Holiday rentals with a pool in Colorado Springs

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Colorado Springs

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite

Apartment in Breckenridge

4.98 out of 5 average rating, 532 reviews

Find Yourself Steps from Town/Lifts in a King Studio Getaway

PLEASE NOTE: POOL/HOT TUBS WILL BE CLOSED APRIL 15TH TO MAY 24TH &Mid Oct-Nov Welcome to your cozy getaway in Breckenridge! Over 500+5-Star reviews can't be wrong! Our condo is warm and welcoming. Nestled in a quiet but convenient area very close to lifts and town. Relax on your patio with a cup a joe in your Adirondak chairs in the morning and then use the provided robes to take an easy stroll to the pool and hot tubs after a day of skiing or hiking. King sized amenities at affordable prices!

22–29 Oct

$106 SGD per night

Guest favourite

Apartment in Keystone

4.92 out of 5 average rating, 108 reviews

Dakota Lodge #8501 in River Run w/pool + hot tubs

RECENTLY REMODELED LUXURY 1 KING bed, 1 bath condo tucked in the River Run ski village in Dakota Lodge at Keystone Resort w/ a short walk to the Gondola. Exceptional comfort awaits inside this 3rd floor unit w/ mountain views! Condo offers resort living w/on site outdoor pool, hot tubs, ice rink in the winter, mini golf in the summer & world class biking, hiking and skiing outside your door! Includes 1 parking spot in heated garage. SC STR21-01571 Occupancy limit : 4 people max including infants

12–19 Oct

$151 SGD per night

Guest favourite

Apartment in Granby

4.94 out of 5 average rating, 166 reviews

Modern Condo in the heart of Grand County

Stay in our beautiful and newly remodeled studio condo in the heart of Grand County, close to all this area has to offer. Located within the Inn at Silvercreek, which backs up to Granby Ranch, our condo offers a modern, yet cozy getaway complete with a fireplace, first floor patio with a beautiful view of Granby Ranch and condominium-style lodging full of amenities. Minutes from skiing, hiking and boating, our condo is the perfect spot for year round adventures in Colorado's beautiful mountains.

23–30 Sep

$162 SGD per night

Guest favourite

Apartment in Granby

4.93 out of 5 average rating, 178 reviews

Pine in the Sky Condo, Cozy & Contemporary + Views

Our renovated condo is located in Granby, CO—just a 10-minute drive to Granby Lake for premium fishing, boating, and paddleboarding, a 25-minute drive to historic Grand Lake and nearby Rocky Mountain National Park, where wildlife and outdoor recreation abound, and a 15-minute drive from Winter Park and the town of Fraser. Enjoy a smaller ski hill nearby, located at Granby Ranch, and the Fraser-Granby Trail is steps away (open seasonally). Includes WiFi, a smart TV, snacks, and a walk-in shower.

23–30 May

$148 SGD per night

Guest favourite

Apartment in Keystone

4.95 out of 5 average rating, 439 reviews

★ KEYSTONE CONDO ★ Ski in/out ★ RiverRun Village!

Amazing Condo within walking steps to the lifts! Silvermill Condo in Keystone River-Run Village. Cozy, comfy, with beautifully updated lighting and design. Heated garage parking (1 car max). Steps to ski slopes/biking/food all in fresh mountain air. Sleeps 4 with a main King-sized Bed & living room with Queen-size sofa sleeper. No A/C. NON-Smoking unit. Wake up to mountain views. 5 min drive to Lake Dillon. 10 to 45 min from Breckenridge, Copper Mountain, A-Basin, Loveland, Vail, Beaver Creek.

23–30 Aug

$142 SGD per night

Guest favourite

Barn in Brighton

4.97 out of 5 average rating, 168 reviews

Red Daisy Farm - Silos

*Voted Top 5 Unique Places to Stay in Colorado by Fox 31 News!* Welcome to our family flower farm! We’ve created a unique and relaxing place to stay in our converted silos! While you’re a guest, enjoy a cup of coffee while walking through the flower fields, sitting on our deck overlooking the all-natural swimming pool and listening to the sound of the water fall. Enjoy a dip in the hot tub! Go out your front door to enjoy an amazing view of the Rocky Mountains on your private patio!

