Holiday Homes in Aspen

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Featured Holiday Homes in Aspen and around

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!

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!

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

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

9.8 out of 10, Exceptional, (41)
"Great place for a family"
Very Nice Downtown Aspen condo w/deck

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

The price is €530
includes taxes & fees
18 Aug - 19 Aug
Independence Square 302 | Top Floor Stylish Hotel Room with Wet Bar, A/C, in Downtown Aspen

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

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)

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!

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 €2,396
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

Great Amenities at Aspen Ski in/Out Resort

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

10.0 out of 10, Exceptional, (41)
"This is a great spot to stay—beautifully furnished in a great location. "
Exquisite pet friendly home, 5 blks from Gondola with stunning 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.

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!

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 €1,142
includes taxes & fees
6 Aug - 7 Aug
HUGE Modern Downtown Aspen Loft - 3br/2ba!

$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

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

5.6 out of 10, (5)
"I enjoyed the space It was difficult getting to the mountain due to the location of the bus The place was generally clean outside of peeling paint on and a few dirty dishes I would stay there again with friends"
Fantastic Aspen Gem Near Downtown w/ Free WiFi, Large Deck & Skiing Nearby

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 €1,803
includes taxes & fees
31 Jul - 1 Aug
Walk to town! 4 bdrms all king beds. Great ski house w/ hot tub near Snyder Park
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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