Ski season is just around the corner. We love autumn in all its glory, but it’s never too early to plan your winter vacation! We’ve rounded up some of our best rentals for the winter season so you’re in prime position to enjoy the mountains. Whether your itinerary is packed with ski boots and snowy peaks or relaxing by the fire in a fur coat, we’re here to help you enjoy your next mountain getaway. See why our short-term renters become lifelong clients with these top picks for your winter 2023 excursion– while they’re still available!
Whether the Aspen groves shimmer with a summertime green, autumnal shades of yellow and orange, or boast a fresh dusting of ski-ready powder, the Roaring Fork Valley is a highly coveted vacation spot. Often frequented by second homeowners and tourists, this valley’s busy nature requires proactive planning to guarantee a seamless trip, from start to finish. That’s where we come in! Below, find a selection of rental options for your 2023 ski trip, offering the level of elegance, convenience, and privacy only Aspen Snowmass Sotheby’s International Realty can provide, as the consistently #1-ranked vacation rental agency in the valley.
550 S. Spring Street #392, Aspen – The McLendon Team
This rare Sky Residence at the W Hotel has been beautifully remodeled, making it one-of-its-kind. The W is located steps from the gondola and walking distance to every shop and restaurant in town. Be welcomed home to a spacious three-bedroom condo with high end furnishings and Aspen Mountain views, and enjoy the Sky Residence’s private roof deck with hot tub, or wander to the hotel’s rooftop pool and bar. On-site amenities include: concierge service, in-room dining, daily housekeeping, a restaurant, fitness center and Aspen Airport transfers.
508 E Cooper Ave, Aspen – Jamay Shook
Located one block from the Aspen Gondola, this newly remodeled luxury penthouse sits in the heart of downtown Aspen with amenities and convenience unlike anywhere else within the core. Entering into the home, you are greeted with custom European hardwood flooring by Arrigoni Woods. Each of the 5 baths contain meticulous floor to ceiling tile and slab work, Shinnoki collection vanities and millwork by Vonmod, and Tara collection Dornbracht finishes. All bedrooms contain automated Lutron blackout shades for privacy, heated floors and individually zoned Air Conditioning. The home is controlled by Crestron Automation, Sonos Sound, and Ring video doorbell system. The 2nd level contains two sprawling bedrooms, a convenient laundry room with your own dry-cleaning appliance, and a cozy media room populated with colorful modern interiors selected by the Owners and Karen White Interior Design.
198 Bridge Lane, Snowmass Village – The Team
This unique location rests on the slope of Guggenheim Hill with gorgeous east to west views of Snowmass Village. It is secluded and nestled among the Aspen groves, providing a private retreat experience. Refreshing mountain contemporary design mixes with classic ski chalet style to form a rare combination of elegance and history. Adjacent to the home, enjoy direct ski in/out access to Guggenheim Private Ski Trail, or for those who prefer a gentler way down, take a leisurely walk down Bridge Lane to Adams Avenue.
381 Ridge Road Unit A5, Snowmass Village – The Burggraf Group
Ski access for all! This beautiful Deerbrook townhome offers a seamless vacation experience. With ski-in/out access and a short stroll into restaurants and shops in Base Village, this property lives with ease. There are four spacious bedroom suites for comfort and privacy. The master suite, living area, and lower guest suite offer stunning views of the Snowmass Ski Area. Additionally, there is a slopeside outdoor spa for a relaxing soak after a full day of skiing.
938 S Mill Street, Aspen – Andrew Myatt
Experience peak living at Aspen’s Top of Mill home, offering seven bedrooms, seven bathrooms with rare ski-in access from Aspen Mountain. With grand architecture and luxurious mountain-chic décor, this home is perfect for a large family or group stay. It features an ideal layout with expansive gathering spaces, five bedrooms in the main house, and a detached two-bedroom apartment that is perfect for guests. The Top of Mill home is centered around a magnificent Great Room, featuring a towering stone fireplace, dramatic log beams, oversized sofas, and stunning views from two opposing walls of windows.
The gourmet kitchen is fully stocked and beautifully designed with high end appliances and stone countertops. The master bedroom features another impressive fireplace with a sitting area, a dramatic four-poster bed, and luxurious en-suite bathroom. Downstairs, the family room has a wet bar and is adjacent to the lower-level bedrooms, making it a great space for watching sports or hanging out with the kids. The separate apartment has two bedrooms, one bathroom, and a kitchenette. The home features two beautiful outdoor spaces: a front deck overlooking town with views of Red Mountain and the back patio that offers ski-in access from Aspen Mountain, a hot tub, and luxurious lounge furniture. The two-car garage simplifies parking. However, most guests rarely touch their car once they arrive. The home is within walking distance of everything Aspen offers, and a free shuttle – the Downtowner – services this neighborhood. For discerning travelers looking for a remarkable Aspen vacation home with easy skiing access, Top of Mill checks all the boxes and then some.
18 Edgewood Lane, Snowmass Village – The McLendon Team
18 Edgewood Lane is a classic spot for the whole family with prime ski access on Snowmass ski area—just steps from Adam’s Avenue. Five generous bedrooms and a separate guest apartment make this a convenient yet private, spacious six bedroom retreat. Vaulted ceilings in the living room frame views of the valley below and with dining for ten, an outdoor grill and hot tub, this home lives and entertains well. An exercise room, elevator and two-car garage add to the convenience of this year-round mountain house.
712 S Galena Street, Aspen – The Team
This townhome is the perfect place to call home during your next vacation. Just one block from Aspen Mountain and minutes to Aspen’s first class shopping and dining, it offers four bedrooms, all with private bathrooms. This home is stocked with a gourmet kitchen, media room, wet bar, and a rooftop deck with a hot tub. These deluxe amenities coupled with an ideal location make this rental an excellent place to relax and enjoy your next Aspen vacation!
237 Gilbert Street, Aspen – The McLendon Team
For the powder day lover, 237 Gilbert Street is a skier’s paradise in the heart of Aspen. This nearly 5,000 square foot ski-in duplex is located one block from the St. Regis Hotel and just steps from Lift 1A. The five-story private home is serviced by an elevator. Each bedroom suite features a Samsung LED flat screen and sitting area, and two have their own private decks. Watch the sunset from Shadow to Red Mountain from the top floor living room terrace. Utilize the home office with high speed WiFi, or stroll to all of Aspen’s conveniences and cultural attractions.
140 Forest Lane, Snowmass Village – The Team
This welcoming home in the exclusive Wood Run subdivision offers a private setting with excellent ski-in/ski-out access to Alpine Springs ski lift and Funnel ski run. After a day on the slopes, enjoy time with family or friends in the game room— complete with a wet bar, pool table, and pinball machine; or kick back in front of the flat screen TV next to a roaring fire in the den. During the warmer months, fire up the barbecue and grill in the beautiful weather. After a long day of skiing, soak in the outdoor hot tub. With six bedrooms, there’s room for a party of 16 (including your pets!).
Offering rentals as brief as a few nights and as long as a few months, Aspen Snowmass Sotheby’s International Realty have every one of your needs covered for this year’s skiing excursion. No matter what kind of rental you’re looking for– a remote lodge for the whole family or a condo in the core–when you rent with us, you have access to a plethora of options. We have more exclusive luxury vacation rentals in Aspen and Snowmass Village than any other agency in the Roaring Fork Valley. Efficient access to the mountains and to Aspen’s core grants access to limitless opportunity–whether you choose to explore the double black diamond runs or explore the menu at Ajax Tavern, you can do it with ease. Explore our entire vacation rentals portfolio at this link and book today!