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Vacation Rentals in Madison County

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Top cities in Madison County

A stone chapel with a cross, surrounded by American flags, in front of a mountain.
Vacation Rentals

Big Sky

Big Sky

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Madison County vacation rentals

A deck with two blue chairs and a small table, overlooking a mountainous landscape.

1. Montana Getaway with mountain views

Montana Getaway with mountain views
Ennis
10.0 out of 10, Exceptional, (55 reviews)
"Clean, updated, quiet, convenient to town. "
United States
Brent R.
$304 nightly
The price is $328
Dec 8 - Dec 9
Total with taxes and fees
Montana Getaway with mountain views
A wooden bridge over a small stream with surrounding greenery and hills in the background.

2. Hangman’s Guest Ranch - Kingfisher Cabin. Entire cabin by historic Virginia City

Hangman’s Guest Ranch - Kingfisher Cabin. Entire cabin by historic Virginia City
Virginia City
9.4 out of 10, Exceptional, (12 reviews)
"Very wonderful cozy place to stay, loved watching the ducks and deer in the evening."
United States
Lake S.
$221 nightly
The price is $239
Nov 15 - Nov 16
Total with taxes and fees
Hangman’s Guest Ranch - Kingfisher Cabin. Entire cabin by historic Virginia City
A room with a blue sofa, a desk with a chair, and large windows with a view of a wooden fence and trees.

3. Unique creek side, pet friendly tiny home on the outskirts of Sheridan MT.

Unique creek side, pet friendly tiny home on the outskirts of Sheridan MT.
Sheridan
10.0 out of 10, Exceptional, (3 reviews)
"Had a great time! Nice place."
United States
Matthew B.
$152 nightly
The price is $164
Dec 7 - Dec 8
Total with taxes and fees
Unique creek side, pet friendly tiny home on the outskirts of Sheridan MT.
A wooden bridge over a small stream with surrounding greenery and hills in the background.

4. Hangman’s Guest Ranch - Meadowlark Cabin. Entire cabin by historic Virginia City

Hangman’s Guest Ranch - Meadowlark Cabin. Entire cabin by historic Virginia City
Virginia City
9.8 out of 10, Exceptional, (7 reviews)
"We really enjoyed our experience! Highly recommend to anyone.Thanks you!"
United States
John H.
$221 nightly
The price is $239
Nov 15 - Nov 16
Total with taxes and fees
Hangman’s Guest Ranch - Meadowlark Cabin. Entire cabin by historic Virginia City
A wooden bridge over a small stream with surrounding greenery and hills in the background.

5. Hangman’s Guest Ranch - Osprey Cabin. Entire cabin by historic Virginia City

Hangman’s Guest Ranch - Osprey Cabin. Entire cabin by historic Virginia City
Virginia City
9.6 out of 10, Exceptional, (7 reviews)
"Great place to stay"
United States
Robert P.
$212 nightly
The price is $229
Nov 15 - Nov 16
Total with taxes and fees
Hangman’s Guest Ranch - Osprey Cabin. Entire cabin by historic Virginia City
A wooden bridge over a small stream with surrounding greenery and hills in the background.

6. Hangman’s Guest Ranch - Tanager Cabin. Entire cabin by historic Virginia City

Hangman’s Guest Ranch - Tanager Cabin. Entire cabin by historic Virginia City
Virginia City
10.0 out of 10, Exceptional, (5 reviews)
"We loved our time at this little cabin"
United States
Tauni P.
$221 nightly
The price is $239
Nov 15 - Nov 16
Total with taxes and fees
Hangman’s Guest Ranch - Tanager Cabin. Entire cabin by historic Virginia City
IMG 7969

7. The Suite - In the heart of Ennis, Montana and the Madison Valley. Fishing Haven

The Suite - In the heart of Ennis, Montana and the Madison Valley. Fishing Haven
Ennis
10.0 out of 10, Exceptional, (5 reviews)
"Very clean and newer. Great access to town!"
United States
Melissa T.
$253 nightly
The price is $269
Nov 16 - Nov 17
Total with taxes and fees
The Suite - In the heart of Ennis, Montana and the Madison Valley. Fishing Haven
Our Aspens outside of Mountain View

8. The Retreat - Ennis, Montana and the heart of Madison Valley. Fishing Paradise.

The Retreat - Ennis, Montana and the heart of Madison Valley. Fishing Paradise.
Madison County
9.6 out of 10, Exceptional, (5 reviews)
"My favorite place to stay in Ennis…………."
United States
John B.
$316 nightly
The price is $335
Nov 15 - Nov 16
Total with taxes and fees
The Retreat - Ennis, Montana and the heart of Madison Valley. Fishing Paradise.
A cozy room with a dining table set for two, a washing machine, and a television on the wall.

