Downtown Aspen holiday rentals

We found 1,197 holiday rentals — enter your dates for availability

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September 2025

October 2025

Find the perfect place for you stay in Downtown Aspen by choosing from 72 houses, 123 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:12 Dec - 19 Dec

Wonderful

(9 reviews)

Stunning View Estate (2.6 acres) Walking distance to town

Aspen, CO

8% off

for 7 nights, 1 home

AU$13,492 per night

includes taxes & fees

Exceptional

(41 reviews)

7 Million Luxury Residence at “Monarch On the Park”Downtown Aspen with Parking

Aspen, CO

8% off

for 7 nights, 1 apartment

AU$3,247 per night

includes taxes & fees

Gorgeous remodel completed July 2022. All high end appliances and flooring

Exceptional

(50 reviews)

Aspen Favorite In Core. Never Drive! Pool. Hot Tub. Gym. Private Corner Unit.

Aspen, CO

8% off

for 7 nights, 1 apartment

AU$1,665 per night

includes taxes & fees

Exceptional

(32 reviews)

Luxury Riverfront duplex, spacious deck w/ grill, 2 desks, heated Pool, hot tubs

Aspen, CO

12% off

for 7 nights, 1 apartment

AU$2,330 per night

includes taxes & fees

Wonderful

(11 reviews)

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

Aspen, CO

8% off

for 7 nights, 1 apartment

AU$1,168 per night

includes taxes & fees

Exceptional

(57 reviews)

Walk to town! 4 bdrms all king beds. Great ski house w/ hot tub near Snyder Park

Aspen, CO

8% off

for 7 nights, 1 home

AU$3,219 per night

includes taxes & fees

Exceptional

(93 reviews)

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

Aspen, CO

12% off

for 7 nights, 1 apartment

AU$2,745 per night

includes taxes & fees

Livingroom dining and powder room on the main floor.

Exceptional

(39 reviews)

Best location in town! Elegant and a great place for entertaining.

Aspen, CO

8% off

for 7 nights, 1 home

AU$2,287 per night

includes taxes & fees

Exceptional

(71 reviews)

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

Aspen, CO

12% off

for 7 nights, 1 apartment

AU$2,200 per night

includes taxes & fees

Exceptional

(100 reviews)

Bright Condo, Views of Aspen Mtn., Gas fireplace, Granite, AC, 3 blks to gondola

Aspen, CO

11% off

for 7 nights, 1 apartment

AU$1,834 per night

includes taxes & fees

Exceptional

(97 reviews)

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

Aspen, CO

8% off

for 7 nights, 1 apartment

AU$2,681 per night

includes taxes & fees

Exceptional

(45 reviews)

Heart of Aspen 2BR/2BA — Walk to Gondola, Quiet & Convenient

Aspen, CO

7% off

for 7 nights, 1 apartment

AU$1,612 per night

includes taxes & fees

Exceptional

(110 reviews)

Corner unit, Views of Aspen Mtn, Bright, Heated Pool, Hot Tub, Walk to Gondola

Aspen, CO

11% off

for 7 nights, 1 apartment

AU$1,361 per night

includes taxes & fees

Find spaces that suit your style

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

Premier Host

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

Sleeps 4 · 1 bedroom · 1 bathroom

The open plan living space has a living room, dining table and AC in the summer.

Premier Host

Mountain Views On Main St Aspen. Walk to Everything! Balcony, Gas FP, Elevator, Covered Parking, HT

Sleeps 4 · 2 bedrooms · 2 bathrooms

Top rated rentals - Downtown Aspen

Awesome Property and Location

Our holiday here was an excellent experience from beginning to end. Tami is a superb host, very reliable, quick to respond and accommodating. The flexibility and ability to respond to our changing needs was very much appreciated. Will definitely book again through Tami in future.

Daniel B.

Stayed Jan 2022

The Chateau Dumont condos are located right next to the W Hotel and one block from the base of Aspen Mountain.

Premier Host

Fantastic Condo! Brilliant Location

The Team at iTrip Vacations were excellent to deal with and very professional. We had a couple of requests that were dealt with immediately and with no fuss. The condo is superbly located within easy walking distance to all the fabulous restaurants, the City Mart and a short stroll to the Gondola. The condo is well appointed and the living area is a good size. The kitchen has everything you need to cook a great meal! We stayed here for 12 nights and didn’t want to leave!

Renee M.

Stayed Feb 2020

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 Downtown Aspen?

Condos are the most popular style of holiday home in Downtown Aspen, according to our data. Even if you've got a different vision in mind, Stayz 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 home in Downtown Aspen?

The average price for a holiday home 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 Stayz 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 homes in Downtown Aspen?

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

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 Stayz, and then spend your downtime playing and splashing in a swimming pool that's for your use only.

What are popular home amenities in Downtown Aspen?

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

Are there large group holiday homes 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 homes 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 homes in Downtown Aspen?

Yes, Downtown Aspen has 69 one-bedroom homes available. Usually located in popular areas due to their smaller size, a one-bedroom home 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 homes in Downtown Aspen?

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

Are there holiday homes 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 Stayz and stay connected on your getaway.

How can I find holiday homes 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 home in Downtown Aspen?

The age limit can differ between properties on Stayz, 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 home 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 Stayz 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.