Discover a selection of 1,500 vacation rentals in Madison County, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and WiFi. Prices start at $100 per night, and houses and condos are popular options for a stay in Madison County. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Madison County
Destination guide

Choose a vacation rental for your Madison County getaway

Learn about the unique charm of Madison County with a stay in a private vacation home. There's no shortage of things to see and do in the area.If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

Things to do

Activities and attractions in and around Madison County

Do you want to discover attractions to see in the city? Venture out of your vacation home and check out everything that Madison County has to offer. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Big Sky Resort (26.2 mi / 42.2 km)
  • Madison Meadows Golf Course (10 mi / 16.1 km)
  • Spirit of the North Sled Dog Adventures (11.1 mi / 17.9 km)
  • Whisky (24 mi / 38.6 km)
  • Glades (24.5 mi / 39.4 km)
  • Deepwater Bowl (24.6 mi / 39.6 km)
Natural features

Exploring the natural landscape of Madison County

Whether you're looking for adventure or just want to spend some time taking in the scenery, Madison County is a great spot to appreciate mother nature. These are some of the area's most enchanting sights, all within 30 miles (48.2 km) of the city center:

  • Madison River (11.5 mi / 18.4 km)
  • Madison County Fairgrounds (22.3 mi / 35.9 km)
  • Lewis and Clark Caverns State Park (25.7 mi / 41.4 km)
  • Jack Creek Preserve Outdoor Education Center (20.6 mi / 33.2 km)
  • Wade Lake (20.8 mi / 33.5 km)
  • Jefferson River (26.8 mi / 43.1 km)

What are the top vacation rentals in Madison County?

Deluxe villas, quirky treehouses and rustic cottages — everyone's ideal place to stay is different. Whatever your tastes, you're sure to find something to tantalize you among our top vacation rentals in Madison County:

  • "Rustic Timbers Mountain Retreat Ski In": If you're searching for somewhere in Big Sky with 4 bedrooms where you'll feel right at home, this escape is calling your name. Amenities include a free nearby fitness center and a blender.
  • "Spectacular View Of Big Sky - Hot Tub And Fireplace": Settle in at this option in Big Sky Mountain Village and take advantage of internet services, a kitchen and more. It has 2 bedrooms to accommodate your friends and family.

For even more great options, use the search bar at the top of the page to find the perfect Madison County vacation rental for you.

What are the best tiny house vacation rentals in Madison County?

You need only open the door to our tiny house vacation rentals in Madison County to figure out that great things really do come in little packages. Efficiently designed to maximize every spare inch of space, these pint-sized digs promise a big vacation experience:

  • You can look forward to a simpler way of life at "282: Tiny House, Heart Of Missoula". Amenities at this gem in Northside include an oven, a microwave oven and more.
  • "Tiny House With Big Sky Views" offers conveniences such as towels and off-street parking options. Located in Western Montana, you'll be able to live large in this small but nicely designed hideaway.

Can I find log cabins to rent in Madison County?

There's something undeniably cozy about curling up in a log cabin with a cup of tea and a good book. Leave the busyness of everyday life behind and spend a few nights or longer at one of these log cabins in Madison County:

  • Located in Cameron, "True Montana Log Cabin, Great Hunting" will put you near some of the fabulous outdoor activities this region has on offer. Fishing and hiking and biking are among them.
  • Are you after a Big Sky cabin with access to exciting outdoor activities like fishing and rafting? Your search is over! Book a few nights at "Easy Ski Access The Little Wolf Log Cabin".

What are the top-rated vacation rentals for weekend getaways in Madison County?

While big extravagant trips are amazing, there's something so refreshing about embarking on a whirlwind weekend getaway. These rental properties in Madison County are perfect for just that:

  • "Luxury Chalet - Best Views Of Lone Mountain" - Located in Big Sky, there's no shortage of wonderful stuff to see and do close to this rental property. Handy extras like a resort and towels are the cherry on top of the cake!
  • "Montana Trout Fishing Paradise" - This is another option with all the extras that make up a delightful weekend away. You'll have use of a hair dryer and shopping at this Sheridan rental.

