The Outlook holiday rentals

We found 287 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:13 Nov - 20 Nov

Living area
Outdoor dining
Living area
Out door fireplace patio
Exceptional
(19 reviews)

Majestic Mountain Retreat. 5-Star Luxury In-Home Spa Amenities, Sleeps 10.

Crested Butte

8% off
AU$22,781
for 7 nights, 1 home
AU$3,254 per night
includes taxes & fees
Majestic Mountain Retreat. 5-Star Luxury In-Home Spa Amenities, Sleeps 10.
Dining for six and bar seating for three.
Sun drenched living room with 55" smart TV with Samsung Plus TV and Sonos.
Welcome home.
Grab a barstool and hang out.
Exceptional
(39 reviews)

Mountain Retreat EVSE, Fireplace, Hot Tub, Sonos Theater, 75" & 55" TV, Free Bus

Crested Butte

7% off
AU$7,030
for 7 nights, 1 home
AU$1,004 per night
includes taxes & fees
Mountain Retreat EVSE, Fireplace, Hot Tub, Sonos Theater, 75" & 55" TV, Free Bus
Interior
The 4 person hot tub is 50 feet away
Main Entrance
Dining
Exceptional
(11 reviews)

A stylish and comfortable townhome moments from outdoor adventures

Crested Butte

7% off
AU$3,730
for 7 nights, 1 home
AU$533 per night
includes taxes & fees
A stylish and comfortable townhome moments from outdoor adventures
new 43" smart tv and pictures of freestyle
Side yard showing your deck and the deck of unit above yours
new comfortable sofa
king bedroom with access to back deck and patio (summer)and lots closet space
Exceptional
(46 reviews)

End Unit;walk to lifts,or take free bus winter; Ski History Exhibit

Crested Butte

8% off
AU$1,071
for 7 nights, 1 apartment
AU$153 per night
includes taxes & fees
End Unit;walk to lifts,or take free bus winter; Ski History Exhibit
Open Bright Modern Kitchen connecting to dining area
Twilight View From private Deck in our 4 Bed/4 Bath plus Loft Ski In/Out Condo
Gather at the Large Dining table (seats 8) plus 3 additional counter stools.
Entertain and Cook with Open Kitchen, Large Butcher Block, and Modern Lighting.
Exceptional
(38 reviews)

Ski-In/Out, Hot Tub, Shuttle, Views, Garage, Trails, 4BR+Loft –Westwall Paradise

Crested Butte

7% off
AU$3,758
for 7 nights, 1 apartment
AU$537 per night
includes taxes & fees
Ski-In/Out, Hot Tub, Shuttle, Views, Garage, Trails, 4BR+Loft –Westwall Paradise
Dining table seats six comfortably
Mountain views from private balcony
Exterior detail
Bedroom 1
Exceptional
(6 reviews)

TRUE Ski-In/Ski-Out 2BR/2BA Condo at the Base of Peach Tree Lift

Crested Butte

7% off
AU$4,389
for 7 nights, 1 apartment
AU$627 per night
includes taxes & fees
TRUE Ski-In/Ski-Out 2BR/2BA Condo at the Base of Peach Tree Lift
View of living room/queen sofa sleeper and guest queen bedroom with wall open
Watch fireworks front and center on 4th of July and New Years
Living area
Living room/sofa sleeper.  Lock out wall is open with view from guest bedroom.
Exceptional
(5 reviews)

Slopeside Serenity: Hot Tub, Fireplace, Mountain Views—Walk or Shuttle to Lift

Crested Butte

6% off
AU$2,320
for 7 nights, 1 apartment
AU$331 per night
includes taxes & fees
Slopeside Serenity: Hot Tub, Fireplace, Mountain Views—Walk or Shuttle to Lift
Fireside dining.
Spacious, professionally designed condominium with 1,200 sq ft of living space.
Views of Axtel, Red Lady, Whetstone and Paradise Divide with stunning sunsets.
Dining for six (Two new head chairs) and bar seating for four.
Exceptional
(10 reviews)

Designer Condo #3: Views, Hot Tub, Fireplace, 75" & 55" TVs, Sonos, Town/Ski Bus

Crested Butte

7% off
AU$4,205
for 7 nights, 1 apartment
AU$601 per night
includes taxes & fees
Designer Condo #3: Views, Hot Tub, Fireplace, 75" & 55" TVs, Sonos, Town/Ski Bus
Dining
Interior
Interior
Exterior
Exceptional
(21 reviews)

Ski in Ski Out Above Base Area with Free Condo Shuttle, Beautiful Condo!

Crested Butte

7% off
AU$2,387
for 7 nights, 1 apartment
AU$341 per night
includes taxes & fees
Ski in Ski Out Above Base Area with Free Condo Shuttle, Beautiful Condo!
Terrace/patio
Property grounds
Stay warm with the easy to use, clean and stocked pellet stove.
Open Layout throughout main level. Caters well to families and groups.
Exceptional
(21 reviews)

Minutes to the lift, seconds to the hot tub!

