Holiday Homes in Aspen

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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Holiday Homes in Aspen and around

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!!
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.
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, (72)
"Great location and everything we needed in this beautiful Aspen condo."
Deluxe private townhome minutes walk to Aspen Mountain skiing and downtown!
$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)
"House was in immaculate condition, thoughtfully designed and well situated to easily access Aspen downtown. Glass doors allowed for beautiful sunrise and sunset viewings, and all rooms were stocked with the necessities. We never once felt like anything was lacking during our stay. Overall 5* experience and we’re already looking forward to coming back!"
$9 Million Aspen 5BR Residence - Brand New Construction
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
Walk to town! 4 bdrms all king beds. Great ski house w/ hot tub near Snyder Park
Enjoy cooking in this well-equipped kitchen with a central island, double sink, and ample counter space.

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. "
Walk to town! 4 bdrms all king beds. Great ski house w/ hot tub near Snyder Park
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
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. "
Updated 4 BR, 4.5 BA, 1 Block from Gondola!
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!
Private 4 Bedroom Estate on exclusive Red Mountain w/ soaring views & Jacuzzi
Enjoy breathtaking views of the surrounding mountains from the comfort of this room, featuring a large bed and a desk with a chair.

Private 4 Bedroom Estate on exclusive Red Mountain w/ soaring views & Jacuzzi

Private 4 Bedroom Estate on exclusive Red Mountain w/ soaring views & Jacuzzi
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
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)
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
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!
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
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

9.2 out of 10, Wonderful, (9)
"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
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
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
$5 Million Aspen Single Family Residence - Brand New Construction
Cozy living room with a fireplace, comfortable seating, and a view of the outdoors.

$5 Million Aspen Single Family Residence - Brand New Construction

9.4 out of 10, Exceptional, (51)
"Great place. Would stay again"
$5 Million Aspen Single Family Residence - Brand New Construction
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.
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Top Aspen Hotel Reviews

St. Moritz Lodge & Condominiums

St. Moritz Lodge & Condominiums

10/10 Excellent
"It reminded me of a lodge in Switzerland "
Whitney 3-night trip
Posted 1 day ago
St. Moritz Lodge & Condominiums