Book Luxury Holiday Rentals in Pitkin County

Award-winning homes from £98!

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Home spotlights in Pitkin County

Aspen Galena

Aspen Galena

  • 4 guests

  • 2 bedrooms

Aspen, Pitkin County

Set only two blocks from the gondola and downtown Aspen, this sleek apartment boasts stunning vistas of Aspen Mountain and Red Mountain, with western sunset views providing a delightful backdrop to a cosy evening in. The open-plan living and dining area is the hub of the home, with an eight-person dining table, 60-inch flat-screen TV and gas fireplace.

Slope Side Haven

Slope Side Haven

  • 8 guests

  • 3 bedrooms

Aspen, Pitkin County

Boasting breathtaking mountain views, this three-bedroom, ensuite three full bath unit is the epitome of alpine charm. As you step inside, you'll immediately feel a sense of tranquillity and connection with nature.

Renewed River Retreat

Renewed River Retreat

  • 6 guests

  • 2 bedrooms

Aspen, Pitkin County

Enjoy everything Aspen has to offer from this beautifully renovated two-bedroom/two-bathroom condo, nestled along the tranquil shores of the Roaring Fork River. Wake up to the rhythmic sounds of nature, as the gentle flow of the river lulls you into a state of relaxation.

The Modern Moose

The Modern Moose

  • 8 guests

  • 4 bedrooms

Aspen, Pitkin County

This modern townhouse is located in such a desirable spot – only two blocks to downtown Aspen and the Aspen Mountain Gondola. In contrast to the traditional mountain aesthetic of the building, inside it features contemporary finishes throughout, with a beautiful high-end kitchen and flat-screen TVs in the lounge and bedrooms.


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

Monarch Mountain

Monarch Mountain

  • 8 guests

  • 4 bedrooms

Aspen, Pitkin County

Snowy Lodge

Snowy Lodge

  • 13 guests

  • 6 bedrooms

Aspen, Pitkin County

Spring Creek

Spring Creek

  • 10 guests

  • 3 bedrooms

Aspen, Pitkin County

Cherry Woodpecker

Cherry Woodpecker

  • 14 guests

  • 6 bedrooms

Aspen, Pitkin County

Aspen Nirvana

Aspen Nirvana

  • 4 guests

  • 2 bedrooms

Aspen, Pitkin County

Marshmallows & Hot Chocolate

Marshmallows & Hot Chocolate

  • 6 guests

  • 2 bedrooms

Aspen, Pitkin County

Contemporary Creek

Contemporary Creek

  • 8 guests

  • 3 bedrooms

Aspen, Pitkin County

Slopeside Living

Slopeside Living

  • 6 guests

  • 3 bedrooms

Aspen, Pitkin County

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Check upcoming rates & availability for Pitkin County Holiday Rentals


Frequently asked questions

Explore our selection of the finest luxury Holiday Rentals for your next getaway in Pitkin County. 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 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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