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.

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Top guest favourite
The exterior of The Aspen Mountain Residences showcases a brick facade with multiple balconies adorned with wrought iron railings. A covered entrance is highlighted by columns, and a parked vehicle is visible in the foreground, offering a welcoming view of the building.
Serviced apartment in Aspen
4.89 out of 5 average rating, 118 reviews

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

Guest favourite
A modern studio kitchen is visible, featuring stainless steel appliances and a breakfast bar with three stools. A fireplace with a warm glow is positioned against a stone wall, while a large television hangs nearby. Natural light is captured through overhead fixtures.
Apartment in Aspen
4.88 out of 5 average rating, 452 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!

Guest favourite
A spacious living area features a combination of comfortable seating, including a dark leather sofa and soft fabric couches adorned with cushions. Large windows allow for natural light and showcase scenic mountain views, while wooden beams add architectural interest to the ceiling.
Townhouse in Snowmass Village
4.9 out of 5 average rating, 140 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!

Superhost
Flat in Snowmass Village
4.91 out of 5 average rating, 266 reviews

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.

Top guest favourite
A spacious living area is decorated with a sectional sofa, leather armchairs, and a rustic coffee table. An elegantly designed kitchen and dining space are visible in the background, while a stone fireplace provides warmth and character to the room.
Apartment in Snowmass Village
4.9 out of 5 average rating, 594 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!

Top guest favourite
The serene pool area is surrounded by lush greenery and features a spacious deck with loungers. A shaded umbrella provides comfort while adjacent buildings blend seamlessly into the natural landscape, creating a relaxing environment for guests.
Apartment in Aspen
4.93 out of 5 average rating, 112 reviews

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

Superhost
A spacious living area features a large sectional sofa facing expansive windows, providing mountain views. A light wood coffee table occupies the center, while a lamp and a chair are positioned nearby. Natural light fills the space, highlighting the wood ceiling and walls.
Apartment in Snowmass Village
4.83 out of 5 average rating, 179 reviews

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.

Top guest favourite
Apartment in Vail
4.97 out of 5 average rating, 335 reviews

(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.

Top guest favourite
The living area features a mix of gray and black seating arrangements surrounding a wooden coffee table. Above, skylights provide natural light, while the walls display a clean, white panel design. A decorative arrangement of vibrant flowers complements the modern decor.
Apartment in Snowmass Village
4.97 out of 5 average rating, 135 reviews

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

Guest favourite
A spacious living area features a modern design with wide-plank wooden floors and a gas fireplace. Above, a large flatscreen TV is mounted on a light-colored wall. Natural light filters in through glass doors, which open to a dining space overlooking the slopes.
Apartment in Snowmass Village
4.85 out of 5 average rating, 107 reviews

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.

Guest favourite
A modern condominium building features a blend of wood and metal exteriors. Expansive windows are framed by greenery, allowing natural light to filter inside. A rooftop terrace is visible, amidst softly clouded skies, enhancing the building's contemporary design.
Apartment in Aspen
4.76 out of 5 average rating, 282 reviews

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.

Top guest favourite
The inviting living area features a spacious sofa paired with two stylish armchairs, a round coffee table, and a wood-burning fireplace set into a dark accent wall. Floor-to-ceiling windows provide views of the outdoors, allowing natural light to fill the space.
Apartment in Aspen
4.99 out of 5 average rating, 145 reviews

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

When is the best time to visit Aspen?

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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
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