Vacation rentals near Pony Express Ski Lift

We found 1,291 vacation rentals — enter your dates for availability

Where to?

Dates

Calendar
Flexible dates

May 2026

June 2026

Choose the right private vacation rental within easy reach of Pony Express Ski Lift. Vacation homes offer the best amenities for your family, friends, or furry companion, like air conditioning and cable TV. At the end of the day, you'll be sure to find a rental that has what everyone needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts - Pony Express Ski Lift

Showing deals for:Aug 21 - Aug 28

Exceptional

(27 reviews)

Stunning Riverfront Escape! Private Hot Tub.

Gallatin Gateway

9% off

All fees included

Relax overlooking the Spanish Peaks after day of skiing, fishing or exploring!

Exceptional

(74 reviews)

August Specials Available! Plan Your Big Sky and Yellowstone Adventure!

Big Sky

8% off

All fees included

Exceptional

(66 reviews)

Big Sky Home, Spacious and Clean, with Private Hot Tub, Fireplace and Garage

Big Sky

7% off

All fees included

Exceptional

(6 reviews)

Amazing Mountain Views, Walk to Ski Shuttle! In the heart of Big Sky Golf

Big Sky

8% off

All fees included

Exceptional

(63 reviews)

4 Bedroom Luxury Ski in/ Ski Out Powder Ridge Cabin W/ Hot Tub

Big Sky

9% off

All fees included

Exceptional

(39 reviews)

Totally Remodeled Arrowhead Chalet. Awesome location!! Ski in/ski out!!

Big Sky

8% off

All fees included

Exceptional

(35 reviews)

Spanish Peaks Condo-Family Friendly w/ Hot Tub and Great Views!

Big Sky

8% off

All fees included

Exceptional

(55 reviews)

Big Sky Ski Chalet 3 Mins to Lifts with Hot Tub, Fireplace & Queen Bed Bunk Room

Big Sky

8% off

All fees included

Exceptional

(19 reviews)

MOUNTAIN VIEWS, HOT TUB & SAUNA! Cozy fireplace, 10-minutes from the slopes!

Big Sky

8% off

All fees included

Exceptional

(11 reviews)

Charming 2 Bedroom Condo in Big Sky Meadow with Private Garage. Pet-Friendly!

Big Sky

8% off

All fees included

Exceptional

(111 reviews)

Truly Ski In/Ski Out Condo! Spacious- Sleeps 11! Great Mountain Views!

Big Sky

8% off

All fees included

Exceptional

(28 reviews)

PRIVATE creekside house on cattle ranch 45 mins from Yellowstone National Park

Cameron

9% off

All fees included

Exceptional

(179 reviews)

Gorgeous View! Cozy Condo with Mountain Views Near Big Sky Resort & Yellowstone

Big Sky

8% off

All fees included

Wood burning fireplace and mountain views in the living room. Art by S. Dunn.

Exceptional

(9 reviews)

Spacious 3 Bd 3 Ba + Loft, Private Hot Tub, Walk to Town Center

Big Sky

12% off

All fees included

Excellent

(13 reviews)

Comfortable Condo Steps from lifts, access to amenities

Big Sky

18% off

All fees included

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Pony Express Ski Lift

Premier Host

Luxury 5 Bedroom Big Sky Retreat

Sleeps 11 · 5 bedrooms · 4 bathrooms

Ski-in/Ski-out w/private hot tub in Moonlight Basin - Cowboy Heaven - Powder River Chalet

Sleeps 13 · 4 bedrooms · 4+ bathrooms

Premier Host

Best Ski-in/Ski-out Moonlight Basin 12 Indian Summer, 4BR/4.5BA BOOK NOW!

Sleeps 9 · 4 bedrooms · 4+ bathrooms

Top rated rentals - Pony Express Ski Lift

Image of Ski-in, Ski-out Townhome with Private Hot Tub

Great location and property. Check out was easy. Hottub was dirty

Stephen V.

Stayed Feb 2025

Image of Ski-in/ski-out home w/great views & hot tub in Moonlight Basin - Saddle Ridge - Timber Wolf Chalet

Great location on the Dillon Res with great views

Great location when all g multiple mountains! Minutes from downtown Frisco and great food. Will be back in summer to be able to kayak/paddleboard on the Dillon Res. Hot Tubs were a very short walk from unit. We had a great stay!

Mike B.

Stayed Jan 2025

Image of Ski-in/Ski-out w/Private Hot Tub & Pet Friendly in Moonlight - Saddle Ridge - Mountain Vista Chalet

Saddle ridge k2

Great place! Ski in ski out when snow conditions allow. Nice area with great views. All necessities available.

Shad R.

Stayed Nov 2024

Image of Ski-in/ski-out home in Moonlight Basin w/private hot tub - Saddle Ridge - Gambler Chalet

Premier Host

Nice Getaway

We stayed in Big Sky to go to Yellowstone Park. It was about an hour drive each way so a little further than preferred but found Big Sky and this place a nice getaway especially when a last minute snowstorm made the spa an awesome add! Place is 3 stories so can have separation if are multiple couples or children. Place was nicely decorated and comfortable. Would go again.

Judy W.

Stayed Jun 2024

Image of Perfect Yellowstone Base Camp-Multilevel Luxury Chalet, Hot Tub, 2 Decks, Views

Premier Host

Beautiful view, easy rental

We stayed for a week during NYE 2023/24 and enjoyed every minute in the house - of which there were a lot of minutes! The location is perfect for accessing the Big Sky mountain ski runs from the front door. The kitchen was stocked better than any other home we stayed in prior AND the beds were comfortable with great linens. The owners provided all the information we needed from the beginning and made themselves available if we needed anything during the trip. We hope to return to the house in the summer to experience the area in a different season!

Erin S.

Stayed Dec 2023

Peace of mind
Our Book with Confidence guarantee gives you 24/7 support
All the privacy of home
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.
Learn more