There is no place as magical as Aspen, Colorado during the holiday season. Take a sleigh ride up the Castle Creek Valley to Pine Creek Cookhouse, snowmobile up to the Maroon Bells, ski on any of the four world-class mountains, or snowshoe along the pristine trails at the top of Aspen Mountain. Gearing up for the slopes couldn’t be easier, whether you need premier aspen snowmass ski rentals delivered directly to your accommodations or dedicated snowmass ski rentals right at the base of the village. With a festive lineup of winter events and endless alpine adventure, you will constantly be in awe of what our mountain town has to offer for an unforgettable ski holiday in Aspen, Colorado.

The following luxury vacation rentals are still available during the 2025-26 holiday season. Click any of the properties below for details. Book online, or give us a call for further questions or help with vacation planning. Aspensnowmass.

Privacy, Space & Views

6 Bedroom, 5.5 Bathrooms

This Harry Teague designed, Luxe Modern Villa is situated on a private ranch. The home is abutting 10,000 acres of the White River National Forest. Appreciate this Historic Erikson Ranch-Village House, traveling up a 200-year old dirt ranch road. Just 5 minutes to the Ajax Gondola. This beautiful 6 bedroom, 7,000 sq. ft. residence is equipped with Christian Liaigre furnishings and 11-20’ ceilings. In addition, you will find magnificent, polished hardwood flooring.

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Stylish Core Living

3 Bedrooms, 3.5 Bathrooms

This contemporary-style townhome offers easy ski access to Aspen’s premier ski mountain. The centrally located 3-bedroom, 3.5-bath residence is perfect for those looking to be in close proximity to downtown Aspen. It’s a one block walk to Lift 1A. You can finish your day by skiing down directly across the street from the townhome.

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Majestic Little Cloud Estate

7 Bedrooms, 9 Bathrooms

Majestically staged within the gated Little Cloud enclave on Shadow Mountain. This multi-level masterpiece spares no expense capitalizing on the stunning views, and indoor/outdoor entertainment potential. This property is dressed to impress with multiple patio decks. Cascading water feature that flows brilliantly into the pond below. Enjoy Après ski at the rooftop deck bar, nosh on snacks sent up from the kitchen’s food service elevator. Soak in the hot tub, or lounge with friends on the elegant outdoor furnishings. The backdrop of beautiful Aspen glistening below.

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Villa Venada

6 Bedrooms, 6.5 Bathrooms

Beautifully decorated with contemporary and traditional mountain furnishings, Villa Venada is one of Aspen’s best rental properties. The gorgeous home is located just two blocks from the commercial core. Paepcke Park Gazebo is right across the street. The developer spared no expense with the finishes throughout. A dedicated office and fully wired audio/visual/internet system. There is also a wine room, an outdoor covered “den” with gas fireplace, a gourmet kitchen. Enjoy the stone back patio with water feature and hot tub.

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Thunderbowl Townhome 81

4 Bedrooms, 4.5 Bathrooms

Located just outside the commercial core of Aspen. A spectacular residential neighborhood of Aspen Highlands. This stunning town home offers ample square footage for you and your guests. All the amenities and conveniences of being in the center of town are just minutes away. Two car garage, vaulted ceilings and abundant natural light create open spaces and a warm welcoming atmosphere. From the entry, there is an elevator to service all three living levels of the home.

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Contemporary McLain Flats Estate

6 Bedrooms, 7 Bathrooms

This home is the winner of 2 awards. The Colorado-wide AIA 2015 Architect Choice Award and the Colorado-wide Crystal Award. Also featured in Snow Magazine. This single floor living home has three bedrooms in the south wing, two bedrooms in the north wing and one in the West wing. The primary suite and office/bedroom separated by a hallway for added privacy. Minutes from Aspen!

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Sanctuary at the Meadows

4 Bedrooms, 5.5 Bathrooms

Tucked along Meadows Road. This expansive 4 bedroom, 5.5 bathroom home stands as a testament to refined living. amidst nature’s grandeur. Highland and Buttermilk mountains as its backdrop. Every room in this residence paints a picture of serenity and luxury.

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Ute Avenue Mountain Contemporary

4 Bedrooms, 5.5 Bathrooms

You can’t beat the location of this fabulous architecturally-designed home! Close enough to walk to town, but away from the traffic and sounds of the core town. Beautifully finished with the owner’s incredible art collection that adorn the walls and built-in shelving. Ski-in at the end of the day, and in the morning. Or take the free and convenient Crosstown shuttle to the base of the gondola. In addition, catch any shuttle going to Highlands, Buttermilk, or Snowmass Village! 

