A large rock formation in a grassy field with a small lake in the foreground and hills in the background.

Madison County Holiday Rentals

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Our top choices for Madison County holiday rentals

A cozy living room with a fireplace, a large wooden table, and a view of mountains through a sliding glass door.

1. Montana Getaway with mountain views

Montana Getaway with mountain views
Ennis
10.0 out of 10, Exceptional, (54 reviews)
"Clean, updated, quiet, convenient to town. "
United States
Brent R.
The price is HK$1,493
HK$2,813 total
includes taxes & fees
31 Oct - 1 Nov
Montana Getaway with mountain views
Property grounds

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.
The price is HK$1,342
HK$2,043 total
includes taxes & fees
21 Oct - 22 Oct
Hangman’s Guest Ranch - Kingfisher Cabin. Entire cabin by historic Virginia City
Property grounds

3. 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, (6 reviews)
"We really enjoyed our experience! Highly recommend to anyone.Thanks you!"
United States
John H.
The price is HK$1,342
HK$2,043 total
includes taxes & fees
21 Oct - 22 Oct
Hangman’s Guest Ranch - Meadowlark Cabin. Entire cabin by historic Virginia City
Property grounds

4. 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.
The price is HK$1,342
HK$2,043 total
includes taxes & fees
21 Oct - 22 Oct
Hangman’s Guest Ranch - Tanager Cabin. Entire cabin by historic Virginia City
A rustic outdoor setting with trees, a gravel path, and a wooden bench.

5. Montana Bunkhouse with unforgettable views. Bring your horses/equine facility..

Montana Bunkhouse with unforgettable views. Bring your horses/equine facility..
North Meadow Creek
10.0 out of 10, Exceptional, (2 reviews)
"We had such an incredible stay at the bunkhouse! As soon as you turn onto the driveway, the incredible views of God’s county will take your breath away. The bunkhouse makes you feel like you are part of the farm family. With the friendly farm dogs making you feel welcome, the sound of the chickens and ducks and sweet barn kitty, it doesn’t take long to feel like you belong there! The beautiful views are laced with the cutest little foals that will absolutely put a smile on your face! Michelle is...
United States
Ali P.
The price is HK$1,962
HK$3,390 total
includes taxes & fees
21 Oct - 22 Oct
Montana Bunkhouse with unforgettable views. Bring your horses/equine facility..
IMG 7975

6. 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.
The price is HK$1,240
HK$2,229 total
includes taxes & fees
21 Oct - 22 Oct
The Suite - In the heart of Ennis, Montana and the Madison Valley. Fishing Haven
Property grounds

7. 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.
The price is HK$1,271
HK$1,958 total
includes taxes & fees
26 Oct - 27 Oct
Hangman’s Guest Ranch - Osprey Cabin. Entire cabin by historic Virginia City
A covered outdoor area with a wooden deck, a sliding door, and a small porch.

8. 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, (2 reviews)
"Very nice creekside Tiny House. Very quiet. About 3 miles from town."
United States
Joan C.
The price is HK$777
HK$1,449 total
includes taxes & fees
2 Nov - 3 Nov
Unique creek side, pet friendly tiny home on the outskirts of Sheridan MT.
Springtime irises in the front yard

9. 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.
The price is HK$1,497
HK$2,772 total
includes taxes & fees
21 Oct - 22 Oct
The Retreat - Ennis, Montana and the heart of Madison Valley. Fishing Paradise.
Two comfortable swivel chairs in the penthouse

10. 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.
The price is HK$1,732
HK$3,063 total
includes taxes & fees
21 Oct - 22 Oct
The Penthouse - Ennis, Montana and the Madison Valley. Close to Yellowstone.
A living room with a wooden floor, a grey sofa, a television on a wooden stand, and a small wooden coffee table.

11. Vintage Charmer/Room for the whole family

Vintage Charmer/Room for the whole family
Sheridan
The price is HK$2,088
HK$3,738 total
includes taxes & fees
21 Oct - 22 Oct
Vintage Charmer/Room for the whole family
A cozy cabin interior with a sofa, a wooden coffee table, and a kitchen area.

12. Hardy Hill Cabin

Hardy Hill Cabin
Sheridan
The price is HK$1,886
HK$3,122 total
includes taxes & fees
2 Nov - 3 Nov
Hardy Hill Cabin
A modern building with a dark exterior, a large garage door, and a sloped roof.

