A mountain lake with hikers on a trail, surrounded by lush green forests and snow-capped peaks.

Aspen Holiday Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Aspen holiday rentals

A fire pit surrounded by a wooden bench with cushions, a stone wall, and potted plants.

1. Aspen Square Condominium Hotel

Aspen Square Condominium Hotel
4.0 star property
Downtown Aspen
9.6 out of 10, Exceptional, (1,010 reviews)
"Fabulous location and loved our room!"
United States
Grada
The price is HK$2,346
HK$2,922 total
includes taxes & fees
17 Oct - 18 Oct
Aspen Square Condominium Hotel
A spa area with a hot tub, snow-covered surroundings, and a building with large windows.

2. The Gant

The Gant
4.0 star property
East Aspen
9.6 out of 10, Exceptional, (1,060 reviews)
"Clean and beautifully decorated/remodeled. Heated floors in the bath would be so great for winter stays! All around a great place!"
United States
Brenda
The price is HK$2,856
HK$3,537 total
includes taxes & fees
15 Oct - 16 Oct
The Gant
A modern living room with a grey sofa, a wooden coffee table, and a brown leather chair. A kitchen is visible in the background with a stone backsplash and wooden cabinets.

3. HOLT - Billionaire Mountain

HOLT - Billionaire Mountain
3.5 star property
Downtown Aspen
8.4 out of 10, Very good, (16 reviews)
"It was a perfect for me! The layout is lovely and welcoming. Close to everything in Aspen. The included parking is ideal. I loved the windows and the adorable fox couple who wandered by in the evenings. I’d stay again in a heartbeat!"
United States
Taunya
HOLT - Billionaire Mountain
A cozy living room with a stone fireplace, comfortable seating, and large windows offering a view of the outdoors.

4. Spacious & Central Aspen 1BR with AC!

Spacious & Central Aspen 1BR with AC!
Downtown Aspen
10.0 out of 10, Exceptional, (15 reviews)
"Great location and great place to stay especially for the price"
United States
Joseph M.
The price is HK$1,302
HK$4,512 total
includes taxes & fees
31 Oct - 1 Nov
Spacious & Central Aspen 1BR with AC!
A modern living room with a grey sofa, a wooden coffee table, and a brown leather chair. There is a kitchen area with a wooden countertop and a dining chair.

5. Downtown Aspen Studio | Walk to Gondola & Slopes

Downtown Aspen Studio | Walk to Gondola & Slopes
Downtown Aspen
7.0 out of 10, Good, (4 reviews)
Downtown Aspen Studio | Walk to Gondola & Slopes
A hot tub in an outdoor setting with a wooden fence, a mountain in the background, and a building with balconies.

6. 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 HK$1,524
HK$2,842 total
includes taxes & fees
18 Oct - 19 Oct
Main Street room - hot tub & pool - walk to lifts, dog-friendly, balcony
A crowded indoor dining area with multiple tables and chairs, a visible restaurant named 'Cathie Fiori,' and hanging plants.

7. Downtown Aspen 1BR: Pool & Hot Tub!

Downtown Aspen 1BR: Pool & Hot Tub!
Downtown Aspen
9.8 out of 10, Exceptional, (7 reviews)
"Great location and cozy!"
United States
Cynthia
Downtown Aspen 1BR: Pool & Hot Tub!
Open, spacious living area with a gas fireplace, smart TV and plenty of comfortable seating

8. Stunning Aspen Core 2B, AC, Views, Patio, HotTub!

Stunning Aspen Core 2B, AC, Views, Patio, HotTub!
Downtown Aspen
10.0 out of 10, Exceptional, (15 reviews)
"Loved staying here, Ali provided everything we needed and was super responsive when we had questions. Loved staying here and will definitely be coming back. "
United States
Joylynn G.
The price is HK$1,772
HK$5,660 total
includes taxes & fees
4 Nov - 5 Nov
Stunning Aspen Core 2B, AC, Views, Patio, HotTub!
A stone exterior wall, a green door with the number 15, and two wicker chairs outside.

