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We selected the 60 luxury monthly villas and homes worth renting in this location

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Home spotlights in Aspen

The Wooden Edge

The Wooden Edge

  • 4 guests

  • 2 bedrooms

Summit County, Colorado

With Dillon Reservoir practically on your doorstep, this townhouse is totally surrounded by mountains, woodland and water. The changing seasons allow for a variety of adventures, in the winter months guests have access to snowboarding and ski trails and in the summer months, you can go fishing in the reservoir or even paddleboarding.

Riding High

Riding High

  • 4 guests

  • 2 bedrooms

Mountain Village, San Miguel County

All eyes are on the mountains at this slick, cabin-style apartment in Telluride, whether that be from the floor-to-ceiling windows or as you hit the slopes only eighty metres from home. Hardwood floors, an eye-catching antler chandelier and a modern take on the classic roaring fireplace all give off a serious alpine ambiance, while squashy sofas and a deep bath provide practical comfort after a long day exploring the peaks.

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.

Contemporary Creek

Contemporary Creek

  • 8 guests

  • 3 bedrooms

Aspen, Pitkin County

This recently remodelled three-bedroom Aspen home is perfect for a family or group of friends looking for a luxurious nestling spot after a busy day on the slopes. You’re only two blocks away from the Gondola and one block away from the City Market.


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

Explore the 60 most perfect homes in our collection

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Most popular homes in Aspen

Renewed River Retreat

Renewed River Retreat

  • 6 guests

  • 2 bedrooms

Aspen, Pitkin County

The Downy Woodpecker

The Downy Woodpecker

  • 5 guests

  • 3 bedrooms

Aspen, Pitkin County

Backcountry Living

Backcountry Living

  • 12 guests

  • 5 bedrooms

Garfield County, Colorado

Ponderosa Pine

Ponderosa Pine

  • 5 guests

  • 2 bedrooms

Vail, Eagle County

Aspen Escape

Aspen Escape

  • 12 guests

  • 5 bedrooms

Aspen, Pitkin County

Spring Creek

Spring Creek

  • 10 guests

  • 3 bedrooms

Aspen, Pitkin County

Aspen Aglow

Aspen Aglow

  • 6 guests

  • 3 bedrooms

Aspen, Pitkin County

Snowfall Serenity

Snowfall Serenity

  • 8 guests

  • 4 bedrooms

Aspen, Pitkin County

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Discover the ultimate collection of luxury Family Friendly Rentals in Aspen, Pitkin County, Colorado, United States. 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 Aspen 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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