Can I find studio apartments for rent in Madison County?

Forget about booking a boring hotel room and choose one of our studio apartments in Madison County. Here's where you can kick back in your own digs and enjoy your next vacation destination like a local:

  • Settle in and get comfy at "Historic C. W. Rank House Guest Cabin", located in Virginia City. There are plenty of amenities you can take advantage of here, including a hair dryer and a garden.
  • Homey and with more privacy than a large hotel, "One - Man - Fisherman Cabin" is another top option. It's located in Ennis and comes with shopping and nearby birdwatching activities.

Can I find short term rentals in Madison County?

With Vrbo's awesome range of short-term rentals in Madison County, you're sure to find a property that's a perfect match. Whether you're searching for somewhere to wind down on your own or to spend time with friends and family, these options are hard to beat:

  • "Luxury Chalet - Best Views Of Lone Mountain" in Big Sky is ideal for a short-term stay. It's only a stone's throw from the center of town, so you can easily go out and see all the best sights without having to travel too far.
  • "Montana Trout Fishing Paradise" also rolls out the welcome mat for short-term guests. Spend a day or so at this vacation rental in Sheridan and discover why it's so popular with many visitors.

What are the best romantic weekend getaways in Madison County?

A romantic weekend getaway in Madison County is sure to fan the flames of passion. Light some scented candles, take your honey by the hand and get set to send sparks flying at one of these escapes:

  • "Rustic Timbers Mountain Retreat Ski In" in Big Sky is the perfect setting for romantic interludes. It's full of nice touches, including beauty services and a fireplace.
  • Alternatively, organize an amorous weekend escape at "Spectacular View Of Big Sky - Hot Tub And Fireplace". Located in Big Sky Mountain Village, it offers a fireplace, beauty services and other bonuses.

What are the best large group vacation rentals in Madison County?

If your idea of the perfect getaway is to bring along all your friends, you're going to need a whole bunch of space. Luckily, there are many vacation rentals in Madison County that cater to large groups, starting with these sprawling retreats:

  • "Luxury Chalet - Best Views Of Lone Mountain": With 5 bedrooms, everyone can come along to this sought-after getaway in Big Sky. Ski-in/ski-out facilities and a sauna are among the many amenities available here.
  • "Where Beautiful Scenery Is Unavoidable Fly": Located in Virginia City Ranches, this spacious stay has 3 bedrooms and is another favorite for a large family vacation. There's a whole lot to keep guests both comfortable and entertained, including a kitchen and mountain views.

What are the best houses for rent with a pool in Madison County?

There are plenty of houses with a pool in Madison County, so toss your swimsuit into your bag and get set to spend your days bobbing around in the water. Here are some top-rated options we think you'll love:

  • Spend your break at "Historic C. W. Rank House Guest Cabin", where the first thing on your list should be chilling by the pool. This escape is located in Virginia City and offers a range of family-friendly amenities, including a dining table and books.
  • Laze by the water while the kids splash about at "The Historic Harding House". This option in Virginia City offers a range of conveniences to keep your guests nice and comfortable, such as a porch and a kitchen island.

What are the best large family vacation rentals in Madison County?

The first step to an amazing family getaway is finding the ideal place to stay. If you're after a home away from home with space enough for everyone, one of Vrbo's large family vacation rentals in Madison County will be just what you've been dreaming of:

  • For size, function and style, it's hard to top "Rustic Timbers Mountain Retreat Ski In". Located in Big Sky, this getaway provides 4 bedrooms and amenities like a living room and a microwave oven. It can comfortably sleep up to 11 guests.
  • Or, treat the gang to a few nights at "Luxury Chalet - Best Views Of Lone Mountain". This Big Sky favorite boasts 5 bedrooms and can easily accommodate up to 14 people. Stretch out and enjoy handy amenities like a DVD player and childrens activities.

Searching for some entertainment? There are loads of family-friendly attractions in Madison County to visit, like Lone Peak and Ousel Falls Park. Madison County Fairgrounds is another favorite with visiting families.

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