9. West End Aspen Retreat for 3 Walkable to Gondola with Fireplace, Patio & Mountain Charm

West End Aspen Retreat for 3 Walkable to Gondola with Fireplace, Patio & Mountain Charm
East Aspen
9.4 out of 10, Exceptional, (3 reviews)
"Great spot to stay in Aspen. Super easy check in and the place has everything you need. Will definitely be back!"
United States
Sara F.
The price is HK$1,413
HK$4,917 total
includes taxes & fees
15 Oct - 16 Oct
West End Aspen Retreat for 3 Walkable to Gondola with Fireplace, Patio & Mountain Charm
A crowded indoor dining area with multiple tables and chairs, a visible restaurant named 'Cathie Fiori,' and hanging plants.

10. 2BR Aspen Condo, Pool, HotTub, A/C, Pet Friendly!

2BR Aspen Condo, Pool, HotTub, A/C, Pet Friendly!
East Aspen
9.6 out of 10, Exceptional, (4 reviews)
"Great location a"
United States
Mark M.
The price is HK$2,159
HK$6,635 total
includes taxes & fees
18 Oct - 19 Oct
2BR Aspen Condo, Pool, HotTub, A/C, Pet Friendly!
A round glass table with chairs, a vase with flowers, and a view of snow-covered trees through large windows.

11. Ski-In Aspen Retreat Next To Lift 1A with Fireplace & Walkable Downtown Access

Ski-In Aspen Retreat Next To Lift 1A with Fireplace & Walkable Downtown Access
Downtown Aspen
10.0 out of 10, Exceptional, (2 reviews)
The price is HK$1,589
HK$4,958 total
includes taxes & fees
18 Oct - 19 Oct
Ski-In Aspen Retreat Next To Lift 1A with Fireplace & Walkable Downtown Access
Spacious living room

12. Center of Aspen 2BR, 2BA with AC!

Center of Aspen 2BR, 2BA with AC!
Downtown Aspen
10.0 out of 10, Exceptional, (23 reviews)
"Perfect location - we walked everywhere and enjoyed being so close to town. The kitchen had everything we needed plus more and condo looked brand new when we checked it. We had a wonderful stay and will be back next year!"
United States
Lindsey G.
The price is HK$1,772
HK$5,659 total
includes taxes & fees
20 Oct - 21 Oct
Center of Aspen 2BR, 2BA with AC!
A modern living room with a fireplace, comfortable seating, and a large TV on the wall.

13. Top-Floor Aspen Condo One Block from Gondola with A/C, Fireplace & Mountain Views

Top-Floor Aspen Condo One Block from Gondola with A/C, Fireplace & Mountain Views
Downtown Aspen
10.0 out of 10, Exceptional, (4 reviews)
"We had a wonderful stay! The home was clean, comfortable, and exactly as described. The location was great, and everything was easy from check-in to check-out. We already have another stay booked!"
United States
Lauren B.
The price is HK$1,766
HK$6,306 total
includes taxes & fees
17 Oct - 18 Oct
Top-Floor Aspen Condo One Block from Gondola with A/C, Fireplace & Mountain Views
A modern living room with a sofa, coffee table, and TV. There is a dining area with a table and chairs.

14. Fasching Haus Condo with Heated Pool, Hot Tub, Fitness Center, Steps to Gondola

Fasching Haus Condo with Heated Pool, Hot Tub, Fitness Center, Steps to Gondola
Downtown Aspen
9.0 out of 10, Wonderful, (2 reviews)
"Clean apartment, large size, great stay"
United States
Amanda V.
The price is HK$1,589
HK$5,175 total
includes taxes & fees
15 Oct - 16 Oct
Fasching Haus Condo with Heated Pool, Hot Tub, Fitness Center, Steps to Gondola
A stone pathway surrounded by large rocks and dense green foliage.

