Downtown Aspen holiday rentals
We found 973 holiday rentals — enter your dates for availability
Find the perfect place for you stay in Downtown Aspen by choosing from 34 houses, 50 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:11 Dec - 18 Dec

Exceptional
(57 reviews)
Winter or Summer Large Family Home - Walk to Gondola or Aspen Village Ammenities
Aspen
AU$88,703
for 7 nights, 1 home
AU$12,672 per night
includes taxes & fees

Exceptional
(58 reviews)
Exquisite pet friendly home, 5 blks from Gondola with stunning views!!
Aspen
AU$8,528
for 7 nights, 1 home
AU$1,218 per night
includes taxes & fees

Exceptional
(104 reviews)
Aspen Riverfront 4BR, 3Bath, 5-Min Walk to Downtown, Large Pool, Hot Tub, Gym
Aspen
AU$15,826
for 7 nights, 1 apartment
AU$2,261 per night
includes taxes & fees

Exceptional
(5 reviews)
Cozy Downtown Aspen Studio
Aspen
AU$4,939
for 7 nights, 1 apartment
AU$706 per night
includes taxes & fees

Exceptional
(24 reviews)
Luxurious 2BR/2BA Aspen Condo with Prime Access
Aspen
AU$10,956
for 7 nights, 1 apartment
AU$1,565 per night
includes taxes & fees

Exceptional
(19 reviews)
Newly remodeled 2 Bedroom Chateau in the heart of Aspen
Aspen
AU$16,696
for 7 nights, 1 apartment
AU$2,385 per night
includes taxes & fees

Exceptional
(42 reviews)
Downtown Aspen Riverfront 3BR Luxury Duplex, Pool, Hot Tub, Gym, Walk to Gondola
Aspen
AU$18,306
for 7 nights, 1 apartment
AU$2,615 per night
includes taxes & fees

Exceptional
(105 reviews)
Aspen Mountain Views, Bright Top-Floor 3BR, Pool, Hot Tub, 7-Min Walk to Gondola
Aspen
AU$12,559
for 7 nights, 1 apartment
AU$1,794 per night
includes taxes & fees

Exceptional
(46 reviews)
Unique 2/2 condo in the Aspen Core - walk downtown!
Aspen
AU$9,374
for 7 nights, 1 apartment
AU$1,339 per night
includes taxes & fees

Exceptional
(25 reviews)
Downtown Aspen Corner Condo, Mountain Views, Steps to City Market & Gondola
Aspen
AU$8,997
for 7 nights, 1 apartment
AU$1,285 per night
includes taxes & fees

Exceptional
(119 reviews)
Aspen Mountain Views, Bright Corner 2BR, Pool, Hot Tub, 7-Min Walk to Gondola
Aspen
AU$10,696
for 7 nights, 1 apartment
AU$1,528 per night
includes taxes & fees

Exceptional
(86 reviews)
Aspen Riverfront Luxury 3BR, Top Floor, Pool, Hot Tub, Gym, 7Min Walk to Gondola
Aspen
AU$11,770
for 7 nights, 1 apartment
AU$1,681 per night
includes taxes & fees
Find spaces that suit your style
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Find properties near top attractions in Downtown Aspen
Find the best place to stay - Downtown Aspen

Luxury 2 bedroom penthouse w/ private rooftop deck in the heart of Aspen!
Sleeps 5 · 2 bedrooms · 2 bathrooms

Upscale & Charming Condo
Sleeps 6 · 2 bedrooms · 2 bathrooms

Stay In The Heart Of Aspen! Steps to Gondola, Shops & Dining. W/D, First Floor Easy Access!
Sleeps 5 · 2 bedrooms · 2 bathrooms

Aspen Core Designer 4 Bdrm, Walk to Everything , A/C, Parking
Sleeps 8 · 4 bedrooms · 4+ bathrooms

Luxurious one bedroom with fireplace, steps to gondola in the heart of Aspen!
Sleeps 4 · 1 bedroom · 1 bathroom
- 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
When is the best time to visit Downtown Aspen for a holiday rental?
December is the most popular month to visit Downtown Aspen, as it marks the beginning of the peak season from December to February. This bustling time attracts winter sports enthusiasts eager to hit the slopes of Aspen's renowned ski resorts. Visitors can expect a vibrant setting filled with holiday festivities, making it an ideal time for those looking to embrace the winter wonderland.During this peak season, the climate typically ranges from -10 to 5 degrees Celsius, creating superb conditions for skiing, snowboarding, and other outdoor activities. The picturesque scenery of snow-capped mountains adds to the charm of Aspen, providing countless opportunities for stunning photographs and memorable experiences.For travellers seeking a more budget-friendly option, consider visiting in May. This transitional month offers a quieter atmosphere, allowing you to explore the stunning trails and natural beauty of the area without the summer crowds. Enjoy leisurely hikes as the flowers begin to bloom and the mountains transition from winter to spring, providing a serene backdrop for your adventures.Ultimately, the best time to book a holiday rental in Downtown Aspen depends on your preferences.
What are the top attractions in Downtown Aspen, Colorado, United States of America?
In Downtown Aspen, visitors can immerse themselves in a range of attractions that showcase the area's unique charm. The iconic Aspen Mountain, often referred to as Ajax, is a primary draw for skiing and snowboarding enthusiasts, with its slopes just a short walk from the town centre. After a day on the mountain, many visitors enjoy the vibrant apres-ski scene, featuring a variety of bars and restaurants along East Cooper Avenue.The Wheeler Opera House is another highlight, offering a rich programme of cultural events, including concerts and theatre performances, reflecting the town's artistic spirit. Strolling through the historic streets, guests can explore the quaint shops and art galleries that line Hyman Avenue, showcasing local crafts and high-end boutiques.For those interested in nature, the nearby John Denver Sanctuary provides a serene environment with beautiful gardens and tranquil paths, great for a leisurely walk. The Aspen Art Museum, located on East Hyman Avenue, is also a must-visit for contemporary art lovers, featuring rotating exhibitions and stunning rooftop views of the surrounding mountains.
Are all fees included in the Downtown Aspen holiday homes prices shown on Stayz?
Stayz 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.
Are there any Downtown Aspen holiday homes with parking?
Stayz offers a wide selection of holiday homes in Downtown Aspen 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 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.
Are there any discounts for Downtown Aspen holiday homes?
You can find great discounts on holiday homes in Downtown Aspen on Stayz, 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.
Can I change or cancel my Downtown Aspen holiday home booking on Stayz?
To find Downtown Aspen holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Downtown Aspen?
A long-stay holiday home in Downtown Aspen 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz'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 favourites, and build the perfect itinerary together.
How early should I book a Downtown Aspen holiday home?
Book your Downtown Aspen holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Downtown Aspen?
Prices for holiday homes in Downtown Aspen 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Downtown Aspen to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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.
Why should I join Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
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