Pitkin County Holiday Homes with Staff

We selected the 90 homes worth renting in this location

Who's coming along?

Adults

Age 13+

0

Children

Age 1 to 12

0

Infants

Under 1

0

Pets

An extra fee may apply

0

Home spotlights in Pitkin County

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.

Snowflake Hideaway

Snowflake Hideaway

  • 10 guests

  • 3 bedrooms

Aspen, Pitkin County

This delightful 3 bedroom, 3 full en-suite bathroom retreat is ideally situated a mere two blocks away from the gondola, Lift 1A and the heart of town. With its spacious layout and six comfy beds, it comfortably accommodates eight adults.

Frosty Peaks

Frosty Peaks

  • 6 guests

  • 3 bedrooms

Snowmass Village, Pitkin County

With ski in/ski out access, panoramic views and a multitude of luxurious amenities, Frosty Peaks isn’t far off being the ultimate ski-resort penthouse. It’s on the top floor of a hotel, so not only do you get the privacy and independence of an apartment, but you also get the services including breakfast and a spa.

The Slope

The Slope

  • 13 guests

  • 5 bedrooms

Snowmass Village, Pitkin County

Located in Ridge Run, just out of Snowmass Village, this home is a truly luxurious retreat in the mountains. The wood burning stove, hardwood floors and leather sofas create a homely atmosphere, which suits big families who want to get active in Aspen.


We selected the top 3% holiday homes in Pitkin County Holiday Homes with Staff

Explore the 90 most perfect homes in our collection

View on map

Most popular homes in Pitkin County

Contemporary Creek

Contemporary Creek

  • 8 guests

  • 3 bedrooms

Aspen, Pitkin County

Ice Queen

Ice Queen

  • 6 guests

  • 3 bedrooms

Telluride, San Miguel County

Modern Elegance in Aspen

Modern Elegance in Aspen

  • 4 guests

  • 2 bedrooms

Aspen, Pitkin County

Cherry Woodpecker

Cherry Woodpecker

  • 14 guests

  • 6 bedrooms

Aspen, Pitkin County

Backcountry Living

Backcountry Living

  • 12 guests

  • 5 bedrooms

Garfield County, Colorado

Home on the Range

Home on the Range

  • 16 guests

  • 8 bedrooms

Pitkin County, Colorado

Spring Creek

Spring Creek

  • 10 guests

  • 3 bedrooms

Aspen, Pitkin County

Along The Grain

Along The Grain

  • 14 guests

  • 7 bedrooms

Aspen, Pitkin County

View all

Check upcoming rates & availability for Pitkin County Holiday Homes with Staff


Frequently asked questions

Are you hoping for a stay in one of the best holiday homes with staff in Pitkin County, Colorado, United States? If so, you've definitely come to the right place. Reach out to our expert team who will happily arrange for staff to be present at your home in Pitkin County, Colorado, United States as an addition to your booking. Our Plum Guide homes come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Book today and enjoy a short extended stay. Should you need anything, our friendly team is on hand 24/7, so just ask.

Search Our Collection