
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

Riverfront Designer 2 BR, Walk to Gondola!
Prepare to fall in love with this beautifully renovated two-bedroom, two-bath condo tucked alongside the Roaring Fork River. With just a short walk from town and the gondola, it's a haven of relaxation and accessibility. This property is professionally managed by Aspen Vacations, Our office is conveniently located at the Aspen Airport Business Center just across from Aspen Airport.

Cozy Aspen Core 2Bd/1.5Ba Condo in Prime Location
You’ll love it here because of: its location in the heart of Aspen next to the world class ski resort Aspen Mtn., the Jacuzzi/heated pool, the washer/dryer in unit, the ski locker, onsite parking (1 car). Prime location close to restaurants, bars, shopping, markets, Starbucks, and free ski shuttle. Our place is great for couples, solo adventurers, business travelers, and families.
Popular amenities for Aspen rentals with a pool
House rentals with a pool

4 Bedroom Townhouse across from Base Village

The Ramsey Retreat - Luxury Mountain Cabin!

5 BDR Ski-in/Out Mountain Escape; Peak 8 w/ Views!

Eagle Vail house on golf course- 4/4

Mountain Sunshine [downtown, 2x parking, gondola]

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

Mountain Views!2BD Penthouse w/ Pool, Hot Tub, A/C

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

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

NEWLY remodeled, Aspen core, pool, walk everywhere

2BR mountainside condo with fireplace & W/D

Downtown Aspen: Ski in & Out

4 guest 2B/2B condo by shuttle, RFTA & Assay Lift!

New, Views, Pool & Hot Tub

Alpine Bliss | Slopeside Townhome + Pool & Hot Tub

Lux resort, gondola to Beaver Creek, spa, pool
Other holiday rentals with a pool

4-Stars Sheraton Mountain Vista 1-Bedroom Sleeps 4

Luxury 3 bed in heart of Aspen (Suite 2ABC)

Ski In/Ski Out Aspen Mountain Lift 1A Modern Condo

Chic Mountain Retreat

Charming Slopeside Snowmass Studio - Get Outside!

Comfortable Snowmass Getaway

Beautiful condo: ski in 2 bed 2 bath plus loft

Cozy Slope-side Studio
When is the best time to visit Aspen?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $1,303 SGD | $1,254 SGD | $1,193 SGD | $751 SGD | $697 SGD | $891 SGD | $950 SGD | $963 SGD | $732 SGD | $665 SGD | $735 SGD | $1,305 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 $152 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
- Vail Ski Resort
- Snowmass Ski Resort
- Center Village Resort Copper Mountain
- Crested Butte Mountain Resort
- Buttermilk Ski Resort
- Ski Cooper
- Sunlight Mountain Resort
- Glenwood Caverns Adventure Park
- Aspen Highlands Ski Resort
- Breckenridge Nordic Center
- Iron Mountain Hot Springs
- Mountain Thunder Lodge
- The Ritz-Carlton Club
- Vail Residences at Cascade Village
- Village at Breckenridge
- Glenwood Hot Springs
- Crested Butte South Metropolitan District
- Doc Holliday's Grave Trailhead
- Breckenridge Fun Park
- Sapphire Point Overlook
- Frisco Adventure Park




