Family-friendly holiday rentals in Cascade-Chipita Park

The cabin's exterior showcases rustic wood siding surrounded by lush trees and large boulders. A spacious deck equipped with string lights enhances the inviting ambiance. A picnic table and a gas grill are situated on the patio, offering a charming outdoor dining experience.

4.99 out of 5 average rating, 268 reviews

Cabin on Pikes Peak, Hot tub, Walk to Wine + Food

*Brand new nordic spa 6 person hot tub as of April 2026!* 2 bedroom, 2 bath historic cabin backs to wilderness. Enjoy amazing views of the surrounding trees and rocks. Located on Pikes Peak, Hidden Falls cabin is just 10 minutes from Manitou and Colorado Springs but it feels like a world away. Take in the views from your soak in the hot tub or under the outdoor shower. Walk to the Wines of Colorado for libations and food. The cabin is an ideal destination for a restful retreat, a romantic getawa

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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.

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

Picabo Meadow is a spacious 2BR guest suite retreat. A hidden gem offering peaceful relaxation and seclusion, yet is only minutes away from hiking trails, restaurants and attractions to visit and enjoy. Picabo Meadow is a great base for your skiing adventure. We’re centrally located to all the main skiing venues: Breckenridge, Keystone, Monarch, Arapahoe Basin, Loveland and Eldora. Most are just a couple of hours away. You’ll find that there is more variety in this area and prices are better.

Indoor spacesFamilyParking

4.9 out of 5 average rating, 137 reviews

5.0 out of 5 average rating, 200 reviews

Peaceful 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.

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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.

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.

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4.99 out of 5 average rating, 329 reviews

4.99 out of 5 average rating, 250 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!

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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, 110 reviews

Modern Mountain Cabin with Views & King Beds

Peaceful Mountain retreat with room to spread out. Unwind in the hot tub with amazing views. 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 🍳 Fully equipped 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

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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.

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.

Indoor spacesFamilyLayout

4.88 out of 5 average rating, 154 reviews

4.98 out of 5 average rating, 261 reviews

Tranquil Riverside Cabin: Hot Tub, Fire Pit, Patio

With a river in the backyard next to the private hot tub and massive gas fire pit for all of your party, what more could you need?! If you love watching local wildlife cross over a creek on a luxurious back patio that’s perfect for all seasons, then you should book here. Enjoy the full amenities of a kitchen stocked with a curator’s touch, heated towel rack, remote control gas fireplace, gas grill, 2023 top-to-bottom remodel. Book RiverHouse North, by Forest & Peak Retreats, today!

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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, 144 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.

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4.88 out of 5 average rating, 389 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.

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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

Summer in the high pines means mid-70s days, cool starry nights, and windows-open sleeping while the rest of the country sweats. Mornings start with coffee on the east-facing deck — sunrise over the pines, deer and wild turkeys for company. Days are for Pikes Peak, trails all around, and downtown Woodland Park 15 minutes away. Nights end in the private hot tub under more stars than you knew existed. The Tecumseh Lodge: basecamp for a Colorado summer done right.

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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.

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.

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4.91 out of 5 average rating, 139 reviews

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

A mountainous landscape is depicted, showcasing towering peaks partially covered in frost and low-hanging clouds. Lush green trees are visible in the foreground, providing a contrast to the snowy summit and creating a sense of depth in the scene.

4.95 out of 5 average rating, 119 reviews

High above the city,Black Bear Hideout.

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4.94 out of 5 average rating, 145 reviews

Mountain Splendor - Hottub+Views+Luxury+Family Fun

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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, 206 reviews

Cabin in the Woods*Hot Tub*Fireplace*Foosball

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The image showcases a breathtaking view of snow-capped mountains under a soft glow, framed by trees in the foreground. The varying shades of green and the snow highlight the majestic peaks, creating a serene and tranquil landscape.

4.97 out of 5 average rating, 165 reviews

Purple Mountain Chalet, Views, Hot Tub, Game Room

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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, 133 reviews

Pub - Hot Tub - Fire Pit

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5.0 out of 5 average rating, 214 reviews

Hawk's Landing | A Refined Modern Mountain Escape

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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.

5.0 out of 5 average rating, 308 reviews

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

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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.

Tiny House in the Mountains, Hot Tub & EV Charger

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4.98 out of 5 average rating, 242 reviews

Family- and pet-friendly home rentals

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

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Tiny home in Woodland Park

Lil Lincoln

Indoor spacesKitchenHospitality

4.98 out of 5 average rating, 103 reviews

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.

Mountain Retreat - A Place You’ll Love!

Indoor spacesFamilyAir conditioning

4.98 out of 5 average rating, 618 reviews

4.95 out of 5 average rating, 287 reviews

A wooden sign labeled 'Blue Spruce' stands in front of a log cabin, surrounded by tall trees and natural greenery. The cabin features a green roof and large windows, allowing a view of the serene outdoor environment. A path leads from the sign to the entrance.

Cabin in Manitou Springs

Keithley Pines Blue Spruce Cabin

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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.

Cozy home in the mountains Immersed in Nature

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4.92 out of 5 average rating, 169 reviews

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.

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

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4.99 out of 5 average rating, 166 reviews

4.94 out of 5 average rating, 121 reviews

Pikes Peak View-modern-spacious-hot tub-Sleeps 8

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4.97 out of 5 average rating, 240 reviews

The exterior of the cabin showcases rustic wooden logs and a welcoming front door. A pink picket fence surrounds the property, with landscaped pathways leading to the entrance. Warm porch lights illuminate the cabin, enhancing its cozy appearance amidst the surrounding trees.

Cabin in Woodland Park

Sugar Shack -1930's Cabin-Downtown & Dog Friendly

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Family-friendly home rentals with a pool

4.98 out of 5 average rating, 133 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

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Guest suite in Manitou Springs

A welcoming entrance archway labeled 'Historic Manitou Springs' is set against a backdrop of snow-capped mountains. The arch is flanked by tall evergreen trees, and charming buildings are visible below, creating an inviting view of the historic town.

Manitou Terrace Place - clean, cozy & convenient!

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4.97 out of 5 average rating, 387 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.

4.88 out of 5 average rating, 133 reviews

Sunshine Mountain , experience true Colorado!

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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

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4.91 out of 5 average rating, 163 reviews

4.94 out of 5 average rating, 263 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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4.97 out of 5 average rating, 155 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

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