Family-friendly holiday rentals in Cascade-Chipita Park

Tiny home in Cascade-Chipita Park

A kitchen table is set with a bottle of wine and two elegant glasses, accompanied by neatly folded navy blue napkins placed on woven placemats. Soft natural light enters through a nearby window, illuminating the wooden dining surface and surrounding kitchen features.

4.98 out of 5 average rating, 241 reviews

Tiny House in the Mountains, Hot Tub & EV Charger

This beautiful Tiny Home is Eco-Friendly & is nestled in the majestic Rocky Mountains; located 10-20 min of Manitou Springs, CO Springs, Woodland Park & 5 min to Pikes Peak drive. Check out day trips to Monarch, Buena Vista, Salida and Breckenridge for abundant winter fun! Ski, ride snow mobiles, snow tube, soak in hot springs and more! Enjoy your privately used hot tub after an active day. You won’t forget your time in this romantic, memorable place! Last Minute & Early Bird Discounts apply!

HospitalityLocationHot tubCleanlinessViewBreakfastIndoor spacesNearbyComfortAccuracyAmenitiesOutdoor spacesDecorKitchenBarbecueQuietSleep qualityHikingBackyardConditionCheck-inValueBathroomHeatingLaundryGetting aroundAccessSkiingFamilyAir conditioningParksParkingNoiseCheckout

4.99 out of 5 average rating, 198 reviews

Classic Mountain Cabin w/ Fireplace, Deck, Views

Take it easy at this unique and tranquil getaway. A family cabin crafted in the 1940s, unchanged with the exception of tastefully done upgrades and improvements. Authentic western decor and knotty pine interior. Easy access to nearby hiking and attractions. Minutes from the beautiful small mountain towns of Green Mountain Falls, Manitou Springs and Woodland Park. Local attractions including Pikes Peak, North Pole Santa’s Workshop, Cripple Creek, Garden of the Gods are just minutes away.

An outdoor seating area is furnished with a comfortable sectional and a central table, surrounded by string lights that create a cozy ambiance. The backdrop features trees and mountain views, enhancing the inviting atmosphere of the space.

4.92 out of 5 average rating, 109 reviews

Hot tub Views & King Beds modern mountain getaway

Enjoy a peaceful forest setting w/ room to spread out. Relax in the hot tub with mountain views. This home is a great fit for families or groups exploring the Colorado Springs area. 🛁 Hot tub w/ Mountain Views 🌲Amazing views 🛏️ 2 king bedrooms + bunk room 📺 TVs in all bedrooms 🍳 Chef’s kitchen 🌲 Two-story deck 🌿 Hammock 🔥 Grill 🍽️ 10-person dining table “The amazing view, thoughtful amenities, and extra touches make this place a must stay for a family exploring the area” — Buddy

The inviting main gathering space features warm wood paneling and a stone fireplace, complemented by leather seating. On display are decorative items arranged on shelves above, while a mirror reflects natural light from the kitchen area, creating a cozy and curated atmosphere.

4.98 out of 5 average rating, 303 reviews

Cabin on Pikes Peak w Hot Tub, Fireplace, 500mbps!

This southwestern boho cabin is tucked amongst the trees in a historic, quiet neighborhood at the foot of famed Pikes Peak. With an ample front deck, floor to ceiling windows, and a private, fenced back yard with hot tub, gas fire pit and s'more fixings waiting for you on arrival, the cabin has wonderful forest and mountain view while within 10 minutes of culture and conveniences in Manitou and Colorado Springs. The place to get away for a romantic retreat, family fun, or a working vacation!

5.0 out of 5 average rating, 303 reviews

A two-story, contemporary mountain retreat is surrounded by tall trees. The exterior features a black facade, large windows illuminated warmly, and a spacious deck with steps leading to the landscape. The sky presents a subtle gradient of pink and blue hues at dusk.

Home in Woodland Park

Views, views, VIEWS I Hot tub I Peaceful 3 acres

🏔️ THIS IS THE REAL DEAL. Come Experience Authentic Colorado Mountain Living 📍 Located just 1 mile from Catamount Recreation Area, a HIDDEN GEM w/ hiking trails & water activities 🌄 CLOSE-RANGE Pikes Peak views right from the property! 🛁 BRAND NEW Arctic Spa hot tub for the ultimate in mountain luxury – soak under the stars! 🛍️ Minutes to downtown Woodland Park for dining, groceries & more ✈️ 1.5 hrs to Denver International Airport (DIA) 🌲 Peaceful forest setting to unplug & reconnect!

