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 610 holiday rentals in Aspen

  • Nightly prices starting at

    Aspen holiday rentals start at $154 SGD per night before taxes and fees

  • Verified guest reviews

    Over 6,740 verified reviews to help you choose

  • Family-friendly holiday rentals

    360 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 80 rentals that welcome pets

  • Rentals with dedicated workspaces

    200 properties have a dedicated workspace

  • Wifi availability

    610 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
Apartment in Breckenridge
4.99 out of 5 average rating, 207 reviews

In town! EZ walk to Main St & trails w/ 2 decks!

Wake up in the heart of Breckenridge—where you can walk to Main Street's restaurants, boutiques & gear shops, or head onto nearby trails right from your door. Perfect for couples or small groups featuring - cozy gas fireplace - two private decks - garage for gear - access to Upper Village pool & hot tub complex just a 5min walk away Whether you're here for hiking, biking or just a relaxing mountain escape, this loft puts you right in the middle of it all—without sacrificing peace & comfort!

Superhost
A modern living area features a sleek lounge chair beside a warm wood-burning fireplace. Large windows provide a view of the lush greenery and flowing river outside, with natural light enhancing the serene ambiance of the room.
Apartment in Aspen
4.84 out of 5 average rating, 189 reviews

Modern Riverfront Condo In Downtown Aspen

This spectacular retreat sits right on the banks of the Roaring Fork, with unobstructed views & the running river audible throughout. This space has it all: a great room with wood-burning fireplace, chef's kitchen, tranquil sanctuary bedroom, spa bathroom, spacious riverfront deck. Quiet & serene, although just a few blocks from downtown & the gondola. Condo amenities include heated lap pool & spa hot tubs & renovated gym & lockers - a luxury spa experience - nothing like this anywhere in Aspen!

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, 117 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

Top 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, 449 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!

Superhost
Flat in Snowmass Village
4.91 out of 5 average rating, 262 reviews

Modern Luxury - 4 Mins To Lifts - Jacuzzi - Sauna

Bask in mountain views at this bright, airy Snowmass retreat, an easy four-minute stroll from the Assay Hill lift. 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. 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. Perfect for skiing or summer hiking, everything you need for an easy alpine getaway is right here.

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, 143 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
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, 587 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!

Guest favourite
A private balcony features a round table with two black chairs, overlooking the serene waters of Lake Dillon. The expansive mountain range and a clear blue sky dotted with clouds create a stunning backdrop.
Flat in Dillon
4.92 out of 5 average rating, 166 reviews

Spacious 1 Bed- incredible views of lake & MTNs

Relax in this 2nd floor; spacious 1 bedroom, 1 bathroom condominium and enjoy million dollar views of Lake Dillon right from the comfort of the unit! Walking distance to the Dillon Amphitheater, Dillon Marina & farmers market during the summer! The bike path and multiple restaurants are steps away! Short drive to major ski resorts, like; Keystone, Arapaho Basin, Breckenridge, and Copper Mountain! Perfect location for multiple activities!

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, 133 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 dining area features a large wooden table surrounded by upholstered chairs. Above, a unique antler chandelier provides ambient lighting. A wall-mounted television and modern decor enhance the inviting atmosphere, while an open kitchen area is visible in the background.
Apartment in Avon
4.96 out of 5 average rating, 128 reviews

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.

Top guest favourite
Apartment in Vail
4.95 out of 5 average rating, 533 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.

Superhost
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, 104 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.

Popular amenities for Aspen rentals with a pool

When is the best time to visit Aspen?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$1,208 SGD$1,340 SGD$1,282 SGD$760 SGD$705 SGD$901 SGD$962 SGD$975 SGD$741 SGD$673 SGD$744 SGD$1,321 SGD
Avg. temp-5°C-4°C0°C4°C10°C15°C19°C17°C13°C7°C0°C-5°C

Destinations to explore

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  3. Colorado
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