9. Ski Season! Walk or shuttle to lift in cozy condo

Ski Season! Walk or shuttle to lift in cozy condo
Big Sky Mountain Village
8.4 out of 10, Very good, (15 reviews)
"The place was clean and efficient. Bed was very uncomfortable. Refrigerator had frost on the walls."
United States
Kerry G.
$239 nightly
The price is $241
Nov 15 - Nov 16
Total with taxes and fees
Ski Season! Walk or shuttle to lift in cozy condo
A cozy living room with two sofas, a coffee table, and a lamp. There are large windows providing natural light and framed pictures on the walls.

10. Mtn View Beauty- Walk to Slopes & Lake Lavinski- Top Rated Condo-Sleeps 5-Cheap

Mtn View Beauty- Walk to Slopes & Lake Lavinski- Top Rated Condo-Sleeps 5-Cheap
Big Sky Mountain Village
9.4 out of 10, Exceptional, (41 reviews)
"Perfect for what we needed, will stay again."
United States
Erik R.
$223 nightly
The price is $249
Nov 24 - Nov 25
Total with taxes and fees
Mtn View Beauty- Walk to Slopes & Lake Lavinski- Top Rated Condo-Sleeps 5-Cheap
A modern kitchen with dark cabinets, a stainless steel refrigerator, a microwave, and a bar area with two chairs.

11. Newly remodeled studio w/gorgeous mountain views near Big Sky Resort - Hill Condo Lookout

Newly remodeled studio w/gorgeous mountain views near Big Sky Resort - Hill Condo Lookout
Big Sky Mountain Village
9.8 out of 10, Exceptional, (35 reviews)
"We greatly enjoyed our stay and the location was perfect."
United States
Julia W.
$431 nightly
The price is $480
Nov 15 - Nov 16
Total with taxes and fees
Newly remodeled studio w/gorgeous mountain views near Big Sky Resort - Hill Condo Lookout
A log cabin with a stone patio, outdoor grill, and wicker chairs.

12. Big Sky log cabin close to Big Sky Resort w/amazing views of Lone Peak - Washaki Cabin

Big Sky log cabin close to Big Sky Resort w/amazing views of Lone Peak - Washaki Cabin
Big Sky Mountain Village
9.8 out of 10, Exceptional, (70 reviews)
"The perfect location for visiting Yellowstone Book it today!"
United States
Tommy M.
$484 nightly
The price is $540
Nov 15 - Nov 16
Total with taxes and fees
Big Sky log cabin close to Big Sky Resort w/amazing views of Lone Peak - Washaki Cabin
A moose with antlers walking on a concrete path next to a metal staircase.

13. The Penthouse - Ennis, Montana and the Madison Valley. Close to Yellowstone.

The Penthouse - Ennis, Montana and the Madison Valley. Close to Yellowstone.
Ennis
10.0 out of 10, Exceptional, (2 reviews)
"Wonderful stay at this extremely comfortable property. Beautifully decorated, comfortable bed, large modern bathroom, large deck. The pictures of this listing are great, but it's better in person. We highly recommend. "
United States
Julie A.
$375 nightly
The price is $400
Nov 15 - Nov 16
Total with taxes and fees
The Penthouse - Ennis, Montana and the Madison Valley. Close to Yellowstone.
A snow-covered resort with multiple buildings, a ski slope, and a mountain in the background.

14. Condo in Big Sky Resort Mountain Village, close to slopes - Hill Condo Studio

Condo in Big Sky Resort Mountain Village, close to slopes - Hill Condo Studio
Big Sky Mountain Village
8.8 out of 10, Excellent, (21 reviews)
"Very friendly and texted to check on us due to missing a connecting flight to make sure we were okay. We enjoyed our stay and will will come back."
United States
Patty M.
$409 nightly
The price is $456
Nov 22 - Nov 23
Total with taxes and fees
Condo in Big Sky Resort Mountain Village, close to slopes - Hill Condo Studio
A spiral staircase with metal railings and illuminated steps, leading to an upper floor in a room with plain walls and wooden flooring.

