The Outlook holiday lettings
We found 286 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

Exceptional
(39 reviews)
Mountain Retreat EVSE, Fireplace, Hot Tub, Sonos Theater, 75" & 55" TV, Free Bus
Crested Butte
£3,888
for 7 nights, 1 home
£555 per night
includes taxes & fees

Exceptional
(19 reviews)
Majestic Mountain Retreat. 5-Star Luxury In-Home Spa Amenities, Sleeps 10.
Crested Butte
£12,314
for 7 nights, 1 home
£1,759 per night
includes taxes & fees

Exceptional
(11 reviews)
A stylish and comfortable townhome moments from outdoor adventures
Crested Butte
£2,028
for 7 nights, 1 home
£290 per night
includes taxes & fees

Exceptional
(38 reviews)
Ski-In/Out, Hot Tub, Shuttle, Views, Garage, Trails, 4BR+Loft –Westwall Paradise
Crested Butte
£1,972
for 7 nights, 1 apartment
£282 per night
includes taxes & fees

Exceptional
(46 reviews)
End Unit;walk to lifts,or take free bus winter; Ski History Exhibit
Crested Butte
£560
for 7 nights, 1 apartment
£80 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
£2,434
for 7 nights, 1 apartment
£348 per night
includes taxes & fees

Exceptional
(10 reviews)
Designer Condo #3: Views, Hot Tub, Fireplace, 75" & 55" TVs, Sonos, Town/Ski Bus
Crested Butte
£2,330
for 7 nights, 1 apartment
£333 per night
includes taxes & fees

Exceptional
(21 reviews)
Ski in Ski Out Above Base Area with Free Condo Shuttle, Beautiful Condo!
Crested Butte
£1,235
for 7 nights, 1 apartment
£176 per night
includes taxes & fees

Exceptional
(5 reviews)
Slopeside Serenity: Hot Tub, Fireplace, Mountain Views—Walk or Shuttle to Lift
Crested Butte
£1,200
for 7 nights, 1 apartment
£171 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
£2,330
for 7 nights, 1 apartment
£333 per night
includes taxes & fees

Exceptional
(21 reviews)
Minutes to the lift, seconds to the hot tub!
Crested Butte
£1,129
for 7 nights, 1 apartment
£161 per night
includes taxes & fees

Exceptional
(27 reviews)
Penthouse #4 Panoramic Views, Hot Tub, 75" & 55" TVs, Sonos, Free Town & Ski Bus
Crested Butte
£2,459
for 7 nights, 1 apartment
£351 per night
includes taxes & fees

Exceptional
(21 reviews)
Ski-In/Out Slopeside Mountain 3BR Retreat. Gorgeous Views and Sunsets!
Crested Butte
£2,293
for 7 nights, 1 apartment
£328 per night
includes taxes & fees

Exceptional
(62 reviews)
Penthouse #1: Panoramic Views, Hot Tub, 75" & 55" TVs, Sonos, Free Ski Bus
Crested Butte
£2,459
for 7 nights, 1 apartment
£351 per night
includes taxes & fees

Exceptional
(70 reviews)
Best Location Condo at Main Chair Lift on Mt. Crested Butte
Crested Butte
£1,058
for 7 nights, 1 apartment
£151 per night
includes taxes & fees

Exceptional
(6 reviews)
Designer Condo #5, Epic Views, Hot Tub, 75" & 55" TVs, Sonos, Free Winter Bus
Crested Butte
£2,459
for 7 nights, 1 apartment
£351 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

Amazing Mountain Home w/ 360 degree mountain views, hot tub and outdoor deck.
Sleeps 16 · 7 bedrooms · 7+ bathrooms

Ski in Ski Out Above Base Area with Free Condo Shuttle, Beautiful Condo!
Sleeps 8 · 2 bedrooms · 2 bathrooms

Short walk to the slopes, Amazing View with Balcony, Hot Tub!
Sleeps 6 · 3 bedrooms · 2 bathrooms

The Plaza Crested Butte
Sleeps 6 · 2 bedrooms

Balcony Suite w/ Kitchenette | Perfect for Couple Stay with Pool Access
Sleeps 4 · 1 bedroom · 1 bathroom

