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
  • 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, 1 Block from Gondola!

Updated 4 BR, 4.5 BA, 1 Block from Gondola!
Downtown Aspen
10.0 out of 10, Exceptional, (31 reviews)
"We loved our stay at the condo. Location was amazing and condo was clean, lovely and well equipped. We had a couple very minor issues (like the WiFi going out) but the management team immediately addressed and fixed the issue.We would absolutely stay here again! "
United States
The Studio M.
The price is €1,190
includes taxes & fees
7 Apr - 8 Apr
Updated 4 BR, 4.5 BA, 1 Block from Gondola!

Perfect Aspen Getaway! Walk to everything! Free limo svc. & airport shuttle!

Perfect Aspen Getaway! Walk to everything! Free limo svc. & airport shuttle!
West End
10.0 out of 10, Exceptional, (12 reviews)
"We had a great stay at this property. We had just finished the hike from CB to Aspen, so appreciated the comfy bed! "
United States
Nicholas
The price is €628
includes taxes & fees
1 Apr - 2 Apr
Perfect Aspen Getaway! Walk to everything! Free limo svc. & airport shuttle!

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 €1,064
includes taxes & fees
5 Apr - 6 Apr
HUGE Modern Downtown Aspen Loft - 3br/2ba!

Updated Spacious Home AC Walk to Town!

Updated Spacious Home AC Walk to Town!
West End
10.0 out of 10, Exceptional, (2 reviews)
"Brilliant location and a great host! The house was spacious, clean, great amenities and exactly what you would want from a ski trip home. Very proximate to town, Highlands and Ajax and the bus stop! Would stay again"
United States
Matthew M.
The price is €1,075
includes taxes & fees
1 Apr - 2 Apr
Updated Spacious Home AC Walk to Town!

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 €1,113
includes taxes & fees
1 Apr - 2 Apr
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, (23 reviews)
"Enjoyed our stay - great spot."
United States
Dustin D.
The price is €3,455
includes taxes & fees
1 Apr - 2 Apr
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 €192
includes taxes & fees
30 Apr - 1 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, (74 reviews)
"Nice little place to stay for a weekend in Leadville."
United States
Connor W.
The price is €182
includes taxes & fees
12 Apr - 13 Apr
Cozy Dog-Friendly Cabin in Leadville – Near Skiing, Hiking & Downtown

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 €285
includes taxes & fees
1 Apr - 2 Apr
Affordable 2BR - Near Mainstreet - Harrison Ave

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, (61 reviews)
"Great spot and nicely furnished . Conveniently located to many of the area’s sights etc "
United States
John S.
Bungalow 1880's with Stunning views of Colorado's fourteeners and pet friendly

4BR - Pet Friendly, Near Cooper Mountain - 9 Guest

4BR - Pet Friendly, Near Cooper Mountain - 9 Guest
Leadville
9.4 out of 10, Exceptional, (26 reviews)
"The stay was very pleasant and even when we had travel issues the host helped work things out very smoothly."
United States
Jonathan M.
4BR - Pet Friendly, Near Cooper Mountain - 9 Guest

Charming 2BR - Mountain Views, Walk to Main St

Charming 2BR - Mountain Views, Walk to Main St
Leadville
8.8 out of 10, Excellent, (17 reviews)
"The home was clean and exactly what we needed and so close to town!"
United States
Heather
Charming 2BR - Mountain Views, Walk to Main St

4BR Cozy Retreat - Hot Tub, Grill, Mountain Views

4BR Cozy Retreat - Hot Tub, Grill, Mountain Views
Leadville
9.4 out of 10, Exceptional, (27 reviews)
"Beautiful views - mountains from the front, trees in the back. Close to town. Plenty of room for our group. Was a great place to stay!"
United States
Melissa C.
The price is €463
includes taxes & fees
1 Apr - 2 Apr
4BR Cozy Retreat - Hot Tub, Grill, Mountain Views

1BR 1 block from Main Street in Downtown Leadville

1BR 1 block from Main Street in Downtown Leadville
Leadville
10.0 out of 10, Exceptional, (16 reviews)
"Lovely stay"
United States
Dean M.
1BR 1 block from Main Street in Downtown Leadville

Hot Tub, 1 Block Off Main St, Fire Place, Pets OK!

Hot Tub, 1 Block Off Main St, Fire Place, Pets OK!
Leadville
9.6 out of 10, Exceptional, (42 reviews)
"Great little house. Perfect for the 2 of us. Cozy and clean. Great host too."
United States
C
The price is €255
includes taxes & fees
18 Apr - 19 Apr
Hot Tub, 1 Block Off Main St, Fire Place, Pets OK!

3BR Serene Home Mountain View, Kid Friendly

3BR Serene Home Mountain View, Kid Friendly
Leadville
10.0 out of 10, Exceptional, (20 reviews)
"The unit was as advertised, very clean and well maintained, well stocked kitchen and fantastic location. We would definitely stay there again."
United States
Rhonda B.
3BR Serene Home Mountain View, Kid Friendly

4BR Victorian - Hot Tub - Sauna - Sleeps 10!

4BR Victorian - Hot Tub - Sauna - Sleeps 10!
Leadville
9.6 out of 10, Exceptional, (35 reviews)
"Location was the best! This unique place is a gem and the hot tub was great after rainy hikes"
United States
Cindy P.
The price is €373
includes taxes & fees
1 Apr - 2 Apr
4BR Victorian - Hot Tub - Sauna - Sleeps 10!

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 €432
includes taxes & fees
1 Apr - 2 Apr
4BR - Pool Table - Sauna - Pet Friendly

Hideout On West 5th Street

Hideout On West 5th Street
Leadville
9.0 out of 10, Wonderful, (8 reviews)
"We love this property! We will defiantly be back, our pups had a great time too!"
United States
Kendra B.
The price is €238
includes taxes & fees
12 Apr - 13 Apr
Hideout On West 5th Street

1BR Loft - Backyard Forest - Near Turqiouse Lake

1BR Loft - Backyard Forest - Near Turqiouse Lake
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 €285
includes taxes & fees
3 Apr - 4 Apr
1BR Loft - Backyard Forest - Near Turqiouse Lake
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 Holiday Homes information

Number of reviews
455
Accommodation
210 Holiday Homes
Lowest Price
€182
Highest Price
€3,455

Explore a world of travel with Expedia