
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.

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!

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

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

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

3Bed/2Bath Mtn Modern Home w/ Sauna near BC/Vail
Located in popular Eagle Vail (Avon), has a 2-minute access to Vail & 10 minutes to Beaver Creek, this newly renovated top floor condo provides an upscale, bright and comforting ambience surrounded by mountain views and Eagle River so you can listen from the master. This 3-bedroom, 2 bath double vanity (each with a private toilet/tub/shower) also has a new dry sauna. Restaurants/shopping/transportation are within minutes.

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!

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.

The Buckaroo
Enjoy your stay in a cozy apartment next to our hand built log and stone home halfway between Aspen and Glenwood Springs. We have many amenities, such as a fire pit outside , access to a swimming pool and tennis courts in the summer, a sauna in other seasons, as well as incredible views and lovely outdoor areas.
Popular amenities for Aspen rentals with a pool
House rentals with a pool

Close to skiing, main floor master, fully stocked!

The Ramsey Retreat - Luxury Mountain Cabin!

Eagle Vail house on golf course- 4/4

Luxe 3BDR by Vail/Beaver Creek | Gym, Pool, Views

Mountain Sunshine [downtown, 2x parking, gondola]

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

Breck Mtn Escape -Only Steps to the Base of Peak 9

Long Range Mountain and Lake Views
Condo rentals with a pool

Village at Breckenridge 4325 @ Peak 9 Ski In/Out

WALK to Lifts! Rare Ski Avails! Hot Tubs & Pool!

Cozy Boho Retreat w/ Views of Mountain + Lake

Charming 3-Bed Studio w/ Family-Friendly Loft

Take a Break in Breck @ Stunning Ski In+Out Studio

Hot Tub + Ski Shuttle Access: Keystone Condo!

Ski-in/Walk to Downtown, Parking, Amenities!

Prime Location! Easy Walk to Lift, Slopes, Main St
Other holiday rentals with a pool

Aspen 2BR Dwntwn Prime Location

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

Stunning Mountain Modern Condo in Vail

Ski in/out Private 2BDR in Ritz Bachelor Gulch

Chic Mountain Retreat

Walk to Everything from this condo | Aspenwood L11

Cozy Condo in Snowmass Village

Luxury Downtown Mountainside 3BR 3 Bath Apartment
When is the best time to visit Aspen?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $1,825 NZD | $1,756 NZD | $1,671 NZD | $1,052 NZD | $975 NZD | $1,247 NZD | $1,330 NZD | $1,348 NZD | $1,025 NZD | $873 NZD | $1,062 NZD | $1,752 NZD |
| 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

Verified guest reviews
Over 6,020 verified reviews to help you choose

Family-friendly holiday rentals
350 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 70 rentals that welcome pets

Rentals with dedicated workspaces
220 properties have a dedicated workspace

Wi-Fi availability
630 of Aspen holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
- Snowmass Ski Resort
- Vail Ski Resort
- Crested Butte Mountain Resort
- Buttermilk Ski Resort
- Ski Cooper
- Sunlight Mountain Resort
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- Breckenridge Nordic Center
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