A mountain lake with hikers on a trail, surrounded by lush green forests and snow-capped peaks.

Holiday Homes in Aspen

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Aspen holiday homes

Outdoor dining

1. Renovated 3BR Townhouse w A/C in Aspen's Core!

Renovated 3BR Townhouse w A/C in Aspen's Core!
Downtown Aspen
10.0 out of 10, Exceptional, (1 review)
"The townhouse was clean and well furnished. Location was excellent so we could easily walk to the gondola, restaurants, and City Market. Host service was very responsive and went over the top to make our stay enjoyable. Highly recommend."
United States
Janet L.
The price is AU$1,299
includes taxes & fees
19 Oct - 20 Oct
Renovated 3BR Townhouse w A/C in Aspen's Core!
A stone pathway leading to a building with a wooden facade and an arched entrance.

2. 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
Smuggler
9.6 out of 10, Exceptional, (68 reviews)
"This was a fabulous place to stay in Aspen! The two primary suites were fabulous, there was a ton of room for hanging out, and the walk into town is beautiful!"
United States
Darcy R.
The price is AU$1,675
includes taxes & fees
14 Oct - 15 Oct
Walk to town! 4 bdrms all king beds. Great ski house w/ hot tub near Snyder Park
A modern kitchen with a dining area, wooden ceiling, and large windows.

3. HUGE Modern Downtown Aspen Loft - 3br/2ba!

HUGE Modern Downtown Aspen Loft - 3br/2ba!
East Aspen
9.6 out of 10, Exceptional, (19 reviews)
"Location was perfect and the place worked great"
United States
Joffa L.
The price is AU$1,660
includes taxes & fees
18 Oct - 19 Oct
HUGE Modern Downtown Aspen Loft - 3br/2ba!
A multi-story log cabin with a stone foundation, large windows, and a balcony with railing.

4. Walk to Town Luxury Home by Aspen Vacation Rentals

Walk to Town Luxury Home by Aspen Vacation Rentals
Smuggler
10.0 out of 10, Exceptional, (4 reviews)
"The property is clean and well kept, the host is very communicative and helpful. Great location, an all around win. Highly recommend!"
United States
Paula C.
Walk to Town Luxury Home by Aspen Vacation Rentals
A modern living room with a fireplace, large windows, and a cozy seating area.

5. Aspen Core Luxe Getaway with Gondola Views

Aspen Core Luxe Getaway with Gondola Views
East Aspen
9.8 out of 10, Exceptional, (24 reviews)
"Great place. Great location. "
United States
Steve J.
The price is AU$5,536
includes taxes & fees
17 Oct - 18 Oct
Aspen Core Luxe Getaway with Gondola Views
A living room with a leather sofa, wooden cabinets, a patterned rug, and a radiator.

6. Basalt 4BR Retreat | Mountain Views & Near Aspen

Basalt 4BR Retreat | Mountain Views & Near Aspen
Basalt
10.0 out of 10, Exceptional, (1 review)
"Great experience, Great place to stay."
United States
Sergio O R.
The price is AU$808
includes taxes & fees
27 Oct - 28 Oct
Basalt 4BR Retreat | Mountain Views & Near Aspen
A spacious room with wooden walls and large windows, a fireplace, a table with wine glasses, and a cozy seating area.

7. Peaceful 4-BR Retreat Near Ruedi Reservoir

Peaceful 4-BR Retreat Near Ruedi Reservoir
Basalt
9.6 out of 10, Exceptional, (4 reviews)
"We had a lovely stay!"
United States
Laurie V.
The price is AU$1,064
includes taxes & fees
14 Oct - 15 Oct
Peaceful 4-BR Retreat Near Ruedi Reservoir
A spacious living room with a green sofa, a round coffee table, and a wooden chair. There is a dining area with a table and chairs, and a large window providing natural light.

8. Mountain Cabin Getaway Near Twin Lakes

Mountain Cabin Getaway Near Twin Lakes
Twin Lakes
9.8 out of 10, Exceptional, (11 reviews)
"Very nice little home. Neighbors were nice and welcoming. Twin lakes saloon had a great breakfast as well. The coffee shop was amazing around the corner to the east."
United States
Jason
The price is AU$436
includes taxes & fees
3 Nov - 4 Nov
Mountain Cabin Getaway Near Twin Lakes
A modern kitchen with a central island, bar stools, stainless steel appliances, and wooden cabinetry.

9. Spacious/Secluded 2 Acres Remodeled Walk To Willit

Spacious/Secluded 2 Acres Remodeled Walk To Willit
Basalt
9.0 out of 10, Wonderful, (22 reviews)
"We enjoyed our stay at this lovely property it was exactly what we needed in terms of space and beds and have plenty of extra spots to relax. "
United States
Parker A.
The price is AU$933
includes taxes & fees
22 Oct - 23 Oct
Spacious/Secluded 2 Acres Remodeled Walk To Willit
A cozy living room with a sofa, ottoman, and dining table, a ceiling fan, and a window with curtains.

10. Historic Downtown Leadville 1BR — Walk to Main St, Fast WiFi, Sleeps 2

Historic Downtown Leadville 1BR — Walk to Main St, Fast WiFi, Sleeps 2
Leadville
9.8 out of 10, Exceptional, (21 reviews)
"Lovely stay"
United States
Dean M.
The price is AU$336
includes taxes & fees
20 Oct - 21 Oct
Historic Downtown Leadville 1BR — Walk to Main St, Fast WiFi, Sleeps 2
Private kitchen

11. Elk Ave Basecamp | Steps to Shops & Buses | Heart of CB

Elk Ave Basecamp | Steps to Shops & Buses | Heart of CB
Downtown Crested Butte
The price is AU$176
includes taxes & fees
14 Oct - 15 Oct
Elk Ave Basecamp | Steps to Shops & Buses | Heart of CB
A bathroom with a large window, white cabinets, a blue countertop, and a mirror above the sink.

