Holiday rentals with a pool in Aspen

Find and book unique homes with a pool on Airbnb

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Popular amenities for Aspen rentals with a pool

House rentals with a pool

Guest favourite
Home in Silverthorne
4.95 out of 5 average rating, 167 reviews

The Ramsey Retreat - Luxury Mountain Cabin!

NathanRating, 5 stars3 weeks ago
We had a fantastic stay and the house is amazing. The experience lived up to the pictures and reviews - the property is spacious, modern and well appointed. It ticks all the boxes required for a great holiday. Check in / communication was all smooth and we had no issues with anything during the trip.
Guest favourite
Home in Eagle Vail
4.88 out of 5 average rating, 104 reviews

Eagle Vail house on golf course- 4/4

MonicaRating, 5 stars1 month ago
Was perfect for our group. Will stay again.
Top guest favourite
Home in Breckenridge
4.95 out of 5 average rating, 119 reviews

Mountain Sunshine [downtown, 2x parking, gondola]

AlexandraRating, 5 stars1 week ago
We loved staying at Tyler’s place for the weekend. The place is very quiet, my daughter was able to sleep very well despite being a place away from home and her difficulty to sleep overall. The apartment was also very clean and just like it looks like in the pictures. We would love to come back in the near future. I highly recommend staying here. Thank you Tyler!
Guest favourite
Home in Keystone
5 out of 5 average rating, 14 reviews

Condo in Keystone

StephenRating, 5 stars1 month ago
Great spot. Close to the bus, 4min ride to the lift. The condo was very clean. We will definitely keep it in mind for our next trip to keystone
Superhost
Home in Frisco
4.65 out of 5 average rating, 26 reviews

MS673 - 4 Bedroom Private Home Private Hot Tub

JoanneRating, 5 stars1 month ago
Bighorn's Place is in a fantastic location about a 10 minute walk to town. The space was perfect for our two family ski trip. The kitchen is well appointed and large enough to accommodate lot's of cooks in the kitchen. We loved the porch hot tub after a long ski day. Beds were extremely comfortable. Important to know that the upper bunk bed is a smaller mattress. It's perfect for a child but not big enough for older teens. We will definitely look to stay again.
Superhost
Home in Frisco
4.83 out of 5 average rating, 138 reviews

Apres Chalet w/ Amazing Mtn Views, 2 BD + Loft/3BA

KristenRating, 5 stars1 month ago
This unit was perfect for our girls' ski trip. It was great to have three bathrooms and lots of stocked items! There is a great view from the deck and we especially liked the hot tubs, steam room and sauna after a full day of skiing. It was so easy to get over to Copper Mountain and a quick trip back at the end of the day. It was also nice to be in a quiet area with plenty of parking! Frisco has many great restaurants and cute shops within walking distance! (I even found two geocaches when I was out and about.) Nicole was very responsive and the binder in the unit was very helpful. We would definitely stay here again!
Guest favourite
Home in Silverthorne
5 out of 5 average rating, 33 reviews

Byers Valley Escape- Pet Friendly, Private Hot Tub

TerryRating, 5 stars1 month ago
My family enjoyed the weekend at Summit Ranch!
Guest favourite
Home in Gypsum
4.92 out of 5 average rating, 76 reviews

Windance Cabin, Private Beach on 750 Acres For You

JustineRating, 5 stars1 month ago
Our family had so much fun. Jeff called the day before to make sure we didn't have any questions or concerns. The instructions were very clear and made the place easy to find. The cabin was beautiful inside and out, the view was tremendous. The kids and I enjoyed a screen free weekend and we got exactly what we were looking for.

