
Holiday 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.

Perfection Steps 2 Slopes HotTub/Pool/Wifi/Parking
Newly remodeled and centrally located 2bd/2ba condo. Walk to the Assay Hill lift and the Snowmass Center (grocery store, restaurants, & liquor store) or pick up a free shuttle to anywhere in the village right outside your front door. Pool and Hot Tub for guests at the Seasons Four welcome center. Incredible open concept kitchen with lovely natural light and space to entertain. New appliances and re done bathrooms will have you not wanting to go home. Wifi, Smart TV's, in unit laundry & parking.

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!

Aspen Mountain Residences Saturday Studio
The Aspen Mountain Residences is just steps away from the Ajax Mountain Gondola as well as the shops and restaurants in the picturesque town of Aspen. Rental includes transportation to/from Aspen Airport, Local Shuttle Service, Housekeeping, wifi, Bike/Ski Valet, use of common area Pool, Hot Tubs and Fitness Center, as made available by the resort. This unit is owned in Saturday-to-Saturday intervals so please do not request to book anything that crosses ownership weeks without first inquiring

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!

Mountain Gem Fireside Ski Retreat
Our freshly remodeled condo is well located in Snowmass Village. Newly upgraded with a king bed in one room and a queen + single in the second bedroom. Bathrooms remodeled in summer of 2024! The association has a new pool, hot tub and workout facility - and they are spectacular and very close to my condo. It comfortably sleeps 5 with 2 bedrooms, each with a private bath. Located in a quiet corner of the property. And has very easy access to the trails & buses. STR License # 02088

Ski-in/out Mountain Modern Base Village Condo
New & stylish ski-in / ski-out ONE-bedroom centrally-located mountain modern condo. This top floor Lichenhearth condo neighbors Snowmass Base Village and is just steps from the main Snowmass chairlift, Village Express. & ski school. Everything Snowmass Village has to offer is easy walking access. This private complex has the closest hot tub and heated pool to the Village Express lift. It also has an elevator, 1 covered parking spot, ski storage room and laundry room! STR # 044856

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!

Unobstructed Mtn Views. Expansive Aspen Core Condo
City of Aspen STR Permit #083668 Our oversized, air conditioned, 1 bedroom unit has views of Aspen Mountain from every room Living room with natural fireplace, cathedral ceiling, big comfy sectional, large flat screen, balcony access and big mountain views Fully equipped kitchen Second full bath is a real luxury for two or more in residence Balcony spans full width of unit and faces Aspen Mountain, the pool and hot tub Please review pics and House Rules before booking

Marriott's StreamSide Birch 1BD sleeps 4 -6
WELCOME TO MARRIOTT'S STREAMSIDE BIRCH AT VAIL FEEL THE SPIRIT OF THE ROCKIES IN VAIL, COLORADO Set amid world-class ski slopes and year-round outdoor recreation, Marriott's Streamside Birch at Vail invites you to play among the Colorado mountains. Ski 3,000 acres of fresh powder at Vail's Back Bowls, hike the lush White River National Forest, shop the boutiques at Cascade Village, raft dazzling rivers and enjoy endless leisure activities in the great outdoors.

Summit's Rest
Make this beautiful Snowmass Village condo your adventure hub or relax comfortably. Enjoy biking / hiking rim trail from the complex or short shuttle ride to the ski slopes (can also ski across bridge). 20 min from Aspen. Brand new renovation. 3 smart TVs. New furniture and bedding. Washer / Dryer, private deck with grill Pool, large hot tub, sauna, town shuttle, bus route, free parking, ONE DOG per rental, unbelievable views

Timberline 304 Studio Loft Premier
Timberline Condominiums is a lodge that manages privately owned condos in the gorgeous Rocky Mountains of Snowmass Village that sits at an altitude of 8,800 feet. You will enjoy sitting at the swimming pool and hot tub while taking in the view of the area. A short walk down the hill are shops and restaurants. Timberline offers free shuttle rides around the village including the grocery store only 5 minutes away.

Modern Luxury - 4 Mins To Lifts - Jacuzzi - Sauna
Brand new amenities renovation for 2024 including new pool, jacuzzi, sauna and gym! 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!
Popular amenities for Aspen rentals with a pool
House rentals with a pool

Blue River Escape

The Ramsey Retreat - Luxury Mountain Cabin!

Unparalleled Villa, Infinity Hot Tub & Epic Views

Eagle Vail house on golf course- 4/4

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

Lux Mtn Home - Hot Tub | Pool | Ski | Golf | Hike

Alpine Enclave | Central W / Resort Amenities

Breck Mtn Escape -Only Steps to the Base of Peak 9
Apartment rentals with a pool

Walk to Hiking, Town, & Lifts, 4 Hot Tubs & Pool!

FREE wine | HotTub | Wood Fire | Free Vail SKI Bus

Cozy East Vail Condo On Gore Creek! #008412

Spacious & Clean, Pool, Sauna, Hot Tub, Lake Views

Cozy Ski-In / Walk-Out @ 4 O'Clock Lodge

Mt. CB - Walk to lifts - Studio/Pool/Hot tub

Lux Penthouse•Pool/Spa•Ski In/Out•$0 Cleaning Fee

Yay, You Found It! Walk to Town + Hot Tub
Other holiday rentals with a pool

Short Walk to Slopes

4-Bedroom Riverside Aspen Condo

Stylish Ski-in/Ski-out - Views & Amenities Galore

NEWLY remodeled, Aspen core, pool, walk everywhere

A little Luxury, A lot Vintage

Luxury Downtown Mountainside 3BR 3 Bath Apartment

Countryside 183 - Snowmass Club Access!

Lux resort, gondola to Beaver Creek, spa, pool
When is the best time to visit Aspen?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $1,325 SGD | $1,275 SGD | $1,213 SGD | $764 SGD | $708 SGD | $905 SGD | $966 SGD | $979 SGD | $744 SGD | $676 SGD | $747 SGD | $1,326 SGD |
| Avg. temp | -5°C | -4°C | 0°C | 4°C | 10°C | 15°C | 19°C | 17°C | 13°C | 7°C | 0°C | -5°C |
Quick stats about holiday rentals with a pool in Aspen

Total holiday rentals
Explore 640 holiday rentals in Aspen

Nightly prices starting at
Aspen holiday rentals start at $155 SGD per night before taxes and fees

Verified guest reviews
Over 6,250 verified reviews to help you choose

Family-friendly holiday rentals
350 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 80 rentals that welcome pets

Rentals with dedicated workspaces
210 properties have a dedicated workspace

Wifi availability
630 of Aspen holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Aspen rentals

4.8 Average rating
Aspen stays are highly rated by guests – averaging 4.8 out of 5!
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- Breckenridge Ski Resort
- Beaver Creek Resort
- Aspen Mountain Ski Resort
- Snowmass Ski Resort
- Vail Ski Resort
- Center Village Resort Copper Mountain
- Crested Butte Mountain Resort
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