Vacation rentals with a pool in Colorado Springs

A bright living area is furnished with a green sofa and a white slipcovered couch. A wooden coffee table sits in front. A dining table is positioned near a window, allowing natural light to illuminate the space. Decorative plates and a world map adorn the wall.

4.92 out of 5 average rating, 309 reviews

Quite spacious Apt w/Game Table, Pool, 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

FamilyValueCheck-in

5.0 out of 5 average rating, 9 reviews

Home in Manitou Springs

4 Bedrm Home w/Seasonal Pool in Manitou Springs

Families will love getting together in this 4 bedroom, 2 bath home w/seasonal pool located on almost 8 private acres. Situated along beautiful Sutherland creek in a quiet neighborhood, we are 1 mile to the heart of downtown Manitou Springs. Come & explore our wonderful town. SO much to see! Garden of the Gods, Cave of the Winds, Pikes Peak, Seven Falls...& amazing hiking! * Note: This is the main house for Town-N-Country Cottages w/8 rental cottages, which may be rented out on a daily basis.

LocationFamilyQuiet

An aerial view of the private mansion highlights its spacious layout, surrounded by greenery and outdoor recreation areas. In another image, the indoor heated pool area is shown with large windows, allowing natural light and showcasing views of the surrounding landscape. A hot tub is featured with a serene backdrop of rolling hills and sunset colors. The final image displays stunning views of the mountains from a deck, emphasizing the tranquil environment.

5.0 out of 5 average rating, 75 reviews

Lux Mansion-Indoor Pool/Spa/Firepit/Views/DiscGolf

Heated Indoor Pool. Hot Tub. Fire Pit. All Amenities open year round Private Mansion: 7500 sq/ft on 8 acres Sleeps 24 (extra fee over 16 people) Stunning Pikes Peak Views from all 3 floors Movie Theater- 7-pnt Surround-Sound. Streaming Pool Table, Foosball, Skeeball Disc Golf course, Rec field for Soccer, Football & Volleyball 6+ Bedrooms. 10 Beds including 5 Kings. 6.5 Bathrms New Smart TVs in bedrooms. 1GB Internet. Office. Printer 15 minutes to Air Force Academy Event/Wedding info at bottom

FamilyLocationIndoor spaces

An expansive wooden deck features seating with Adirondack chairs, inviting relaxation. A fire pit is positioned nearby, creating a cozy atmosphere for gathering. The cabin exterior showcases a combination of dark siding and stone accents, illuminated by warm outdoor lighting.

4.91 out of 5 average rating, 78 reviews

Cortland Cabin Getaway W/ Views & Hot Tub- Pets OK

Cortland Cabin is a cozy, 931-square-foot mid-century modern mountain retreat just 15 minutes from CO Springs and 8 minutes from the Pikes Peak entrance and Santa's Workshop. Nestled between Manitou Springs and Woodland Park, it features stunning mountain views, a private hot tub, fire pit, and a bright open-concept layout with wraparound windows that bring the outdoors in. Dog-friendly and thoughtfully equipped, it's the perfect place to relax, explore, and enjoy cool mountain air year-round.

FamilyValueCondition

An expansive home showcases a contemporary Southwestern design, surrounded by lush greenery. Large windows and multiple deck areas provide scenic views. An inset image reveals an indoor heated pool, framed by large windows that invite natural light and emphasize the tranquil indoor space.

4.99 out of 5 average rating, 134 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.

FamilyValueHospitality

Guesthouse in Colorado Springs

An indoor pool area features a 35 ft heated swimming pool underneath a spacious glass enclosure. Two swan-shaped pool floats rest on the water, while lounge chairs are positioned along one side, providing a relaxing atmosphere. Natural light streams through the large glass walls.

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.

LocationFamilyBathroom

4.91 out of 5 average rating, 168 reviews

An open living space showcases wooden cabinetry and a high ceiling with exposed beams. A spacious seating area includes a sectional couch and a coffee table. A dining table that seats six is visible, along with a wood-burning stove providing warmth.

4.91 out of 5 average rating, 94 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 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

FamilyValueGetting around

A private above-ground pool is featured in a fenced backyard surrounded by landscaped grass. The two-story home is visible in the background, with a wooden deck and patio furniture nearby. A swing set is also present, creating a family-friendly outdoor space.

4.94 out of 5 average rating, 51 reviews

King's Oasis

Family-friendly home just outside Colorado Springs city limits—only minutes from the airport! Located in a peaceful neighborhood, this cozy retreat features a private pool perfect for kids and a relaxing space for adults. With comfortable living areas, a fully equipped kitchen, and easy access to local parks and attractions, it’s the perfect spot for a relaxing getaway without the city noise. Your peaceful Colorado escape starts here!

ValueLocationNearby

4.94 out of 5 average rating, 265 reviews

A lit hot tub is nestled on a spacious deck, surrounded by trees. Soft blue lights illuminate the water, and string lights hang overhead, creating a serene evening atmosphere. Furnished lounge areas are visible in the background, inviting relaxation.

Cabin in Divide

Hot tub, mtn views, massage chair, & steam shower!

This home offers stunning views from a spacious wraparound deck, with a hot tub just off the master bedroom. Recently remodeled, it combines comfort and mountain charm. Inside, enjoy a wood stove, gas fireplace, massage chair, steam shower, and Jacuzzi tub, plus STARLINK WiFi and Roku TV. Large windows and skylights fill the home with light, and every room opens to the deck with seating areas and a propane BBQ.