Crested Butte

10% off
AU$2,182
for 7 nights, 1 apartment
AU$312 per night
includes taxes & fees
Minutes to the lift, seconds to the hot tub!
You win!
Surrounding views of Axtel, Whetstone, Red Lady and Paradise Divide.
Just relax.
More than 1,200 sq. ft. of space.
Exceptional
(24 reviews)

Designer Condo #2: Epic Views, Hot Tub, 75" & 55" TVs, Sonos, Free Town/Ski Bus

Crested Butte

7% off
AU$4,205
for 7 nights, 1 apartment
AU$601 per night
includes taxes & fees
Designer Condo #2: Epic Views, Hot Tub, 75" & 55" TVs, Sonos, Free Town/Ski Bus
Dinning for six and two barstools.
Spacious, penthouse condominium with 1,300 square feet of living space.
Paradise Divide awaits you.
Surrounding views of Axtel, Whetstone, Red Lady and Paradise Divide.
Exceptional
(27 reviews)

Penthouse #4 Panoramic Views, Hot Tub, 75" & 55" TVs, Sonos, Free Town & Ski Bus

Crested Butte

7% off
AU$4,435
for 7 nights, 1 apartment
AU$634 per night
includes taxes & fees
Penthouse #4 Panoramic Views, Hot Tub, 75" & 55" TVs, Sonos, Free Town & Ski Bus
75" Smart TV with Samsung Plus TV and Sonos Soundbar.  Yes, seventy five inches!
Spacious, penthouse condominium with more than 1,200 sq. ft. of living space.
Big TV. Huge!
Fully equipped kitchen with bar seating for 4 facing out to Mt Crested Butte.
Exceptional
(61 reviews)

Penthouse #1: Panoramic Views, Hot Tub, 75" & 55" TVs, Sonos, Free Ski Bus

Crested Butte

7% off
AU$4,435
for 7 nights, 1 apartment
AU$634 per night
includes taxes & fees
Penthouse #1: Panoramic Views, Hot Tub, 75" & 55" TVs, Sonos, Free Ski Bus
Property grounds
Historic CB Elk Avenue!
Fully Stocked Cook’s Kitchen!
Dining
Exceptional
(21 reviews)

Ski-In/Out Slopeside Mountain 3BR Retreat. Gorgeous Views and Sunsets!

Crested Butte

7% off
AU$4,321
for 7 nights, 1 apartment
AU$617 per night
includes taxes & fees
Ski-In/Out Slopeside Mountain 3BR Retreat. Gorgeous Views and Sunsets!
Living area
One of two balconies
Axtel building entrance
Private kitchen
Exceptional
(70 reviews)

Best Location Condo at Main Chair Lift on Mt. Crested Butte

Crested Butte

10% off
AU$1,979
for 7 nights, 1 apartment
AU$283 per night
includes taxes & fees
Best Location Condo at Main Chair Lift on Mt. Crested Butte
Living area
Living area
Living area
Living area
Exceptional
(6 reviews)

Designer Condo #5, Epic Views, Hot Tub, 75" & 55" TVs, Sonos, Free Winter Bus

Crested Butte

7% off
AU$4,435
for 7 nights, 1 apartment
AU$634 per night
includes taxes & fees
Designer Condo #5, Epic Views, Hot Tub, 75" & 55" TVs, Sonos, Free Winter Bus
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

What is the most popular type of holiday home accommodation in The Outlook?
Based on our research, houses are the most sought-after holiday home type in The Outlook. But as you'd expect, everyone's idea of an epic stay can vary. Stayz has holiday homes of all shapes, sizes and budgets, and we'll help you find the perfect match.
How much does it cost to rent a holiday home in The Outlook?
A range of things affect what you'll pay for your holiday home in The Outlook, including the season, length of stay and type of property. However, all of our holiday homes have one thing in common — amazing value. Just add your travel dates to find your perfect fit.
How much does it cost to rent a beach house in The Outlook?
When you travel and the style and size of the property will influence how much you'll pay for your beachside holiday home. Put in your The Outlook travel dates to view your options on Stayz. Can't live without a private pool? Use our filters to select the amenities and features you want.
Are there pet-friendly holiday homes in The Outlook?
Pack a squeezy toy and a bone for the pup in your life because The Outlook has two holiday homes that roll out the welcome mat to pets. Let your furriest friend join in with the family fun at one of our pet-friendly holiday homes on Stayz. Simply enter your dates and destination, then check the "Pets allowed" filter box.
What are popular home amenities in The Outlook?
When it comes to home amenities that guests look for in The Outlook, a barbecue grill, mountain views and a garden rank the highest. With Stayz holiday homes, there are choices to match your style and taste, whether you're on a trip with friends, family or even pets.
Are there large group holiday homes in The Outlook?
The Outlook has two holiday properties that can host 10 or more people. These properties come with the space you need to share good times with family and friends.
Are there holiday homes in The Outlook that welcome kids?
With two family-friendly holiday homes to select from in The Outlook, now is the perfect time to introduce the kids to the thrills of travel. Click on our "Properties good for families" filter box to view stays that come with amenities perfect for holidaying families, such as full kitchens, private pools, bunk beds and entertainment units.
How old do you have to be to rent a holiday home in The Outlook?
It's a good idea to check with the Outlook holiday home you'd like on Stayz as age restrictions differ. However, normally it's 16, 18 or 21.
How long can I rent a holiday home in The Outlook for?
The amount of time you can stay in a The Outlook holiday home for is up to the property. Simply put in your travel dates to see available options that offer long-term stays. They feature all you require to make your extended trip more convenient and comfortable, like kitchens and yards. Some Stayz holiday homes may also offer weekly or monthly discounted prices, so you can stick around for longer for less.

More holiday ideas