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Treehouse in Cascade-Chipita Park

The unique octagon structure of the Treehouse is surrounded by lush greenery, with tall trees and fog creating a serene atmosphere. The design elevates the home above the forest floor, showcasing wooden supports and inviting outdoor stairs leading up to the entrance.

4.99 out of 5 average rating, 327 reviews

Luxury Treehouse Retreat | Near Pikes Peak+Views

Welcome to the Treehouse - Your Colorado Getaway. Perched high in the trees with panoramic views, a HUGE bathtub, coffee bar with local coffee, two decks, and KING sized bed, you’ll never want to leave. This completely remodeled, octagon treehouse is just 15 minutes from most attractions in Colorado Springs and 5 minutes from the famous Pikes Peak Highway and gorgeous hiking trails - you are right in the middle of plenty to do while also being tucked away in your own little forest paradise.

4.99 out of 5 average rating, 246 reviews

Creekside Pack Cabin with 360° Mountain Views

Welcome to the Creekside Pack Cabin with 360° Mountain Range Views! Kick off your boots and relax with a drink by the creek, as you enjoy Colorado's beautiful Rocky Mountains! The cabin is in the center of the Pike National Forest and close to hiking, biking, ATV trails, reservoirs, and 360° mountain views! This cabin is pet, family, group, and business traveler friendly! You are: Only 20 minutes to Downtown Colorado Springs In the heart of nature with hiking, fishing, and much more!

4.95 out of 5 average rating, 243 reviews

Riverside Retreat: Hot Tub, Sauna, & Cold Plunge

With a river in the backyard next to the private hot tub and sauna, what more could you need? If you love watching local wildlife, listening the sound of the creek, and relaxing on a luxurious back patio that’s perfect for all seasons, then RiverHouse South by Forest & Peak Retreats is for you! Enjoy the full amenities of a kitchen stocked with a curator’s touch, heated towel rack, remote control gas fireplace, top-to-bottom remodel. Book RiverHouse South, by Forest & Peak Retreats, today!

Chalet in Cascade-Chipita Park

A mountain home with a wooden exterior features a triangular roof and large windows, allowing for natural light. A spacious deck with a picnic table and green chairs extends the living area outdoors, providing a view of the surrounding trees and mountains.

4.88 out of 5 average rating, 152 reviews

Magnificent Rocky Mountain Chalet - Views!

Enjoy total privacy, stunning Rocky Mountain views -- only 15 mins to Colorado Springs -- at our newer passive-solar mountain home in the foothills of towering Pike's Peak. Exceptional views of Ute Pass from inside - or lounging anywhere on the 3000 square feet of decks. Stroll out the side door and switchback up Esther's Trail or drive 10 mins to many tourist attractions from the North Pole to Garden of the Gods. Perfect for romantic retreats, family vacations, holiday celebrations.

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A spacious living area features a large leather sectional sofa adorned with decorative cushions. A round coffee table is centered on a patterned rug, while expansive windows frame mountain views, allowing natural light to illuminate the wood-paneled walls and ceiling.

4.99 out of 5 average rating, 141 reviews

Updated Pikes Peak Cabin: Views, Hot Tub, King Bed

Prepare to be wowed by the view! Large windows wrap the dining and living room overlooking the mountain pass. The cabin features luxury furnishings, new kitchen and bathrooms, large outdoor space, fire pit, hot tub, Tesla charger. And it is dog-friendly. Just 15 minutes from Colo. Springs between Manitou and Woodland Park, Vista View Cabin is easily accessible off Highway 24, and close to excellent restaurants and outdoor activities, including the bucket list Manitou Incline hike.

4.88 out of 5 average rating, 387 reviews

Mountain Marriott

This eclectic mountain cabin is the perfect retreat. The beautiful mountain views make this a wonderful place to get away with your family, a fun romantic weekend or a business trip and sink your teeth into the wild beauty of Colorado. A 13min Drive to Colorado Springs or Woodland Park and only 5 minutes away from Manitou Springs. Plenty of near by hiking trails and scenic adventures. Our cabin is equipped with WiFi, Netflix, Disney+, Hulu, books, a soaking tub & a propane grill.

Home in Cascade-Chipita Park

A covered deck features wooden railings and ample space for seating. Sunlight casts distinct shadows across the deck, highlighting the surrounding mountain landscape. Lush trees and distant hills are visible under a partly cloudy sky.

4.91 out of 5 average rating, 139 reviews

Perfect Pike's peak basecamp & spacious luxury

Beautiful large (3700 sq. ft.) 4 bedroom house located just off of Hwy 24 (5 miles west of Manitou springs and across the street from Pike's Peak Highway entrance.) Easy 10 minute access to Colorado Springs and Garden of the Gods, 20 minutes from Air Force academy and Cripple Creek. Very fast Wifi, huge covered deck with great views, 2 living areas and 2 en suite bedrooms (one on each level.) All within minutes of everything the Colorado Springs area has to offer.

