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Madison County vacation rentals

We found 1,612 vacation rentals — enter your dates for availability

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April 2025

May 2025

Find the perfect place for your stay in Madison County by choosing from 456 houses, 40 apartments, and other vacation rentals. Whether you're traveling with your kids or with friends, vacation homes have the best amenities for hanging out with the people that matter most, which might include parking and a pool. No matter what you're looking for, you're sure to find a rental for everyone's needs, including a place that is accessible or non-smoking.

Popular Madison County destinations on Vrbo

Vacation rentals with weekly discounts - Madison County

Showing deals for:Aug 1 - Aug 8

Exceptional

(21 reviews)

Luxury - Quintessential Montana Retreat - Ski and Fish! Sleeps 10, 4 beds 4 bath

Gallatin Gateway, MT

10% off

Exceptional

(16 reviews)

Ski-In/Ski-Out Big Sky Resort, Yellowstone, Fly-fishing, Golf, Hiking & Biking

Big Sky, MT

10% off

Newly Remodeled Mountain Modern Chalet with Amazing Views

Exceptional

(28 reviews)

Big Sky Mountain Village Ski-in, Ski-out Chalet w/ Excellent Views

Big Sky, MT

5% off

Your home away from home in the heart of Ennis, Montana.

Exceptional

(72 reviews)

Immaculate, homey and perfectly located for your stay in downtown Ennis.

Ennis, MT

12% off

Exceptional

(109 reviews)

Casa Moonlight Two - Ideal Rental for Summer Weddings and Trips to Yellowstone

Big Sky, MT

10% off

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Madison County

The Last Best Place- The Valley View - Five Bedrooms 3 Baths -multilevel deck

Sleeps 12 · 5 bedrooms · 3 bathrooms

Orchard House On The Jefferson River Close to Renova Hot Spring & Copper K Barn

Sleeps 5 · 2 bedrooms · 1 bathroom

Stunning Mountain Views at 8,000 feet ... "Moonlight Magic"

Moonlight Magic! Best Views In Big Sky! True Ski-In/Ski-Out! Heated Ski Room!

Sleeps 10 · 4 bedrooms · 4+ bathrooms

Trout Fishing Paradise, 10 acres, large yard, creek, private but close to town

Sleeps 5 · 2 bedrooms · 1 bathroom

Top rated rentals - Madison County

Welcome Home to Ennis Montana- three stories to enjoy!

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A Relaxing Stay

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Enjoy full kitchens, laundry, pools, yards and more
More for less
More space, more privacy, more amenities — more value
A place for everyone
We stand for diversity, inclusion and families everywhere.
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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.

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 (26.7 mi / 43 km)
Madison Meadows Golf Course (10 mi / 16.1 km)
Spirit of the North Sled Dog Adventures (11.1 mi / 17.9 km)
Beaverhead Rock State Park (28.3 mi / 45.6 km)
Whisky (24 mi / 38.6 km)
Glades (24.5 mi / 39.4 km)

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:

Ennis Lake (10.2 mi / 16.5 km)
Madison River (11.5 mi / 18.4 km)
Ruby Valley (17.5 mi / 28.2 km)
Madison County Fairgrounds (22.3 mi / 35.9 km)
Lone Peak (24.9 mi / 40.1 km)
Beehive Basin (25.6 mi / 41.2 km)

Frequently asked questions

What is the best area to stay in Madison County when booking a vacation rental?

Among the most sought-after areas to choose your Vrbo vacation rental in Madison County is Ennis. Spend your getaway here and enjoy some big-ticket attractions, including Wildlife Museum of the West and Depot Gallery.

What is the most popular type of vacation rental accommodation in Madison County?

The most in-demand types of vacation rentals in Madison County are condos. After something a little different? Vrbo has a variety of options to match our guests’ unique requirements, so you’ll see vacation homes in lots of shapes and sizes. The perfect fit is waiting for you — book yours today.

How much does it cost to rent a vacation rental in Madison County?

Season, length of stay and property type are some of the conditions that can determine the price of a vacation home. Simply enter your dates of travel to find the ultimate escape. From quaint country cottages to sprawling luxury villas, all Vrbo vacation rentals offer amazing value.

How much does it cost to rent a beach house in Madison County?

When you travel and the size and style of the property will influence the cost of your beachside vacation rental. Click on your Madison County travel dates to see all your options on Vrbo. Looking for basics like WiFi, or perks like a private pool? Use our filters to pick the features and amenities you want in your rental.

Are there pet-friendly vacation rentals in Madison County?

You’re in luck! There are. You’ll have your pick of 42 vacation rentals that cater to pets in Madison County. Plenty of our pet-friendly vacation rentals have a garden for your fur child to play in, special dog beds, complimentary treats and proximity to parks or green space. Apply the “Pets allowed” filter to find a pad that’ll set tails wagging on Vrbo.

Are there large group vacation rentals in Madison County?

With 325 properties that can host 10 or more guests in Madison County, you won’t have to keep your invite list short. From extended family vacations to special events like anniversary parties and weddings, Vrbo can help you find a large group rental that fits the occasion.

What are the top attractions for families in Madison County?

There are tons of fabulous things to do and see with the family in Madison County, including:

Jack Creek Preserve Outdoor Education Center
Depot Gallery
Madison County Fairgrounds

Are there one-bedroom vacation rentals in Madison County?

Yes, Madison County has 87 one-bedroom rentals available. Typically located in well-regarded areas thanks to their compact size, a one-bedroom vacation rental is perfect if you’re getting away with your partner or a friend. And with home comforts such as full kitchens and more privacy, you’ll be able to chill out while sightseeing around this exciting destination.

Can I find two-bedroom vacation rentals in Madison County?

Gather your family and enjoy a relaxing escape in one of the 153 two-bedroom vacation rentals Madison County has to offer.

Are there vacation rentals with WiFi in Madison County?

Madison County has 242 vacation rentals with WiFi, so you can stay connected while you’re traveling. Simply check the “WiFi” box in our handy search filter to find the perfect property. From streaming movie blockbusters to catching up on social media, these Vrbo homes make it easy to go online.

How can I find vacation rentals with air conditioning in Madison County?

Pick your dates and then use our filters to look for vacation rentals with air conditioning in Madison County on Vrbo. With 124 air-conditioned properties to choose from here, you can enjoy a cool and comfortable trip.

How old do you have to be to rent a vacation rental in Madison County?

The age limit can differ between properties on Vrbo, so check the rules of the vacation home in Madison County you want. But usually, it’s 16, 18 or 21.

How long can I rent a vacation rental in Madison County for?

It’s down to the Madison County property. To view a list of options offering extended stays, just type your dates and number of people into the Vrbo search page. You can look forward to having the whole property to yourself, along with the comforts of home like a fully-equipped kitchen and a yard where the kids can burn off energy. Keep an eye out for any long-term stays that offer weekly or monthly discounts.

Does Vrbo offer discounts for vacation homes in Madison County?

On Vrbo, you’ll find great deals and discounts for Madison County. Take a look at our newly listed homes, as well as our weekly and monthly discounts on vacation rentals. Whether you’re looking for a mini getaway or a much longer stay, Vrbo has lots of options for all budgets and styles.