Keystone Holiday Homes with Staff

We selected the 114 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 Keystone

Mountain Maple

Mountain Maple

  • 5 guests

  • 2 bedrooms

Vail, Eagle County

In East Vail, against a backdrop of pines and firs, this home has all the rustic lodge vibes you want, along with all the modern conveniences you need. A top floor condo, facing the mountain and making the most of the views, it's comfortable and homely.

Snowy Peaks

Snowy Peaks

  • 7 guests

  • 3 bedrooms

Telluride, San Miguel County

There aren't many more dramatic views from a house than the ones you'll get here. Nestled in Telluride, a town tucked in a box canyon surrounded by 13-14,000-foot Colorado mountains, you'll feel blessed to look out on stunning snowy peaks all day long.

Snowflake Hideaway

Snowflake Hideaway

  • 10 guests

  • 3 bedrooms

Aspen, Pitkin County

Grab your skis and hit the slopes at this ski-in, ski-out condo in the heart of Aspen. The Silver Queen Gondola is a short walk away – you're also not far from downtown's eateries, shops, and nightlife.

Aspen Elegance

Aspen Elegance

  • 4 guests

  • 2 bedrooms

Aspen, Pitkin County

One block from downtown and two from Gondola Plaza, this apartment is perfect for exploring Aspen. Whether you're into hiking, skiing, or consider yourself a foodie, there's something here to tickle anyone's fancy.


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

Explore the 114 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

Slope Side Haven

Slope Side Haven

  • 8 guests

  • 3 bedrooms

Aspen, Pitkin County

Aspen Glow

Aspen Glow

  • 6 guests

  • 3 bedrooms

Aspen, Pitkin County

Ice Queen

Ice Queen

  • 6 guests

  • 3 bedrooms

Telluride, San Miguel County

Stay Snug

Stay Snug

  • 8 guests

  • 4 bedrooms

Aspen, Pitkin County

Argonne Villa

Argonne Villa

  • 12 guests

  • 5 bedrooms

Centennial, Arapahoe County

Ponderosa Pine

Ponderosa Pine

  • 5 guests

  • 2 bedrooms

Vail, Eagle 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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