Downtown Aspen holiday rentals

We found 1,208 holiday rentals — enter your dates for availability

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July 2025

August 2025

Find the perfect place for you stay in Downtown Aspen by choosing from 114 houses, 120 apartments and other holiday rentals. Whether you're travelling with your children and pets, with friends or just your children, holiday homes have the best amenities for spending time at your holiday home, including air conditioning and cable TV. You'll be able to choose a property to rent for everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts - Downtown Aspen

Showing deals for:3 Oct - 10 Oct

Exceptional

(7 reviews)

Willoughby Way Home with Stunning Aspen Mountain Views

Aspen, CO

9% off

S$11,053 per night

includes taxes & fees

Exceptional

(10 reviews)

Expansive Aspen Core Condo.Unobstructed views of Aspen Mountain and Red Mountain

Aspen, CO

8% off

S$998 per night

includes taxes & fees

Exceptional

(42 reviews)

MODERN Monet Blue Aspen Victorian Whole House In Town, with Private Hot Tub!

Aspen, CO

15% off

S$2,799 per night

includes taxes & fees

Exceptional

(53 reviews)

Beautiful modern Aspen Core Condo- 2 Bed 2 Bath, AC, pool and hot tub

Aspen, CO

7% off

S$1,487 per night

includes taxes & fees

Exceptional

(88 reviews)

On the River, Steps from Downtown! Top 2 floors, large pool, hot tub, shuttle

Aspen, CO

12% off

S$1,522 per night

includes taxes & fees

Exceptional

(69 reviews)

Riverfront Luxury steps from downtown, Heated Floors, Steam Shower, Pool Hot tub

Aspen, CO

12% off

S$1,522 per night

includes taxes & fees

Exceptional

(96 reviews)

Aspen Mountain, Ski in/out, Panoramic Mountain Views, 1.5 Blocks To Gondola

Aspen, CO

7% off

S$1,961 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find properties near top attractions in Downtown Aspen

The John Denver Sanctuary

Find the best place to stay - Downtown Aspen

The Gant

Sleeps 7 · 3 bedrooms · 3 bathrooms

Luxurious one bedroom with fireplace, steps to gondola in the heart of Aspen!

Sleeps 4 · 1 bedroom · 1 bathroom

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 rental accommodation in Downtown Aspen?

Condos are the most popular style of holiday rental in Downtown Aspen, according to our data. Even if you've got a different vision in mind, Vrbo has holiday homes in many sizes and shapes. Look through our options to find your ideal fit.

How much does it cost to rent a holiday rental in Downtown Aspen?

The average price for a holiday rental in Downtown Aspen is based on several factors, such as length of stay, season and property type. Whether you're thinking about a sprawling villa with room to move around or a quaint cottage for you and your other half, just add your dates of travel to see stays with fantastic value.

How much does it cost to rent a beach house in Downtown Aspen?

The average price for a holiday home close to the beach in Downtown Aspen depends on when you're visiting the area and the type and size of property you're looking for. You can easily and quickly find prices on Vrbo by entering your destination and travel dates. Then use our filter tool to pick the number of bedrooms and amenities that you prefer, like WiFi, a pool and air conditioning.

Are there pet-friendly holiday rentals in Downtown Aspen?

With 361 holiday rentals that host pets, your furry buddy can join you on your Downtown Aspen holiday. Use the filter tool to search our pet-friendly holiday rentals and find a holiday home that'll set tails wagging on Vrbo.

Can I rent a house with a pool in Downtown Aspen?

Add a whole other level of fun to your adventure by booking your group into one of the 227 houses with a private pool in Downtown Aspen. Use our handy search filter to find the kind of property you want on Vrbo, and then spend your downtime playing and splashing in a swimming pool that's for your use only.

What are popular rental amenities in Downtown Aspen?

Mountain views, a nearby waterfront and tennis are rated the most popular rental amenities in Downtown Aspen. Whether you're heading away solo, with your other half or as a family, Vrbo can help you find a holiday rental that matches your style with all the features you're looking for.

Are there large group holiday rentals in Downtown Aspen?

You can pick from 22 properties in Downtown Aspen that can accommodate a group of 10 or more people. Whether you're planning a family holiday or a celebration like a birthday, there's plenty of room to get your group together under the same roof.

Are there holiday rentals in Downtown Aspen that welcome kids?

With 355 family-friendly holiday properties to select from in Downtown Aspen, now is a great time to introduce your little ones to the excitement of travel. Simply check our "Properties good for families" filter box to discover stays that feature conveniences ideal for families on the move, like extra bedrooms, backyards, bunk beds and entertainment units.

What are the top attractions for families in Downtown Aspen?

There are lots of awesome things to do and see with the family in Downtown Aspen, including:

Penny Hot Springs
Wheeler Stallard House Museum
Maroon Lake

Are there one-bedroom holiday rentals in Downtown Aspen?

Yes, Downtown Aspen has 69 one-bedroom rentals available. Usually located in popular areas due to their smaller size, a one-bedroom rental is great if you're travelling with your partner or a friend. And with home comforts such as full kitchens and more privacy than a standard hotel, you'll be able to chill out while sightseeing around this amazing destination.

Can I find two-bedroom holiday rentals in Downtown Aspen?

Downtown Aspen has 142 two-bedroom holiday rentals to select from. Experience a holiday home with all the privacy and comfort you're looking for at a fantastic price on Vrbo.

Are there holiday rentals with WiFi in Downtown Aspen?

Whether you'd like to stay in touch with the news, send some emails or post a pic to social media, there are 90 holiday homes with WiFi in Downtown Aspen. Check the "WiFi" box when searching on Vrbo and stay connected on your getaway.

How can I find holiday rentals with air conditioning in Downtown Aspen?

You can choose from 171 holiday homes with air conditioning in Downtown Aspen offering that cool, cool breeze and extra bit of comfort. Simply enter your preferred dates of travel and then take advantage of our filter tool to look for stays with air conditioning.

How old do you have to be to rent a holiday rental in Downtown Aspen?

The age limit can differ between properties on Vrbo, so be sure to check the rules of the holiday home in Downtown Aspen you want. But normally, it's 16, 18 or 21.

How long can I rent a holiday rental in Downtown Aspen for?

It really depends on the Downtown Aspen property. To browse available options offering extended stays, just type your dates and number of people into the Vrbo search page. Enjoy having the place to yourself, along with comforts such as air conditioning, a fully-equipped kitchen and a yard where your little ones can play. Be on the lookout for long-term stays that offer weekly or monthly discounts.