
Holiday rentals with a pool in Aspen
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Aspen

Total holiday rentals
Explore 630 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 6,600 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 80 rentals that welcome pets

Rentals with dedicated workspaces
220 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!
Top-rated rentals with a pool in Aspen
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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!

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!

Minutes to festivals - Pool, Jacuzzi, Fitness room
Only a 4 minute walk to the Assay Hill lift! Convenient ground-floor access with parking at the door and a free shuttle every 15 mins to dining and shops of Base Village and Aspen. Bask in mountain views at this bright, airy Snowmass retreat. Relax by the wood fireplace or cook in the chef’s kitchen with a gas range. This condo features a year-round heated pool, hot tub, and sauna. Perfect for skiing or summer hiking, everything you need for an easy alpine getaway is right here.

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

Cozy Slope-side Studio
This top floor corner unit at the Aspenwood Condominiums is a cute ski condo with incredible views. The unit is directly next to the ski mountain and has two hot tubs and a heated pool. Perfect for a couple or two couples that are looking to enjoy a comfortable stay close to the Snowmass Village Mall. A short walk away to many restaurants and shops in the Snowmass Village Mall. Take the free bus straight from the airport to the unit or from the unit into Aspen.

(IB) Marriott's StreamSide Douglas 1BD Villa
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.

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.

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.

Fully Renovated Aspen Core 2/2 w A/C on River!
Experience the best of Aspen from this luxurious, meticulously renovated, and designer-furnished 2-bedroom, 2-bath condo ideally situated along the banks of the Roaring Fork River. This property is professionally managed by Aspen Vacations, Our office is conveniently located at the Aspen Airport Business Center just across from Aspen Airport.
Popular amenities for Aspen rentals with a pool
House rentals with a pool

Peaceful Escape. Salt Water Spa & Panoramic Views

4 Bedroom Townhouse across from Base Village

The Ramsey Retreat - Luxury Mountain Cabin!

The Carriage House

2BR Riverside Cabin - Near Trails w/Hot Tub Access

Mountain Sunshine [downtown, 2x parking, gondola]

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

Solstice•Resort Amenities•Spa•Lake•Beach
Apartment rentals with a pool

Perfection Steps 2 Slopes HotTub/Pool/Wifi/Parking

Ski-in/ski-out, steps from Base Village w/ Pool!

Best price and location period!!

Aspen Mountain Modern Condo w/Pool

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

Fabulous Remodeled 2/2 Condo

Downtown Aspen: Ski in & Out

Snowmass Mtn View! Pool/Hot Tub, FP, W/D
Other holiday rentals with a pool

Walk to Aspen Lift 1A Pool & Hot Tub | Summit Haus

Short Walk to Slopes

Lift One Condominiums - Unit 209

Modern Ski-in-Ski-out Mountainside Studio w/Pool

Chic Mountain Retreat

Cozy Condo in Snowmass Village

Comfortable Snowmass Getaway

Luxurious Riverfront Townhouse, Downtown Aspen
When is the best time to visit Aspen?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $1,218 SGD | $1,351 SGD | $1,292 SGD | $766 SGD | $711 SGD | $909 SGD | $969 SGD | $982 SGD | $747 SGD | $679 SGD | $750 SGD | $1,331 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 |
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- Rentals with pools United States
- Breckenridge Ski Resort
- Vail Ski Resort
- Aspen Mountain Ski Resort
- Buttermilk Ski Resort
- Beaver Creek Resort
- Snowmass Ski Resort
- Ski Cooper
- Crested Butte Mountain Resort
- Sunlight Mountain Resort
- Glenwood Caverns Adventure Park
- Breckenridge Nordic Center
- Iron Mountain Hot Springs
- Aspen Highlands Ski Resort
- Center Village Resort Copper Mountain
- The Ritz-Carlton Club
- Glenwood Hot Springs
- Mountain Thunder Lodge
- Sapphire Point Overlook
- Vail Residences at Cascade Village
- Breckenridge Fun Park
- Village at Breckenridge
- Crested Butte South Metropolitan District
- Frisco Adventure Park
- Carter Park and Pavilion





