Pitkin County Holiday Homes : Search Top Rental Houses in Pitkin County

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A ski lift with a red cabin labeled "ASPEN" in a snowy mountainous area with trees and a clear sky.

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Our top choices for Pitkin County holiday homes

1. Oak Ridge Retreat by Snowmass Vacations

Snowmass Village

A cozy living room with a fireplace, bookshelves, a television, and comfortable seating.

2. Countryside at Snowmass - CoralTree Residence Collection

Snowmass Village

"The original unit booked was having “ WiFi issues” so the property manager moved us to a smaller unit that did not accommodate our party very easily. We had to be persistent to get into the originally booked unit, which had the space to sleep us comfortably. There was no WiFi, but otherwise lovely and clean. The communication prior to our arrival regarding this issue and the unit switch was not great and we only found out after hours and were not given a choice to keep the larger original Unit....

Anonymous traveller

A lodge with a ski lift, surrounded by mountains and a clear sky.

3. Snowmass 2BR Getaway Pool, Hot Tub & Ski Access - D2 by RedAwning

Snowmass Village

A lodge with a stone facade, a wooden entrance, and a sign reading "The Ritz Carlton Club."

4. Aspen Ritz Carlton 3 Bed

Aspen Highlands Village

A modern living room with a fireplace, a dining area, and a large window.

5. Aspen West End - Quiet Neighborhood 3 Bedroom Home by RedAwning

West End

A cozy living room with a stone fireplace, large windows, and a sofa set.

6. Snowmass Home with Hot Tub, Decks & Mountain Views - 921 by RedAwning

Snowmass Village

7. Capitol Peak- CoralTree Residence Collection

Snowmass Village

Francis

A spacious living room with a fireplace, a sofa, a coffee table, and a television.

8. Snowmass Village 1 Bedroom Premier Condo at Crestwood

Snowmass Village

A cozy living room with a stone fireplace, large windows with snowy views, and a comfortable seating area.

9. Casa Connable by Snowmass Vacations

Snowmass Village

10. Alpenblick by Frias Properties

Downtown Aspen

Julia

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Top reviews in Pitkin County

A multi-story hotel with a snow-covered courtyard, outdoor seating, and a mountain backdrop.

Residences at the Little Nell

Downtown Aspen

10/10 Excellent

Amelia

A snow-covered resort with a pool area, ski lifts, and mountain views.

The Little Nell

Downtown Aspen

10/10 Excellent

Anonymous traveller

A hotel with outdoor seating and a hot tub, surrounded by snow-covered trees and mountains.

Aspen Square Condominium Hotel

Downtown Aspen

10/10 Excellent

The hotel was conveniently located and a real home from home. The room was very cosy with a sofa and armchair and a log fire. The kitchen area was well equipped and the room staff cleaned the room daily, including putting dirty dishes in the dishwasher. In the lobby there was fresh coffee and cookies, as well as lemonade and juice which you could help yourself to. I would highly recommend this hotel to anyone wishing to stay in Aspen.

Martyn.

A large, multi-story hotel with a prominent central tower, surrounded by snow-covered trees and a mountainous backdrop.

The St. Regis Aspen Resort

Downtown Aspen

10/10 Excellent

RF

A building with a snow-covered roof and a tree with lights.

Tyrolean Lodge

West End

10/10 Excellent

David

A modern multi-story building with large windows, surrounded by snow-covered mountains and trees.

Aspen Meadows Resort

West End

10/10 Excellent

This was our second visit to Aspen Meadows. The hotel is quiet and it's well away from the centre of Aspen, however there are regular shuttles and it's a pleasant twenty minute stroll into town. The rooms are spacious and clean, the housekeeping is excellent. We thoroughly enjoyed the large pool which is divided into lanes so you can do some serious swimming after a day on the mountain! The staff are very friendly and willing to please, making our stay all the more enjoyable. This is a great...

Brian

Holiday Homes in Pitkin County

Change your mind

Treat yourself

Be picky

Top cities in Pitkin County

Aspen

Find holiday rentals that suit your style

Check prices for these dates

Our top choices for Pitkin County holiday homes

1. Oak Ridge Retreat by Snowmass Vacations

2. Countryside at Snowmass - CoralTree Residence Collection

3. Snowmass 2BR Getaway Pool, Hot Tub & Ski Access - D2 by RedAwning

4. Aspen Ritz Carlton 3 Bed

5. Aspen West End - Quiet Neighborhood 3 Bedroom Home by RedAwning

6. Snowmass Home with Hot Tub, Decks & Mountain Views - 921 by RedAwning

7. Capitol Peak- CoralTree Residence Collection

8. Snowmass Village 1 Bedroom Premier Condo at Crestwood

9. Casa Connable by Snowmass Vacations

10. Alpenblick by Frias Properties

Top reviews in Pitkin County

Residences at the Little Nell

10/10 Excellent