Apartment rentals with a pool

Guest favourite
Apartment in Silverthorne
4.83 out of 5 average rating, 158 reviews

Silverthorne Mountain Condo 1 bedroom plus Loft

JackRating, 5 stars4 weeks ago
Wonderful place to stay for a ski trip with friends. Great location about 15 minutes away from Keystone, and about 35 minutes from Vail. The beautiful view of the mountains from the balcony was a great way to start each morning. The kitchen had all the cookware we could need, and plenty of space to cook. The living room couch was super comfortable and spacious enough to fit everyone. TV has a built in Roku, which was a big convenience. Finally, the shared hottubs and sauna were a great amenity for recovery after each day of skiing. We would certainly stay here again for next year's ski trip!
Guest favourite
Apartment in Vail
4.89 out of 5 average rating, 36 reviews

Remodeled Ski retreat w/ pool & hot tub near lifts

ToddRating, 5 stars2 months ago
We had a great stay at Anna's condo. The condo layout was perfect for our group. The kitchen was well supplied to make cooking easy. Location is perfect for access to Vail skiing either by walking to Lionshead Village or the free public bus. Definitely would stay again. Anna was very responsive to our inquiries and very helpful.
Superhost
Apartment in Snowmass Village
4.79 out of 5 average rating, 75 reviews

2 Story 3 Bedrooms With Heated Pool! | SMC F3

TimRating, 5 stars2 months ago
Great place to stay. Would recommend to others and we will likely be back.
Superhost
Apartment in Edwards
4.89 out of 5 average rating, 110 reviews

Vail Valley Condo:Pool/Hot Tub,Walk to Everyrthing

ConnerRating, 5 stars2 months ago
Perfect Ski Getaway – Amazing Location & Amenities! I had an incredible stay at this Airbnb! The location was absolutely perfect, just minutes away from the ski resort, making it super convenient to hit the slopes. The balcony was amazing, offering stunning views that made for the perfect spot to relax after a long day with a grill to make an amazing dinner after a long day. The place itself was spacious, well-equipped, and had all the amenities needed for a comfortable stay. Everything was clean, well-maintained, and thoughtfully set up to make guests feel right at home. Plenty of room for everyone, and the host was great with communication. Would definitely stay here again—highly recommend for anyone looking for the perfect ski retreat! ⛷️
Guest favourite
Apartment in Keystone
4.91 out of 5 average rating, 188 reviews

Bright, spacious, extra clean condo in Keystone!

CorrinneRating, 5 stars2 months ago
We loved our stay at Mary and Alan's condo. The property was so beautiful and had lovely pathways and trees. The community pool and hot tub was so pristine and so close we enjoyed a hot soak after skiing. The condo was so bright and spacious we loved the space. Had many lovely nights in the large living room with the fire. We would love to come back and stay here hopefully next year!! Thanks again Mary and Alan!
Guest favourite
Apartment in Dillon
4.95 out of 5 average rating, 40 reviews

One Beautiful Lake - Prime Lake & Mountain views

TanyaRating, 5 stars2 months ago
This condo is perfect for 4! Could easily do 6 too. The place had such a personal feel which made it so comfortable and cozy. It is up to date, very clean and organized. Centrally located. Beautiful views. Great covered porch. We enjoyed the record player in the morning having coffee! Will definitely stay here again. Next time hope to have more time to just enjoy the space.
Top guest favourite
Apartment in Keystone
4.96 out of 5 average rating, 169 reviews

2 Mi to Keystone Resort: Condo w/ Hot Tub Access!

KasiaRating, 5 stars1 month ago
Great condo, especially close to Keystone and A-basin. A shuttle took us directly to Keystone which was very convenient. My family and I enjoyed the pool, hot tub and sauna after a day on the slopes. The condo was clean and very well stocked with all the necessities as well as thoughtful extras. Highly recommend and would stay again! Thank you for sharing your home with us.
Superhost
Apartment in Dillon
4.87 out of 5 average rating, 253 reviews

Condo in Dillon- Stunning views of the lake!

AmyRating, 5 stars2 weeks ago
Kitchen was stocked with every kitchen item imaginable. Easy check-in and great views! Would stay here again.

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

  1. Airbnb
  2. United States
  3. Colorado
  4. Pitkin County
  5. Aspen
  6. Rentals with pools