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
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug
In one month
29 Aug - 31 Aug
In two months
26 Sept - 28 Sept

Featured Holiday Homes in Aspen and around

Deluxe private townhome minutes walk to Aspen Mountain skiing and downtown!
Stroll through the serene garden, featuring a wooden staircase and a charming bench, leading to a second-floor balcony.

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

10.0 out of 10, Exceptional, (71)
"Great location and everything we needed in this beautiful Aspen condo."
Deluxe private townhome minutes walk to Aspen Mountain skiing and downtown!
Elegant Aspen townhouse with an inviting deck, fireplace, and washer/dryer
Relax in a spacious living area with a stone fireplace, sofa set, and ample seating options.

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

8.6 out of 10, Excellent, (11)
"Location, views, privacy, space"
Elegant Aspen townhouse with an inviting deck, fireplace, and washer/dryer
Stunning View Red Mtn Property 2 Min From Town
Overlooking the mountains and town, this property features a spacious balcony and a well-maintained garden.

Stunning View Red Mtn Property 2 Min From Town

9.4 out of 10, Exceptional, (12)
"Me and my family loved staying at this home. Very peaceful and well maintained. We will definitely be returning. Working with the Owner and Property Manager was very easy and they were wonderful to work with. Highly recommend!"
Stunning View Red Mtn Property 2 Min From Town
7BR Aspen Estate – Mountain Views, Hot Tub & Fireplaces!
Relax in style on this serene outdoor deck, featuring a hot tub, comfortable seating, and a table amidst lush greenery.

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

10.0 out of 10, Exceptional, (24)
"Really great place for a large group. Perfect location!"
7BR Aspen Estate – Mountain Views, Hot Tub & Fireplaces!
Charming 3 Bedroom family house with hot tub on 2 acres panoramic views
Relax in a hot tub on a balcony with breathtaking mountain views.

Charming 3 Bedroom family house with hot tub on 2 acres panoramic views

10.0 out of 10, Exceptional, (64)
"The home worked terrific for us and had a fantastic view from the deck while we enjoyed the hot tub! Great location between all the ski mountains and would stay again."
Charming 3 Bedroom family house with hot tub on 2 acres panoramic views
Very Nice Downtown Aspen condo w/deck
Enter a serene natural oasis at Herron Park, where the Rio Grande Trail awaits.

Very Nice Downtown Aspen condo w/deck

9.8 out of 10, Exceptional, (41)
"Great place for a family"
Very Nice Downtown Aspen condo w/deck
Aspen Riverhouse-Riverfront Family Vacation
Relax in this serene room with a view of lush green surroundings, featuring a round table, two comfortable armchairs, and a TV.

Aspen Riverhouse-Riverfront Family Vacation

10.0 out of 10, Exceptional, (70)
"Terrific!"
Aspen Riverhouse-Riverfront Family Vacation
Independence Square 302 | Top Floor Stylish Hotel Room with Wet Bar, A/C, in Downtown Aspen
Relax in a hot tub on a balcony with breathtaking mountain views.

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
Sunny corner home w/ spa & yard. Walk everywhere!
Relax in this stylish living area with a high ceiling and large windows, featuring a comfortable sofa, armchair, and flat-screen TV.

Sunny corner home w/ spa & yard. Walk everywhere!

10.0 out of 10, Exceptional, (17)
"Well-stocked historic house a short walk away from downtown Aspen! Check-in and -out were a breeze and the property manager, Adam, was super responsive. Great experience!"
Sunny corner home w/ spa & yard. Walk everywhere!
118 E. Bleeker Street Home | Large, Two-Level Home/Duplex with Private Deck & On-Site Parking
Enjoy al fresco dining on the outdoor terrace with tables and chairs, offering a view of the surrounding hills.

118 E. Bleeker Street Home | Large, Two-Level Home/Duplex with Private Deck & On-Site Parking

7.0 out of 10, Good, (2)
118 E. Bleeker Street Home | Large, Two-Level Home/Duplex with Private Deck & On-Site Parking
Aspen West End Home - Quiet Neighborhood (203027-3964)
Enjoy meals in this dining area with a long table and six comfortable chairs.

