Aspen Winter Rentals & Holiday Homes
Discover winter rentals Aspen - We found 275 exact matches
About Aspen Winter Rental on Navona Italy
Planning on a winter vacation in Aspen? Discover 275 places to stay in Aspen, for those traveling with their family, friends, in groups, or for a wedding retreat.
At Navona Italy, 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. Navona Italy 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 $1,209, 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, Navona Italy will make your winter trip memorable.
Navona Italy 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 Navona Italy 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:
- Chateau Roaring Fork Unit 25, Contemporary Condo with River Views, Close to Town
- Ski-in Ski-Out 3BR w Central AC, Views, Pool & Hot Tub
- Central Aspen Condo - Affordable & Prime Location
- Elegant Aspen Downtown - Walk to Shops, Hill & Dining
- Old Hundred Unit 102, Townhouse with Treetop Views & Excellent Location, 3 Blocks to Ski Slopes
- Designer 2 BR on River with Pool - Walk to Town!
- Quiet and Cozy Mountain Vacation Home
- Chateau Roaring Fork #43
- Independence Square Unit 306, Hotel Room with Large Sitting Area & Wet Bar
- Independence Square 308, Top Floor Hotel Room with Ideal Downtown Location
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 $1,209 per night. Navonaitaly 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:
- Chateau Eau Claire #9
- Chateau Eau Claire Unit 11
- Aspen Condo Ski-In and Ski-Out, Steps to Main St
- Updated 1 BR in Aspen's Center, Walk Everywhere!
See all pet-friendly vacation rentals in Aspen on Navonaitaly
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 Navonaitaly shows that there are over 275 private swimming pools or indoor pools accommodations near Aspen along with other great amenities.
