Book Holiday Homes in Aspen

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Featured Holiday Homes in Aspen

12MM Aspen 5BR New Construction Residence in Town by Guaranteed Rental®

12MM Aspen 5BR New Construction Residence in Town by Guaranteed Rental®

Aspen
Stay at this vacation home in Aspen. Enjoy free WiFi, patios, and cable/satellite TV service. Popular attractions Buttermilk Mountain and Aspen Mountain are ...
12MM Aspen 5BR New Construction Residence in Town by Guaranteed Rental®
7MM Aspen New Construction Residence in Town by Guaranteed Rental®

7MM Aspen New Construction Residence in Town by Guaranteed Rental®

Aspen
Stay at this vacation home in Aspen. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Aspen Mountain and Buttermilk Mountain are located ...
7MM Aspen New Construction Residence in Town by Guaranteed Rental®
Stunning View Estate (2.6 acres) Walking distance to town

Stunning View Estate (2.6 acres) Walking distance to town

Aspen
Stay at this vacation home in Aspen. Enjoy patios, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Aspen Mountain and Buttermilk ...
Stunning View Estate (2.6 acres) Walking distance to town
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Exquisite pet friendly home, 5 blks from Gondola with stunning views!!

Exquisite pet friendly home, 5 blks from Gondola with stunning views!!

Aspen
Stay at this vacation home in Aspen. Enjoy free WiFi, a garden, and patios. Popular attractions Aspen Mountain and Buttermilk Mountain are located nearby.
Exquisite pet friendly home, 5 blks from Gondola with stunning views!!
Walk to town! 4 bdrms all king beds. Great ski house w/ hot tub near Snyder Park

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

Aspen
Stay at this vacation home in Aspen. Enjoy free WiFi, a picnic area, and patios. Popular attractions Aspen Mountain and Buttermilk Mountain are located ...
Walk to town! 4 bdrms all king beds. Great ski house w/ hot tub near Snyder Park
5MM Aspen New Construction Residence in Town by Guaranteed Rental®

5MM Aspen New Construction Residence in Town by Guaranteed Rental®

Aspen
Stay at this vacation home in Aspen. Enjoy free WiFi, patios, and cable/satellite TV service. Popular attractions Buttermilk Mountain and Aspen Mountain are ...
5MM Aspen New Construction Residence in Town by Guaranteed Rental®
Charming 3 Bedroom family house with hot tub on 2 acres panoramic views

Charming 3 Bedroom family house with hot tub on 2 acres panoramic views

Aspen
Stay at this vacation home in Aspen. Enjoy a garden, tennis courts, and patios. Popular attractions Buttermilk Mountain and Snowmass Mountain are located ...
Charming 3 Bedroom family house with hot tub on 2 acres panoramic views
MODERN Monet Blue Aspen Victorian Whole House In Town,  with Private Hot Tub!

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

Aspen
Stay at this vacation home in Aspen. Enjoy free WiFi, a water park, and a sauna. Popular attractions Aspen Mountain and Buttermilk Mountain are located ...
MODERN Monet Blue Aspen Victorian Whole House In Town, with Private Hot Tub!
Aspen West End Home -  Quiet Neighborhood (203027-3964)

Aspen West End Home - Quiet Neighborhood (203027-3964)

Aspen
Stay at this vacation home in Aspen. Enjoy free WiFi, patios, and cable/satellite TV service. Popular attractions Aspen Mountain and Buttermilk Mountain are ...
Aspen West End Home - Quiet Neighborhood (203027-3964)
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Aspen Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Aspen vacation homes are the perfect way for you to wing it.

Holiday houses in Aspen let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Aspen in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Aspen adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Aspen with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Aspen vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Aspen Holiday Homes essential information

Accommodation
241 Holiday Homes
Lowest Price
NZ$221
Highest Price
NZ$1,535
Popular accommodation
12MM Aspen 5BR New Construction Residence in Town by Guaranteed Rental®, 7MM Aspen New Construction Residence in Town by Guaranteed Rental®, Stunning View Estate (2.6 acres) Walking distance to town, Exquisite pet friendly home, 5 blks from Gondola with stunning views!!, Walk to town! 4 bdrms all king beds. Great ski house w/ hot tub near Snyder Park, 5MM Aspen New Construction Residence in Town by Guaranteed Rental®, Charming 3 Bedroom family house with hot tub on 2 acres panoramic views, MODERN Monet Blue Aspen Victorian Whole House In Town, with Private Hot Tub!, Aspen West End Home - Quiet Neighborhood (203027-3964)

Top trending hotels in Aspen

The Inn at Aspen

The Inn at Aspen

3.5 out of 5
38750 CO-82, Aspen, CO
Fully refundableReserve now, pay when you stay
The price is NZ$303 per night from 28 Apr to 29 Apr
NZ$303
includes taxes & fees
28 Apr - 29 Apr
Stay at this 3.5-star ski hotel in Aspen. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in ...
The Inn at Aspen
St. Moritz Lodge & Condominiums

St. Moritz Lodge & Condominiums

2.5 out of 5
334 W Hyman Ave, Aspen, CO
The price is NZ$221 per night from 6 Apr to 7 Apr
NZ$221
includes taxes & fees
6 Apr - 7 Apr
Book a stay at this ski hotel in Aspen. Enjoy free WiFi, free parking, and a free ski shuttle. Our guests praise the breakfast and the pool in our reviews. Popular ...
St. Moritz Lodge & Condominiums
Limelight Hotel Aspen

Limelight Hotel Aspen

4 out of 5
355 S. Monarch St, Aspen, CO
Fully refundableReserve now, pay when you stay
The price is NZ$674 per night from 21 Apr to 22 Apr
NZ$674
includes taxes & fees
21 Apr - 22 Apr
Stay at this 4-star boutique hotel in Aspen. Enjoy free breakfast, 2 hot tubs, and a free airport shuttle. Our guests praise the breakfast and the helpful staff ...
Limelight Hotel Aspen
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The St. Regis Aspen Resort

The St. Regis Aspen Resort

5 out of 5
315 East Dean St., Aspen, CO
Fully refundableReserve now, pay when you stay
The price is NZ$1,535 per night from 20 Apr to 21 Apr
NZ$1,535
includes taxes & fees
20 Apr - 21 Apr
Stay at this 5-star luxury resort in Aspen. Enjoy free WiFi, a full-service spa, and 3 restaurants. Popular attractions Aspen Mountain and Buttermilk Mountain ...
The St. Regis Aspen Resort
Don't see what you're looking for?
See all available properties in Aspen
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.