Aspen West End Home - Quiet Neighborhood (203027-3964)

9.8 out of 10, Exceptional, (30)
"Awesome property!"
Aspen West End Home - Quiet Neighborhood (203027-3964)
Updated 4 BR, 4.5 BA, 1 Block from Gondola!
Traditional architecture meets serene gardens in this charming two-story building.

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 €2,234
includes taxes & fees
10 Aug - 11 Aug
Updated 4 BR, 4.5 BA, 1 Block from Gondola!
Great Amenities at Aspen Ski in/Out Resort
Experience the charm of this unique hotel, featuring steeply pitched roofs and a symmetrical facade, with multiple balconies and large windows offering breathtaking views.

Great Amenities at Aspen Ski in/Out Resort

Great Amenities at Aspen Ski in/Out Resort
Exquisite pet friendly home, 5 blks from Gondola with stunning views!!
Relax in this serene bedroom with a large bed, ornate mirror, and stunning balcony views.

Exquisite pet friendly home, 5 blks from Gondola with stunning views!!

10.0 out of 10, Exceptional, (42)
"The house was utterly beautiful and luxurious. And Peggy, the hostess, was friendly and charming. We couldn't have asked for better lodgings."
Exquisite pet friendly home, 5 blks from Gondola with stunning views!!
Stunning View Estate (2.6 acres) Walking distance to town
Relax in a spacious living area with a high ceiling and stunning mountain views.

Stunning View Estate (2.6 acres) Walking distance to town

9.0 out of 10, Wonderful, (8)
"This home is perfect besides the owners taking our money outside of the Vrbo app and did not refund it back when we did not want to the extra night’s stay. I understand that times are hard, but no one should feel comfortable stealing from people who genuinely paid a great price to stay at the location."
Stunning View Estate (2.6 acres) Walking distance to town
Aspen Paradise! Relax & entertain indoors and outdoors in comfort and serenity.
Relax in this cozy living space with a fireplace, sofa, and stunning views of the snowy landscape.

Aspen Paradise! Relax & entertain indoors and outdoors in comfort and serenity.

10.0 out of 10, Exceptional, (32)
"Great spot and a fantastic experience. We have stayed here twice now, and each time has been excellent. From easy interaction w the host to a great location, this spot is ideal for all four mountains. "
Aspen Paradise! Relax & entertain indoors and outdoors in comfort and serenity.
HUGE Modern Downtown Aspen Loft - 3br/2ba!
Enjoy cooking in this well-equipped kitchen with a granite countertop, dishwasher, and oven, plus a dining area with a table and chairs.

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

10.0 out of 10, Exceptional, (15)
"Stayed here with my husband and three other friends - it was walking distance from Ajax mountain and all the downtown restaurants, which was perfect. "
The price is €1,044
includes taxes & fees
6 Aug - 7 Aug
HUGE Modern Downtown Aspen Loft - 3br/2ba!
$9 Million Aspen 5BR Residence - Brand New Construction
Enjoy a meal with a view of the surrounding mountains from this dining area with a round table and six chairs.

$9 Million Aspen 5BR Residence - Brand New Construction

9.6 out of 10, Exceptional, (56)
"Great house for our group of 12. Mile to town or bus stop right outside house. Great communication with host. Will definitely return!"
$9 Million Aspen 5BR Residence - Brand New Construction
Alpenblick by Frias Properties
Experience the charm of this traditional European-style resort, offering a warm and welcoming atmosphere with a balcony and multiple windows.

Alpenblick by Frias Properties

3.5 star property
8.6 out of 10, Excellent, (4)
Alpenblick by Frias Properties
Fantastic Aspen Gem Near Downtown w/ Free WiFi, Large Deck & Skiing Nearby
Fridge, microwave, oven, stovetop

Fantastic Aspen Gem Near Downtown w/ Free WiFi, Large Deck & Skiing Nearby

5.6 out of 10, (5)
"Worked well for us to stay in while working for a week. Everything worked fine."
Fantastic Aspen Gem Near Downtown w/ Free WiFi, Large Deck & Skiing Nearby
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

Limelight Hotel Aspen

Limelight Hotel Aspen

10/10 Excellent
"Just a really nice spot! "
Stephen 3-night trip
Posted 2 days ago
Limelight Hotel Aspen