10 Best Vrbo Rentals for Families in Aspen

Aspen is practically synonymous with a luxury vacation destination. It attracts skiers, of course, but also lovers of the scene. What a scene it is! The city is full of unique shops, galleries and restaurants. Everyone should take a day trip to this gem of the Rockies, but it’s best to uproot the family and stay as long as possible.

Perhaps you are drawn to the thrill of winter sports. Skiing is the best, but other winter activities include dog sledding and Christmas sightings. Aspen’s glory, however, is evergreen, stretching long after the snow melts. There are hikes, a steady stream of festivals and much more. Autumn is a time of incredible bargains and colorful displays put up by the trees that give the town its name.

Life in the mountains is not limited to skiing. There’s shopping, nightlife, fine dining, and family entertainment. The world has many mountains, but there is only one Aspen. He stands out from the others.

Famous for its luxury, Aspen is home to many incredible homes. Below is a section of 10 of the best. Each is ideal for a family vacation. They have room for everyone and provide access to the delights of Aspen, those of the mountains as well as those of the city.

Note that prices fluctuate considerably throughout the year and the rates listed below reflect an average over the whole year.

Domain of the Four Peaks


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It is a testament to the genius of the architects of this property that every inch over 13,000 square foot house looks flawless. It sits on three majestic acres outside of town, a short drive from three skiable mountains. The location is stunning and the designers of this haven have truly done it justice, as seen in the photographs. Each of the five bedrooms can be considered a “master” in a tiny home and is perfect for a large family getaway. From the glass-encased dining room to the leather-covered living room and home theater, there’s something amazing behind every door.

Bedrooms: 5

Bathrooms : seven

Sleeping: 12

Aspen Ski Resort


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Aspen has a lot to offer, from skiing to shopping to luxury homes. This large single family home is a superb example of the latter, a property that makes it easy for guests to enjoy ancient entertainment. Within walking distance of the heart of Aspen, it is conveniently located with something to please everyone. Five splendid bedrooms have unique charms but share the principle that light must enter. From charming brick walls to woodwork, the home is sure to please aesthetes with its unostentatious approach to luxury living.

Bedrooms: 5

Bathrooms : 4

Sleeping: ten

Victorian house looking east


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From the tranquil blue exterior to the restored 1930s bathroom, this Victorian house is a beautiful place for a mountain family. It is about a 10 minute walk to the slopes and shopping that Aspen is famous for. During this walk, you will see few houses as charming as this one. The large backyard is naturally equipped with a hot tub and a garden. Completely modernized, the house retains quaint elements of mountain living, such as a wood-burning stove. Although rendered obsolete by home radiant heating, it still provides a (less literal) warm feeling.

Bedrooms: 5

Bathrooms : 5

Sleeping: ten

Red Mountain Masterpiece


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Taking note of the surroundings, architect Chad Oppenheim created a home worthy of Aspen’s natural beauty. A unique building for a unique family, it is the source of many wonders and a lasting source of memory. He makes bold use of the region’s natural materials and the bet certainly pays off. The exterior spaces are as carefully designed as those inside. The large boulders, laid down after millennia by retreating glaciers, look suspiciously like they were intentionally placed. This getaway has four bedrooms and offers endless opportunities for wonder.

Bedrooms: 4

Bathrooms : 5

Sleeping: ten

Expansive West Aspen House


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Aspen’s three mountains can accommodate a large number of skiers. Likewise, this enviable holiday home can accommodate a large troop of guests (18 to be precise). It is in a great location in West Aspen near the golf course and a shuttle stop that can take the whole group to town and to the mountains. The home features plush rugs, chic furnishings, and seven bedrooms in different layouts. Common spaces abound, both indoors and out. Guests would be remiss not to check out the backyard trail to Red Butte once the snow has melted.

Bedrooms: seven

Bathrooms : 6

Sleeping: 18

Mountain laurel springs


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Enjoy a deep sense of freedom as you take in sweeping views of the independence past from this amazing house in Aspen. Skiers and shoppers will appreciate the house’s proximity to the bus. The living room is truly awe-inspiring, and not just because of its mountain views – the furniture is also easy to admire. No one will feel left out as there is something to look forward to in every bedroom, even the downstairs children’s room with a pair of twins.

Bedrooms: 4

Bathrooms : 3

Sleeping: 8

The Observatory


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Like many mountain towns, Aspen is a great place for stargazing. The best place to see the best and brightest in the universe is this historic house in downtown Aspen. Built in the late 1880s, the house also serves as an observatory. The telescope has been improved, but the structure remains the same, still as charming. Not only a work of art in itself, but the Observatory also has a fine collection. There’s room for 12 overnight guests and seating for even more if you’re using the splendid kitchen to host a dinner party. The whole family will enjoy exploring every corner of this unique vacation home.

Bedrooms: 6

Bathrooms : seven

Sleeping: 12

Robinson Road Ski House


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12 minutes walk from the ski paradise, this four bedroom house is itself quite heavenly. It has four bedrooms. Each has a private bathroom and a king-size bed. Two even have their own fireplace (the residents of the other two will have to make do with that of the welcoming living room). Other perks include a rooftop hot tub, garden pond, and amenities like the park and playground next door. This is truly a family home: even dogs are allowed for an additional $30 a night. Additional guests will be comfortable on one of three sofa beds.

Bedrooms: 4

Bathrooms : 5

Sleeping: 12

Split Level Condo in Aspen Alps


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Getting the whole family skiing together is always a struggle. This is less true for the guests of this amazing Aspen Alps condo. As ski-in ski-out accommodation, it’s easy to ensure everyone descends together at least once. Two well-appointed bedrooms are on the lower level (one king bed and one bedroom with two double beds). The glorious master suite is above, as is a queen bedroom. The condo has a patio with a grill and a view of the gondola, and a living room furnished with fine leather furniture.

Bedrooms: 4

Bathrooms : 3

Sleeping: 8

Wonderfully Restored 1888 Home


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A remarkable testament to Aspen’s enduring appeal, this house from the end of the 19th century shows that life in the mountains is not a passing fancy, but an eternal obsession. A true family home, this central Aspen home has character, all thanks to its pedigree and the diligence of its caretakers. Many elements of the original design remain, such as the sinks and exposed beams. New additions (including buffalo leather couches and faux Victorian beds) don’t take away from the character of the house.

Bedrooms: 4

Bathrooms : 3

Sleeping: 8

If you want to learn more about Aspen and the surrounding area, check out:

About Michael B. Billingsley

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