Vacation rentals with a pool in El Paso County

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Top-rated rentals with a pool in El Paso County

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

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Guest favorite

Guesthouse in Colorado Springs

4.93 out of 5 average rating, 42 reviews

Urban Float - Private Heated Pool/HotTub & Firepit

Discover your perfect Colorado Springs getaway – a stylish 2-bedroom guesthouse with a private indoor pool/hot tub blending mountain views 🏔️ & urban convenience 🏖️. 🏊‍♀️ Enjoy a year-round dip in your 35 ft heated indoor pool 🍽️ 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. Book your unforgettable Colorado Springs escape today!

Guest favorite

Rental unit in Colorado Springs

4.9 out of 5 average rating, 127 reviews

Quite Spacious Apt w/ Game Table, Bball Court

Relax with the whole family at this peaceful place to stay. Enjoy community pool during summer months, Tennis and walking trails. It is an independent family friendly unit, in the basement of the main house. It is a private space with it’s on entrance and separate from 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-23-0855 per Ordinance 7.5.1706 Rules and Regulations

Guest favorite

Home in Monument

5 out of 5 average rating, 8 reviews

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 (May - Oct), playing table tennis, or watching a movie together. Boasting 5 bedrooms, 3.5 baths, full kitchen, and fun neighborhood parks, this home has everything you need for your family's next adventure.

Guest favorite

Vacation home in Woodland Park

5 out of 5 average rating, 16 reviews

Family Paradise with Indoor Pool

Introducing "Elevated Escape" in Woodland Park: A Perfect Retreat for Multiple Families. A luxurious and spacious property nestled in the picturesque town of Woodland Park. This stunning house is ideal for multiple families seeking an unforgettable vacation experience. With an impressive array of amenities and comfortable accommodations, this property comfortably hosts 20-25 people. It offers a bit everything making your trip the fullest and leaving you wanting to come back again in the future.

Guest favorite

Cabin in Cascade-Chipita Park

4.97 out of 5 average rating, 152 reviews

Rustic Historic Colorado Mountain Cabin Pikes Peak

This historic rustic log cabin near the foot of Pikes Peak sits on 1/2 an acre and backs up to 95 acres of open forest and hiking trails out our back gate and Pike National Forest beyond that. It has been newly updated and has central air conditioning. Parking for 3 to 4 vehicles 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, Great Restaurants are all close by.

Guest favorite

Home in Colorado Springs

4.98 out of 5 average rating, 106 reviews

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.

Superhost

Cabin in Colorado Springs

4.81 out of 5 average rating, 101 reviews

Home on the Bluffs

In the heart of the city, yet incredibly secluded, rent the LOWER LEVEL of this Colorado Cabin (duplex), nestled in the foothills of Pikes Peak. With breathtaking views, a comfortable, relaxed environment, an in-ground hot tub & pool (SEASONAL: open April 3rd - Oct 22nd) & central location (15 minutes from downtown & 20 minutes to the airport) you can't beat this unique offering. Explore miles of hike-able terrain in the backyard & the adjacent Palmer Park Relax, enjoy and stay for awhile!

Guest favorite

Home in Colorado Springs

4.91 out of 5 average rating, 74 reviews

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 outdoor pool (closed for season but planning May '25 opening, weather permitting) including safety fence for the little kiddos. Home is within 5 minutes of I-25, one mile from Pulpit Rock Park and Cottonwood Creek Trail. STR-24-0061

Guest favorite

Home in Woodland Park

4.87 out of 5 average rating, 117 reviews

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, gas grill/ fire pit & onsite parking. Base price is for 4 guests (Sleeps 8). For larger groups we also a RV site with hookups.

Guest favorite

Home in Colorado Springs

4.97 out of 5 average rating, 33 reviews

Shimmering Pines Estate | Indoor Pool

Nestled on the side of Cheyenne Mountain, this spacious home is the perfect place to entertain a large group (sleeping up to 14 people). This house offers several cozy spaces for camaraderie, from piney outdoor fire pits to an indoor hot tub and pool in the natatorium. The view of the Colorado wilderness out the Great Hall’s wall of windows is unbeatable, except maybe by the twinkling cityscape beheld by the other side of the house. *See last photo for video walkthrough URL*

Guest favorite

Rental unit in Colorado Springs

4.96 out of 5 average rating, 25 reviews

Luxury- Private 2BR Apartment w/Pool & Balcony

Welcome to the OLYMPIC CITY! This newly built apartment is located in Colorado Springs, within driving distance to many restaurants, cafes, bars, and shopping centers. This safe location provides easy access to the center of the city. Wonderful location to spend time with family, friends, or business. This upscale 2-bedroom 2-bath apartment is designed and equipped to fit all of your vacation needs. We aim to provide a luxurious stay that feels like home for our guests.

Guest favorite

Townhouse in Colorado Springs

4.99 out of 5 average rating, 83 reviews

*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