Holiday Homes in Aspen

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
5 Sept - 7 Sept
In two weeks
12 Sept - 14 Sept
In one month
26 Sept - 28 Sept
In two months
24 Oct - 26 Oct

Featured Holiday Homes in Aspen

Our top choices for Aspen holiday homes

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

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

10.0 out of 10, Exceptional, (21)
"We loved staying here. The location was great and the place was clean and looked like the photos. "
The price is AU$2,099
includes taxes & fees
1 Sept - 2 Sept
Updated 4 BR, 4.5 BA, 1 Block from Gondola!
Aspen Core Designer 4 Bdrm, Walk to Everything , Ski Storage, Parking
Dining

Aspen Core Designer 4 Bdrm, Walk to Everything , Ski Storage, Parking

9.8 out of 10, Exceptional, (73)
"Great place, fantastic location "
The price is AU$3,384
includes taxes & fees
1 Sept - 2 Sept
Aspen Core Designer 4 Bdrm, Walk to Everything , Ski Storage, Parking
Center of Aspen Studio | AC, Sundeck, Hot-Tub!
Outdoor spa tub

Center of Aspen Studio | AC, Sundeck, Hot-Tub!

Center of Aspen Studio | AC, Sundeck, Hot-Tub!
New Listing! Heart of Aspen Renovated 2BR
TV, stereo, offices

New Listing! Heart of Aspen Renovated 2BR

The price is AU$1,103
includes taxes & fees
1 Sept - 2 Sept
New Listing! Heart of Aspen Renovated 2BR
Walk to town! 4 bdrms all king beds. Great ski house w/ hot tub near Snyder Park
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (55)
"everything was great and the description was accurate. "
The price is AU$2,504
includes taxes & fees
7 Sept - 8 Sept
Walk to town! 4 bdrms all king beds. Great ski house w/ hot tub near Snyder Park
Center of Aspen 1 BR | AC, Sundeck, Hot-Tub!
Terrace/patio

Center of Aspen 1 BR | AC, Sundeck, Hot-Tub!

Center of Aspen 1 BR | AC, Sundeck, Hot-Tub!
Center of Aspen 2 BR | AC, Sundeck, Hot-Tub!
Terrace/patio

Center of Aspen 2 BR | AC, Sundeck, Hot-Tub!

The price is AU$1,526
includes taxes & fees
2 Sept - 3 Sept
Center of Aspen 2 BR | AC, Sundeck, Hot-Tub!
1BR 1 block from Main Street in Downtown Leadville
Fridge, microwave, oven, stovetop

1BR 1 block from Main Street in Downtown Leadville

2.0 star property
10.0 out of 10, Exceptional, (10)
"Honestly one of the best locations, most convenient, steps from downtown and the updates to the house are wonderful. Everything is so comfortable. "
1BR 1 block from Main Street in Downtown Leadville
Hot tub, Arcades, Forest Vibe & Close to Downtown!
Outdoor spa tub

Hot tub, Arcades, Forest Vibe & Close to Downtown!

8.8 out of 10, Excellent, (10)
"A great place to stay for a family reunion. Wonderful bedrooms and well-equipped kitchen. Large family room-kitchen area for the family to gather and feast. Convenient to downtown festivities and easy travel to lots of nearby hiking trails."
The price is AU$838
includes taxes & fees
1 Sept - 2 Sept
Hot tub, Arcades, Forest Vibe & Close to Downtown!
Rustic Off-Grid Mountain Cabin
Free WiFi, bed sheets

Rustic Off-Grid Mountain Cabin

The price is AU$362
includes taxes & fees
2 Sept - 3 Sept
Rustic Off-Grid Mountain Cabin
Tiny House Tabor - downtown & Pet Friendly
Fridge, microwave, stovetop, dishwasher

Tiny House Tabor - downtown & Pet Friendly

9.4 out of 10, Exceptional, (24)
"Great location, clean and a fun property!"
The price is AU$309
includes taxes & fees
7 Sept - 8 Sept
Tiny House Tabor - downtown & Pet Friendly
Cabin, 3bd Views of Mt Elbert
Interior

