 reviews

Ski in/out condo w/fireplace & shared pool/hot tub

This 1 bedroom, 2 bathroom condo sleeps 6 people comfortably with a king-sized bed in the master bedroom, a queen-sized murphy bed and sofa sleeper. The open-concept living room/dining room/kitchen area allows for everyone to spread out and socialize. The kitchen with a dining table that seats 6, is open and has everything you need to cook delicious meals during your stay. With beautiful views and convenient ski-in/ski-out access, you don't want to miss this exceptionally cozy condo!

Superhost

Condo in Big Sky

5 out of 5 average rating, 6 reviews

Big Sky ❄ Ski in ❄ Pool/Hot Tub Full Condo 6-8 PPL

2 BR+Loft+SofaBed POOL + HOT TUB 1 - King Bedroom w/ Private Full Bathroom and Private Balcony + views of Lone Peak 1 - Queen Bedroom 1 - Full Bed in Open Loft up Spiral Staircase above Living Room 1 - Full/Queen Memory Foam Pull-Out Sofa Bed (comfy, no bars) in Living Room by Fireplace Fully stocked Kitchen + BBQ Grill on deck Living Room + Gas Fireplace Dining Room table for 6 plus 2 at bartop Free Parking Year Round Heated Pool Two Outdoor Hot Tubs ♨ Free shuttle to resort

Loft in McAllister

4.86 out of 5 average rating, 65 reviews

Ennis Lake Studio w/ Kayak, Pool & Fire Pit!

Nestled above the western shoreline of Ennis Lake, this newly built McAllister vacation rental offers waterfront access with unbeatable views of the panoramic mountain scenery. Enjoy a private indoor pool and easy access to Ennis all from this contemporary studio. Stroll down the pathway to the lake to bask in the sunset in the Adirondack chairs, fish for trout, or explore the lake with the provided kayaks. Book your next Montana getaway to the 'Paddle House' in Madison Valley!

Guest favorite

Condo in Big Sky

4.95 out of 5 average rating, 65 reviews

Base of Mountain! Ski-in/Ski- out, Swift Current!

This amazing 1 bed 2 bath ski in and ski out condo has lifts outside your door! This is our personal vacation home that we love and use we and have added upgrades to it for you to enjoy! New 50” smart TV, fully stocked kitchen with new pots, pans, dishes and amenities like coffee, condiments and spices. We have shampoo, conditioner and bath soap (not the skin drying hotel type!) We also have games! We want you to be happy and enjoy your home away from home!

Guest favorite

Condo in Big Sky

4.89 out of 5 average rating, 9 reviews

Andesite Vista-Ski in/Ski Out Shoshone Condo

Beautiful views of Andesite and the Spanish Peaks await you at this Shoshone condo! Freedom West Properties presents this nicely updated 1 king-bedroom condo that has all the comforts of home. The living room features a queen Murphy bed mattress, a new 50" Smart TV, a sleeper sofa, and plenty of storage. Prepare your own meals in the fully equipped, well-stocked kitchen, take in the views, and cozy up in the plush bedding for a comfortable night's sleep.

Superhost

Condo in Gallatin Gateway

5 out of 5 average rating, 3 reviews

Lake Condominiums at Big Sky - 2 Bed 2 Bath + Loft

Amazing 2 Bedroom 2 Bath plus Loft Timeshare Suite located in Lake Condominiums at Big Sky Resort. You will enjoy panoramic views of mountain peaks and valleys from your private deck. After an exhilarating day on the slopes, you can return to the warmth of a crackling fire in your fireplace or swim in the heated pool and hot tub. This unit has some updates since photos were taken. The sofa is now leather with a memory foam mattress.

Superhost

Townhouse in Big Sky

5 out of 5 average rating, 3 reviews

Lake Condominiums at Big Sky Montana 2 Bedroom

Surrounded by incredible mountains with sweeping views Big Sky and the surrounding areas offer a nature lovers paradise. Yellowstone National Park is just a short drive away where you can see Old Faithful, bison and maybe even a bear or wolf. Anglers are treated to the pristine waters of the Gallatin River and world class fly fishing.