Holiday Rentals in Aspen

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Our top choices for Aspen holiday rentals

HOLT - Billionaire Mountain

HOLT - Billionaire Mountain
3.5 star property
Downtown Aspen
9.0 out of 10, Wonderful, (12 reviews)
"The studio was very comfortable and nicely decorated. The location was very convenient, it was easy to move around."
United States
Liz
The price is €313
includes taxes & fees
27 May - 28 May
HOLT - Billionaire Mountain

Ski-in/Out Renovated 3BR, 3BA w AC, Pool & Hot-tub

Ski-in/Out Renovated 3BR, 3BA w AC, Pool & Hot-tub
Downtown Aspen
10.0 out of 10, Exceptional, (24 reviews)
"we had a great time thanks "
United States
jennifer L.
The price is €779
includes taxes & fees
25 May - 26 May
Ski-in/Out Renovated 3BR, 3BA w AC, Pool & Hot-tub

Luxurious 2BR 2BA w A/C & MTN Views!

Luxurious 2BR 2BA w A/C & MTN Views!
Downtown Aspen
10.0 out of 10, Exceptional, (37 reviews)
"Easy to walk to everything - well appointed- excellent view of mountain - thought of everything - very comfortable"
United States
Evy T.
The price is €902
includes taxes & fees
5 Jun - 6 Jun
Luxurious 2BR 2BA w A/C & MTN Views!

Main Street room - hot tub & pool - walk to lifts, dog-friendly, balcony

Main Street room - hot tub & pool - walk to lifts, dog-friendly, balcony
West End
9.6 out of 10, Exceptional, (17 reviews)
"yes, it was wonderful and Rebekah at the front desk was super helpful"
United States
Shaun K.
The price is €307
includes taxes & fees
26 May - 27 May
Main Street room - hot tub & pool - walk to lifts, dog-friendly, balcony

Aspen Square Condominium Hotel

Aspen Square Condominium Hotel
4.0 star property
Downtown Aspen
9.6 out of 10, Exceptional, (963 reviews)
"Excellent stay. Big shoutout to the staff: Melanie, Rodrigo, Ricky, Dana and Shana… you make our stay and always made us feel at home. Can’t wait to come back! "
United States
Santiago
The price is €342
includes taxes & fees
10 Jun - 11 Jun
Aspen Square Condominium Hotel

Dog-friendly room on Main St - pool & hot tub - walk to lifts, ground-floor

Dog-friendly room on Main St - pool & hot tub - walk to lifts, ground-floor
West End
7.8 out of 10, Good, (7 reviews)
"Ruben is the best. Really enjoyed my stay"
United States
Vince M.
Dog-friendly room on Main St - pool & hot tub - walk to lifts, ground-floor

Private balcony room on Main St - pool & hot tub - walk to lifts, dog-friendly

Private balcony room on Main St - pool & hot tub - walk to lifts, dog-friendly
West End
7.8 out of 10, Good, (9 reviews)
"Friendly and knowledgeable staff; great location"
United States
Hayley W.
The price is €307
includes taxes & fees
26 May - 27 May
Private balcony room on Main St - pool & hot tub - walk to lifts, dog-friendly

2BR Aspen Condo, Pool, HotTub, A/C, Pet Friendly!

2BR Aspen Condo, Pool, HotTub, A/C, Pet Friendly!
East Aspen
10.0 out of 10, Exceptional, (1 review)
"Excellent condo, clean, excellent gym, a lot of extra perks not usually found in rentals --- cotton balls and q-tips and emergency kits in each bathroom, lamps and good sized night stands on both sides of each bead -- thermostats in each room--good kitchen, with modern appliances. Both bathrooms were very nice and modern. What more could one ask for?"
United States
dennis r.
The price is €651
includes taxes & fees
27 May - 28 May
2BR Aspen Condo, Pool, HotTub, A/C, Pet Friendly!

The Gant

The Gant
4.0 star property
East Aspen
9.6 out of 10, Exceptional, (1,000 reviews)
"Great location, staff super friendly, and the units were lovely!"
United States
Maryana
The price is €443
includes taxes & fees
12 Jun - 13 Jun
The Gant

Updated Core 3 BR, 3 BA with AC, Pool & Hot-tub!

Updated Core 3 BR, 3 BA with AC, Pool & Hot-tub!
Downtown Aspen
10.0 out of 10, Exceptional, (29 reviews)
"Very clean and very comfortable. The girls and I had an amazing time. Great location too, walking distance from everything and ski-in ski-out was a plus. Also enjoyed our Caribou Club reservation."
United States
Jazmin R.
The price is €836
includes taxes & fees
31 May - 1 Jun
Updated Core 3 BR, 3 BA with AC, Pool & Hot-tub!

Modern 2BR,1BA w AC in the Heart of Aspen!

Modern 2BR,1BA w AC in the Heart of Aspen!
Downtown Aspen
10.0 out of 10, Exceptional, (3 reviews)
"Everything was great! The place was very clean and in a perfect location—walking distance to everywhere. We really enjoyed our stay and definitely recommend it."
United States
Navid A.
Modern 2BR,1BA w AC in the Heart of Aspen!

