
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.

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

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

Lakeside w/ Mtn Views, Access Ski & Sport NO PETS
Immaculately kept and charmingly furnished with cozy mountain decor, and views across Lake Dillon with the snow-capped peaks of the 13,000 ft. Ten Mile Range. The deck boasts front row seats for inspiring sunrises, and striking sunsets-5 major ski resorts within 30 minutes and outdoor activities. The Dillon Amphitheatre (2 min. walk), marina, shops, and eateries are a short walk away. Booking guest MUST BE AT LEAST 25 YEARS OLD. PLEASE NO SMOKING AND/OR PETS INSIDE OR OUTSIDE.

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.

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

Cozy East Vail Condo On Gore Creek! #008412
Cozy yet modern 2BR + loft condo in Vail Racquet Club sleeps 6. Open floor plan, vaulted ceilings, gourmet kitchen, and fireplace. Private deck on 3rd floor (STAIRS ONLY) overlooks Gore Creek and evergreens. Just a 2-min walk to Vail’s free bus. Hit the slopes, soak in the hot tub, swim in the pool, or play pickleball against a beautiful mountain backdrop. Clubhouse access requires a DAILY FEE OF $35 PER GUEST.

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!

FREE wine | HotTub | Wood Fire | Free Vail Ski Bus
Modern Vail Retreat | Stunning Views & FREE Wine! 🍷 Your perfect mountain getaway awaits! Nestled in Pitkin Creek, East Vail, this newly remodeled condo offers breathtaking mountain views and modern finishes. Cozy up by the wood-burning fireplace with a complimentary bottle of wine. Just minutes from world-class skiing, dining, and outdoor adventures. Book now for the ultimate Vail escape! ⛷️🔥

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.

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.

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!

The Ramsey Retreat - Luxury Mountain Cabin!

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

Solstice•Resort Amenities•Spa•Lake•Beach

Breck Mtn Escape -Only Steps to the Base of Peak 9
Apartment rentals with a pool

WALK to Lift & Town! Rare Avails! Hot Tubs & Pool!

Aspen Mountain Retreat W/ Upscale Decor

Spacious & Clean Private Condo, Lake Views, Quiet!

Remodeled! Walk to Lifts & Town! Views & Hot Tubs!

Walk to Lifts/Town - Free Bus Route - Los Pinos

Take a Break in Breck @ Stunning Ski In+Out Studio

Aspen 2BR Dwntwn Prime Location

A TRUE Ski-in Ski-Out, Free Shuttle and Amenities!
Other holiday rentals with a pool

Short Walk to Slopes

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

Stunning Mountain Modern Condo in Vail

Ski in/out Private 2BDR in Ritz Bachelor Gulch

Chic Mountain Retreat

Cozy Condo in Snowmass Village

Luxurious Riverfront Townhouse, Downtown Aspen

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 | $1,335 SGD | $1,284 SGD | $1,222 SGD | $769 SGD | $714 SGD | $912 SGD | $1,059 SGD | $822 SGD | $845 SGD | $671 SGD | $777 SGD | $1,282 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 |
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!
Destinations to explore
- 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
- Boulder Holiday rentals
- Rentals with a patio Aspen
- Hotel rentals Aspen
- Serviced apartment rentals Aspen
- Flat rentals Aspen
- Waterfront rentals Aspen
- Family-friendly rentals Aspen
- Chalet rentals Aspen
- Rentals with an EV charger Aspen
- Rentals with outdoor seating Aspen
- Rentals with breakfast Aspen
- Rentals with a sauna Aspen
- Rentals with beach access Aspen
- Pet-friendly rentals Aspen
- Cottage rentals Aspen
- Rentals with a washing machine and dryer Aspen
- Rentals with a fireplace Aspen
- House rentals Aspen
- Rentals with a firepit Aspen
- Apartment rentals Aspen
- Rentals with lake access Aspen
- Villa rentals Aspen
- Luxury rentals Aspen
- Cabin rentals Aspen
- Fitness-friendly rentals Aspen
- Rentals with a hot tub Aspen
- Townhouse rentals Aspen
- Resort rentals Aspen
- Ski-in/ski-out rentals Aspen
- Rentals with pools Colorado
- Rentals with pools United States
- Breckenridge Ski Resort
- Beaver Creek Resort
- Aspen Mountain
- Snowmass Ski Resort
- Vail Ski Resort
- Crested Butte Mountain Resort
- Buttermilk Ski Resort
- Ski Cooper
- Sunlight Mountain Resort
- Glenwood Caverns Adventure Park
- Crested Butte Nordic
- Aspen Highlands Ski Resort
- Breckenridge Nordic Center
- Beaver Creek Golf Club
- Maroon Creek Club
- Leadville Ski Country