LocationValueComfort

5.0 out of 5 average rating, 6 reviews

1BR Furnished Apartment Pet Friendly | Heated Pool

Stay in a fully furnished 1BR/1BA apartment in an upscale Colorado Springs community—perfect for long stays, relocations, or business travel. Enjoy a modern kitchen, high-speed WiFi, in-unit washer/dryer, and comfortable living area. Community amenities include a heated pool, hot tub, fitness center, clubhouse, grills, dog park, and pet spa. Convenient to Peterson AFB, downtown, trails, and dining.

LocationNearbyCleanliness

Superhost

A spacious living area features a comfortable dark sofa and two patterned armchairs surrounding a glass coffee table. Natural light fills the room through large windows, highlighting the open concept layout that connects to the dining area and kitchen in the background.

Townhouse in Colorado Springs

Resort-Style Townhome | Pool, Hot Tub & Gym Access

Enjoy a comfortable stay in this pet-friendly 2BR, 2.5BA end-unit townhome in a prime Colorado Springs location, just 7 minutes to downtown with easy access to major highways. With a garage, fast WiFi, and space to sleep up to 5, this home is ideal for short visits or monthly stays. Guests also enjoy access to a resort-style community clubhouse, pool, fitness center, and dog park.

FamilyValueLaundry

4.87 out of 5 average rating, 198 reviews

Home in Garden of the Gods

Indoor POOL, Hot Tub, Sauna! Garden of the Gods

Relax with the whole family at this peaceful place to stay. Gorgeous views of Pikes Peak with Garden of the Gods trails in walking distance. Enjoy a day of hiking and biking and then take a dip in the indoor pool or relax in the jacuzzi or sauna. Spacious and family friendly with a game room, pool table, bar area, and darts. 4 bedroom and 3 bathroom. Newly renovated.

ValueLocationHospitality

4.98 out of 5 average rating, 41 reviews

Popular amenities for Colorado Springs rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5.0 out of 5 average rating, 38 reviews

The exterior of a two-story home is displayed, showcasing a well-maintained backyard with a semi-inground heated pool surrounded by white lounge chairs. A deck with stairs leads to the entrance, while a sunroom is visible beneath the windows. Neatly trimmed greenery frames the area.

Home in Monument

Spacious, Mountain Views, Heated Pool, & Sunroom!

LocationFamilyView

4.88 out of 5 average rating, 133 reviews

An outdoor patio area is highlighted by a wooden frame, providing shelter over a dining table and seating. A hot tub is situated nearby, surrounded by lush greenery and tall trees, creating a serene environment for relaxation.

Home in Woodland Park

Sunshine Mountain , experience true Colorado!

ValueFamilyBackyard

An outdoor heated pool is surrounded by a wooden deck, with stepped entry leading into inviting clear water. A covered seating area is visible, featuring bright red chairs and a lounge space under a shelter, with mountains in the background.

5.0 out of 5 average rating, 22 reviews

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

LocationFamilyNearby

Two deer are spotted near a landscaped garden, surrounded by various plants and flowers. A decorative fence lines the garden, while a pathway curves through the green lawn. Wind chimes and a bird feeder are visible in the foreground, adding charm to the outdoor scene.

Home in Broadmoor

*Broadmoor Serenity Sleeps 8

FamilyLocationCleanliness

5.0 out of 5 average rating, 4 reviews

A living area showcases a large sectional sofa facing a coffee table and flat-screen TV. Natural light filters through sliding glass doors, providing views of the outdoor patio. A cozy fireplace is positioned against a stone wall, enhancing the room’s comfort.

4.88 out of 5 average rating, 8 reviews

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

LocationFamilyLayout

4.25 out of 5 average rating, 4 reviews

Aloha Springs! Private Heated Pool & Hot Tub

ValueFamilyAir conditioning

Condo rentals with a pool

4.67 out of 5 average rating, 6 reviews

Mountain View Condo

ValueLocationComfort

4.0 out of 5 average rating, 4 reviews

Pool Access & Balcony! Colorado Springs Getaway

AccuracyLaundryCleanliness

A spacious living room features a comfortable dark sofa and an armchair. A stone fireplace is situated beside a wooden table. Natural light filters through sheer curtains, illuminating the room. A dining area is visible in the background, complete with a table and chairs.

3 Bedroom Condo With outdoor pool

Superhost

4.88 out of 5 average rating, 32 reviews

1 Bedroom Luxurious Loft perfect for Entertaining

LocationFamilyPool

Other vacation rentals with a pool

Superhost

CASCADE RETREAT: MOUNTAIN VIEWS and GREAT LOCATION

A rustic log cabin is set against a backdrop of lush greenery, featuring a wrap-around deck adorned with vibrant flower pots. Sturdy wooden stairs lead to the entry, surrounded by natural stone accents and shaded by tall pine trees.

4.97 out of 5 average rating, 166 reviews

Rustic Historic Colorado Mountain Cabin Pikes Peak

ValueFamilyLong stay

4.91 out of 5 average rating, 35 reviews

Cabin in Manitou Springs

Timber Lodge #25

LocationValueHospitality

An inviting living space features a comfortable armchair and a patterned chair, positioned beside a large window that allows natural light to fill the room. A flat-screen TV is mounted on the wall, while a small table and decorative shelf enhance the functionality of the area.

Loft in Woodland Park

Mountain Cabin, Walk to Dining/Memorial Park!

LocationValueHeating

4.62 out of 5 average rating, 71 reviews

4.5 out of 5 average rating, 4 reviews

CASCADE RETREAT AT THE BASE OF PIKES PEAK MTN VIEW

LocationHikingLong stay

Pikes Peak Views | Corner 1BR + Balcony | Sleeps 4

Hospitality

New place to stay