The Outlook holiday rentals
We found 285 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:27 Nov - 4 Dec
Exceptional
(20 reviews)
Majestic Mountain Retreat. 5-Star Luxury In-Home Spa Amenities, Sleeps 10.
Crested Butte
S$21,837
for 7 nights, 1 home
S$3,120 per night
includes taxes & fees
Exceptional
(47 reviews)
End Unit;walk to lifts,or take free bus winter; Ski History Exhibit
Crested Butte
S$1,323
for 7 nights, 1 apartment
S$189 per night
includes taxes & fees
Exceptional
(39 reviews)
Mountain Retreat EVSE, Fireplace, Hot Tub, Sonos Theater, 75" & 55" TV, Free Bus
Crested Butte
S$6,690
for 7 nights, 1 home
S$956 per night
includes taxes & fees
Exceptional
(11 reviews)
A stylish and comfortable townhome moments from outdoor adventures
Crested Butte
S$3,513
for 7 nights, 1 home
S$502 per night
includes taxes & fees
Exceptional
(6 reviews)
TRUE Ski-In/Ski-Out 2BR/2BA Condo at the Base of Peach Tree Lift
Crested Butte
S$4,497
for 7 nights, 1 apartment
S$642 per night
includes taxes & fees
Exceptional
(24 reviews)
Designer Condo #2: Epic Views, Hot Tub, 75" & 55" TVs, Sonos, Free Town/Ski Bus
Crested Butte
S$4,679
for 7 nights, 1 apartment
S$668 per night
includes taxes & fees
Exceptional
(10 reviews)
Designer Condo #3: Views, Hot Tub, Fireplace, 75" & 55" TVs, Sonos, Town/Ski Bus
Crested Butte
S$4,679
for 7 nights, 1 apartment
S$668 per night
includes taxes & fees
Exceptional
(21 reviews)
Minutes to the lift, seconds to the hot tub!
Crested Butte
S$2,212
for 7 nights, 1 apartment
S$316 per night
includes taxes & fees
Exceptional
(21 reviews)
Ski in Ski Out Above Base Area with Free Condo Shuttle, Beautiful Condo!
Crested Butte
S$2,638
for 7 nights, 1 apartment
S$377 per night
includes taxes & fees
Exceptional
(5 reviews)
Slopeside Serenity: Hot Tub, Fireplace, Mountain Views—Walk or Shuttle to Lift
Crested Butte
S$2,285
for 7 nights, 1 apartment
S$326 per night
includes taxes & fees
Exceptional
(21 reviews)
Ski-In/Out Slopeside Mountain 3BR Retreat. Gorgeous Views and Sunsets!
Crested Butte
S$3,916
for 7 nights, 1 apartment
S$559 per night
includes taxes & fees
Exceptional
(27 reviews)
Penthouse #4 Panoramic Views, Hot Tub, 75" & 55" TVs, Sonos, Free Town & Ski Bus
Crested Butte
S$4,679
for 7 nights, 1 apartment
S$668 per night
includes taxes & fees
Exceptional
(63 reviews)
Penthouse #1: Panoramic Views, Hot Tub, 75" & 55" TVs, Sonos, Free Ski Bus
Crested Butte
S$4,679
for 7 nights, 1 apartment
S$668 per night
includes taxes & fees
Excellent
(58 reviews)
Snowcrest Condo | Walk to the Lifts
Crested Butte
S$2,926
for 7 nights, 1 apartment
S$418 per night
includes taxes & fees
Exceptional
(70 reviews)
Best Location Condo at Main Chair Lift on Mt. Crested Butte
Crested Butte
S$1,811
for 7 nights, 1 apartment
S$259 per night
includes taxes & fees
Exceptional
(6 reviews)
Designer Condo #5, Epic Views, Hot Tub, 75" & 55" TVs, Sonos, Free Winter Bus
Crested Butte
S$4,665
for 7 nights, 1 apartment
S$666 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - The Outlook
Short walk to the slopes, Amazing View with Balcony, Hot Tub!
Sleeps 6 · 3 bedrooms · 2 bathrooms
Amazing Mountain Home w/ 360 degree mountain views, hot tub and outdoor deck.
Sleeps 16 · 7 bedrooms · 7+ bathrooms
Cozy CB Condo Close to Ski Resort and Hiking/Biking
Sleeps 6 · 2 bedrooms · 2 bathrooms
Ski in Ski Out Above Base Area with Free Condo Shuttle, Beautiful Condo!
Sleeps 8 · 2 bedrooms · 2 bathrooms
Balcony Suite w/ Kitchenette | Perfect for Couple Stay with Pool Access
Sleeps 4 · 1 bedroom · 1 bathroom
Rustic Modern Retreat! 3bed/2bath Close to Lifts
Sleeps 6 · 3 bedrooms · 2 bathrooms
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
Frequently asked questions
What is the most popular type of holiday rental accommodation in The Outlook?
Based on our research, houses are the most sought-after holiday rental type in The Outlook. But as you'd expect, everyone's idea of an epic stay can vary. Vrbo has holiday rentals of all shapes, sizes and budgets, and we'll help you find the perfect match.
How much does it cost to rent a holiday rental in The Outlook?
A range of things affect what you'll pay for your holiday rental 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 rental. Put in your The Outlook travel dates to view your options on Vrbo. Can't live without a private pool? Use our filters to select the amenities and features you want.
Are there pet-friendly holiday rentals 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 rentals on Vrbo. Simply enter your dates and destination, then check the "Pets allowed" filter box.
What are popular rental amenities in The Outlook?
When it comes to rental amenities that guests look for in The Outlook, a barbecue grill, mountain views and a garden rank the highest. With Vrbo holiday rentals, 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 rentals 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 rentals 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 rental in The Outlook?
It's a good idea to check with the Outlook holiday rental you'd like on Vrbo as age restrictions differ. However, normally it's 16, 18 or 21.
How long can I rent a holiday rental in The Outlook for?
The amount of time you can stay in a The Outlook holiday rental 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 Vrbo holiday rentals may also offer weekly or monthly discounted prices, so you can stick around for longer for less.