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Vacation rentals with a pool in Aspen

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Aspen

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Condo in Aspen

4.85 out of 5 average rating, 150 reviews

Modern Riverfront Condo In Downtown Aspen

This spectacular retreat sits right on the banks of the Roaring Fork, with unobstructed views & the running river audible throughout. This space has it all: a great room with wood-burning fireplace, chef's kitchen, tranquil sanctuary bedroom, spa bathroom, spacious riverfront deck. Quiet & serene, although just a few blocks from downtown & the gondola. Condo amenities include heated lap pool & spa hot tubs & renovated gym & lockers - a luxury spa experience - nothing like this anywhere in Aspen!

Jun. 1 – 8

$908 CAD per night

Guest favourite

Condo in Aspen

4.89 out of 5 average rating, 357 reviews

COZY CHALET CHIC' ON THE SLOPES

Virtual ski in ski out to your stunning mini studio chalet in the heart of Snowmass Village... Walk 50 meters and clip in to your skis or your board! Brand newly refurbished mini chalet , with all the toys... gorgeous fire place , great outdoor jacuzzi and sauna waiting for you after your great day of skiing on the worlds best slopes .. 20 meters walk to some great apres ski bars and a free 30min bus to Aspen, Highlands and Buttermilk! This is your 'ski no brainer!' Winter or Summer we got you!

Nov. 21 – 28

$407 CAD per night

Guest favourite

Condo in Crested Butte

4.9 out of 5 average rating, 101 reviews

Pet-Friendly - Hot Tub & Pool - Walk to Slopes

Settle in after a day of skiing or hiking at our pet-friendly Grand Lodge studio! Featuring two king beds, a modern kitchenette, high-speed WiFi, and smart TV. Dive into the Grand Lodge’s on-site amenities: hot tub, pool, gym, and steam room. Unwind by the fireplace in the lobby. You’ll be perfectly situated in Mountaineer Square: steps from the lifts and adjacent to the free shuttle that gets you to Elk Ave in 10 minutes. We are dog-friendly with payment of a $130 pet fee. Two dogs maximum.

Oct. 4 – 11

$214 CAD per night

Guest favourite

Condo in Snowmass Village

4.95 out of 5 average rating, 61 reviews

Snowmass Base Village, Views, Light & Parking

Base Village Condo on top floor with vaulted ceilings, great views down-valley, lots of light, elevator-access. 2-minute walk to Base Village and free Thurs concerts. King-sized bed. Covered assigned parking for one car. Fully-equipped kitchen, granite counters. Communal pool and spa. Base Village has ice-skating rink, restaurants, stores, equipment rental, gondola access. 7 min walk/ 2 min drive to grocery store. No pets at all-very allergic. 5.9% TOT tax collected upon arrival. Thanks!

May 16 – 23

$301 CAD per night

Guest favourite

Condo in Aspen

4.92 out of 5 average rating, 266 reviews

Walk to Gondola, 2 person shower, Hot Tub

Condo is 4 miles from airport, 711 S. Galena St. Taxi or ride free bus to condo. From condo, walk in ski boots to gondola, across the street. Walk to grocery, shops , restaurants, etc. - Free on site parking, no need for car, walk to everything. -"Garden Level Condo", down 5 stairs to the unit. -No Service animals allowed due to owner medical allergy conditions. Medical documentation is on file with Airbnb making this condo eligible by law to not be required to accept Medical Service Animal.

May 8 – 15

$458 CAD per night

Guest favourite

Townhouse in Snowmass village

4.88 out of 5 average rating, 121 reviews

Awesome TOP Floor unit!Great views. Walk to it all

Great condo in snowmass pool hot tubs and work out room with sauna ! FANTASTC LOCATION! Only a 2min walk to slopes, Free bus to Aspen, mall with shopping and restaurants. Wake to a beautiful sunrise over the Rocky Mountains .Nature trails are a short walk out the door. Free parking during the spring ,summer and fall and a small daily fee during the winter months.Mall and free bus is only 1easy block! ski locker on the main level so no need to lug equipment up the stairs 3 rd floor views!

Nov. 8 – 15

$470 CAD per night

Guest favourite

Condo in Snowmass Village

4.89 out of 5 average rating, 428 reviews

Exquisite Luxury, Just Steps from Lifts & Village!

Stay in tasteful luxury just steps from Snowmass Village Express and Snowmass Mall. This beautiful studio condo is exquisitely furnished with an effortless blend of rustic and modern finishes, with tons of natural light from its six large windows. No need to drive to the ski hill! Put your gear on at the unit and walk just 100 feet to the slopes. In the summer, there's equally easy access to the best hiking and mountain biking in Snowmass. Welcome to your own alpine Paradise! #050722

Mar. 23 – 30

$791 CAD per night

Guest favourite

Apartment in Snowmass Village

4.95 out of 5 average rating, 192 reviews

Modern Luxury - Walk To Lifts

Enjoy your trip just steps away from one of Colorado's best kept-secrets, Snowmass Resort. Take in the epic views from your private balcony as you sip your morning coffee. At the end of the day, walk a few minutes right back to your door. 3 Minutes & 40 seconds walking distance to the Assay hill lift on a flat path! *VERY IMPORTANT NOTE* The pool and jacuzzi are under construction and unusable until End of May, possibly mid June. No discounts or refunds will be given for this.

Aug. 26 – Sep. 2

$961 CAD per night

Guest favourite

Condo in Crested Butte

4.96 out of 5 average rating, 121 reviews

Queen Room - Walk to Slopes - Pool, Hot Tub, Sauna

**Please read entire description prior to booking!** Welcome to Crested Butte! We can’t wait to host you in our private hotel-style room at the Chateaux, walking distance to the base area in Mt. Crested Butte (about a 5-7 min walk or 1 minute on the free shuttle). Our unit is located on the top floor in a quiet, private area of the building. This is the perfect place for one or two people looking for an affordable, clean, and convenient stay in Mt. Crested Butte.

