Book Family Friendly Rentals in Pitkin County

We selected the 72 homes worth renting in this location

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Home spotlights in Pitkin County

Arrowleaf Lodge

Arrowleaf Lodge

  • 8 guests

  • 4 bedrooms

Pitkin County, Colorado

Split across three levels, this cosy condo 2.5 miles from downtown Aspen offers plenty of space for groups of friends or large families.

Monarch Mountain

Monarch Mountain

  • 8 guests

  • 4 bedrooms

Aspen, Pitkin County

Mountain Monarch is brilliantly located due to its proximity to the slopes and the happenings of the town. Guests staying here will have complimentary parking as well as free airport transfers, all you need to do is ask upon booking.

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.

Roaring Fork

Roaring Fork

  • 4 guests

  • 2 bedrooms

Aspen, Pitkin County

Nestled between Aspen Mountain and the town, this newly renovated condo is the perfect base for a small group or family wanting to combine an active holiday with stylish surroundings. Ski-in, ski-out access means there’s no excuse not to get out on the slopes, while there are plenty of hiking trails to explore in the warmer months – plus a communal deck area where you can use one of the gas barbecues.


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

Explore the 72 most perfect homes in our collection

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Most popular homes in Pitkin County

Powder Puff

Powder Puff

  • 6 guests

  • 3 bedrooms

Aspen, Pitkin County

Alpine Reach

Alpine Reach

  • 6 guests

  • 3 bedrooms

Aspen, Pitkin County

Marshmallows & Hot Chocolate

Marshmallows & Hot Chocolate

  • 6 guests

  • 2 bedrooms

Aspen, Pitkin County

Cotton Mountains

Cotton Mountains

  • 6 guests

  • 2 bedrooms

Aspen, Pitkin County

Contemporary Creek

Contemporary Creek

  • 8 guests

  • 3 bedrooms

Aspen, Pitkin County

Cotton Hills

Cotton Hills

  • 6 guests

  • 2 bedrooms

Aspen, Pitkin County

Black Bear Lodge

Black Bear Lodge

  • 14 guests

  • 6 bedrooms

Aspen, Pitkin County

East in West

East in West

  • 5 guests

  • 2 bedrooms

Aspen, Pitkin County

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Frequently asked questions

Discover the ultimate collection of luxury Family Friendly Rentals in 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 Pitkin County 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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