
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.

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.

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!

Lake Dillon & Mountain Views w/ hot tubs, pool
Unbeatable Dillon location with amazing views of Lake Dillon and the mountains for your stay in this condo! Centrally located in Summit County, and resorts including Keystone, Breckenridge, Copper, and A-Basin! Relax at the clubhouse with two hot tubs and a pool. Walk anywhere in Dillon - local restaurants, summer concerts at the amphitheater, Farmer's Market, the marina, Nordic skiing. With 2 parking spaces, and just steps from a bus stop, you are not far from all Summit County has to offer!

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

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

Cozy Slope-side Studio
This top floor corner unit at the Aspenwood Condominiums is a cute ski condo with incredible views. The unit is directly next to the ski mountain and has two hot tubs and a heated pool. Perfect for a couple or two couples that are looking to enjoy a comfortable stay close to the Snowmass Village Mall. A short walk away to many restaurants and shops in the Snowmass Village Mall. Take the free bus straight from the airport to the unit or from the unit into Aspen.

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.

Luxurious Breckenridge Studio, Steps to Town/Lifts
Please note. Early check in/Late check out not available. Kick back and relax in this calm, stylish space. Our warm and welcoming condo is nestled in a quiet but convenient area very close to lifts and town. Cozy up to the gas fireplace, Relax on the covered deck Adirondak chairs with coffee or a cocktail. Use the provided robes to take an easy stroll to the pool and hot tubs after a day of skiing or hiking. Mountain luxury is just a click away!

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

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.
Popular amenities for Aspen rentals with a pool
House rentals with a pool

Best Vacation House Ever in Summit Sky Ranch

Close to skiing, main floor master, fully stocked!

4 Bedroom Townhouse across from Base Village

The Ramsey Retreat - Luxury Mountain Cabin!

Eagle Vail house on golf course- 4/4

Luxe 3BDR by Vail/Beaver Creek | Gym, Pool, Views

Lux Penthouse•Pool/Spa•Ski In/Out•$0 Cleaning Fee

Long Range Mountain and Lake Views
Apartment rentals with a pool

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

Best price and location period!!

Crystal Peak Lodge. Ski-In/Ski Out. Luxury Condo.

Hot Tub + Ski Shuttle Access: Keystone Condo!

3Bed/2Bath Mtn Modern Home w/ Sauna near BC/Vail

Prime Location! Easy Walk to Lift, Slopes, Main St

Ski-In/Walk to Downtown, Hiking/Biking Parking!

Cozy, Renovated, Clean, Quiet, hot tub, grill
Other holiday rentals with a pool

Electric Pass Lodge 509

Stylish Ski-in/Ski-out - Views & Amenities Galore

Perfect Snowmass getaway

2BR mountainside condo with fireplace & W/D

Stunning Mountain Modern Condo in Vail

Chic Mountain Retreat

Downtown Aspen: Ski in & Out

Luxury Downtown Mountainside 3BR 3 Bath Apartment
When is the best time to visit Aspen?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 887 | € 853 | € 812 | € 511 | € 474 | € 606 | € 647 | € 655 | € 498 | € 424 | € 516 | € 852 |
| 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 |
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!
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- Breckenridge Ski Resort
- Beaver Creek Resort
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