13. Relax in a private, designer two-story suite overlooking the Madison Valley

Relax in a private, designer two-story suite overlooking the Madison Valley
Shining Mountains
8.0 out of 10, Very good, (6 reviews)
"Great place. Beautiful views!"
United States
Nikki G.
The price is HK$876
HK$1,565 total
includes taxes & fees
25 Oct - 26 Oct
Relax in a private, designer two-story suite overlooking the Madison Valley
A modern kitchen with dark cabinets, a stainless steel refrigerator, a microwave, and a bar area with two chairs.

14. 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.
The price is HK$863
HK$3,768 total
includes taxes & fees
21 Oct - 22 Oct
Newly remodeled studio w/gorgeous mountain views near Big Sky Resort - Hill Condo Lookout
A cozy living room with a sofa, dining table, and chairs, a wooden cabinet, and a large window with curtains.

15. Condo walking distance to lifts/Mountain Village

Condo walking distance to lifts/Mountain Village
Big Sky Mountain Village
8.6 out of 10, Excellent, (46 reviews)
"Great choice"
United States
Stefani
The price is HK$3,108
HK$5,120 total
includes taxes & fees
1 Nov - 2 Nov
Condo walking distance to lifts/Mountain Village
A modern two-story house with a sloped roof, large windows, and a view of snow-capped mountains in the background.

16. Peaceful 3-bedroom house with AC in charming Ennis, MT

Peaceful 3-bedroom house with AC in charming Ennis, MT
Shining Mountains
10.0 out of 10, Exceptional, (1 review)
"Everything as advertised"
United States
Rob G.
The price is HK$1,373
HK$3,636 total
includes taxes & fees
2 Nov - 3 Nov
Peaceful 3-bedroom house with AC in charming Ennis, MT
A log cabin with a stone patio, outdoor grill, and wicker chairs.

17. 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)
"Great place to stay, highly recommend!"
United States
molly s.
The price is HK$1,177
HK$4,235 total
includes taxes & fees
21 Oct - 22 Oct
Big Sky log cabin close to Big Sky Resort w/amazing views of Lone Peak - Washaki Cabin
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.

18. 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
9.2 out of 10, Wonderful, (40 reviews)
"Perfect for what we needed, will stay again."
United States
Erik R.
The price is HK$698
HK$2,083 total
includes taxes & fees
1 Nov - 2 Nov
Mtn View Beauty- Walk to Slopes & Lake Lavinski- Top Rated Condo-Sleeps 5-Cheap
A modern living room with a sofa, a coffee table, and a dining area with a table and chairs.

19. Slope-Side 1 Bedroom, Walk to Chairlifts!

Slope-Side 1 Bedroom, Walk to Chairlifts!
Big Sky Mountain Village
10.0 out of 10, Exceptional, (158 reviews)
"Had a great stay. The space was clean and so convenient to the lists. "
United States
Chuck H.
The price is HK$734
HK$3,519 total
includes taxes & fees
21 Oct - 22 Oct
Slope-Side 1 Bedroom, Walk to Chairlifts!
A cabin with a deck, large windows, and a chimney.

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

The Last Best Place- The Valley View - Five Bedrooms 3 Baths -multilevel deck
Ennis
9.6 out of 10, Exceptional, (18 reviews)
"The place was great. We had 8 adults stay comfortably here. The views were great and the location was perfect."
United States
Mark M.
The price is HK$6,278
HK$7,747 total
includes taxes & fees
21 Oct - 22 Oct
The Last Best Place- The Valley View - Five Bedrooms 3 Baths -multilevel deck
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

Shoshone Condos at Big Sky Resort

Shoshone Condos at Big Sky Resort

10/10 Excellent
"I booked this room back in February and forgot just how large & spacious it was! Wow! I traveled alone on this trip, and my room could have had 8 people stay in it so this felt like a house to me, and i loved every minute of it! I arrived late night to the hotel and due to some woman expecting a package from the hotel's mail room, the front desk person wasnt there for 10 mins. When she arrived she was very nice and helpful, as the wait was from this woman & her finding a package. The lodge itself was a bit confusing as to where to check in & park at first, but thankfully i was directed to the right hotel and the valet guy helped park my car as it was a bit far to lug all of my stuff from their parking area. My room was extremely clean, and with the space and full kitchen, I loved it! The view and the balcony in the morning were both spectacular, and i made sure to enjoy in in the morning with my bathrobe & coffee before I got my day started and checked out. If I am ever in Big Sky again, i will definitely stay here."
Lawrence 1-night trip
Posted 2 days ago
Shoshone Condos at Big Sky Resort