15. Dog-Friendly Apt w/ EV Charger / Walk to Aspen

Dog-Friendly Apt w/ EV Charger / Walk to Aspen
Smuggler
10.0 out of 10, Exceptional, (3 reviews)
"Rob and his wife were incredible hosts and the property is in a terrific location. For just one or two people this is a fabulous location to stay at. You’re definitely close enough to town to walk but not directly in the mix of it. For those who like to be outdoors and close to amazing hikes but also easy enough to get into town this is a terrific choice. The apt is extremely dog friendly with a gated area, and has dog bowls and towels. The apartment itself is beautifully minimalist and has...
United States
Brooke B.
The price is HK$2,110
HK$5,038 total
includes taxes & fees
15 Oct - 16 Oct
Dog-Friendly Apt w/ EV Charger / Walk to Aspen
A modern living room with a sectional sofa, a coffee table, and a dining area with a chair and table.

16. 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.
The price is HK$1,532
HK$5,322 total
includes taxes & fees
11 Nov - 12 Nov
Modern 2BR,1BA w AC in the Heart of Aspen!
A modern living room with a sofa, chairs, a coffee table, and a kitchen area with wooden cabinets.

17. New Stunning 3BR, 3BA Steps from Gondola with AC!

New Stunning 3BR, 3BA Steps from Gondola with AC!
Downtown Aspen
10.0 out of 10, Exceptional, (14 reviews)
"Property was clean, host was super responsive. Beds were super comfy!! A great stay!"
United States
Courtney H.
The price is HK$2,503
HK$7,748 total
includes taxes & fees
25 Oct - 26 Oct
New Stunning 3BR, 3BA Steps from Gondola with AC!
A crowded indoor dining area with multiple tables and chairs, a visible restaurant named 'Cathie Fiori,' and hanging plants.

18. Riverfront Aspen Condo: Pool, Hot Tub, & Views!

Riverfront Aspen Condo: Pool, Hot Tub, & Views!
East Aspen
10.0 out of 10, Exceptional, (5 reviews)
"Great place to stay! Perfect location "
United States
William W.
The price is HK$2,260
HK$6,767 total
includes taxes & fees
1 Nov - 2 Nov
Riverfront Aspen Condo: Pool, Hot Tub, & Views!
A modern hotel with a swimming pool, lounge chairs, and outdoor umbrellas.

19. 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, (27 reviews)
"Great location and accommodations! I highly recommend this property!"
United States
Vonda D.
The price is HK$2,162
HK$7,279 total
includes taxes & fees
18 Oct - 19 Oct
Ski-in&Out Renovated 3BR, 3BA w AC, Pool & Hot-tub
A hot tub in an outdoor setting with a wooden fence, a mountain in the background, and a building with balconies.

20. 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
The price is HK$1,442
HK$2,731 total
includes taxes & fees
18 Oct - 19 Oct
Dog-friendly room on Main St - pool & hot tub - walk to lifts, ground-floor
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

Aspen Square Condominium Hotel

Aspen Square Condominium Hotel

10/10 Excellent
"Everything about from check in to check out was fabulous! Will stay here again!"
Chanda 1-night trip
Posted 3 hours ago
Aspen Square Condominium Hotel

Find out more about Aspen

Search for holiday rentals in Aspen on Expedia! You can easily find your home rentals, villas, holiday apartments in Aspen using one of the methods below:

  • View our selection of featured holiday rentals in Aspen
  • Use the map to find apartments and other holiday homes in the Aspen neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Aspen while they last

Look no further and take a look at our great range of rental properties in Aspen!

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. Other favourite homes for rent in Aspen are Walk to Town Luxury Home by Aspen Vacation Rentals and Walk to town! 4 bdrms all king beds. Great ski house w/ hot tub near Snyder Park.

How many holiday rentals are there in Aspen?

With 173 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. Silver Queen Gondola and Rio Grande Park 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.