Holiday Homes in Aspen

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Featured Holiday Homes in Aspen

$9 Million Aspen 5BR Residence - Brand New Construction
Pool
$9 Million Aspen 5BR Residence - Brand New Construction
9.8 out of 10, Exceptional, (49)
"Prime spot with views and close to town. Our group had a fantastic stay. "
$9 Million Aspen 5BR Residence - Brand New Construction
Charming 3 Bedroom family house with hot tub on 2 acres panoramic views
Pool
Charming 3 Bedroom family house with hot tub on 2 acres panoramic views
10.0 out of 10, Exceptional, (61)
"Amazing location! Great views!"
Charming 3 Bedroom family house with hot tub on 2 acres panoramic views
$5 Million Aspen Single Family Residence - Brand New Construction
Pool
$5 Million Aspen Single Family Residence - Brand New Construction
9.4 out of 10, Exceptional, (50)
"My family and I spent 4 days in Aspen. The house was perfect for us and very close to Aspen Highlands to see the Maroon Bells. Even the walk into town was nice"
$5 Million Aspen Single Family Residence - Brand New Construction
Chic Luxury Red Mountain Home | Panoramic Views
Outdoor spa tub
Chic Luxury Red Mountain Home | Panoramic Views
9.8 out of 10, Exceptional, (21)
"Loved the house and the fact it was close in to town."
Chic Luxury Red Mountain Home | Panoramic Views
$5 Million Center of Aspen Residence - Steps to Gondola
A heated pool
$5 Million Center of Aspen Residence - Steps to Gondola
9.4 out of 10, Exceptional, (15)
"Great location, beds comfortable, A/C a blessing, pool great for young ones, walkable area-rarely used car, good grocery stores (City Market amd Clarks’s), kitchen completely stocked with cooking utensils and dishes, 2 en-suite bedrooms and one just outside the 3rd bedroom was great for privacy. Desk inside one bedroom helped as one of us had to work for portions of the time. Nice place. Nothing negative to say about it. Good stay."
$5 Million Center of Aspen Residence - Steps to Gondola
Cozy Duplex in Aspen, 4-bedroom - Close to Town!
Exterior
Cozy Duplex in Aspen, 4-bedroom - Close to Town!
10.0 out of 10, Exceptional, (1)
"Very Clean. Great location. Would stay here again "
Cozy Duplex in Aspen, 4-bedroom - Close to Town!
Winter or Summer Large Family Home - Walk to Gondola or Aspen Village Ammenities
Fridge, microwave, oven, stovetop
Winter or Summer Large Family Home - Walk to Gondola or Aspen Village Ammenities
9.8 out of 10, Exceptional, (45)
"This home is expensive but, for us, it was worth the money! Beautiful home in a great location and not one of those typical cookie-cutter spots that feel "soul-less" Would highly recommend this place to anyone"
Winter or Summer Large Family Home - Walk to Gondola or Aspen Village Ammenities
Modern Townhouse in the core of Aspen, Steps to the gondola
TV, fireplace
Modern Townhouse in the core of Aspen, Steps to the gondola
9.8 out of 10, Exceptional, (13)
"We had a great stay, convenient, clean, bright. Loved it"
Modern Townhouse in the core of Aspen, Steps to the gondola
10MM Aspen Residence -Walk to Town & Ski Slopes by GuaranteedRental
Miscellaneous
10MM Aspen Residence -Walk to Town & Ski Slopes by GuaranteedRental
10.0 out of 10, Exceptional, (2)
"Just fine, nothing fancy, but accessible to town, market and trails. Bunk room/pool table were a bonus for teen cousins."
The price is AU$2,003
includes taxes & fees
26 Nov - 27 Nov
10MM Aspen Residence -Walk to Town & Ski Slopes by GuaranteedRental
Updated 4 BR, 4.5 BA, 1 Block from Gondola!
Exterior detail
Updated 4 BR, 4.5 BA, 1 Block from Gondola!
9.8 out of 10, Exceptional, (16)
"We wanted a nice get away for our adult married kids and toddler grandchildren and us and this was just what we wanted. The location was perfect, the weather was perfect, the Arhaus decor and appointments were lovely, the kitchen was very nicely equipped, the little extras, like soaps, lotions, snacks and condiments were just great. The management company was very responsive. It set the stage for a perfect stay in Aspen. Thank you!"
The price is AU$3,073
includes taxes & fees
15 Dec - 16 Dec
Updated 4 BR, 4.5 BA, 1 Block from Gondola!
Spacious Multi-Level Aspen Home. 2 Living Rooms, Private Hot Tub, Garage, Balcony, Gas FP, Grill
Pool
Spacious Multi-Level Aspen Home. 2 Living Rooms, Private Hot Tub, Garage, Balcony, Gas FP, Grill
10.0 out of 10, Exceptional, (11)
"Perfect in every way. Beautiful home. 10 minutes walk to Hotel Jerome"
Spacious Multi-Level Aspen Home. 2 Living Rooms, Private Hot Tub, Garage, Balcony, Gas FP, Grill
Cozy 4-Bedroom Mountain Duplex Retreat with Hot tub, AC, & WiFi in Aspen
Smart TV