May 1 – 8

$182 CAD per night

Guest favourite

Condo in Vail

4.96 out of 5 average rating, 165 reviews

*Marriott's StreamSide Douglas 1BD Villa sleeps 4

Experience a mountain paradise. A world-renowned ski playground and the largest ski area in the U.S. From skyscraping peaks and fertile valleys to prestigious arts and culture. Sports enthusiasts will appreciate the challenging ski slopes. Nature lovers will delight in the vast unspoiled wilderness. Your villa is an ideal place to spread out and relax after an active day. Cozy up to the fireplace or enjoy the inviting warmth of the indoor heated pool.

Sep. 24 – Oct. 1

$192 CAD per night

Guest favourite

Condo in Snowmass Village

4.89 out of 5 average rating, 114 reviews

Studio w/ Loft Has 3 Beds & Steps to Mountain

Beautiful studio with loft with amazing amenities makes this unit perfect for a stay in Snowmass during any season! Just steps away from the slopes and the Snowmass walking mall, this complex also includes 2 hot tubs, outdoor pool, small fitness center, sauna, outdoor barbecues and a laundry room. Also just a short walk from the free shuttle that takes you all over Aspen & Snowmass. Concierge services also available to take care of your every need!

Mar. 7 – 14

$951 CAD per night

Guest favourite

Condo in Snowmass Village

4.98 out of 5 average rating, 59 reviews

Cozy Mountain Getaway in Snowmass

Cozy one bedroom ski condo with wood burning fireplace perfectly located at Season's Four in Snowmass Village. Heated pool, hot tub, and sauna on premises. Walk to the grocery, bars, restaurants, post office, or take the convenient free shuttle to the lifts and ski home on powder days! Free bus to Aspen is just a few steps away. 2 person maximum occupancy. Please inquire about pet policy in writing. Thank you!

Oct. 26 – Nov. 2

$268 CAD per night

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Popular amenities for Aspen rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Guest favourite

Home in Avon

4.81 out of 5 average rating, 137 reviews

Ski-In/Out Beaver Creek Townhome!

Apr. 10 – 17

$586 CAD per night

Guest favourite

Home in Snowmass Village

5.0 out of 5 average rating, 23 reviews

Aspen & Snowmass - Modern and New - Snow White in Snowmass

Oct. 20 – 27

$747 CAD per night

Home in Gypsum

4.91 out of 5 average rating, 64 reviews

Windance Cabin, Private Beach on 750 Acres For You

Dec. 19 – 26

$819 CAD per night

Guest favourite

Home in Carbondale

5.0 out of 5 average rating, 17 reviews

Luxury Carbondale Home

Nov. 4 – 11

$1,257 CAD per night

Guest favourite

Home in Carbondale

4.92 out of 5 average rating, 13 reviews

Sky Door Ranch

Jan. 11 – 18

$1,674 CAD per night

Guest favourite

Home in Gypsum

4.89 out of 5 average rating, 45 reviews

Magnificent Gypsum Retreat on the Colorado River!

Oct. 24 – 31

$531 CAD per night

Guest favourite

Home in Carbondale

5.0 out of 5 average rating, 7 reviews

Artful Mountain Estate | Lush Garden, Luxury 4bd

Jan. 22 – 29

$1,522 CAD per night

Guest favourite

Home in Edwards

5.0 out of 5 average rating, 9 reviews

Ski/Golf Cordillera Chalet

Jun. 10 – 17

$1,253 CAD per night

Condo rentals with a pool

Guest favourite

Condo in Aspen

4.98 out of 5 average rating, 45 reviews

Premier Downtown Location & Beautifully Remodeled

May 16 – 23

$1,253 CAD per night

Condo in Aspen

4.82 out of 5 average rating, 60 reviews

Amazing Aspen Mtn Views! Wood FP. Pool & HT

Dec. 7 – 14

$1,096 CAD per night

Guest favourite

Condo in Aspen

4.93 out of 5 average rating, 44 reviews

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

Oct. 6 – 13

$1,114 CAD per night

Guest favourite

Condo in Snowmass Village

4.99 out of 5 average rating, 67 reviews

Perfection Steps 2 Slopes HotTub/Pool/Wifi/Parking

Oct. 7 – 14

$556 CAD per night

Guest favourite

Condo in Aspen

4.98 out of 5 average rating, 55 reviews

Aspen’s best located luxury studio

Mar. 24 – 31

$1,191 CAD per night

Guest favourite

Condo in Aspen

4.92 out of 5 average rating, 78 reviews

Unobstructed Mtn Views. Expansive Aspen Core Condo

Jan. 5 – 12

$1,167 CAD per night

Guest favourite

Condo in Aspen

5.0 out of 5 average rating, 58 reviews

Updated 3BR, 3BA w/ Pool, Steps to Town!

Oct. 1 – 8

$1,313 CAD per night

Guest favourite

Condo in Aspen

4.94 out of 5 average rating, 77 reviews

NEWLY remodeled, Aspen core, pool, walk everywhere

Dec. 14 – 21

$1,665 CAD per night

Quick stats about vacation rentals with a pool in Aspen

Total rentals
620 properties
Wifi availability
610 properties include access to wifi
Rentals with dedicated workspaces
290 properties have a dedicated workspace
Pet-friendly rentals
80 properties allow pets
Family-friendly rentals
380 properties are a good fit for families
Total number of reviews
5.7K reviews

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