Book Luxury Holiday Rentals in Pitkin County

Award-winning homes from £98

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Home spotlights in Pitkin County

Durant Cowhide

Durant Cowhide

  • 6 guests

  • 3 bedrooms

Aspen, Pitkin County

This home offers the comfort of a modern apartment and the convenience of having extensive building amenities, as well as a top-notch concierge service from your host. The shared heated pool and hot tub are perfect for post-ski relaxation and meeting fellow residents.

Aspen Nirvana

Aspen Nirvana

  • 4 guests

  • 2 bedrooms

Aspen, Pitkin County

Discover a tranquil escape at this beautifully renovated third-floor condo nestled within the picturesque surroundings of downtown Aspen. Awaken to stunning views of Aspen Mountain and indulge in the cozy ambiance this charming retreat offers.

The Downy Woodpecker

The Downy Woodpecker

  • 5 guests

  • 3 bedrooms

Aspen, Pitkin County

This mountainside apartment is one block from the centre and a two-minute walk from the Gondola. Its no-nonsense interior provides a practical space for skiers, bikers and hikers all year round.

Along The Grain

Along The Grain

  • 14 guests

  • 7 bedrooms

Aspen, Pitkin County

The flow of this exquisite mountainside home draws you in straight off the slopes and into its heart. The warren of entertainment rooms provides a surprise around every corner, will it be a bowling lane, a plunge pool or even a massage room that will take your fancy.


We selected the top 3% holiday homes in Pitkin County Holiday Rentals

Explore the 51 most perfect homes in our collection

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Most popular homes in Pitkin County

Rock It to Me

Rock It to Me

  • 2 guests

  • 1 bedrooms

Aspen, Pitkin County

Two Pine Cones

Two Pine Cones

  • 10 guests

  • 4 bedrooms

Aspen, Pitkin County

Slopeside Living

Slopeside Living

  • 6 guests

  • 3 bedrooms

Aspen, Pitkin County

Cottonwood

Cottonwood

  • 7 guests

  • 4 bedrooms

Pitkin County, Colorado

Snowflake Hideaway

Snowflake Hideaway

  • 10 guests

  • 3 bedrooms

Aspen, Pitkin County

Contemporary Creek

Contemporary Creek

  • 8 guests

  • 3 bedrooms

Aspen, Pitkin County

Black Bear Lodge

Black Bear Lodge

  • 14 guests

  • 6 bedrooms

Aspen, Pitkin County

Toasty Toes

Toasty Toes

  • 8 guests

  • 3 bedrooms

Aspen, Pitkin County

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Frequently asked questions

Explore our selection of the finest luxury Holiday Rentals for your next getaway in Pitkin County, Colorado, United States. The homes in Plum Guide's collection come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Each home is professionally vetted and carefully handpicked, with both measurable and soft 'feel' elements thoroughly tested to ensure the highest quality. Book today and enjoy a short or extended stay in one of the best homes that Pitkin County, Colorado, United States has to offer. Our friendly experts are also on hand 24/7, should you need any help finding the perfect Holiday Rentals for your trip.

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