The Outlook holiday homes
We found 281 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in The Outlook that are perfect for your trip. Whether you’re staying in a holiday home with your children or with friends, you'll have the best amenities for spending time at your home away from home, such as parking and air conditioning. Whatever you're looking for, you'll find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - The Outlook
Showing deals for:24 Oct - 31 Oct
Image gallery for SKI-IN-SKI-OUT Chalet. 1 of 2 Houses at the Base of Mt Crested Butte.

10 out of 10 rating
Exceptional
(21 reviews)
SKI-IN-SKI-OUT Chalet. 1 of 2 Houses at the Base of Mt Crested Butte.
Crested Butte, CO
8% off
Price is NZ$22,686
NZ$3,241 per night
includes taxes & fees
Image gallery for SKI IN, WALK OUT! VIEWS! The perfect mountain retreat. Enjoy the splendor of CB!

9.4 out of 10 rating
Exceptional
(12 reviews)
SKI IN, WALK OUT! VIEWS! The perfect mountain retreat. Enjoy the splendor of CB!
Crested Butte, CO
7% off
Price is NZ$3,156
NZ$451 per night
includes taxes & fees
Image gallery for Fox Trot Cabin- On Mountain, Fabulous Views, Hot Tub, Walk to Ski Lifts

10 out of 10 rating
Exceptional
(17 reviews)
Fox Trot Cabin- On Mountain, Fabulous Views, Hot Tub, Walk to Ski Lifts
Crested Butte, CO
8% off
Price is NZ$27,480
NZ$3,926 per night
includes taxes & fees
Image gallery for Mountain Retreat EVSE, Fireplace, Hot Tub, Sonos Theater, 75" & 55" TV, Free Bus

10 out of 10 rating
Exceptional
(30 reviews)
Mountain Retreat EVSE, Fireplace, Hot Tub, Sonos Theater, 75" & 55" TV, Free Bus
Crested Butte, CO
7% off
Price is NZ$7,500
NZ$1,071 per night
includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
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Cottage
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Find the best place to stay - The Outlook

Modern Lodge - 6 bedrooms, Hot Tub, 2 living rooms, Ski in Ski out, Epic Views
Sleeps 16 · 6 bedrooms · 4+ bathrooms
9.6 out of 10
exceptional
(43 reviews)

Beautiful 3 Bed/3 Bath Townhome with Garage, Hot Tub and Views! Walk to lifts
Sleeps 8 · 3 bedrooms · 2+ bathrooms
10 out of 10
exceptional
(33 reviews)

One-of-a-kind Ski-in/out Mountain Experience! Private HOT TUB!
Sleeps 16 · 6 bedrooms · 6+ bathrooms
10 out of 10
exceptional
(57 reviews)

Aspen Grove, Ski in/out, Hot Tub, Pet Friendly
Sleeps 8 · 4 bedrooms · 4 bathrooms
10 out of 10
exceptional
(81 reviews)
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value