
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.

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!

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!

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!

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.

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

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!

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!

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

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.

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.

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
House rentals with a pool

Beautiful Alpine Retreat|Hot Tub & Sauna|360 Views

The Ramsey Retreat - Luxury Mountain Cabin!

Eagle Vail house on golf course- 4/4

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

Steps to Snowmass Village W/HT & Pool! Balcony/FP

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

Spacious Slopeside Studio! | Willows H7

Best price and location period!!

Aspen Mountain Modern Condo w/Pool

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

The Modern Moose at Buffalo Ridge
Other holiday rentals with a pool

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

Awesome TOP Floor unit!Great views. Walk to it all

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

Downtown Aspen: Ski in & Out

2BR Townhouse w AC, Steps to Slopes & Base Village

Ski-in/Ski-out,Pool,HT,Parking,Grill

100% Private Indoor Hot Springs Pool~Retro Dome

Riverfront Aspen Condo: Pool, Hot Tub, & Views!
When is the best time to visit Aspen?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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°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
- Beaver Creek Resort
- Buttermilk Ski Resort
- Snowmass Ski Resort
- Ski Cooper
- Crested Butte Mountain Resort
- Sunlight Mountain Resort
- Center Village Resort Copper Mountain
- Glenwood Caverns Adventure Park
- Breckenridge Nordic Center
- Iron Mountain Hot Springs
- Aspen Highlands Ski Resort
- The Ritz-Carlton Club
- Glenwood Hot Springs
- Mountain Thunder Lodge
- Vail Residences at Cascade Village
- Breckenridge Fun Park
- Sapphire Point Overlook
- Village at Breckenridge
- Crested Butte South Metropolitan District
- Frisco Adventure Park
- Carter Park and Pavilion