Cabin, 3bd Views of Mt Elbert

10.0 out of 10, Exceptional, (1)
"We had an amazing Time during our stay. The house was clean and absolutely beautiful inside. The best part was the amazing view of Mt. Elber and Mt. Massive!! Definitely recommended and will come again! "
The price is AU$677
includes taxes & fees
1 Sept - 2 Sept
Cabin, 3bd Views of Mt Elbert
4BR Retreat -Hot Tub, Grill, Deck, Near Ski Cooper
Terrace/patio

4BR Retreat -Hot Tub, Grill, Deck, Near Ski Cooper

10.0 out of 10, Exceptional, (7)
"Great house. Very comfortable for our group. "
The price is AU$681
includes taxes & fees
3 Sept - 4 Sept
4BR Retreat -Hot Tub, Grill, Deck, Near Ski Cooper
New Listing! 4BR - Hot Tub - Pets OK!
Terrace/patio

New Listing! 4BR - Hot Tub - Pets OK!

9.6 out of 10, Exceptional, (15)
"Great house and accommodations. "
The price is AU$731
includes taxes & fees
1 Sept - 2 Sept
New Listing! 4BR - Hot Tub - Pets OK!
3BR Serene Home: Mountain View, Kid Friendly
Outdoor dining

3BR Serene Home: Mountain View, Kid Friendly

10.0 out of 10, Exceptional, (10)
"Great, clean and quiet location to recharge in the mountains!"
The price is AU$629
includes taxes & fees
18 Sept - 19 Sept
3BR Serene Home: Mountain View, Kid Friendly
Cozy Dog-Friendly Cabin in Leadville – Near Skiing, Hiking & Downtown
Exterior detail

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

8.4 out of 10, Very good, (69)
"The house is cozy and well stocked. It's location is close to Turquoise Lake where we spend our time. I loved the firepit and having a bed to sleep on was excellent! "
The price is AU$367
includes taxes & fees
15 Sept - 16 Sept
Cozy Dog-Friendly Cabin in Leadville – Near Skiing, Hiking & Downtown
Affordable 2BR - Near Mainstreet - Harrison Ave
Fridge, microwave, oven, stovetop

Affordable 2BR - Near Mainstreet - Harrison Ave

9.0 out of 10, Wonderful, (12)
"This property was great for our long weekend stay to snowboard in the area. Leadville is amazing and the property had everything we needed."
The price is AU$483
includes taxes & fees
1 Sept - 2 Sept
Affordable 2BR - Near Mainstreet - Harrison Ave
2BR Rustic Cabin - Private Oasis, Mountain View
Interior

2BR Rustic Cabin - Private Oasis, Mountain View

10.0 out of 10, Exceptional, (3)
"Great place for our needs"
The price is AU$654
includes taxes & fees
3 Sept - 4 Sept
2BR Rustic Cabin - Private Oasis, Mountain View
Victorian Home w/ Hot Tub, Fire Place & Work Space
Exterior

Victorian Home w/ Hot Tub, Fire Place & Work Space

9.6 out of 10, Exceptional, (32)
"It was a great place for a quick stay! Highly recommend!"
The price is AU$492
includes taxes & fees
1 Sept - 2 Sept
Victorian Home w/ Hot Tub, Fire Place & Work Space
2br, bike storage, pet friendly, walk to main st
Fridge, microwave, oven, stovetop

2br, bike storage, pet friendly, walk to main st

10.0 out of 10, Exceptional, (1)
"Great location. Was a fantastic stay for our race weekend"
The price is AU$469
includes taxes & fees
1 Sept - 2 Sept
2br, bike storage, pet friendly, walk to main st
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
Sign in
Sign up, it's free

Top Aspen Hotel Reviews

Find out more about Aspen

Find out more about Aspen

Aspen Holiday Homes information

Number of reviews
70
Accommodation
242 Holiday Homes
Lowest Price
AU$2,099
Highest Price
AU$3,384

Explore a world of travel with Expedia

Explore a world of travel with Expedia