Search Vacation Homes in Aspen

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Aspen holiday homes

Updated 4 BR 4.5 BA, AC, Pool

Updated 4 BR 4.5 BA, AC, Pool
Downtown Aspen
10.0 out of 10, Exceptional, (31 reviews)
"Great location, short walk to lifts and all bars/restaurants. 4 great bedrooms. Very clean, kitchen well stocked. Love the trip."
United States
Jeff P.
The price is HK$3,797
HK$10,382 total
includes taxes & fees
10 May - 11 May
Updated 4 BR 4.5 BA, AC, Pool

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

HUGE Modern Downtown Aspen Loft - 3br/2ba!
East Aspen
9.6 out of 10, Exceptional, (17 reviews)
"Stayed here with my husband and three other friends - it was walking distance from Ajax mountain and all the downtown restaurants, which was perfect. "
United States
Molly D.
The price is HK$3,963
HK$8,953 total
includes taxes & fees
21 May - 22 May
HUGE Modern Downtown Aspen Loft - 3br/2ba!

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, (62 reviews)
"Great house close to town enjoyed our stay accommodated two families and friends. love the trails around the house"
United States
McGregor C.
The price is HK$3,495
HK$8,616 total
includes taxes & fees
10 May - 11 May
Walk to town! 4 bdrms all king beds. Great ski house w/ hot tub near Snyder Park

Aspen Core Luxe Getaway with Gondola Views

Aspen Core Luxe Getaway with Gondola Views
East Aspen
9.8 out of 10, Exceptional, (24 reviews)
"Awesome location and beautiful home"
United States
Andre K.
The price is HK$19,299
HK$30,580 total
includes taxes & fees
13 May - 14 May
Aspen Core Luxe Getaway with Gondola Views

Tiny House Tabor - downtown & Pet Friendly

Tiny House Tabor - downtown & Pet Friendly
Leadville
9.4 out of 10, Exceptional, (29 reviews)
"It was so fun!"
United States
Justin Karl
The price is HK$814
HK$1,610 total
includes taxes & fees
10 May - 11 May
Tiny House Tabor - downtown & Pet Friendly

Cozy Dog-Friendly Cabin in Leadville – Near Skiing, Hiking & Downtown

Cozy Dog-Friendly Cabin in Leadville – Near Skiing, Hiking & Downtown
Leadville
8.4 out of 10, Very good, (75 reviews)
"Great cabin, great location, very clean and all that you need is right there!Brian was very helpful and cooperative with check in instructions. Dog friendly which is always a plus. Will come again! Thank you"
United States
Apolonia M.
The price is HK$713
HK$1,372 total
includes taxes & fees
11 May - 12 May
Cozy Dog-Friendly Cabin in Leadville – Near Skiing, Hiking & Downtown

1BR 1 block from Main Street in Downtown Leadville

1BR 1 block from Main Street in Downtown Leadville
Leadville
9.8 out of 10, Exceptional, (18 reviews)
"Lovely stay"
United States
Dean M.
The price is HK$697
HK$1,759 total
includes taxes & fees
10 May - 11 May
1BR 1 block from Main Street in Downtown Leadville

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, (62 reviews)
"Great spot and nicely furnished . Conveniently located to many of the area’s sights etc "
United States
John S.
The price is HK$987
HK$3,126 total
includes taxes & fees
12 May - 13 May
Bungalow 1880's with Stunning views of Colorado's fourteeners and pet friendly

Affordable 2BR - Near Mainstreet - Harrison Ave

Affordable 2BR - Near Mainstreet - Harrison Ave
Leadville
9.2 out of 10, Wonderful, (17 reviews)
"Was a good place to stay for a few days of hiking "
United States
JAMES S.
The price is HK$1,159
HK$2,554 total
includes taxes & fees
10 May - 11 May
Affordable 2BR - Near Mainstreet - Harrison Ave

Doc's Place

Doc's Place
Leadville
9.4 out of 10, Exceptional, (10 reviews)
"We had a great stay, close to skiing and local businesses. "
United States
Lisa E.
The price is HK$1,089
HK$3,136 total
includes taxes & fees
10 May - 11 May
Doc's Place

The Little Lodge Leadville — 2BR with Hot Tub, Pet-OK, 1.5 Blocks to Harrison

The Little Lodge Leadville — 2BR with Hot Tub, Pet-OK, 1.5 Blocks to Harrison
Leadville
10.0 out of 10, Exceptional, (32 reviews)
"Great communication, nice spot, lovely hot tub. Super comfortable bed. "
United States
McLochlin M.
The price is HK$1,292
HK$2,727 total
includes taxes & fees
12 May - 13 May
The Little Lodge Leadville — 2BR with Hot Tub, Pet-OK, 1.5 Blocks to Harrison