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

HUGE Modern Downtown Aspen Loft - 3br/2ba!
East Aspen
9.6 out of 10, Exceptional, (17 reviews)
"Stayed here with my husband and three other friends - it was walking distance from Ajax mountain and all the downtown restaurants, which was perfect. "
United States
Molly D.
HUGE Modern Downtown Aspen Loft - 3br/2ba!

Ski-in/out! Renovated 3BR w AC & Stunning Views!

Ski-in/out! Renovated 3BR w AC & Stunning Views!
Downtown Aspen
10.0 out of 10, Exceptional, (7 reviews)
"Close to everything, great food, and well stocked rental!"
United States
Erich H.
The price is €1,091
includes taxes & fees
25 May - 26 May
Ski-in/out! Renovated 3BR w AC & Stunning Views!

Brand New 2BR 2BA - AC, Location, Views!

Brand New 2BR 2BA - AC, Location, Views!
Downtown Aspen
10.0 out of 10, Exceptional, (4 reviews)
"I can’t say enough good things about this place!!! The location, cleanliness, and communication with Ali were all incredible. I will definitely be back and recommend staying here! "
United States
Sanna L.
The price is €707
includes taxes & fees
26 May - 27 May
Brand New 2BR 2BA - AC, Location, Views!

Ski-in/Out 3BR w Central AC, Views, Pool & Hot Tub

Ski-in/Out 3BR w Central AC, Views, Pool & Hot Tub
Downtown Aspen
10.0 out of 10, Exceptional, (3 reviews)
"Great location and a very nice condo! The finishes were excellent! We would stay again. "
United States
Cassie J.
Ski-in/Out 3BR w Central AC, Views, Pool & Hot Tub

Renovated Core 2BR 2BA with AC, Pool & Hot-tub

Renovated Core 2BR 2BA with AC, Pool & Hot-tub
Downtown Aspen
10.0 out of 10, Exceptional, (5 reviews)
"Ali was great. Super helpful and responsive. Location was great. "
United States
Michael F.
The price is €792
includes taxes & fees
8 Jun - 9 Jun
Renovated Core 2BR 2BA with AC, Pool & Hot-tub

HOLT - Billionaire Mountain

HOLT - Billionaire Mountain
Downtown Aspen
6.0 out of 10, (3 reviews)
"It's extremely close and walkable to everything in town. The unit was clean and the furniture looked new. We had all we needed for a comfortable stay. I would stay again! "
United States
Jane M.
The price is €293
includes taxes & fees
27 May - 28 May
HOLT - Billionaire Mountain

4MM Aspen Downtown Ski-In Residence by Aspen Vacation Rentals™

4MM Aspen Downtown Ski-In Residence by Aspen Vacation Rentals™
Downtown Aspen
9.4 out of 10, Exceptional, (9 reviews)
"Perfect location, everything very easy! Great stay!"
United States
Ian L.
The price is €620
includes taxes & fees
25 May - 26 May
4MM Aspen Downtown Ski-In Residence by Aspen Vacation Rentals™

Ski-in/Out 3BR w AC & Unobstructed Views!

Ski-in/Out 3BR w AC & Unobstructed Views!
Downtown Aspen
10.0 out of 10, Exceptional, (1 review)
"Fantastic!!"
United States
Miranda & Jerome N.
Ski-in/Out 3BR w AC & Unobstructed Views!

3BR, 3BA in Aspen Core w AC, Pool & Hot Tub

3BR, 3BA in Aspen Core w AC, Pool & Hot Tub
Downtown Aspen
10.0 out of 10, Exceptional, (11 reviews)
"Great place!"
United States
Nick S.
3BR, 3BA in Aspen Core w AC, Pool & Hot Tub
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

Find out more about Aspen

Everything you need to know about Aspen holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Aspen holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Aspen holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Aspen holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Aspen. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Aspen holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Aspen holiday rentals we have selected for you start as low as €342 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Aspen rentals

At Expedia, we put the best Aspen holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Aspen rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Aspen holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Aspen. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Aspen?

Yes, there are holiday rentals in Aspen close to Aspen Recreation Center, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the ski slopes and majestic mountain landscape in Aspen. Leave time to check out the riverfront and live music during your visit.

What are some of the best holiday rentals that Aspen has to offer?

Exquisite pet friendly home, 5 blks from Gondola with stunning views!!: This highly rated holiday home rental in Aspen is located in the mountains, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Kick off your shoes and enjoy yourself with a garden and a selection of games. Another good choice for your trip to Aspen is Walk To Town From Unique Home Near River. Great Mountain Views.

How many holiday rentals are there in Aspen?

With 181 Expedia holiday rentals, you're guaranteed to find just the right place for your Aspen stay.

What’s there to see and do in Aspen?

Cultural attractions include Wheeler Opera House and Aspen Art Museum, whereas Wagner Park and The John Denver Sanctuary are a couple of picturesque spots to enjoy the outdoors. 212 Gallery and Silver Queen Gondola are other places to visit while you're in town.

What’s a holiday rental in Aspen like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Aspen. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from shared hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for a small group gathering.