Ski-in/Ski-out holiday rentals in Pitkin County

Gorgeous, gorgeous views! Wow. Loved sitting outside with coffee and watching the sun rise + the hummingbirds! Tiny town is adorable (don’t skip the BBQ restaurant), lake was super pretty, and the drive in is beautiful too.

Cindy and Steve were wonderful hosts. This was our first time staying at a room in a house, rather than renting a whole house to ourselves. We weren't sure what to expect, but it was a wonderful first experience! Cindy is a very thoughtful host. She provided us with a lovely private room and bathroom. The room had a mini fridge, microwave, coffee maker, and even snacks and extra bathroom items that we might need. Cindy was so kind and friendly. She gave us recommendations for restaurants and parking. We really enjoyed our stay!

The best AirBnB experience I’ve had. Cindy’s place was BEAUTIFUL, warm, and comfortable. All of the little touches - extra pillows, snacks, water - made me feel so welcome. This is a perfectly close but still private residence to Aspen & Snowmass. It is true to it’s value. The drive to & from the home is wonderful, too. The hosts were not only kind, but so helpful - and the pups have big barks but are so sweet & fun to pet. I would stay here or with these hosts again in a heartbeat.

Cindy is an outstanding host. I cannot more highly recommend someone to work with.

This property is situated in the perfect part of downtown Aspen. Just a short walk to restaurants, bars, busses and shopping. The property is beautiful, modern and well appointed. Liz has gone above and beyond making sure you would have everything you need, especially in the kitchen. We also used the small patio area which is very quiet and over looks a park area. Very relaxing. We highly recommend you contact Liz if your looking to stay in Aspen.

We loved our unit and the staff was very helpful with the shuttle in the area. We could ski right to the unit. Great location.

Just a great stay by a great host. Responsive, accommodating, and thoughtful. Thank you! Would love to come back!

Excellent communication with host. No issue finding parking. Beds all comfortable. Plenty of items in kitchen to prepare meals with. Very close to bus depot for mountain-to-mountain transportation. Very close to Gondola. Walkable to Aspen shops and restaurants. Hot tub and pool both perfect temperatures. Will definitely rent this location again.

Very responsive owner, nice clean house, had a great experience!

Andrea’s place was great! It was just what we expected and needed for a perfect weekend in Aspen. Andrea was very responsive to our communications. We hope to return to this lovely little gem.

Slope 207 is perfect for a small family. Located right across from the main building - with great access to pool, hot tubs and other amenities. The shuttle service was greatly appreciated. This was the second time we've stayed at this condo and will return again.

We loved our stay in Hayden Lodge #2201. My kids participated in ski school, and I was so excited to be able to watch them from the living room window. The iTrip team was super responsive and informative throughout my entire stay. The ability to walk to lunch and dinner in Snowmass Village, or hop on the SkyCab Gondola to have dinner in the Snowmass Mall area was so convenient and fun. The room is in an incredible location, the views are unparalleled, and the amenities are amazing. The value of this room and everything it offers was an added bonus. Thank you for an amazing Thanksgiving vacation!

Fantastic place. Well kept. Easy walk to Village Express. Obviously a place the host takes good care of - not just a management run place. We LOVED the hot tub - just steps away and had it to ourselves the whole time. Will definitely book this again.

Great stay! 3 min walk to the Ajax Gondola. Everything was walking distance. Host was very responsive and proactive. Would come again!

Cute spot perfect for hitting the slopes or taking some nice walks. Elizabeth is a great communicater.

The condo was perfect for our family of 4, but you could easily accommodate more if needed. We had a comfortable place to hang out as a family and room to spread out at bedtime. We didn’t cook but the kitchen was spotless and well equipped for our needs. Bathrooms were spacious and very clean as well. The view from the condo is pretty and the surrounding area is beautiful. We walked up to the grocery store multiple times and ate at the nearby restaurants. We especially like the pizza place! Overall, this was a perfect place for a CO outdoors vacation with a comfy place to relax at night.

We were very comfortable in Maggie's place. The rooms were spacious and light; the beds were comfortable, and there were nice views of the valley from the large bedroom windows. There was lots of storage space, both hanging and drawers. The kitchen was clean, modern, and extremely well-equipped. We have stayed several times in Woodbridge condos, and this was one of the best in every way.

We had a wonderful stay at Michelle’s apartment! The location couldn’t have been better—right in downtown Aspen with restaurants, shops, and even City Market just a short walk away. The apartment itself was spotless, well-appointed, and had everything we needed for a comfortable stay. The bathroom was especially nice, with a spacious layout and great shower pressure (a real bonus after long hikes!). Michelle was very responsive and thoughtful, making the whole experience seamless and enjoyable. Highly recommend!

Nice place and responsive host for questions. There was some confusion on our part about the street address versus the unit number which caused some wandering with luggage in hand.

Great stay, would definitely recommend.