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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.

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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, 443 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!

Top guest favourite
Apartment in New Castle
4.96 out of 5 average rating, 133 reviews

Romantic Mt Views · Get Framed · 14m Hot Springs

Romantic mountain retreat just 14 minutes from Glenwood Springs Hot Springs. Wake up to sunrise views of the Grand Hogback Mountains, enjoy peaceful balcony mornings, and relax in a cozy space designed for comfort, connection, and unforgettable memories. • Private balcony with mountain views • Luxury beds with soft LED ambiance • Fully stocked kitchen + coffee bar • Massage table and spa-style touches Exclusive guest discounts to Iron Mountain Hot Springs & Glenwood Caverns Adventure Park.

Top guest favourite
Flat in Snowmass Village
4.97 out of 5 average rating, 137 reviews

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

Top guest favourite
An open living area is highlighted by wooden beams and large windows. A modern gray sectional sofa and a dark wood coffee table are positioned on a striped rug. A rectangular dining table with six chairs sits near the kitchen, featuring sleek cabinetry and stainless-steel appliances.
Apartment in Snowmass Village
4.92 out of 5 average rating, 139 reviews

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

Guest favourite
Apartment in Dillon
4.98 out of 5 average rating, 166 reviews

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

Sleeps like a 2 bedrooms with two Queen beds. Minutes drive to Keystone, Arapaho Basin, Breckenridge, Copper Mountain and Loveland Relax with your friends, loved ones at this conveniently located peaceful mountain retreat. Take in the views from the couch, bed, or balcony WE WELCOME LAST MINUTE BOOKINGS Snow sports base camp, Lake Dillon, Bowling, Restaurants, and the Bike path. Enjoy all that Dillon has to offer POOL CLOSED UNTIL MAY 23rd No Smoking, Vaping or pets.

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
4.89 out of 5 average rating, 567 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
A spacious living area features large windows offering scenic views. A modern stone fireplace is complemented by a wooden accent wall. Comfortable seating, colorful cushions, and a central coffee table create an inviting space. Decorative items and artwork add character to the room.
Apartment in Silverthorne
4.97 out of 5 average rating, 126 reviews

The Modern Moose at Buffalo Ridge

Welcome to the Modern Moose @ Buffalo Ridge! Our top-floor condo with incredible views of the Gore mountain range and Dillon Lake gives you a front-row seat to all the goodness Colorado has to offer! 20-30 minute drives to Keystone, Breckenridge, Copper Mountain, Loveland, and Arapahoe Basin Ski Resorts. Free shuttle to ski resorts, Silverthorne Outlet Malls, or any other Summit County destinations; a perfect getaway all year long!.

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, 125 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
Apartment in Vail
4.95 out of 5 average rating, 486 reviews

Marriott Streamside Evergreen Vail 2BD Villa

A world-renowned ski playground and the largest ski area in the U.S.A 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 spacious living area features a comfortable leather sofa and an armchair, with a wood-burning fireplace framed by slate stone. Large glass doors allow natural light and offer views of the patio. Neutral tones create a calming ambiance, complemented by simple decorative elements.
Apartment in Aspen
4.98 out of 5 average rating, 135 reviews

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.

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, 272 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, 139 reviews

Fully Renovated Aspen Core 2/2 on River

Experience Aspen's charm firsthand with a luxurious stay in this meticulously renovated two-bedroom, two-bathroom condo, nestled 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

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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 £90 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!

Destinations to explore

  1. Airbnb
  2. United States
  3. Colorado
  4. Pitkin County
  5. Aspen
  6. Rentals with pools