Keystone Holiday Homes with Staff

We selected the 196 homes worth renting in this location

Who's coming along?

Adults

Age 13+

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Children

Age 1 to 12

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Infants

Under 1

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Pets

An extra fee may apply

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Home spotlights in Keystone

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.

Rock It to Me

Rock It to Me

  • 2 guests

  • 1 bedrooms

Aspen, Pitkin County

Situated within easy walking distance of the Silver Queen Gondola, this Aspen studio is a great base for anyone looking for an excuse to dust off their ski gear. While space isn’t one of this home’s strong points – even a solo traveller might find the bathroom a bit of a squeeze – it has everything you need for a comfortable stay and benefits from an enviable position on the edge of downtown Aspen.

Slopeside Living

Slopeside Living

  • 6 guests

  • 3 bedrooms

Aspen, Pitkin County

Just two blocks from the Silver Queen Gondola, this deluxe home in Aspen is ideally situated for making the most of the slopes in winter, whether you choose to ski, snowboard or try one of the many other snow sports available in the area. Downtown Aspen itself is just a short distance away too, so the upmarket restaurant and boutiques are practically on your doorstep.

Rocky Skies

Rocky Skies

  • 11 guests

  • 3 bedrooms

Summit County, Colorado

If you close your eyes and imagine a cabin in the forest, nestled amongst sky scraping pine trees and surrounded by snow-capped mountains, it would probably look pretty similar to this mountainside home in the heart of the Rockies. Light, classic and inviting inside, it also has a lovely outdoor space that includes a deck with mountain views, a hot tub and even a hammock, making it much more than just a cosy winter abode.


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

Explore the 196 most perfect homes in our collection

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Most popular homes in Keystone

Rocky Mountain High

Rocky Mountain High

  • 12 guests

  • 5 bedrooms

Silverthorne, Summit County

Riverbanks

Riverbanks

  • 4 guests

  • 2 bedrooms

Aspen, Pitkin County

Lake Retreat

Lake Retreat

  • 12 guests

  • 4 bedrooms

Frisco, Summit County

Along The Grain

Along The Grain

  • 14 guests

  • 7 bedrooms

Aspen, Pitkin County

Backcountry Living

Backcountry Living

  • 12 guests

  • 5 bedrooms

Garfield County, Colorado

Snowy Lodge

Snowy Lodge

  • 13 guests

  • 6 bedrooms

Aspen, Pitkin County

Rollingstone Ridge

Rollingstone Ridge

  • 14 guests

  • 4 bedrooms

Steamboat Springs, Routt County

Highland Greens

Highland Greens

  • 8 guests

  • 3 bedrooms

Breckenridge, Summit County

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Check upcoming rates & availability for Keystone Holiday Homes with Staff


Frequently asked questions

Are you hoping for a stay in one of the best holiday homes with staff in Keystone? 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 Keystone 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.

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