Aspen Summer Rentals, Cottages & Cabins

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 Summer Rentals in Aspen:

• Mountain Views On Main St Aspen. Walk to Everything! Balcony, Gas FP, Elevator, Covered Parking, HT
• Downtown Aspen Studio - walk to everything!
• PENTHOUSE "CHATEAU ROARING FORK", AC, ALL DAY SUN, VIEWS-AVAILABLE FOOD-WINE
• A/C & The Only 3 King Bedroom; 3 En Suite Baths On Aspen Mtn, Steps To Lil Nell
• Gondola Plaza adjacent with treehouse views over Aspen
• The Aspen Mountain Residences [Formerly Hyatt Grand Aspen] at Owner Direct Rates
• Deluxe private townhome minutes walk to Aspen Mountain skiing and downtown!
• Luxury Estate w- Pool/Spa, 6 Miles To Town, Featured In Dwell Magazine
• Aspen Riverhouse-Riverfront Family Vacation
• 3 Bed/3 Bath In Town Aspen Luxury King & 2 Queen Bed W/D AC Parking Balcony Wifi

In 2026, Topwintervacations offers 2263 summer rentals in or around Aspen. Find unique home rentals for your summer holiday or a weekend getaway with family and friends.

The average price per night for a summer rental in Aspen is $2,393. Check the full list of summer accommodations in Aspen.

There are 2263 summer rentals, cabins, cottages and properties that are available to rent. Book for your next trip with Topwintervacations.

Yes, here are some popular summer holiday rentals in Aspen that have a private or indoor pool:

• The Woody Creek Chalet on the Roaring Fork River
• Chateau Eau Claire #9
• Deluxe 2 Bedroom Apartments at Resort with Outdoor Pool & Hot Tub
• Aspen Mountain Views, Bright Top-Floor 3BR, Pool, Hot Tub, 7-Min Walk to Gondola

Check all holiday rentals with a pool in Aspen on Topwintervacations.