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

Across The Divide

Across The Divide

  • 5 guests

  • 2 bedrooms

Snowmass Village, Pitkin County

With stunning views of the mountains and excellent access to the slopes, this home is an ideal base for outdoor adventures. The free shuttle bus stops directly outside and will take you to shops, the village and ski access points.

Nature's Refuge

Nature's Refuge

  • 10 guests

  • 4 bedrooms

Park County, Colorado

This luxurious A-frame home is nestled in the Colorado Rockies. From here, you can enjoy stunning mountain views while relaxing on the spacious desk.

Stay Snug

Stay Snug

  • 8 guests

  • 4 bedrooms

Aspen, Pitkin County

Located in the central core of Aspen, in a quiet, friendly neighbourhood, the home is ideal for an alpine family getaway. The free shuttle bus in the winter months takes you directly to the gondola at Aspen Mountain, making the slopes easily accessible – all you have to do is choose which run to tackle first.

Home on the Range

Home on the Range

  • 16 guests

  • 8 bedrooms

Pitkin County, Colorado

Located in the highly sought after community of Snowmass is this Aspen ranch with unforgettable views over the valley and equestrian pastures. Tucked away on private acreage, you will feel removed from reality.


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

Explore the 114 most perfect homes in our collection

View on map

Most popular homes in Keystone

Rocky Mountain High

Rocky Mountain High

  • 12 guests

  • 5 bedrooms

Silverthorne, Summit County

Ground Born

Ground Born

  • 10 guests

  • 5 bedrooms

San Miguel County, Colorado

Contemporary Creek

Contemporary Creek

  • 8 guests

  • 3 bedrooms

Aspen, Pitkin County

Ice Queen

Ice Queen

  • 6 guests

  • 3 bedrooms

Telluride, San Miguel County

Frosty Peaks

Frosty Peaks

  • 6 guests

  • 3 bedrooms

Snowmass Village, Pitkin County

The Slope

The Slope

  • 13 guests

  • 5 bedrooms

Snowmass Village, Pitkin County

Rollingstone Ridge

Rollingstone Ridge

  • 14 guests

  • 4 bedrooms

Steamboat Springs, Routt County

The Wooden Edge

The Wooden Edge

  • 4 guests

  • 2 bedrooms

Frisco, Summit County

View all

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.

Search Our Collection