
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.

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

Snowmass Condominium 2BR/2BA
Enjoy a spectacular view of the Continental Divide as well as being in the heart of the action. Located near the Assay Hill lift and the Snowmass Center (grocery store, restaurants, and liquor store) you can walk or pick up a free shuttle to anywhere in the village right outside the front door. The condominium includes a great living area, deck with grill, furnished kitchen, large dining table, and breakfast bar. 2 bedrooms that sleep 5 (and deluxe airbed). 2 full bathrooms.

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!

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

The Modern Moose at Buffalo Ridge
Welcome to the Modern Moose @ Buffalo Ridge! Our top-floor condo with incredible views of the Gore mountain range and Dillon Lake gives you a front-row seat to all the goodness Colorado has to offer! 20-30 minute drives to Keystone, Breckenridge, Copper Mountain, Loveland, and Arapahoe Basin Ski Resorts. Free shuttle to ski resorts, Silverthorne Outlet Malls, or any other Summit County destinations; a perfect getaway all year long! NEW Hot Tubs and Pools for 2026!

(IB) Marriott's StreamSide Douglas 1BD Villa
Experience a mountain paradise. A world-renowned ski playground and the largest ski area in the U.S. 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.

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

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.

Fully Renovated Aspen Core 2/2 on River
Experience Aspen's charm firsthand with a luxurious stay in this meticulously renovated two-bedroom, two-bathroom condo, nestled along the banks of the Roaring Fork River. This property is professionally managed by Aspen Vacations, Our office is conveniently located at the Aspen Airport Business Center just across from Aspen Airport.
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

Vail/Beaver Creek Golf, Pool, Hot Tub, Hiking

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

2BR Riverside Cabin - Near Trails w/Hot Tub Access

Mountain Sunshine [downtown, 2x parking, gondola]
Apartment rentals with a pool

Cozy East Vail Condo On Gore Creek! #008412

2 Story 3 Bedrooms With Heated Pool! | SMC F3

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

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

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

Cozy, Renovated, Clean, Quiet, hot tub, grill

Lakeside w/ Mtn Views, Access Ski & Sport NO PETS

Mountainside Studio w Pool, 3 Min Walk to Mountain
Other holiday rentals with a pool

4-Stars Sheraton Mountain Vista 1-Bedroom Sleeps 4

Lift One Condominiums - Unit 103

Charming Slopeside Snowmass Studio - Get Outside!

Beautiful condo: ski in 2 bed 2 bath plus loft

Comfortable Snowmass Getaway

Luxury Downtown Mountainside 3BR 3 Bath Apartment

2BR Aspen Riverfront Condo w Pool & Hot Tub! Views

Summer 2026 Construction Discount, Special Rates
When is the best time to visit Aspen?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £762 | £733 | £698 | £439 | £407 | £521 | £556 | £563 | £428 | £389 | £430 | £763 |
| 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 610 holiday rentals in Aspen

Nightly prices starting at
Aspen holiday rentals start at £89 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!
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
- Santa Fe Holiday rentals
- Vail Holiday rentals
- Steamboat Springs Holiday rentals
- Estes Park Holiday rentals
- Apartment rentals Aspen
- Rentals with lake access Aspen
- Rentals with a hot tub Aspen
- Chalet rentals Aspen
- Rentals with an EV charger Aspen
- Fitness-friendly rentals Aspen
- Ski-in/ski-out rentals Aspen
- Cabin rentals Aspen
- House rentals Aspen
- Luxury rentals Aspen
- Pet-friendly rentals Aspen
- Rentals with a sauna Aspen
- Villa rentals Aspen
- Waterfront rentals Aspen
- Family-friendly rentals Aspen
- Rentals with a firepit Aspen
- Rentals with a fireplace Aspen
- Rentals with a washing machine and dryer Aspen
- Resort rentals Aspen
- Rentals with breakfast Aspen
- Rentals with a patio Aspen
- Serviced apartment rentals Aspen
- Rentals with outdoor seating Aspen
- Flat rentals Aspen
- Hotel rooms Aspen
- Rentals with beach access Aspen
- Cottage rentals Aspen
- Townhouse rentals Aspen
- Rentals with pools Pitkin County
- Rentals with pools Colorado
- 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
- Crested Butte Mountain Resort
- Buttermilk Ski Resort
- Ski Cooper
- Sunlight Mountain Resort
- Glenwood Caverns Adventure Park
- Aspen Highlands Ski Resort
- Breckenridge Nordic Center
- Iron Mountain Hot Springs
- Glenwood Hot Springs
- The Ritz-Carlton Club
- Mountain Thunder Lodge
- Vail Residences at Cascade Village
- Crested Butte South Metropolitan District
- Village at Breckenridge
- Sapphire Point Overlook
- Breckenridge Fun Park
- Frisco Adventure Park
- Carter Park and Pavilion




