Photo by Miranda J

Search Chalets in Paradise Valley

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
17 Oct - 19 Oct
In one month
31 Oct - 2 Nov
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec

Featured Chalets in Paradise Valley

Bridger Lodge: Ski-In Ski-Out/Hike/Bike/Fish/Hunt Bridger Bowl Ski Area
Exterior

Bridger Lodge: Ski-In Ski-Out/Hike/Bike/Fish/Hunt Bridger Bowl Ski Area

10.0 out of 10, Exceptional, (11)
"We had an amazing stay at the location. The property is truly a gem!! "
Bridger Lodge: Ski-In Ski-Out/Hike/Bike/Fish/Hunt Bridger Bowl Ski Area
Ski in Ski out Bridger Bowl Mountain Chalet
Property grounds

Ski in Ski out Bridger Bowl Mountain Chalet

9.8 out of 10, Exceptional, (19)
"The home was exactly as advertised. We walked all the trails and it was very peaceful. We would love to come back in the winter to see it covered in snow!"
Ski in Ski out Bridger Bowl Mountain Chalet
New listing! Recently updated chalet in Big Sky. Hot tub & close to town center!
Exterior

New listing! Recently updated chalet in Big Sky. Hot tub & close to town center!

10.0 out of 10, Exceptional, (13)
"Everything was exceptional and was exactly how it was listed. Really enjoyed our stay. "
New listing! Recently updated chalet in Big Sky. Hot tub & close to town center!
Yellowstone Park Riverfront Chalet
Property grounds

Yellowstone Park Riverfront Chalet

10.0 out of 10, Exceptional, (30)
"Ratings speak for themselves. "
Yellowstone Park Riverfront Chalet
Chalet w garage
Exterior

Chalet w garage

10.0 out of 10, Exceptional, (12)
"Great property, near the ski resort and town center! "
Chalet w garage
Luxury Townhome in the Heart of Big Sky
Property grounds

Luxury Townhome in the Heart of Big Sky

10.0 out of 10, Exceptional, (10)
"Highly recommend "
Luxury Townhome in the Heart of Big Sky
Counts Creek Cabin -Gorgeous Luxury Home on Mill Creek in the Paradise Valley
Exterior

Counts Creek Cabin -Gorgeous Luxury Home on Mill Creek in the Paradise Valley

10.0 out of 10, Exceptional, (5)
"This is the real deal if you want to stay in Montana. Truly fabulous. The people who manage the ranch were very friendly. Two minor quibbles: 1)The communication process is a bit confusing. There is VRBO, then there is a property management company, and then I got asked to download an app for another service (Hospitality) (so 3 apps in total!). Reaching the person responsible can only be done (it appears) using a phone number which is not convenient when traveling abroad. 2) the check and...
Counts Creek Cabin -Gorgeous Luxury Home on Mill Creek in the Paradise Valley
Alpenglow Chalet @ Bridger Bowl and Crosscut
Terrace/patio

Alpenglow Chalet @ Bridger Bowl and Crosscut

10.0 out of 10, Exceptional, (17)
"Beautiful home in an incredible area, with lots of extras!"
Alpenglow Chalet @ Bridger Bowl and Crosscut
The Sapphire Lodge - Big Sky Town Center
Exterior

The Sapphire Lodge - Big Sky Town Center

10.0 out of 10, Exceptional, (11)
"The home was so cozy and welcoming. It was great to come home to the fire and hot tub after a cold day of skiing. Would definitely return!"
The Sapphire Lodge - Big Sky Town Center
Escape to Big Sky with this Relaxing Retreat
Exterior

Escape to Big Sky with this Relaxing Retreat

10.0 out of 10, Exceptional, (2)
"Nice clean house. Enough room for five of us. Hot tub and close to town."
Escape to Big Sky with this Relaxing Retreat
NEW! LAST MINUTE SPECIAL! Spacious Modern Chalet, Close To Everything Big Sky, MT!
Exterior

NEW! LAST MINUTE SPECIAL! Spacious Modern Chalet, Close To Everything Big Sky, MT!

10.0 out of 10, Exceptional, (2)
"The place is wonderful and we loved everything about it. My only hang up is the price VRBO showed me after booking was significantly lower than what my credit card was billed. All fees considered. Not sure if this is a VRBO issue or the management company but nobody was really interested in explaining to me the difference. Mgt company said what was billed on my credit card was correct so I took their word for it. Nice place though and would love to stay again."
NEW! LAST MINUTE SPECIAL! Spacious Modern Chalet, Close To Everything Big Sky, MT!
Luxury Big Sky Modern Single Family Home
Exterior

Luxury Big Sky Modern Single Family Home

10.0 out of 10, Exceptional, (4)
"Anything and everything you would want in a winter vacation home! Beautiful, modern, clean and comfortable stay. The view of the mountains and BIG sky every morning from the front living room, dining and kitchen was spectacular. It was a quick 15 minute drive to the resort every morning to ski/snowboard. Restaurants within a 1-2 minute drive. Would definitely stay again."
Luxury Big Sky Modern Single Family Home
Spend the Holidays Here! Custom Chalet with Mountain Views, Near Town Center, with a Lovely Deck!
Outdoor dining

Spend the Holidays Here! Custom Chalet with Mountain Views, Near Town Center, with a Lovely Deck!

8.8 out of 10, Excellent, (3)
"The property was very clean with new amenities. Quiet, relaxing and accessible to local stores and restaurants. Close to Yellowstone for day trips. WIFI was good for working remote. Working with the property management team was seamless and easy. No issues. No stress. Only real issue was I found cell coverage was spotty while at the property ( both Verizon and AT&T). Overall, very nice stay and location."
Spend the Holidays Here! Custom Chalet with Mountain Views, Near Town Center, with a Lovely Deck!
New to Market! Big Sky Town Center Home
Exterior

New to Market! Big Sky Town Center Home

New to Market! Big Sky Town Center Home
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Paradise Valley Hotel Reviews

Home2 Suites by Hilton Livingston Yellowstone

Home2 Suites by Hilton Livingston Yellowstone

10/10 Excellent
"very good，will come back"
Lei 1-night trip
Posted 23 hours ago
Home2 Suites by Hilton Livingston Yellowstone

Find out more about Paradise Valley

Find out more about Paradise Valley

Paradise Valley Chalets information

Number of reviews
125
Accommodation
13 Chalets
Lowest Price
Highest Price

Explore a world of travel with Expedia

Explore a world of travel with Expedia