Cozy CB Condo Close to Ski Resort and Hiking/Biking
Sleeps 6 · 2 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, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
How much does it cost to rent a holiday home in The Outlook?
Prices for holiday rentals in The Outlook vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in The Outlook to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for The Outlook holiday house rentals?
You can find great discounts on house rentals in The Outlook on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Are there any The Outlook holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in The Outlook with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I find long-stay holiday rentals in The Outlook?
A long-stay holiday rental in The Outlook is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit The Outlook for a holiday rental?
July is the most popular time to visit The Outlook, attracting families and adventure seekers looking to enjoy the beautiful summer weather. During this month, the climate is pleasantly warm, typically ranging from 15 to 30 degrees Celsius, providing ideal conditions for outdoor activities such as hiking and cycling. The long daylight hours allow for ample opportunities to explore the picturesque surroundings, making it a fantastic time for sightseeing and connecting with nature.While summer is undeniably vibrant, the high tourist season extends from December to February, when visitors flock to the area for skiing and winter sports. This period is superb for those keen on experiencing the snowy landscapes and enjoying cosy evenings by the fire after a day on the slopes. However, if you prefer a quieter atmosphere and still want to enjoy pleasant weather, May can offer a more relaxed experience with fewer crowds, all while showcasing the region's natural beauty as it blooms into spring.For those seeking good value, consider planning your visit in May, when holiday rentals may be more affordable. This month allows for comfortable exploration of the local parks and trails without the hustle and bustle of peak tourist activity, making it easier to enjoy the serenity of The Outlook.Ultimately, the best time to visit The Outlook for a holiday rental hinges on your preference for lively summer adventures or a peaceful off-peak experience filled with natural beauty.
How early should I book a The Outlook holiday rental?
Book your The Outlook holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.
*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my The Outlook home rental booking on Vrbo?
To find The Outlook holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.
Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the The Outlook holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.
If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.
Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.
More holiday ideas
- Aspen Snowmass Holiday Rentals
- Maroon Bells Holiday Rentals
- East River Express Lift Holiday Rentals
- Alien Shack Trailhead Holiday Rentals
- Ashcroft Ghost Town Holiday Rentals
- Gunnison - Crested Butte Holiday Rentals
- Ponderosa Holiday Rentals
- Aspen Recreation Center Holiday Rentals
- Crested Mountain Holiday Rentals
- Aspen Highlands Holiday Rentals
- West Buttermilk Express Ski Lift Holiday Rentals
- Ashcroft Holiday Rentals
- Crested Butte Mountain Resort Holiday Rentals
- Bingo Glades Holiday Rentals
- Mount Crested Butte Holiday Rentals
- Aspen Holiday Rentals
- Marble Holiday Rentals
- Almont Holiday Rentals
- The Ritz Carlton Destination Club Holiday Rentals
- Snowmass Mountain Holiday Rentals
- Buttermilk Mountain Holiday Rentals
- San Mortiz Holiday Rentals
- Crested Butte South Holiday Rentals
- Crested Butte Holiday Rentals
- Black Bear Lodge Holiday Rentals
- Pitchfork Holiday Rentals
- Aspen Mountain Holiday Rentals
- The Chateaux Holiday Rentals
- Crested Butte Mountain Theatre Holiday Rentals
- Downtown Aspen Holiday Rentals
- Longstay Hotels in Aspen Snowmass
- Rentals with pool near Hagerman Tunnel
- Rv and caravan rentals in Blue Mesa Reservoir
- Family rentals near Villa Cortina
- Pet-Friendly rentals in Edwards
- Houses in Snowmass Village
- Cabins in Snowmass Village
- Chalets in Copper Mountain
- Pet-Friendly rentals in Copper Mountain
- Cabins in Copper Mountain
- Apartments in Vail
- Chalets in Vail
- Pet-Friendly rentals in Vail
- Rentals with hot tubs in Vail
- Houses in Vail
- Lodges in Vail
- Cabins in Vail
- Resorts in Vail
- Ski-In/Ski-Out rentals in Vail
- Townhouses in Vail
- Villas in Vail
- Longstay Hotels in Vail
- Apartments in Beaver Creek
- Family rentals in Beaver Creek
- Houses in Beaver Creek
- Lodges in Beaver Creek
- Cabins in Beaver Creek
- Townhouses in Beaver Creek
- Resorts in Avon
- Longstay Hotels in Avon
- Longstay Hotels in Salida
- Longstay Hotels in Gunnison
- Apartments in Aspen
- Chalets in Aspen
- Cottages in Aspen
- Pet-Friendly rentals in Aspen
- Rentals with hot tubs in Aspen
- Houses in Aspen
- Lodges in Aspen
- Cabins in Aspen
- Resorts in Aspen
- Ski-In/Ski-Out rentals in Aspen
- Townhouses in Aspen
- Villas in Aspen
- Longstay Hotels in Aspen
- Apartments in Eagle County
- Cabins in Eagle County
- Villas in Eagle County
- Cabins in Vail Ski Resort
- Resorts in Black Canyon of the Gunnison National Park
- Cabins in Breckenridge Ski Resort
- Resorts in Breckenridge Ski Resort
- Pet-Friendly rentals in Crested Butte
- Houses in Crested Butte
- Cabins in Crested Butte
- Townhouses in Crested Butte
- Longstay Hotels in Crested Butte
- Longstay Hotels in Basalt
- Longstay Hotels in Montrose
- Rv and caravan rentals in Leadville Colorado & Southern Railroad
- Bed and breakfasts in Sylvan Lake State Park
- Rentals with hot tubs near Mt. Princeton
- Apartments in Lionshead
- Ski-In/Ski-Out rentals near South Rim Visitor Center
- Longstay Hotels in Carbondale
- Longstay Hotels in Leadville
- Apartments in Breckenridge
- Chalets in Breckenridge
- Cabins in Breckenridge
- Ski-In/Ski-Out rentals in Breckenridge