LocationFamilyViewHospitalityNearbyCleanlinessIndoor spacesKitchenComfortAmenitiesBathroomCheck-inGetting aroundSleep qualityAccuracyOutdoor spacesNoiseHikingBarbecueLayoutConditionAccessCheckoutParkingWalkabilityDecorParksQuietHeatingWi-FiLaundryBackyardValue

Popular amenities for Cascade-Chipita Park family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.96 out of 5 average rating, 198 reviews

Cabin in Woodland Park

A-frame, Tiny home, Sauna, Hot tub, 3 acres!

Place to stay in Woodland Park

A hot tub is positioned on a deck, offering views of lush green trees and distant mountains under a partly cloudy sky. The bubbling water invites relaxation while the natural surroundings create a serene atmosphere.

4.99 out of 5 average rating, 163 reviews

HOT TUB ~ 31 Acres ~Bring ATVs/Border Nat'l Forest

A charming blue cabin features a triangular roof and a spacious balcony, surrounded by pine trees. Two kayaks are securely mounted on the side, and the entryway is framed by flower decorations. The backdrop showcases a scenic mountain view beneath a clear blue sky.

4.92 out of 5 average rating, 203 reviews

Cabin in the Woods*Hot Tub*Fireplace*Foosball

Superhost

The exterior of the converted caboose is showcased amidst tall blue spruce pines, featuring a vibrant red color. The surrounding area offers ample space for outdoor activities on a gravel path, with lush greenery visible in the background.

Train in Cascade-Chipita Park

4.95 out of 5 average rating, 269 reviews

Historic Creekfront Caboose | Hot Tub | Pikes Peak

A spacious outdoor area features a covered gazebo with seating, surrounded by a landscaped yard. Decorative planters and a water feature with stones add a natural touch. The exterior of the home is adorned with large windows and a bright red door, inviting guests in.

4.93 out of 5 average rating, 131 reviews

Pub - Hot Tub - Fire Pit

5.0 out of 5 average rating, 271 reviews

Home in Divide

Private Luxury Spa Retreat: Hot Tub, Sauna & Views

4.96 out of 5 average rating, 143 reviews

Mountain Splendor - Hottub+Views+Luxury+Family Fun

4.98 out of 5 average rating, 188 reviews

An open living room showcases a gas fireplace framed by stone, with large east-facing windows providing ample natural light and outdoor views. A luxurious leather sectional, two small ottomans, and a woven basket complement the cozy decor, inviting relaxation and comfort.

Chalet in Woodland Park

Pikes Peak Hideout | Hot Tub Under the Stars

Family- and pet-friendly home rentals

A cozy sunroom is filled with natural light from large windows, showcasing the surrounding landscape. Comfortable seating, including patterned chairs and a plush sofa, is arranged around a coffee table with decorative items. A warm atmosphere is created by soft curtains framing the windows.

4.95 out of 5 average rating, 126 reviews

Chipita Park Cabin | Cozy Zen | Mountain Retreat

KitchenFamilyShared spaces

A cozy bedroom is framed by double doors, inviting guests into a space that features a wooden bed with layered bedding in soft hues. A decorative pillow that reads 'welcome' is positioned prominently, and a mountain-themed mural adds character to the backdrop.

4.86 out of 5 average rating, 143 reviews

Cozy Cascade Cabin At The Base of Pikes Peak

Indoor spacesKitchenHeating

An aerial view showcases a charming cabin nestled in a green landscape, surrounded by trees and hills. A patio area with seating is visible, along with a gravel driveway leading up to the entrance.

4.95 out of 5 average rating, 162 reviews

Namaste and Hondo

KitchenFamilyCheck-in

Guesthouse in Colorado Springs

An aerial view of two red structures highlights the Mountain Retreat guest house adjacent to the host's residence. Both buildings feature green roofs, surrounded by trees and landscaped outdoor areas. Patios with seating and vibrant flowers enhance the inviting outdoor setting.

4.98 out of 5 average rating, 614 reviews

Mountain Retreat - A Place You’ll Love!

FamilyKitchenLong stay

Guesthouse in Cascade-Chipita Park

A private outdoor area features a hot tub surrounded by a leafy plant and softly lit with string lights. A small table and two chairs offer a cozy space for relaxation, with a colorful wall hanging adding a warm touch to the ambiance.

