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Aspen holiday rentals

KAYAK searches hundreds of travel sites at once for holiday home deals in Aspen

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Best Aspen vacation rentals

Most recommended vacation rentals in Aspen

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Shadow Mountain Lodge - Aspen - Living room
Shadow Mountain Lodge
Aspen, CO, United States
8.5Very Good(114)
Parking
Free Wi-Fi
Pool
$465+
View availability
Gavilon Aspen Studio - Aspen - Building
Gavilon Aspen Studio
Aspen, CO, United States
9.8Wonderful(24)
Free Wi-Fi
$1,057+
View availability
Durant Condominiums by Frias - Aspen - Living room
Durant Condominiums by Frias
Aspen, CO, United States
Free Wi-Fi
Pool
$951+
View availability
Aspen Alps - Aspen - Bedroom
Aspen Alps
Aspen, CO, United States
9.0Wonderful(24)
Free Wi-Fi
Pool
Pet-friendly
Spa
$1,543+
View availability
Luxurious one bedroom with fireplace, steps to gondola in the heart of Aspen! - Aspen - Living room
Luxurious one bedroom with fireplace, steps to gondola in the heart of Aspen!
Downtown
Free Wi-Fi
$1,152+
View availability
Main St. studio - pool & hot tub - walk to lifts, dog-friendly, ground-floor - Aspen - Living room
Main St. studio - pool & hot tub - walk to lifts, dog-friendly, ground-floor
Aspen, CO, United States
$554+
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Main Street studio - pool & hot tub - walk to lifts, dog-friendly, balcony - Aspen - Living room
Main Street studio - pool & hot tub - walk to lifts, dog-friendly, balcony
Aspen, CO, United States
7.7Good(4)
$671+
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Fasching Haus Condominiums by Frias - Aspen - Living room
Fasching Haus Condominiums by Frias
Aspen, CO, United States
Free Wi-Fi
Pool
$1,040+
View availability
Pool/Hot Tub, Located in Downtown Aspen, 2 Blocks to Skier Shuttle, Free Parking - Aspen - Pool
Pool/Hot Tub, Located in Downtown Aspen, 2 Blocks to Skier Shuttle, Free Parking
Aspen, CO, United States
Free Wi-Fi
Pool
Spa
$999+
View availability
Located Downtown Aspen, 5 Blocks to Center of town, 2 Blocks to Skier Shuttle - Aspen - Pool
Located Downtown Aspen, 5 Blocks to Center of town, 2 Blocks to Skier Shuttle
Aspen, CO, United States
Free Wi-Fi
Pool
Spa
$885+
View availability
Aspen Stash Pad with Fireplace, Parking, W/D - Aspen - Bedroom
Aspen Stash Pad with Fireplace, Parking, W/D
Aspen, CO, United States
9.6Wonderful(26)
Parking
Free Wi-Fi
$643+
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Chateau Roaring Fork Unit 22, Spacious Condo with Beautiful River Views, 4 Blocks to Town - Aspen - Living room
Chateau Roaring Fork Unit 22, Spacious Condo with Beautiful River Views, 4 Blocks to Town
Aspen, CO, United States
9.0Wonderful(1)
Free Wi-Fi
Pool
$2,034+
View availability
Main Street studio - pool & hot tub - walk to lifts, dog-friendly, third floor - Aspen - Bedroom
Main Street studio - pool & hot tub - walk to lifts, dog-friendly, third floor
Aspen, CO, United States
8.9Very Good(15)
$593+
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Lift One Condominiums - Aspen
Lift One Condominiums
Aspen, CO, United States
9.0Wonderful(77)
Parking
Free Wi-Fi
$1,048+
View availability
Ski-In/Ski-Out Hotel Room W/ Wifi & Shared Hot Tub, Outdoor Pool, Gym, Firepit! - Aspen
Ski-In/Ski-Out Hotel Room W/ Wifi & Shared Hot Tub, Outdoor Pool, Gym, Firepit!
Aspen, CO, United States
Spa
$333+
View availability
Downtown Aspen Luxe Studio. 3 Blocks to Gondola. Sleeps 2 Adults/1 Kid - Aspen
Downtown Aspen Luxe Studio. 3 Blocks to Gondola. Sleeps 2 Adults/1 Kid
Aspen, CO, United States
$623+
View availability
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$23 - $1,785$1,785 - $3,544$3,544 - $5,304$5,304 - $7,064$7,064+ per night

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KAYAK’s insights for holiday rentals in Aspen

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Aspen with confidence.

Which month has the cheapest vacation rental rates in Aspen?

Vacation rentals are cheapest in Aspen in May, with average rates of $685. In comparison, December is the most expensive month, with prices at $3,479.

What is the cheapest day of the week to book a vacation rental in Aspen?

Saturday offers the lowest rates in Aspen, with an average nightly price of $1,078. The highest prices are found on Sunday, with average rates at $2,144.

How early should you book a vacation rental in Aspen?

