Book Family Friendly Rentals in Vail

We selected the 102 homes worth renting in this location

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Home spotlights in Vail

Alpine Vista

Alpine Vista

  • 6 guests

  • 3 bedrooms

Snowmass Village, Pitkin County

Wake up to views of the Rocky Mountains while you enjoy your morning coffee next to the roaring fireplace in this spacious three-bedroom alpine home. Situated on the outskirts of Aspen in idyllic Snowmass Village, it’s a wintry getaway with plenty of charm.

Cherry Woodpecker

Cherry Woodpecker

  • 14 guests

  • 6 bedrooms

Aspen, Pitkin County

Host Craig's deliberate and ambitious approach to hosting explains the extravagance that is Cherry Woodpecker. Every room on the upper level is adorned with gigantic works of art, dexterous ceiling details and cosy balconies.

Backcountry Living

Backcountry Living

  • 12 guests

  • 5 bedrooms

Garfield County, Colorado

Nestled in the Rockies is this Colorado mansion set on 35 acres of grasslands. This warm wooden haven is a true mountain retreat adequate to host the extended family or a large group of friends.

Pop Art Villa

Pop Art Villa

  • 6 guests

  • 3 bedrooms

Vail, Eagle County

The perks of a five-star hotel and the freedom of self catering are in store at this penthouse apartment. A 24-hour concierge and butler service is on hand to arrange ski equipment, groceries and dinner reservations.


We selected the top 3% holiday homes in Vail Family Friendly Rentals

Explore the 102 most perfect homes in our collection

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Most popular homes in Vail

Aspen Modern

Aspen Modern

  • 4 guests

  • 2 bedrooms

Aspen, Pitkin County

Contemporary Creek

Contemporary Creek

  • 8 guests

  • 3 bedrooms

Aspen, Pitkin County

Renewed River Retreat

Renewed River Retreat

  • 6 guests

  • 2 bedrooms

Aspen, Pitkin County

Home on the Range

Home on the Range

  • 16 guests

  • 8 bedrooms

Pitkin County, Colorado

Riding High

Riding High

  • 4 guests

  • 2 bedrooms

Mountain Village, San Miguel County

The Glow Of The Mountain

The Glow Of The Mountain

  • 4 guests

  • 3 bedrooms

Lake County, Colorado

Cottonwood

Cottonwood

  • 7 guests

  • 4 bedrooms

Aspen, Pitkin County

The Talk of Telluride

The Talk of Telluride

  • 10 guests

  • 6 bedrooms

San Miguel County, Colorado

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Check upcoming rates & availability for Vail Family Friendly Rentals


Frequently asked questions

Discover the ultimate collection of luxury Family Friendly Rentals in Vail. Here at Plum Guide, we prioritise customer satisfaction over everything, which is why we are so meticulous in what we do. Every home in our collection has been put through a vigorous 150-step vetting process, so we promise consistent quality you can count on. Each rental also comes fully furnished will essential bathroom toiletries, an excellently-equipped kitchen, and all linen included. Rent Vail Family Friendly Homes now and secure yourself a trip to remember for all the right reasons. And call on the help of our friendly team, on standby night and day to ensure that your decision process is made as straightforward as possible.

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