15. Boat & Trailer Parking 3BR Near Madison River

Boat & Trailer Parking 3BR Near Madison River
Ennis
8.0 out of 10, Very good, (2 reviews)
"Newly constructed property. The walls were thin - noise could be an issue. We stayed on the first cold weekend of fall. The downstairs bunk room had no heating- just a blank switch plate where the thermostat should have been. The host was unaware of this. The portable air conditioner in the living room let enough cold air in during a wind gust - that the living room was uncomfortable.These are all issues that I am sure this host will iron out - she was very responsive and easy to work with. The...
United States
David M.
$301 nightly
The price is $325
Nov 17 - Nov 18
Total with taxes and fees
Boat & Trailer Parking 3BR Near Madison River
Exterior

16. Cozy ski-in/ski-out home w/fireplace & clawfoot tub - Little Plume Flat

Cozy ski-in/ski-out home w/fireplace & clawfoot tub - Little Plume Flat
Big Sky
9.6 out of 10, Exceptional, (39 reviews)
"We loved the location!"
United States
Alvin F.
$448 nightly
The price is $499
Nov 15 - Nov 16
Total with taxes and fees
Cozy ski-in/ski-out home w/fireplace & clawfoot tub - Little Plume Flat
A landscaped garden with a pond, surrounded by rocks and plants, and a building in the background.

17. Sporty Mountain & Lake View 3rd Floor Studio

Sporty Mountain & Lake View 3rd Floor Studio
Big Sky Mountain Village
10.0 out of 10, Exceptional, (15 reviews)
"We loved the bed , bathroom and kitchen we would definitely come again"
United States
Steve
$362 nightly
The price is $377
Nov 16 - Nov 17
Total with taxes and fees
Sporty Mountain & Lake View 3rd Floor Studio
A compact kitchen with a washing machine, microwave, and stainless steel appliances.

18. Condo walking distance to lifts/Mountain Village

Condo walking distance to lifts/Mountain Village
Big Sky Mountain Village
8.6 out of 10, Excellent, (47 reviews)
"Great choice"
United States
Stefani
$473 nightly
The price is $528
Nov 25 - Nov 26
Total with taxes and fees
Condo walking distance to lifts/Mountain Village
A rustic cabin with a porch, surrounded by a grassy field and mountains in the background.

19. Hardy Hill Cabin

Hardy Hill Cabin
Sheridan
$341 nightly
The price is $368
Dec 1 - Dec 2
Total with taxes and fees
Hardy Hill Cabin
A cozy living room with a fireplace, wooden furniture, and a large window.

20. Ski + Hike | Cozy Mountain Stay at Stillwater Studio Retreat

Ski + Hike | Cozy Mountain Stay at Stillwater Studio Retreat
Big Sky Mountain Village
8.0 out of 10, Very good, (29 reviews)
"Check in/out was very easy and straightforward. Condo was well equipped and very clean. Great location close to the base area for skiing. "
United States
Eric O.
$421 nightly
The price is $470
Nov 15 - Nov 16
Total with taxes and fees
Ski + Hike | Cozy Mountain Stay at Stillwater Studio Retreat
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Madison County Hotel Reviews

A view from a wooden deck overlooking a vast open field with distant snow-capped mountains under a clear blue sky.
Dream Drift Motel

Dream Drift Motel

Dream Drift Motel
Cameron

10/10 Excellent

Great place to stay. Friendly, clean and in a great location to visit surrounding areas. Stephanie was wonderful and so helpful in getting me set up on late notice. Highly recommend staying here. I will definitely be back.
United States
Thomas
Reviewed July 13, 2023
Dream Drift Motel

Frequently Asked Questions

How many vacation rentals are available in Madison County?

Expedia has plenty of vacation rentals to choose from in and around Madison County, so you’re guaranteed to find the right one for you.


How much is a vacation rental in Madison County?

The selection of Madison County vacation rentals we have selected for you start as low as $130 per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in Madison County?

Vacation rentals in Madison County come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Madison County vacation rentals to suit everyone.


Why should I choose a vacation rental in Madison County?

Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Madison County vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.


How do I find the best deal on a vacation rental in Madison County?

Find vacation rentals in Madison County by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Madison County.


What amenities are available in a vacation rental in Madison County?

The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Madison County vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Madison County?

Everytime is a great time to head to Madison County! Staying in a Madison County vacation rentals you will always find lots going on to keep you entertained.


Why book a vacation rental with Expedia?

Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Madison County. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Madison County vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Madison County, you can save even more.


Can I cancel my vacation rental through Expedia?

Yes, you can cancel or change your Madison County vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.