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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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Top guest favourite
The modern kitchen features sleek dark cabinetry and a large white island with bar seating. Stainless steel appliances, including a refrigerator and oven, are positioned conveniently. Pendant lights hang above, illuminating the space, while warm bamboo flooring extends throughout.
Flat in Snowmass Village
4.97 out of 5 average rating, 129 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

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, 546 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! #050722

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
4.91 out of 5 average rating, 121 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

Top guest favourite
Two wooden bar chairs are positioned on a deck, offering views of Lake Dillon and the surrounding mountains. A bottle of wine is placed on the railing, enhancing the serene atmosphere. The expansive landscape includes a cloudy sky reflecting the soft light over the water.
Apartment in Dillon
4.95 out of 5 average rating, 341 reviews

Lakeside w/ Mtn Views, Access Ski & Sport NO PETS

Immaculately kept and charmingly furnished with cozy mountain decor, and views across Lake Dillon with the snow-capped peaks of the 13,000 ft. Ten Mile Range. The deck boasts front row seats for inspiring sunrises, and striking sunsets-5 major ski resorts within 30 minutes and outdoor activities. The Dillon Amphitheatre (2 min. walk), marina, shops, and eateries are a short walk away. Booking guest MUST BE AT LEAST 25 YEARS OLD. PLEASE NO SMOKING AND/OR PETS INSIDE OR OUTSIDE.

Guest favourite
A view of the resort exterior is presented, set against a backdrop of tall pine trees and rolling mountains. The building features multiple balconies and a warm color palette, reflecting a blend of rustic charm and modern convenience.
Apartment in Vail
4.91 out of 5 average rating, 412 reviews

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.

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
4.96 out of 5 average rating, 110 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

Top guest favourite
An open living space features vaulted wooden ceilings, with large windows allowing natural light to fill the room. Two reclining chairs and a spacious sofa offer comfortable seating, accompanied by a coffee table and decorative accessories. A modern kitchen is visible in the background.
Apartment in Vail
4.98 out of 5 average rating, 198 reviews

Cozy East Vail Condo On Gore Creek! #008412

Cozy yet modern 2BR + loft condo in Vail Racquet Club sleeps 6. Open floor plan, vaulted ceilings, gourmet kitchen, and fireplace. Private deck on 3rd floor (STAIRS ONLY) overlooks Gore Creek and evergreens. Just a 2-min walk to Vail’s free bus. Hit the slopes, soak in the hot tub, swim in the pool, or play pickleball against a beautiful mountain backdrop. Clubhouse access requires a DAILY FEE OF $35 PER GUEST.

Guest favourite
An open-concept living and dining area features a spacious kitchen island with a sleek sink. Natural light fills the room, highlighting a comfortable seating arrangement and a stylish table. A stone accent wall and modern artwork add character, while large windows provide a view of the outdoors.
Flat in Snowmass Village
4.93 out of 5 average rating, 247 reviews

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!

Top guest favourite
A modern living space features a cozy sofa arranged beside a wood-burning fireplace, with a stack of logs nearby. A dining table with four chairs is positioned adjacent to large windows that allow natural light to fill the room, enhancing the inviting atmosphere.
Apartment in Vail
4.99 out of 5 average rating, 153 reviews

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

Modern Vail Retreat | Stunning Views & FREE Wine! 🍷 Your perfect mountain getaway awaits! Nestled in Pitkin Creek, East Vail, this newly remodeled condo offers breathtaking mountain views and modern finishes. Cozy up by the wood-burning fireplace with a complimentary bottle of wine. Just minutes from world-class skiing, dining, and outdoor adventures. Book now for the ultimate Vail escape! ⛷️🔥

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, 127 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.

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
4.98 out of 5 average rating, 126 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.

Top guest favourite
A spacious porch features wooden furniture, including a table and chairs, under a rustic roof with string lights. Scenic mountain views are visible in the background, surrounded by greenery and a cozy fire pit area.
Flat in Carbondale
4.97 out of 5 average rating, 222 reviews

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

When is the best time to visit Aspen?

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Avg. price$1,335 SGD$1,284 SGD$1,222 SGD$769 SGD$714 SGD$912 SGD$1,059 SGD$822 SGD$845 SGD$671 SGD$777 SGD$1,282 SGD
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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 & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 70 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!

Destinations to explore

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