4.83 out of 5 average rating, 287 reviews

Private Hot Tub, Sauna & Mountain Views

Indoor spacesKitchenComfort

Guest suite in Cascade-Chipita Park

A wooden structure features a spacious deck with a rustic railing. A green sign displaying 'Picabo Meadow' and 'Welcome' hangs prominently, inviting guests into the guest suite. Natural wood tones reflect a cozy atmosphere beneath the elevated deck.

4.9 out of 5 average rating, 135 reviews

Picabo Meadow - a 2BR suite w/ a separate entrance

Indoor spacesKitchenCheckout

4.99 out of 5 average rating, 441 reviews

The A-frame cabin is illuminated by warm string lights, showcasing its inviting façade against a backdrop of a colorful sunset. A private hot tub is positioned beside the cabin on a stone patio, surrounded by greenery and natural setting.

Cabin in Divide

Rainbow Trail A-Frame Hot Tub |Firepit| StarGazing

FamilyIndoor spacesAmenities

Home in Cascade-Chipita Park

The exterior of a charming mountain property is showcased, featuring a well-maintained entrance with a light-colored door surrounded by a stone path. Tall trees and autumn foliage provide a natural backdrop, enhancing the inviting atmosphere of the cabin.

4.92 out of 5 average rating, 168 reviews

The mountains are calling you at Rock Creek Haven

Indoor spacesKitchenCleanliness

Family-friendly home rentals with a pool

Superhost

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

4.88 out of 5 average rating, 133 reviews

Sunshine Mountain , experience true Colorado!

LocationHospitalityCleanlinessFamilyComfortNearbyKitchenAmenitiesDecorQuietIndoor spacesHot tubValueOutdoor spacesViewBathroomAccuracyHikingGetting aroundSleep qualityConditionCheckoutAir conditioningCheck-inBackyardPetsParksHeatingLaundryWalkabilityNoiseAccess

4.94 out of 5 average rating, 260 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!

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4.98 out of 5 average rating, 132 reviews

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.

Home in Colorado Springs

Hidden Gem⋆Heated Pool⋆Gorgeous Views⋆2.4 ac⋆AC⋆EV

ViewHospitalityPoolFamilyLocationCleanlinessNearbyAmenitiesComfortSleep qualityKitchenIndoor spacesAccuracyHikingDecorGetting aroundOutdoor spacesBathroomQuietParkingBackyardAccessLayoutHeatingWalkabilityConditionValueSkiingTVBarbecueLaundryAir conditioningCheck-in

4.97 out of 5 average rating, 153 reviews

The covered deck features a spacious seating area with comfortable furniture and a large outdoor kitchen equipped with a grill and a 36” griddle. A smart TV is mounted on the wall, and patio heaters are positioned for warmth. The pool and hot tub are visible in the background.

Home in Colorado Springs

Staycation

FamilyHospitalityCleanlinessBackyardHot tubPoolAmenitiesOutdoor spacesViewLocationKitchenIndoor spacesComfortAccuracyBarbecueNearbyDecorTVBathroomQuietGetting aroundConditionCheck-inSleep qualityCheckoutLayoutHeatingLaundryValueParkingAccessParksWi-FiAir conditioning

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.

4.91 out of 5 average rating, 161 reviews

Urban Float - Heated Indoor Pool/HotTub & Firepit

PoolHospitalityFamilyCleanlinessHot tubLocationSleep qualityComfortAccuracyOutdoor spacesKitchenIndoor spacesViewAmenitiesDecorAir conditioningBathroomQuietNearbyNoiseLaundryCheckoutValueParkingConditionAccessCheck-inTVGetting aroundBarbecueHikingLayoutWi-FiBackyard

Apartment 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, 296 reviews

Quite spacious Apt w/Game Table, Pool, Bball court

HospitalityFamilyCleanlinessLocationComfortAmenitiesSleep qualityAccuracyValueOutdoor spacesIndoor spacesNearbyPoolQuietViewCheck-inKitchenBackyardBathroomNoiseCheckoutConditionGetting aroundDecorWi-FiParkingWalkabilityPetsHeatingLaundryLong staySkiingTVParksBarbecueHikingLayoutAccessAir conditioningBiking

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

4.87 out of 5 average rating, 195 reviews

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

HospitalityLocationCleanlinessComfortFamilyPoolNearbyCheck-inViewParkingIndoor spacesNoisePetsAmenitiesSleep qualityKitchenCheckoutLaundryGetting aroundHot tubAccuracyConditionAccessDecorBathroomQuietValueParksTVWi-FiHikingWalkabilityLong stayAir conditioningOutdoor spacesLayout

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.