Hwy 91 Log Cabin — 2BR/2BA, Fireplace, Mtn Views, Sleeps 4

Hwy 91 Log Cabin — 2BR/2BA, Fireplace, Mtn Views, Sleeps 4
Leadville
10.0 out of 10, Exceptional, (5 reviews)
"Great place for our needs"
United States
Danny G.
The price is HK$994
HK$2,938 total
includes taxes & fees
11 May - 12 May
Hwy 91 Log Cabin — 2BR/2BA, Fireplace, Mtn Views, Sleeps 4

Pine Street Retreat — Hot Tub | 1 Block to Main St | Pets OK

Pine Street Retreat — Hot Tub | 1 Block to Main St | Pets OK
Leadville
9.6 out of 10, Exceptional, (42 reviews)
"Great spot close to town. Hot tub is perfect after a day of adventuring. Bed is super comfy, space is clean and welcoming. Will definitely try to book again."
United States
Caroline D.
The price is HK$909
HK$1,997 total
includes taxes & fees
10 May - 11 May
Pine Street Retreat — Hot Tub | 1 Block to Main St | Pets OK

Pet friendly and close to the trails in the heart of downtown Leadville!

Pet friendly and close to the trails in the heart of downtown Leadville!
Leadville
8.0 out of 10, Very good, (81 reviews)
"Great location close to downtown with easy access to the mountains."
United States
Cam G.
The price is HK$659
HK$2,514 total
includes taxes & fees
26 May - 27 May
Pet friendly and close to the trails in the heart of downtown Leadville!

4BR - Pool Table - Sauna - Pet Friendly

4BR - Pool Table - Sauna - Pet Friendly
Leadville
9.2 out of 10, Wonderful, (21 reviews)
"We enjoyed our stay. It was a quick trip to hike Mt Elbert and the location couldn’t have been more perfect. Nice comfortable home. We’d stay again."
United States
Kelley T.
The price is HK$1,065
HK$3,788 total
includes taxes & fees
10 May - 11 May
4BR - Pool Table - Sauna - Pet Friendly

Hideout On West 5th Street

Hideout On West 5th Street
Leadville
9.2 out of 10, Wonderful, (9 reviews)
"We love this property! We will defiantly be back, our pups had a great time too!"
United States
Kendra B.
The price is HK$1,197
HK$2,347 total
includes taxes & fees
10 May - 11 May
Hideout On West 5th Street

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, (91 reviews)
"Twin lakes is spectacular "
United States
Heidi R.
The price is HK$1,015
HK$3,651 total
includes taxes & fees
10 May - 11 May
Quaint House in the Woods hiking trails, pet friendly and lots of privacy

Brooklyn Circle Loft — Newly Built 1BR + Loft, Hilltop, Walk Downtown

Brooklyn Circle Loft — Newly Built 1BR + Loft, Hilltop, Walk Downtown
Leadville
9.6 out of 10, Exceptional, (5 reviews)
"We loved this loft!! Kids really enjoyed sleeping up there and it was super clean. Thanks!"
United States
Roger
The price is HK$1,018
HK$2,304 total
includes taxes & fees
10 May - 11 May
Brooklyn Circle Loft — Newly Built 1BR + Loft, Hilltop, Walk Downtown

Hot Tub | 2min Walk | Mtn Views | Sleeps 8 + Pets

Hot Tub | 2min Walk | Mtn Views | Sleeps 8 + Pets
Leadville
9.0 out of 10, Wonderful, (46 reviews)
"Great location to downtown Leadville. Everything was great!"
United States
Sarah B.
The price is HK$901
HK$2,500 total
includes taxes & fees
10 May - 11 May
Hot Tub | 2min Walk | Mtn Views | Sleeps 8 + Pets

Hot Tub, Grill, Sauna, Cozy/Chic Retreat

Hot Tub, Grill, Sauna, Cozy/Chic Retreat
Leadville
10.0 out of 10, Exceptional, (13 reviews)
"Wonderful experience, very spacious and clean. "
United States
Michael B.
The price is HK$1,574
HK$3,638 total
includes taxes & fees
10 May - 11 May
Hot Tub, Grill, Sauna, Cozy/Chic Retreat
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Aspen Hotel Reviews

Find out more about Aspen

Aspen Vacation Homes information

Number of reviews
681
Accommodation
177 Vacation Homes
Lowest Price
HK$1,372
Highest Price
HK$30,580

Explore a world of travel with Expedia