
Vacation rentals with a pool in Aspen
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Aspen

Total vacation rentals
Explore 610 vacation rentals in Aspen

Nightly prices starting at
Aspen vacation rentals start at R 1,951 ZAR per night before taxes and fees

Verified guest reviews
Over 6,740 verified reviews to help you choose

Family-friendly vacation rentals
360 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 80 rentals that welcome pets

Rentals with dedicated workspaces
200 properties have a dedicated workspace

Wi-Fi availability
610 of Aspen vacation rentals include wi-fi 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.

Perfection Steps 2 Slopes HotTub/Pool/Wifi/Parking
Newly remodeled and centrally located 2bd/2ba condo. Walk to the Assay Hill lift and the Snowmass Center (grocery store, restaurants, & liquor store) or pick up a free shuttle to anywhere in the village right outside your front door. Pool and Hot Tub for guests at the Seasons Four welcome center. Incredible open concept kitchen with lovely natural light and space to entertain. New appliances and re done bathrooms will have you not wanting to go home. Wifi, Smart TV's, in unit laundry & parking.

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!

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

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

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

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.

Marriott Mountain Valley Lodge Breckenridge Studio
Discover an enchanting alpine wonderland. This cozy retreat tucked away amid the dramatic Rocky Mountains gives you easy access to the region's famed skiing trails and boundless recreation, as well as ample historic and cultural attractions. You'll be in the heart of the region at Marriott's Mountain Valley Lodge, with convenient access to powdery slopes, rugged trails and the charms of downtown Breckenridge.

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!

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.

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
House rentals with a pool

Close to skiing, main floor master, fully stocked!

4 Bedroom Townhouse across from Base Village

The Ramsey Retreat - Luxury Mountain Cabin!

5 BDR Ski-in/Out Mountain Escape; Peak 8 w/ Views!

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]
Condo rentals with a pool

Best price and location period!!

Mt. CB - Walk to lifts - Studio/Pool/Hot tub

Downtown Aspen: Ski in & Out

Mountain Views, pool, hot tubs, sauna, hiking

Brand New Top Floor Corner Penthouse Westin Amntis

Majestic Ten Mile Range Vistas Lake Dillon NO PETS

Stunning Ski-In/Ski-Out Condo with Pool & Hot Tub

Aspen Ajax | Shadow Mountain #18 | 2B/2B
Other vacation rentals with a pool

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

Blue River Escape

Stunning Beaver Creek ski in/out! Ritz Carlton BG

Brand New Apt in the Village, Sleeps 4 Comfortably

Cozy Condo in Snowmass Village

Luxury condo on Aspen Mountain - Ski out

Charming Slopeside Snowmass Studio - Get Outside!

Comfortable Snowmass Getaway
When is the best time to visit Aspen?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R 15,312 ZAR | R 16,986 ZAR | R 16,255 ZAR | R 9,639 ZAR | R 8,940 ZAR | R 11,427 ZAR | R 12,191 ZAR | R 12,354 ZAR | R 9,395 ZAR | R 8,534 ZAR | R 9,428 ZAR | R 16,742 ZAR |
| 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
- Beaver Creek Resort
- Aspen Mountain Ski Resort
- Vail Ski Resort
- Snowmass Ski Resort
- Center Village Resort Copper Mountain
- Buttermilk Ski Resort
- Ski Cooper
- Sunlight Mountain Resort
- Crested Butte Mountain Resort
- Glenwood Caverns Adventure Park
- Breckenridge Nordic Center
- Aspen Highlands Ski Resort
- Iron Mountain Hot Springs
- Glenwood Hot Springs
- The Ritz-Carlton Club
- Mountain Thunder Lodge
- Breckenridge Fun Park
- Vail Residences at Cascade Village
- Village at Breckenridge
- Sapphire Point Overlook
- Crested Butte South Metropolitan District
- Carter Park and Pavilion
- Frisco Adventure Park