12–19 Aug

$212 SGD per night

Guest favourite

Apartment in Silverthorne

4.92 out of 5 average rating, 199 reviews

Cozy Mountain Condo w/ Pool, Clubhouse & Tennis

Nestled at the very top of Wildernest with stunning Rocky Mountain views is this updated 1BR condo with all the modern comforts of home. BEST CLUBHOUSE AMENITIES IN WILDERNEST! Hot tubs, pool, sauna, racquetball & tennis court, games (billiards, foosball, ping pong) and a large shared deck. With the Eagles Nest trailhead right on your doorstep, hiking and biking in summer and easy access to all major ski resorts in winter, the condo is the perfect base for year-round adventure.

7–14 May

$126 SGD per night

Guest favourite

Apartment in Dillon

5.0 out of 5 average rating, 160 reviews

☀Modern Serene Sunny w/Mountain Views|Mins to Fun☀

Thoughtfully updated with a mountain-modern twist, guests will love retreating to this pristine, quiet, newly renovated condo in the heart of the Rockies after a day of outdoor adventure. The condo is set up to be a true home away from home with stocked cupboards, extra appliances, and SmartTV ready for you to relax in front of the fireplace after your fun-filled day. It is a welcoming and calm space to fully enjoy your much-deserved mountain vacation in a serene setting.

18–25 May

$178 SGD per night

Guest favourite

Apartment in Granby

4.88 out of 5 average rating, 240 reviews

Cozy King Suite~Views~Pool~4 Hot Tubs

Must be 21 or over. No pets, No Smoking. Resort was built in 1982 the commons reflect that. Professional Housekeeping Service. 1st floor walkout Mountain Views of pond & fountain, 300 Sq Ft, Studio Style K-Suite, coffee maker, micro/mini fridge, dining for two, patio w/seating, full size Bathroom w/large tub/shower, double sinks. TV, WiFi, cable, Heated Pool, HotTubs, Sauna. Skiing/boarding, trails and fishing. Grnd Lake, RMNP and Hot Sulphur Springs and Winter Park.

17–24 Oct

$135 SGD per night

Guest favourite

Apartment in Greenwood Village

4.96 out of 5 average rating, 128 reviews

LOVLEY 1 BEDROOM CONDO IN DTC WITH FULL KITCHEN!

Welcome to this beautiful, top floor condo, centrally-located condo in The Denver Tech Center. Only minuets for the highway, public transportation, shopping, amazing restaurants, and many parks/dog parks! Other features include a fully equipped kitchen, private bedroom and space, king size bed, HD cable & Smart TV, Fast WiFi, central heat and A/C and soft linens and towel! You will also have full access to the POOL (OPEN JUNE - AUGUST ONLY) & community gym!

20–27 Nov

$170 SGD per night

Superhost

Apartment in Vail

4.91 out of 5 average rating, 186 reviews

*Marriott's StreamSide Birch 1BD sleeps 4 -6

CHANNEL THE SPIRIT OF THE ROCKIES IN VAIL 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, all while staying in one of our rental villas.

12–19 Sep

$161 SGD per night

Guest favourite

Flat in Greenwood Village

4.94 out of 5 average rating, 139 reviews

Bright & Modern apt, furnished, pool, gym | DTC

Modern and beautiful One Bedroom Apartment located in the Denver Tech Center area. Fully equipped kitchen, full Bathroom, and Walk-In Closet. Cable TV in both Bedroom and Living Room. Enjoy the peaceful and beautiful location, close to downtown, 10min walk to restaurants, shopping center and the light rail station. Workout in the Gym, have a good time in the pool (during summer) and relax with the mountain views and enjoy the Outdoor Dining Areas .

8–15 Jul

$160 SGD per night