
Holiday rentals with a pool in Aspen
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Top-rated rentals with a pool in Aspen
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Popular amenities for Aspen rentals with a pool
House rentals with a pool

4 Bedroom Townhouse across from Base Village
This condo is as advertised! It’s comfortable and clean. Great hot tub and pool. Proximity to lifts is as good as you can get without ski-in/out (which becomes MUCH more expensive).

Near Ski Resort: Mtn-View Glenwood Springs Haven!
Beautiful home with wildlife every morning. Close to town, only a 25 min drive to everything. Two families enjoyed our stay.

Beautiful Alpine Retreat|Hot Tub & Sauna|360 Views
We had an amazing stay! The home was beautiful with stunning views, and everything about the place made it hard to leave. We brought our furbaby along, and he had a fantastic time too — the property felt safe and was perfect for him to explore and relax. Shariann was a great and responsive host, always quick to answer any questions and very helpful throughout our stay. We’re still mentally in Edwards and already looking forward to coming back. Highly recommend this place for a peaceful, scenic, and pet-friendly getaway!

Unparalleled Lakeside Villa! Pool & Hot-Tub, A/C!
“An Exceptional Experience – Highly Recommend!” From the moment we arrived, this upscale condo exceeded our expectations. The space was immaculately clean, beautifully decorated, and offered a perfect blend of comfort and luxury. Every detail, from the high-end furnishings to the thoughtful amenities, showed the host’s dedication to creating an unforgettable guest experience. The kitchen was fully equipped, making it a breeze to prepare meals when we chose to dine in. The bedrooms were spacious and featured plush, comfortable bedding, ensuring a restful night after a day of exploring. The large windows in the living room provided breathtaking views—perfect for morning coffee or evening relaxation. The location couldn’t have been better, offering both convenience and a sense of privacy. It was close to everything we wanted to do, with great restaurants, shopping, and attractions just minutes away. Communication with the host was seamless. Adding this one to our favorites list.

Eagle Vail house on golf course- 4/4
Was perfect for our group. Will stay again.

2 King Bed Condo with Pool/Hot tub, Walk to Lifts
The fam and I spent a wonderful spring break ski week here and loved it. Condo is beautiful and the perfect size for the three of us. Super clean and well-maintained. Ski lifts are less than 10 minutes walk and that includes a stop at the ski valet downstairs. Pool, hot tub and fitness center are all right there, too. Had a few questions for the host during our stay and answers came in minutes. We will definitely be booking this property again in the summer!

Aspen & Snowmass - Modern and New - Snow White in Snowmass
This condo was beautiful! Super close to snow mass& can take an easy free bus ride to the mountain & to downtown aspen. JD was an awesome host— so responsive and kind. An overall great spot in aspen/ snowmass!

Ski-In/Ski-Out Paradise in Arrowhead
Wonderful stay at a high end condo! All the beds were super comfortable and we thoroughly enjoyed our stay. Hot tubs and pool onsite were a hit for the kids!
Apartment rentals with a pool

Snowmass Happy Place!
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.

Ski-in-Ski-out Mountainside Studio, Pool & Hot Tub
Our condo at SkyRun was perfect for our needs. We were greeted by the kind proprietor, who was consistently communicative since the reservation was made. The condo itself was clean, stylish and full of amenities in the kitchen and bathroom. There were nice sitting areas which we enjoyed, with big windows in the living room offering great natural light. I would've liked another fan, perhaps, as the place got the tiniest bit warm while we were out during the day, but that's all about the weather, and after we opened the windows and got the cross-breeze going, it was quickly airy and pleasant. I'd recommend SkyRun and we'll absolutely consider staying there again the next time we visit Aspen.

Heart of Town, Ski-In, Treehouse views over Aspen
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.

Downtown Aspen: Ski in & Out
Lovely 2 bedroom condo right at the base of the mountain. Short walk to everything.

4 guest 2B/2B condo by shuttle, RFTA & Assay Lift!
Beautiful place. Very clean and comfortable. All the amenities made it very easy for us to jump right in and not miss a beat. Jennifer was great to communicate with. A great place and host!

Luxury condo on Aspen Mountain - Ski out
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.

Studio Perfect Location 318 with Pool and Hot Tub
Alex’s place was an amazing location! Less than a five minute walk to the Slopes with easy access by car and bus to downtown as well. It was clean and exactly as described. Perfect space (but could have fit four with no problem), and would definitely rent it again.

Top of the Village | Slope 408
Wonderful stay! The space itself was roomy for the four of us, the living area felt so cozy, the kitchen had all the cooking supplies we needed, and we loved the views from the balcony, bedroom and also coming from the front door! Host was super communicative from providing helpful instructions for check-in to being responsive with our requests. Also convenient and great for value to explore Snowmass, Aspen, Maroon Bells, Independence pass and the surrounding area. Would definitely come back!
Quick stats about holiday rentals with a pool in Aspen
Total rentals
860 properties
Total number of reviews
6.5K reviews
Family-friendly rentals
540 properties are a good fit for families
Pet-friendly rentals
90 properties allow pets
Rentals with dedicated workspaces
420 properties have a dedicated workspace
Wifi availability
850 properties include access to wifi
Destinations to explore
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- Breckenridge Ski Resort
- Beaver Creek Resort
- Aspen Mountain
- Snowmass Ski Resort
- Vail Ski Resort
- Buttermilk Ski Resort
- Crested Butte Mountain Resort
- Sunlight Mountain Resort
- Glenwood Caverns Adventure Park
- Ski Cooper
- Crested Butte Nordic
- Beaver Creek Golf Club
- Breckenridge Nordic Center
- Maroon Creek Club
- Aspen Highlands Ski Resort
- Leadville Ski Country
- Mountain Top Children's Museum