
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.

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!

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

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!
Ski-In/Ski-Out Penthouse – Best Location + Views!
Welcome to your dream mountain escape! This remodeled ski-in/ski-out penthouse is steps from Quicksilver lift and Main Street. Sleeps 10 with 3 beds, 2 baths, 2 balconies, mountain views, abundant natural night (and blackout curtains in every room). Enjoy a full kitchen, wood-burning fireplace, fast Wi-Fi, 4K TVs, and resort perks: heated pool, hot tubs, steam room, sauna, gym, game room, front desk/concierge, ski valet and more. Garage parking is available for a fee.

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

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.

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.

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

4 Bedroom Townhouse across from Base Village

The Ramsey Retreat - Luxury Mountain Cabin!

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

Unparalleled Villa, Infinity Hot Tub & Epic Views

Eagle Vail house on golf course- 4/4

Mountain Sunshine [downtown, 2x parking, gondola]

Apres Chalet w/ Amazing Mtn Views, 2 BD + Loft/3BA

Alpine Enclave | Central W / Resort Amenities
Apartment rentals with a pool

Ski In Ski Out at Arrowhead Village, Beaver Creek

Aspen 2BR Presidential on Lovely Downtown Location

Best price and location period!!

Yay, You Found It! Walk to Town + Hot Tub

Snowmass Mtn View! Updated Decor, Pool/HT, Fp, w/d

2 Bed/ 2 Bath in Heart of Town w/ Hot Pool

Countryside 183 - Snowmass Club Access!

Luxurious Ski-In/Ski-Out Penthouse at BlueSky
Other holiday rentals with a pool

Short Walk to Slopes

4-Bedroom Riverside Aspen Condo

4 guest 2B/2B condo by shuttle, RFTA & Assay Lift!

Cozy Condo in Snowmass Village

Downtown Aspen w/ Pool & Hot Tub | Aspen Hideaway

Renovated 4BR Condo | Pool, Hot Tub & Mtn Views!

Mountainside Studio w Pool, 3 Min Walk to Mountain

Aspenwood Ski-in Ski-out Condo
When is the best time to visit Aspen?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £776 | £746 | £710 | £447 | £415 | £530 | £565 | £573 | £436 | £396 | £437 | £776 |
| 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

Nightly prices starting at
Aspen holiday rentals start at £90 per night before taxes and fees

Verified guest reviews
Over 6,250 verified reviews to help you choose

Family-friendly holiday rentals
350 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 80 rentals that welcome pets

Rentals with dedicated workspaces
210 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
- Durango Holiday rentals
- Denver Holiday rentals
- Salt Lake City Holiday rentals
- Breckenridge Holiday rentals
- Park City Holiday rentals
- Colorado Springs Holiday rentals
- Northern New Mexico Holiday rentals
- Albuquerque Holiday rentals
- Vail Holiday rentals
- Santa Fe Holiday rentals
- Steamboat Springs Holiday rentals
- Estes Park Holiday rentals
- Family-friendly rentals Aspen
- Luxury rentals Aspen
- Pet-friendly rentals Aspen
- Villa rentals Aspen
- Apartment rentals Aspen
- Rentals with a washing machine and dryer Aspen
- Waterfront rentals Aspen
- Rentals with lake access Aspen
- Ski-in/ski-out rentals Aspen
- Cabin rentals Aspen
- Rentals with outdoor seating Aspen
- Rentals with a firepit Aspen
- Rentals with a sauna Aspen
- Townhouse rentals Aspen
- Rentals with breakfast Aspen
- Hotel rooms Aspen
- Rentals with a fireplace Aspen
- Resort rentals Aspen
- Rentals with beach access Aspen
- Serviced apartment rentals Aspen
- Rentals with a hot tub Aspen
- Fitness-friendly rentals Aspen
- Flat rentals Aspen
- House rentals Aspen
- Chalet rentals Aspen
- Rentals with an EV charger Aspen
- Cottage rentals Aspen
- Rentals with a patio Aspen
- Rentals with pools Colorado
- Rentals with pools United States
- Breckenridge Ski Resort
- Beaver Creek Resort
- Aspen Mountain Ski Resort
- Snowmass Ski Resort
- Vail Ski Resort
- Center Village Resort Copper Mountain
- Crested Butte Mountain Resort
- Ski Cooper
- Buttermilk Ski Resort
- Sunlight Mountain Resort
- Glenwood Caverns Adventure Park
- Aspen Highlands Ski Resort
- Breckenridge Nordic Center
- Iron Mountain Hot Springs
- Mountain Thunder Lodge
- The Ritz-Carlton Club
- Crested Butte South Metropolitan District
- Glenwood Hot Springs
- Vail Residences at Cascade Village
- Village at Breckenridge
- Breckenridge Fun Park
- Doc Holliday's Grave Trailhead
- Frisco Adventure Park
- Sapphire Point Overlook