12. Victorian Home w/ Contemporary Interior In Dwntwn

Victorian Home w/ Contemporary Interior In Dwntwn
Basalt
9.0 out of 10, Wonderful, (39 reviews)
"Management team was very responsive to all our needs. House is beautiful, enjoyed its decor. Ample living space. Great location for skiing at Snowmass."
United States
Laura F.
The price is AU$1,251
includes taxes & fees
18 Oct - 19 Oct
Victorian Home w/ Contemporary Interior In Dwntwn
A single-story house with a porch, a chimney, and a view of a hill.

13. Bungalow 1880's with Stunning views of Colorado's fourteeners and pet friendly

Bungalow 1880's with Stunning views of Colorado's fourteeners and pet friendly
Twin Lakes
9.8 out of 10, Exceptional, (67 reviews)
"Very clean house with a beautiful view"
United States
Tanner C.
The price is AU$559
includes taxes & fees
25 Oct - 26 Oct
Bungalow 1880's with Stunning views of Colorado's fourteeners and pet friendly
Pool

14. The Ultimate Ski-In/Ski-Out Luxury Penthouse Retreat in Snowmass Base Village!

The Ultimate Ski-In/Ski-Out Luxury Penthouse Retreat in Snowmass Base Village!
Snowmass Village
10.0 out of 10, Exceptional, (31 reviews)
"This is the third time we’ve stayed here. The view is amazing, breakfast is served in the restaurant downstairs, the building facilities are great and the apartment is beautiful."
United States
Ana M.
The price is AU$2,876
includes taxes & fees
14 Oct - 15 Oct
The Ultimate Ski-In/Ski-Out Luxury Penthouse Retreat in Snowmass Base Village!
A tent with a wooden floor, two windows with curtains, and a bed with a blue quilt.

15. Tiny House Tabor - downtown & Pet Friendly

Tiny House Tabor - downtown & Pet Friendly
Leadville
9.4 out of 10, Exceptional, (33 reviews)
"My wife and I enjoyed our stay in the tiny home. It was a great community and a great location within Leadville. We enjoyed the uniqueness of each tiny home. We will definitely check out again in the future."
United States
Kevin
The price is AU$320
includes taxes & fees
14 Oct - 15 Oct
Tiny House Tabor - downtown & Pet Friendly
A deck with two lounge chairs under a canopy, overlooking a scenic landscape with mountains and a clear sky.

16. Luxury MTN Home, Incredible Views! 24 Mi. to Aspen

Luxury MTN Home, Incredible Views! 24 Mi. to Aspen
Missouri Heights
9.8 out of 10, Exceptional, (69 reviews)
"Beautiful house (incredible views!). Second time staying here and everything went great."
United States
Bill S.
The price is AU$1,161
includes taxes & fees
19 Oct - 20 Oct
Luxury MTN Home, Incredible Views! 24 Mi. to Aspen
A wooden sign with the text "Gartenhaus" on a wooden staircase leading to a log cabin with large windows.

17. Quaint House in the Woods hiking trails, pet friendly and lots of privacy

Quaint House in the Woods hiking trails, pet friendly and lots of privacy
Twin Lakes
8.6 out of 10, Excellent, (99 reviews)
"Decent place, plenty of space for a large group. 10 minutes down a dirt road with no internet."
United States
Larissa P.
The price is AU$658
includes taxes & fees
20 Oct - 21 Oct
Quaint House in the Woods hiking trails, pet friendly and lots of privacy
【Grand Lodge Exterior】 The West Building — your side door is just past the red-roofed entry

18. New Listing - Grand Lodge Studio 176— Walk to Ski Lifts, Pool, Hot Tub

New Listing - Grand Lodge Studio 176— Walk to Ski Lifts, Pool, Hot Tub
Mount Crested Butte
The price is AU$353
includes taxes & fees
14 Oct - 15 Oct
New Listing - Grand Lodge Studio 176— Walk to Ski Lifts, Pool, Hot Tub
A modern living room with a sofa, a floor lamp, and a large sliding glass door leading to a scenic outdoor view.

19. High West House Retreat - 3 Residences

High West House Retreat - 3 Residences
Missouri Heights
The price is AU$1,635
includes taxes & fees
14 Oct - 15 Oct
High West House Retreat - 3 Residences
A small house with a wooden deck, a mailbox, and a number '1617' on the door.

20. Cozy Dog-Friendly Leadville Cabin Near Downtown & Skiing

Cozy Dog-Friendly Leadville Cabin Near Downtown & Skiing
Leadville
8.6 out of 10, Excellent, (80 reviews)
"A bit no frills, old and could use some TLC, but it worked for a simple low-cost dog friendly stay."
United States
Anthony S.
The price is AU$241
includes taxes & fees
9 Nov - 10 Nov
Cozy Dog-Friendly Leadville Cabin Near Downtown & Skiing
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Aspen Hotel Reviews

The Gant

The Gant

10/10 Excellent
"Beautiful place with excellent service. Very walkable, but the public E bikes outside of the property were a nice touch as well."
KARIN 2-night trip
Posted 3 hours ago
The Gant

Find out more about Aspen

Aspen Holiday Homes information

Number of reviews
446
Accommodation
103 Holiday Homes
Lowest Price
AU$241
Highest Price
AU$5,536

Explore a world of travel with Expedia