Top 10 Aspen/Snowmass Holiday Vacation Homes

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 mountains, or snowshoe on top of Aspen Mountain. With so many activities and events that happen during the holidays, you will constantly be in awe of what our little town has to offer.

The following luxury vacation rentals are still available during the 2018-19 holiday season. Click any of the properties below for details and to book online, or give us a call for further questions or help with vacation planning.

Private Contemporary Estate: The Historic Eriksen Ranch-Village House

6 Bedroom, 6.5 Bathrooms, 6,750 Square Feet

Private Contemporary Estate Rental


The Historic Eriksen Ranch-Village House is home to the descendants of Walter & Elizabeth Paepcke (Aspen’s founding family) and is located just 5 minutes from the core of town. The contemporary mahogany-clad house sits on 12 acres looking south over 60 acres of meadow and 360-degree majestic mountain views.

Floor-to-ceiling windows and doors flood the living spaces with natural light and provide numerous ways to wander from the warm interior to the patio areas immediately outside. Elegant but casual, this is the real deal!

Downtown Contemporary Townhome

3 Bedrooms, 3.5 Bathrooms, 2,940 Square Feet

Contemporary Townhome Rental


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 and you can finish your day by skiing down directly across the street from the townhome.

Monarch House Aspen Colorado

5 Bedrooms, 5.5 Bathrooms, 4,738 Square Feet

Monarch House

Originally built in 1884, this grand Aspen Victorian has been transformed into a stunning residence with sleek contemporary finishes, warm and sophisticated accents including natural stone and hardwood, and recessed ceiling lighting. The home is complemented by a Savant Smart Home Control System. Situated in the heart of Aspen behind the historic Hotel Jerome, the Monarch House has an ideal location: balanced between the core and the residential neighborhoods of town.

Villa Venada at Paepcke Park

6 Bedrooms, 6.5 Bathrooms, 6,032 Square Feet

Villa Venada at Paepcke Park Rental

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 and across the street from the famed Paepcke Park Gazebo. The developer spared no expense with the finishes throughout, including a dedicated office and fully wired audio/visual/internet system, wine room, an outdoor covered “den” with gas fireplace, a gourmet kitchen fit for a professional chef and stone back patio with water feature and hot tub.

Aspen Oasis

6 Bedrooms, 7.75 Bathrooms, 12,627 Square Feet

Aspen Oasis Estate Rental

Never before offered as a vacation rental, the Aspen Oasis is the newest luxury estate in the Aspen rental market. You’ll find the Aspen Oasis just minutes away from the core, yet very private. This magnificent home was thoughtfully designed for the owner’s use and is positioned to encompass Independence Pass views from most rooms. The Roaring Fork River wraps around the east and north sides of the grounds, and a creek runs along the west side. Ponds and waterfalls are complemented with beautiful landscaping; a manicured lawn enhances the outdoor use of the property, which includes a trampoline by the river, a hammock, treehouse, paddleboards, and much more!

Contemporary McLain Flats Estate

6 Bedrooms, 7 Bathrooms, 6,350 Square Feet

Contemporary McLain Flats Estate rental

Remodeled in 2014, this beautiful, custom contemporary six-bedroom home on McLain Flats features floor-to-ceiling windows encompassing 180-degree views of ski mountains from Aspen to Snowmass. This home is the winner of both the Colorado-wide AIA 2015 Architect Choice Award and the Colorado-wide Crystal Award for the top interior design renovation over 4,000 SF, as well as being featured in Snow Magazine.

The Observatory

6 Bedrooms, 6.5 Bathrooms, 3,105 Square Feet

Observatory Downtown Aspen Rental

This ideally located Victorian home sits a block from Aspen’s shopping and nightlife, providing one of the town’s most perfect spots for your next visit to Aspen. This historic landmark built in 1889 and completely rebuilt in 2001 now offers state-of-the-art amenities and appliances, incredible artwork and modern contemporary furnishings throughout with views of both Aspen and Red Mountains. The proud homeowners were recently the first place winners of the Colorado Awards for Remodeling Excellence. Cork tiled floors, stone counters, comfortable luxurious fabrics and an “observatory” with telescope for stargazing make this quite the desirable accommodation.

Cybele’s Lair Masterpiece

5 Bedrooms, 6.5 Bathrooms, 6,560 Square Feet

Cybele's Lair Masterpiece - Luxury Vacation Rental

This is one of Aspen’s best-kept secrets! Step inside this beautifully crafted 7,500 square foot masterpiece and you will at once feel a warmth and peacefulness greet you. Radiant heated concrete floors with soft area rugs serve as the foundation. Elegant custom furnishings were thoughtfully chosen for every room. The vaulted living areas of the main level offer floor to ceiling windows with electric shades to allow abundant natural light in and views of Highlands and Tiehack ski areas.

Riverside Drive Contemporary

4 Bedrooms, 3.5 Bathrooms, 2,966 Square Feet

Riverside Drive Contemporary - Home Rental


Discover a contemporary three-level home with two-car garage on the East Side of Aspen just .6 mile from City Market or steps away from the Mountain Valley Shuttle, and Dial-a-Ride bus stops. The “upside-down house” features the living area on the top floor of the home to take advantage of spectacular views and the bedrooms downstairs.

The living area is an open floor plan that includes a sleek, bright kitchen features a 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 runs the length of the kitchen and separates it from the adjacent dining area which seats 8 comfortably. There is also a powder room on this floor.

Luxury Monarch on the Park 101

3 Bedrooms, 3.5 Bathrooms, 1,917 Square Feet

Luxury Monarch on the Park - Rental

This new contemporary residence is located in the heart of downtown. What a fabulous and convenient way to spend your holiday in Aspen! The open living area gives you a spacious feeling yet the living area is quite cozy for relaxing by the gas fireplace, enjoying a movie or your favorite show on the flat screen television or reading a good book. The kitchen is a chef’s dream, with beautiful granite counters and ample counter space, Viking appliances and a breakfast bar for 4 people. The dining table seats 6 guests. Each of the custom decorated bedrooms has a flat-screen television.

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 your Colorado vacation. Or, search all of our available properties with the links below. We allow instant online bookings through our website.