Cozy 4-Bedroom Mountain Duplex Retreat with Hot tub, AC, & WiFi in Aspen
2.0 star property
Cozy 4-Bedroom Mountain Duplex Retreat with Hot tub, AC, & WiFi in Aspen
Stunning View Estate (2.6 acres) Walking distance to town
TV, fireplace, books, video library
Stunning View Estate (2.6 acres) Walking distance to town
10.0 out of 10, Exceptional, (5)
"Overall our stay was great. The property was beyond beautiful, outfitted with every possible amenity. Would stay there again."
Stunning View Estate (2.6 acres) Walking distance to town
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)
"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
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, (50)
"Fabulous spacious home walking distance to town. We have me and my wife, my son and his girlfriend, daughter/husband and 2 small children and plenty of room. Never felt on top of each other. Thank you for sharing your home!"
The price is AU$2,097
includes taxes & fees
29 Nov - 30 Nov
Walk to town! 4 bdrms all king beds. Great ski house w/ hot tub near Snyder Park
Aspen Paradise! Relax & entertain indoors and outdoors in comfort and serenity.
Smart TV, fireplace, video games, DVD player
Aspen Paradise! Relax & entertain indoors and outdoors in comfort and serenity.
9.8 out of 10, Exceptional, (27)
"Location for us was great - not right in town, but only a 5 minute drive into town. The house was immaculate. Clean, beautifully decorated, extremely comfortable. Kitchen very well stocked. House had everything we needed. Plenty of towels, soap and shampoo in each shower, laundry detergent available. Did have one issue trying to figure out how to work one of the showers, but host responded immediately. Could not have asked for a better stay"
Aspen Paradise! Relax & entertain indoors and outdoors in comfort and serenity.
Very Nice Downtown Aspen condo w/deck
TV, fireplace, books, stereo
Very Nice Downtown Aspen condo w/deck
9.8 out of 10, Exceptional, (36)
"We were a group of 4 - 1 couple and 2 other friends. Just the right amount of space for for all of us. The unit was very clean and accomodating and had everything we needed - even laundry detergent! The beds were very comfortable. The location is a 5 min walk to all of the shopping and great eats. We would absolutely stay here again. 10/10!"
Very Nice Downtown Aspen condo w/deck
118 E. Bleeker Street Home | Large, Two-Level Home/Duplex with Private Deck & On-Site Parking
Outdoor dining
118 E. Bleeker Street Home | Large, Two-Level Home/Duplex with Private Deck & On-Site Parking
6.0 out of 10, (1)
118 E. Bleeker Street Home | Large, Two-Level Home/Duplex with Private Deck & On-Site Parking
Aspen West End Home - Quiet Neighborhood (203027-3964)
Outdoor dining
Aspen West End Home - Quiet Neighborhood (203027-3964)
9.8 out of 10, Exceptional, (23)
"Home was larger than we expected with 2 sitting rooms and a lovely outdoor area. Quiet neighborhood and so easy to walk to town or hop on RFTA"
Aspen West End Home - Quiet Neighborhood (203027-3964)
Old Hundred Unit 102 | Townhouse with Treetop Views & Excellent Location, 3 Blocks to Ski Slopes
Exterior
Old Hundred Unit 102 | Townhouse with Treetop Views & Excellent Location, 3 Blocks to Ski Slopes
Old Hundred Unit 102 | Townhouse with Treetop Views & Excellent Location, 3 Blocks to Ski Slopes
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.
Don't see what you're looking for?
See all available properties in Aspen
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Aspen

The Gant
2 outdoor pools, pool umbrellas, pool loungers
The Gant
4.0 star property
9.4 out of 10, Exceptional, (831)
"Immaculate place, friendly and attentive staff, and beautiful views"
The price is AU$528
includes taxes & fees
25 Nov - 26 Nov
The Gant
Aspen Square Condominium Hotel
Courtyard
Aspen Square Condominium Hotel
4.0 star property
9.6 out of 10, Exceptional, (807)
"The location of the property is outstanding with a beautiful view of Aspen Mountain and a walkable distance to dining and shopping, as well as skiing. The unit was a studio condo with a well appointed kitchen and bath. Housekeeping services were excellent and the unit was very clean."
The price is AU$526
includes taxes & fees
22 Nov - 23 Nov
Aspen Square Condominium Hotel
Aspen Mountain Hideaway With Incredible Views & Modern Decor! Wood FP, Pool, HT, Walk To Town
Interior
Aspen Mountain Hideaway With Incredible Views & Modern Decor! Wood FP, Pool, HT, Walk To Town
9.6 out of 10, Exceptional, (66)
"The most beautiful view! "
Aspen Mountain Hideaway With Incredible Views & Modern Decor! Wood FP, Pool, HT, Walk To Town
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals