
Holiday rentals with a pool in Colorado Springs
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Top-rated rentals with a pool in Colorado Springs
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Quite Spacious Apt w/ Game Table, Bball Court
Relax with the whole family at this peaceful place to stay. Enjoy the community pool during summer, Tennis, and walking trails. It is an independent family-friendly unit in the basement of the main house. It is a private space with its own entrance and separate from the main house. Free public parking or on the house driveway. Patio with table, grill, hammock, fire pit, and basketball court. Close to attractions, shopping, etc. Permit: A-STRP-25-0737 per Ordinance 7.5.1706 Rules and Regulations

Settlers Pass apartment to experience Colorado
This is a underground basement apartment with kitchenette. Please note: we live upstairs. Basement has good lighting. It does require stairs and does not have handicap access. Play area and small office in apartment. Close to Colorado Springs airport and Fort Carson. Close to all tourist attractions of the Colorado Springs area. Half an acre of land with an outdoor play area. On-site home gym in the barn. Patio with 2-person hot tub, outdoor chairs, fire pit, grill, and smoker. Pool closed

Spacious, Mountain Views, Heated Pool, & Sunroom!
Welcome to your summer getaway in the picturesque city of Monument. Minutes from the Air Force Academy and Colorado Springs, this spacious home is an ideal retreat for those seeking a blend of relaxation and adventure. Enjoy time together in the beautiful sunroom, soaking in the heated pool (open Memorial Day- Oct), playing ping-pong, or watching a movie together. Boasting 6 bedrooms, 3.5 baths, full kitchen, & neighborhood parks, this home has everything you need for your family's next stay!

2 Bedroom Cottage with Kitchen on 3 acres
Town-N-Country Cottages sits along Sutherland Creek and is situated on 3 quiet acres. We are less than a mile from Garden of the Gods, 2 mi from Red Rock Canyon Trail, 2.2 miles from Pikes Peak Cog Railway & 1 mile stroll to the historic town of Manitou Springs. Our 2 Bedroom cottages have fully equipped kitchens, living room, Wi-Fi & cable TV. Amenities include seasonal pool & hot tub, playground, covered pavilion w/BBQ grills, picnic tables, coin-operated laundry, and volleyball courts.

Rustic Historic Colorado Mountain Cabin Pikes Peak
This historic rustic log cabin built in 1953 has been updated. It sits near the foot of Pikes Peak and Pike National Forest & 17 minutes from Downtown Colo Spgs. The cabin sits at 7800' and is usually cool and comfortable temperature inside, we have added Central Air Conditioning to further enhance your comfort. Denver Airport (DIA) is a 90 minute drive Colorado Springs Airport (COS) is a 32 minute drive. Hiking, Fishing, Kayaking, Garden of the Gods, North Pole Santas Workshop, USAFA,

Pikes Peak View / Central AC/Charis/AWM/BL#330886
Enjoy breathtaking Pikes Peak views from this modern townhouse in beautiful Woodland Park! Perfect for families, couples, groups & ministry travelers, this newer home features 3 bdrms, 3 bthrms, central AC, stylish décor, fast Wi-Fi, full kitchen & 2-car garage. Walk to downtown shops, restaurants & the Aquatic Center. 1 FREE daily swimming pass for your group is provided! Just 7 minutes to Charis Bible College & Andrew Wommack Ministries. Enjoy hiking, fishing & mountain adventures nearby!

Hidden Gem⋆Heated Pool⋆Gorgeous Views⋆2.4 ac⋆AC⋆EV
NON-SMOKING PROPERTY. Located in Erindale Heights, one of the true hidden treasures of Colorado Springs. It is nestled away in a private 2.4 acres but surrounded by metropolitan amenities. Many of the area’s newest and most compelling restaurants, shopping outlets, and theaters are within 5 minutes away. It is adjacent to Austin Bluffs Open Space and Pulpit Rock Park. Garden of the Gods is within visible 8 miles distance and nearest to Air Force Academy. Non-owner-occupied permit STR-0085.

Urban Float - Heated Indoor Pool/HotTub & Firepit
Discover your perfect Colorado Springs getaway – a stylish 2-bedroom guesthouse with an indoor pool/hot tub blending mountain views 🏔️ & urban convenience 🏖️. 🏊♀️ Enjoy a year-round dip in your 35 ft heated indoor pool, reserve time slots on our shared calendar. 🍽️ Cook delicious meals in the fully equipped kitchen. 🔥 Sit back and relax in your 7-person hot tub 🪵 Gather around the fire pit in the private backyard. 📍 Explore the Olympic Training Center, shops, & restaurants nearby.

Overlooking Mountain Views | Terrace | Pool access
The most spectacular views in Colorado Springs! Chic 2-bedroom, 2-bath condo in the retro, landmark Satellite Hotel building offers sweeping views of the city and the Rockies from every room! Corner unit is hugged by an L-shaped terrace, accessible from both bedrooms and the living area, offering outdoor space for cocktails, & conversation. Supermarkets & casual dining within a 5-minute drive. 2 minutes to public golf. 12 minutes to hip Downtown. See the Springs in style!

*King Bed*2CarGarage*Gym*Workspace*EVCharger*
Enjoy a fun and relaxing getaway! This Upscale townhome is centrally located and close to the best of everything Colorado Springs has to offer. -SmartTVs W/Complimentary Netflix & Disney+ -FastWiFI -FullyStockedKitchen w/Coffee -Washer&Dryer -2CarGarage LOCATION 10min or less to:Airport, OlympicMuseum, Downtown, BroadmoorHotel 15min or less to:Cheyenne Mtn Zoo, Garden of the Gods Park, Cheyenne Canyon, ManitouIncline COMMUNITY AMENITIES -Pool/HotTub (Seasonal) -Gym

Sunshine Mountain , experience true Colorado!
3 bed, 2 bath home in the shadow of Pike's Peak. Features a wheel chair ramp, 7.5 acres of shared property with wooded walking trails and an adults only swim spa patio area. The perfect spot to get away to a country setting but close to town. We have WIFI, 65" TV, soaking tub, new bedding, stocked kitchen/pantry, seasonal art studio, outdoor seating, fire pit & onsite parking. Base price is for 4 guests (Sleeps 8). For larger groups we also a RV site with hookups.

Cheerful home w/pool & hot tub in quiet area
Relax with the whole family at this peaceful place to stay. We have everything needed to be your home away from home while you visit Colorado. Unwind in the hot tub (open year-round) and stay warm and toasty with the wood burning stove. Seasonal heated outdoor pool opening end of May 2026. Safety fence for the little kiddos-available upon request. Home is within 5 minutes of I-25, one mile from Pulpit Rock Park and Cottonwood Creek Trail. STR-26-0046
Popular amenities for Colorado Springs rentals with a pool
House rentals with a pool

4 Bedrm Home w/Seasonal Pool in Manitou Springs

Luxury Home★Pikes Peak Views★Hot Tub ★1 mile AFA

Pool/Slide/Hot Tub-Close to Zoo, Broadmoor,7 Falls

Aloha Springs - Heated Pool Retreat

*Broadmoor Serenity Sleeps 8

Spacious Beautiful Home Mt. Views & Community Pool

4BR dog-friendly home with game room

Evergreen Luxe! Backyard Oasis w/ Hot Tub!
Apartment rentals with a pool

3 Bedroom Condo With outdoor pool

Mountain View Condo

1 Bedroom Luxurious Loft perfect for Entertaining!

Open and Spacious Condo with Exquisite Views!

Pikes Peak View Condo | Historic Satellite Hotel
Other holiday rentals with a pool

Timber Lodge #22

Timber Lodge #20

Timber Lodge #5

Timber Lodge #23

Timber Lodge #32

Timber Lodge #24

Timber Lodge #30

Timber Lodge #8
When is the best time to visit Colorado Springs?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $134 SGD | $146 SGD | $154 SGD | $141 SGD | $154 SGD | $225 SGD | $218 SGD | $196 SGD | $156 SGD | $161 SGD | $147 SGD | $141 SGD |
| Avg. temp | 0°C | 1°C | 5°C | 9°C | 14°C | 20°C | 22°C | 21°C | 17°C | 10°C | 4°C | 0°C |
Quick stats about holiday rentals with a pool in Colorado Springs

Total holiday rentals
Explore 150 holiday rentals in Colorado Springs

Nightly prices starting at
Colorado Springs holiday rentals start at $38 SGD per night before taxes and fees

Verified guest reviews
Over 2,260 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 90 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wifi availability
150 of Colorado Springs holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Colorado Springs rentals

4.7 Average rating
Colorado Springs stays receive an average rating of 4.7 out of 5 from guests

Nearby attractions
Colorado Springs’s top spots include Cheyenne Mountain Zoo, Red Rock Canyon Open Space and Manitou Springs Penny Arcade
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- Royal Gorge Bridge and Park
- Cheyenne Mountain Zoo
- Cave of the Winds Mountain Park
- Cheyenne Mountain State Park
- Red Rock Canyon Open Space
- Castlewood Canyon State Park
- Mueller State Park
- The Broadmoor Golf Club
- Roxborough State Park
- Colorado Wolf and Wildlife Center
- The Broadmoor World Arena
- Pikes Peak - America's Mountain
- Colorado Springs Pioneers Museum
- Palmer Park
- Rocky Mountain Dinosaur Resource Center
- Florissant Fossil Beds National Monument
- United States Air Force Academy
- Helen Hunt Falls
- Royal Gorge Route Railroad
- Paint Mines Interpretive Park
- Miramont Castle Museum
- Manitou Incline
- U.S. Olympic & Paralympic Training Center
- Seven Bridges Trail
- Things to do Colorado Springs
- Things to do El Paso County
- Things to do Colorado
- Food and drink Colorado
- Wellness Colorado
- Sightseeing Colorado
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- Nature and outdoors Colorado
- Art and culture Colorado
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