Book Holiday Homes in Aspen

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Featured Holiday Homes in Aspen

Deluxe private townhome minutes walk to Aspen Mountain skiing and downtown!

Deluxe private townhome minutes walk to Aspen Mountain skiing and downtown!

Aspen
Stay at this vacation home in Aspen. Enjoy a garden, laundry facilities, and concierge services. Popular attractions Aspen Mountain and Aspen Highlands are located ...
Deluxe private townhome minutes walk to Aspen Mountain skiing and downtown!
Elegant Aspen townhouse with an inviting  deck, fireplace, and washer/dryer

Elegant Aspen townhouse with an inviting deck, fireplace, and washer/dryer

Aspen
Stay at this vacation home in Aspen. Enjoy laundry facilities, patios, and cable/satellite TV service. Popular attractions Aspen Mountain and Grizzly Lake Trail ...
Elegant Aspen townhouse with an inviting deck, fireplace, and washer/dryer
Stunning View Red Mtn Property 2 Min From Town

Stunning View Red Mtn Property 2 Min From Town

Aspen
Stay at this vacation home in Aspen. Enjoy free WiFi, a sauna, and laundry facilities. Popular attractions Aspen Mountain and Harris Concert Hall are located ...
Stunning View Red Mtn Property 2 Min From Town
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Very Nice Downtown Aspen condo w/deck

Very Nice Downtown Aspen condo w/deck

Aspen
Stay at this vacation home in Aspen. Enjoy laundry facilities, patios, and cable/satellite TV service. Popular attractions Aspen Mountain and Aspen Highlands ...
Very Nice Downtown Aspen condo w/deck
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, laundry facilities, and tennis courts. Popular attractions Snowmass Mountain and Maroon Lake Scenic Trail ...
Charming 3 Bedroom family house with hot tub on 2 acres panoramic views
Updated 4 BR, 4.5 BA, 1 Block from Gondola!

Updated 4 BR, 4.5 BA, 1 Block from Gondola!

Aspen
Book a stay at this business-friendly vacation home in Aspen. Enjoy free WiFi, a water park, and laundry facilities. Popular attractions Aspen Mountain and Aspen ...
Updated 4 BR, 4.5 BA, 1 Block from Gondola!
7BR Aspen Estate – Mountain Views, Hot Tub & Fireplaces!

7BR Aspen Estate – Mountain Views, Hot Tub & Fireplaces!

Aspen
Stay at this vacation home in Aspen. Enjoy laundry facilities, patios, and cable/satellite TV service. Popular attractions Aspen Mountain and Aspen Highlands ...
7BR Aspen Estate – Mountain Views, Hot Tub & Fireplaces!
Aspen Riverhouse-Riverfront Family Vacation

Aspen Riverhouse-Riverfront Family Vacation

Aspen
Book a stay at this family-friendly vacation home in Aspen. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Penny Hot Springs and Maroon ...
Aspen Riverhouse-Riverfront Family Vacation
Independence Square 302 | Top Floor Stylish Hotel Room with Wet Bar, A/C, in Downtown Aspen

Independence Square 302 | Top Floor Stylish Hotel Room with Wet Bar, A/C, in Downtown Aspen

Aspen
Stay at this vacation home in Aspen. Enjoy free breakfast, laundry facilities, and concierge services. Popular attractions Aspen Mountain and 212 Gallery are ...
Independence Square 302 | Top Floor Stylish Hotel Room with Wet Bar, A/C, in Downtown 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.

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$390
Highest Price
NZ$1,058
Popular accommodation
Deluxe private townhome minutes walk to Aspen Mountain skiing and downtown!, Elegant Aspen townhouse with an inviting deck, fireplace, and washer/dryer, Stunning View Red Mtn Property 2 Min From Town, Very Nice Downtown Aspen condo w/deck, Charming 3 Bedroom family house with hot tub on 2 acres panoramic views, Updated 4 BR, 4.5 BA, 1 Block from Gondola!, 7BR Aspen Estate – Mountain Views, Hot Tub & Fireplaces!, Aspen Riverhouse-Riverfront Family Vacation, Independence Square 302 | Top Floor Stylish Hotel Room with Wet Bar, A/C, in Downtown Aspen

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$390 per night from 26 Aug to 27 Aug
NZ$390
26 Aug - 27 Aug
includes taxes & fees
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
The Gant

The Gant

4 out of 5
610 SOUTH WEST END STREET, Aspen, CO
The price is NZ$990 per night from 24 Aug to 25 Aug
NZ$990
24 Aug - 25 Aug
includes taxes & fees
Stay at this 4-star boutique condo in Aspen. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular ...
The Gant
St. Moritz Lodge & Condominiums

St. Moritz Lodge & Condominiums

2.5 out of 5
334 W Hyman Ave, Aspen, CO
Fully refundableReserve now, pay when you stay
The price is NZ$501 per night from 2 Aug to 3 Aug
NZ$501
2 Aug - 3 Aug
includes taxes & fees
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
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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$1,058 per night from 1 Sept to 2 Sept
NZ$1,058
1 Sept - 2 Sept
includes taxes & fees
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
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.