Book at least 22 days before your stay begins to get the best price for your Aspen vacation rental.
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Good to know

Low season

February

High season

January

Average price (weeknight)

$1,162

Average price (weekend night)

$8,790
Cheapest month to stay with an average 76% drop in price.
Most expensive month to stay with an average 73% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Aspen holiday rental deals

  • Are you looking for cheap but luxurious Aspen vacation rentals? Consider booking Downtown Aspen Condo. The place has great deals and offers them at pocket-friendly prices. Besides, you will not regret when you spend your vacation at the Aspen house rentals.
  • If you're looking for vacation rentals in Aspen away from the hustle and bustle of the city, consider booking a house rental at Mountain House Lodge. The place is located away from the city noise, and you'll enjoy the cool and quiet environment.
  • For those looking to enjoy football in the city, consider booking a vacation rental in Aspen near a stadium and gain the perfect convenience of watching your favorite team. For instance, you can book an Aspen house rental near The Aspen Waite Arena, like Tyrolean Lodge.
  • Do you want to have several sightseeing opportunities during your vacation in Aspen? If the answer is yes, you must book Aspen vacation rentals around the main attractions. You can book a vacation rental in Aspen around Maroon Bells and hike the North Maroon peak. Also, you'll enjoy the visually stunning and charming place.
  • For first-timers looking for vacation rentals in Aspen, consider browsing downtown Aspen. The location has Aspen house rentals that will elevate you and lighten your mood. Cozy downtown Condo close to the golf club is a great place to explore.
  • Are you planning to spend the whole weekend on vacation in Aspen? You don’t want to be bored. Book your Aspen house rental at Luxurious, Ski-In/Out Hotel Room. The place is lit and within a beautiful and vibrant neighborhood.
  • Hot tub, pet friendly, and skiing are the most popular holiday rental property amenities in Aspen
  • Holiday rentals in Aspen are around 1% more expensive than hotels on average. Search here to compare prices for all accommodation types in Aspen.
  • The best holiday rental properties in Aspen are Downtown Aspen Studio - walk to everything! (10.0, 38 reviews), Riverfront 2 BR - Steps to Town - Pool & Hot Tub (9.8, 24), and West-end carriage house (9.8, 27), based on ratings and reviews from real travellers.
  • Downtown is the neighbourhood in Aspen with the most affordable holiday rental properties (31 properties with an average price of $1,240 per night). Luxurious one bedroom with fireplace, steps to gondola in the heart of Aspen!, New Listing 2br 2ba Condo - Mountain Views and Luxurious 2 Br, 2 Ba - Aspen Core are the most popular rental properties in Downtown.
  • If you’re looking for a cheap holiday rental in Aspen, you should consider visiting during the low season. The cheapest holiday homes in Aspen can be found in February and December.
  • The cheapest night for renting a holiday home in Aspen is Tuesday. In contrast, the most expensive is Friday.
  • Holiday rentals are a popular choice for both long and short-term stays. KAYAK users usually book their holiday rental in Aspen for 9 days.
See more tips

FAQs when booking a holiday home in Aspen

  • What types of holiday rentals are available in Aspen?

    There are loads of different property types that you can make your holiday home in Aspen. You’ll find apartments, cabins, chalets, condos, cottages, houses, lodges and villas.

  • What are some of the most-loved holiday rentals available in Aspen?

    There are many types of properties available for Aspen holiday rentals. If you’re looking for something special, holiday rentals most loved by KAYAK users are Aspen Alps and Lift One Condominiums.

  • Are there any pet-friendly holiday rentals in Aspen?

    There are a number of dog and pet-friendly Aspen holiday rentals, with around 6% allowing you to bring your pet along with you.

  • How much is a holiday rental in Aspen for tonight?

    In the last 72 hours, users have found Aspen holiday rentals for tonight for as low as $1,063. Search here for similar prices

  • How much is a holiday rental in Aspen for this weekend?

    In the last 72 hours, users have found Aspen holiday rentals for this weekend for as low as $725 per night. Search here for similar prices

  • How can I find holiday rentals near me in Aspen?

    Take a look at our holiday rentals map to find the best holiday rental homes near you.

  • Where are the best Aspen vacation rentals for food lovers?

    Aspen has no shortage of vacation rentals providing great food. There’s always something great for everyone, especially if you book Aspen vacation rentals at Cozy downtown Condo close to the golf club. The place offers an amazing menu, including but not limited to Italian, Brazilian, Asian, and West African dishes. Also, the place offers on-request self-service options.

  • Where are the best Aspen vacation rentals with a great view?

    Aspen is one of Colorado's most high-end and charming cities, and it's not difficult to see why. The once mining town grew into a heartwarmingly beautiful and visually stunning city. However, if you are looking for Aspen vacation rentals with views, you still need to book one near Ski Aspen Snowmass, Maroon Lake Scenic Trail, or Independence Pass. Prospector Condominiums and Mountain House Lodge are great places.

  • Where are the best Aspen vacation rentals for a family?

    When on vacation with your family, booking a vacation rental in Aspen with family-friendly services is invaluable. You will get great deals, such as a separate bar from the dining room, a moderately-priced menu, and table service. Aspen Silverglo By Frias is a great place for you and your family.

  • Which vacation rentals in Aspen are close to the main attractions?

    If you're planning to spend more time on your adventure, you may need to go for vacation rentals in Aspen near main attractions like John Denver Sanctuary, Silver Queen Gondola, and T-Lazy-7 Ranch. Mountain House Lodge is a 15-minute drive to John Denver Sanctuary.

See more FAQs

Where to stay in Aspen?

Our map will help you find the perfect place to stay in Aspen by showing you the exact location of each holiday rental.

Everything you need to know for your stay in Aspen

Aspen holiday rental deals. Search for holiday homes, apartments, condos, cabins, cottages, villas and more in Aspen. Find cheap holiday homes to rent in Aspen. KAYAK searches hundreds of travel sites to help you find and book a holiday rental in Aspen that suits you best.

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