Aspen Winter Rentals & Holiday Homes
Discover winter rentals Aspen - We found 2700 exact matches
About Aspen Winter Rental on Greece Visits
Planning on a winter vacation in Aspen? Discover 2700 places to stay in Aspen, for those traveling with their family, friends, in groups, or for a wedding retreat.
At Greece Visits, we have a wide range of listings for accommodations in Aspen, CO that are perfect for your winter trip or seasonal escape. Our listings have private vacation homes, cabins, condos, villas, resorts, or pet-friendly apartments that you would love. Greece Visits winter vacation homes have top amenities, including Wi-Fi, heated indoor/outdoor swimming pools, spas, hot tubs, outdoor grills, and cozy fireplaces.
Aspen winter accommodation starts at US $2,446, and the most popular properties in Aspen are cabins, bungalows, and rental homes by owner. Planning snowboarding on your next winter vacation? We have many snowboard-friendly ski resorts, chalets, and cabins that are available for you to rent. These rentals are available for both short-term stays and long-term stays, whether you are traveling for a weekend, monthly, or a longer stay, Greece Visits will make your winter trip memorable.
Greece Visits offers a great deal for travelers planning on renting a place in Aspen, to enjoy these benefits and to book your winter vacation homes, go to Greece Visits filter option, enter your travel date, check the filters to narrow down your property type and amenities, then choose from a long list of our winter vacation rentals without hassle. Our interactive map is also available, to view all places to stay in or around Aspen and unlock even more amazing deals.
Frequently Asked Questions About Aspen Winter Rental
What are the top rated Winter Rentals in Aspen?
There are a lot of options in Aspen. If you plan on staying in the Aspen area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Aspen:
- Mountain Views On Main St Aspen. Walk to Everything! Balcony, Elevator, Covered Parking & HT
- Downtown Aspen Studio - walk to everything!
- PENTHOUSE "CHATEAU ROARING FORK", AC, ALL DAY SUN, VIEWS-AVAILABLE FOOD-WINE
- Gondola Plaza adjacent with treehouse views over Aspen
- Deluxe private townhome minutes walk to Aspen Mountain skiing and downtown!
- Luxury Estate - Salt Water Pool/Spa, 6 Miles To Town, Featured In Dwell Magazine
- Aspen Riverhouse-Riverfront Family Vacation
- PERFECTLY LOCATED ASPEN CONDO! Walking distance to everything in Aspen!
- 3 Bed/3 Bath In Town Aspen Luxury King & 2 Queen Bed W/D AC Parking Balcony Wifi
- Charming 3 Bedroom family house with hot tub on 2 acres panoramic views
How much does it cost to rent a place to stay near Aspen in the wintertime?
The average cost for winter rentals in Aspen is $2,446 per night. Greecevisits has a wide list of great winter places to stay near Aspen that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in Aspen that allow pets?
Yes, here are the top cottage/chalet rentals in Aspen that allow you to bring your pet or dog:
- Heart of Aspen 2BR/2BA — Walk to Gondola, Quiet & Convenient
- Chateau Eau Claire #9
- Château Chaumont by Snowmass Vacations
- The Woody Creek Chalet on the Roaring Fork River
See all pet-friendly vacation rentals in Aspen on Greecevisits
Do you have any winter rentals in Aspen that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Aspen to find what works for you.
Are there winter accommodations in Aspen that have indoor swimming pools?
As of 2026, the data from Greecevisits shows that there are over 2700 private swimming pools or indoor pools accommodations near Aspen along with other great amenities.