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Riverside Drive Contemporary

4 Bedrooms, 3.5 Bathrooms

The “upside-down house” features the living area on the top floor of the home to take advantage of spectacular views. Four bedrooms on the lower level. The living area is an open floor plan. Including a sleek, bright kitchen, Wolf stove with double oven and 6-burner gas range/grill top. Other appliances include a Subzero refrigerator, Bosch dishwasher, and a built in microwave and wine cooler. There is a large center-island with 5 bar stools that run the length of the kitchen. There is also an adjacent dining area which seats 8 comfortably.

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Luxury Core Penthouse with Mountain Views

4 Bedrooms, 4.5 Bathrooms,

This luxury penthouse sits in the center of Aspen with spectacular views of Aspen Mountain in one of Aspen’s oldest, restored, historic buildings above the Isis Theatre. Enjoy the views from the expansive patio and hot tub, primary bedroom and the living area.

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We hope to see you in Aspen or Snowmass this holiday season!

Contact our team at (877) 544-8002 or (970) 544-8001 for questions on our properties or help planning you Colorado vacation.

Search all of our available properties. We allow instant online bookings through our website.

Five Reasons We Love Aspen Highlands – Living the high life just outside the roundabout.

Five Reasons We Love Aspen Highlands. Like the shy, talented kid of four siblings, Aspen Highlands is probably the most misunderstood of Aspen’s Four Mountain repertoire. Everyone knows Snowmass is for families; Buttermilk is for beginners and park rats; Aspen is for people who want to ski and be seen. But what about Aspen Highlands?

Most people think Aspen Highlands is for expert skiers. It best known for the infamous Highlands Bowl and it’s hike-to expert only skiing.

But there is so much more to it than that. Let us count the ways:

Top 2 Reasons We Love Aspen Highlands

1) So close, but yet so far. Conveniently located less than 2 miles from downtown Aspen. Free bus route! Highlands feels like a small village nestled deep in the mountains.  Something you’d expect to see in the Swiss Alps than in Colorado.

Surrounded by steep wooded hillsides and snow capped peaks, it’s more of a true alpine feel than other parts of the valley. If you want to feel like you’ve escaped to a true mountain retreat without needing a four-wheel drive vehicle to get there, Highlands is the place for you.

This 4-bedroom, 4.5 bath luxury townhome is Aspen Highlands slopeside living at its finest.

2) Where the deer and the antelope—and the kids—play.
Even though Snowmass has a reputation for being the family-friendly mountain, Aspen Highlands is also ideal for families. With its absence of busy streets, lack of crowds, and small base village, it is a super safe place where parents can relax and not have to worry as much about constant supervision of their kids. With its close proximity to the Aspen Recreation Center (accessible via a paved bike path) you’ve got all the kid’s favorite amenities (swimming, skating, rock climbing, and more) a short walk or bike ride away.

If you want to know what it’s like to live on the slopes at Aspen Highlands, check out this amazing Thunderbowl Home.

More Reasons We Love Aspen Highlands

3) Escape the crowds, but not the fun.
During the summer months, when Aspen is at full capacity and it’s crazy in town, you can still enjoy the peace and serenity of a mountain getaway without having to worry about where to park (the bus into town is free and super But there’s still a lot of fun to be had right outside your back door.

4) Quality over quantity.
The base village at Highlands might be small, but what it has to offer is top notch. The Highlands Alehouse has one of the most comprehensive beer lists in town with a regular rotation of microbrew suds on tap.And even though pizza is their specialty, there is also a great selection of fresh, healthy fare from kale salads and baked salmon to handmade sandwiches.If you want something a little more upscale, just head on over to Willow Creek Bistro at the Ritz Carlton for a little five-star service and delectable fare.

Two master suites makes this Thunderbowl Townhome and excellent choice for multiple families to come experience Highlands.

5) Not for experts only.
Come winter, Highlands has some of the most exquisite slopeside homes in the valley. And the notion that this is a resort for experts only is a myth. Highlands has some of the best groomed slopes around, especially off the Cloud 9 lift. All the experts are on the upper mountain or skiing the Bowl. That means the corduroy is left mostly untouched for the people who really appreciate it. And you’ll almost never see a liftline here, even during the busy season. Now that’s what we call living on Cloud 9.

If you have specific questions, please give our team a call at Aspen Signature Properties.  We’re here to make sure your Aspen experience is everything you’ve been dreaming of and more.