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, 270 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

KitchenFamilyAccess

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.

KitchenFamilyPets

4.9 out of 5 average rating, 142 reviews

5.0 out of 5 average rating, 203 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.

Indoor spacesKitchenQuiet

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, 310 reviews

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!

Indoor spacesKitchenCleanliness

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.

KitchenFamilyQuiet

4.99 out of 5 average rating, 330 reviews

4.99 out of 5 average rating, 252 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!

KitchenIndoor spacesComfort

4.95 out of 5 average rating, 245 reviews

Riverside Escape: 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!

KitchenFamilyCheck-in

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, 111 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

KitchenIndoor spacesAir conditioning

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, 147 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.

FamilyIndoor spacesParking

4.89 out of 5 average rating, 392 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.

FamilyIndoor spacesWi-Fi

4.98 out of 5 average rating, 191 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.

FamilyKitchenComfort

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.

FamilyKitchenHeating

4.91 out of 5 average rating, 140 reviews

Popular amenities for Cascade-Chipita Park family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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, 207 reviews

Cabin in the Woods*Hot Tub*Fireplace*Foosball

FamilyKitchenAccuracy

4.94 out of 5 average rating, 122 reviews

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

Indoor spacesFamilySleep quality

4.94 out of 5 average rating, 148 reviews

Mountain Splendor - Hottub+Views+Luxury+Family Fun

FamilyKitchenQuiet

4.92 out of 5 average rating, 213 reviews

The exterior of the mountain home is portrayed, featuring wood siding and a large deck that wraps around the structure. Surrounding pine trees and natural landscape are visible, enhancing the privacy of the property. The sloping mountains in the background complete the serene setting.

Cabin in Woodland Park

Lost Antler Lodge(6)-hottub/3acres/near town/views

Indoor spacesFamilyComfort

4.96 out of 5 average rating, 335 reviews

A spacious living area features high ceilings with large arched windows allowing ample natural light. Comfortable seating includes two patterned armchairs and a sofa, complemented by a coffee table on a cowhide rug. A stone fireplace adds a cozy touch, enhancing the wood-paneled walls.

Cabin in Palmer Lake

✷Kayak Cabin✷ Hot Tub┃Firepit┃Games┃Movie Room

KitchenFamilyGetting around

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

KitchenFamilyBackyard

4.98 out of 5 average rating, 244 reviews

4.91 out of 5 average rating, 202 reviews

Cabin in Woodland Park

Beautiful Cabin w/ Decks/Views/sauna/hot tub!

KitchenIndoor spacesBathroom

A covered outdoor seating area features two comfortable chairs and a wooden table, centered around a fire pit. The surrounding trees create a serene atmosphere, and distant mountain views are visible beyond the railing, highlighted by warm string lights overhead.

4.95 out of 5 average rating, 235 reviews

Pikes Peak Mountain view, Hot tub, 3 wooded acres!

Indoor spacesKitchenBarbecue

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, 165 reviews

Namaste and Hondo

KitchenIndoor spacesWalkability

Tiny home in Woodland Park

Lil Lincoln

Indoor spacesFamilyAccuracy

4.98 out of 5 average rating, 114 reviews

Guesthouse in Cascade-Chipita Park

Private Hot Tub, Sauna & Mountain Views

Indoor spacesFamilyHeating

4.83 out of 5 average rating, 293 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

FamilyKitchenGetting around

4.99 out of 5 average rating, 167 reviews

Tiny home in Woodland Park

The exterior of a tiny house features a combination of green and wood paneling. Large windows allow ample natural light, while a welcoming door with steps leads inside. Gravel surrounds the house, enhancing the natural setting among surrounding trees.

Wabi Sabi Tiny House - No Cleaning Fees!

Indoor spacesKitchenOutdoor spaces

4.93 out of 5 average rating, 629 reviews

4.95 out of 5 average rating, 292 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

Indoor spacesFamilySleep quality

4.95 out of 5 average rating, 107 reviews

Cabin in Cripple Creek

Mountain Views | Epic Game Room | Fire Pit Nights

FamilyKitchenComfort

4.87 out of 5 average rating, 233 reviews

A comfortable seating area features a pair of brown leather sofas positioned around a low black metal table, with decorative pillows and a small plant on the table. A light-colored area rug is laid over warm wooden flooring, and a small lamp stands nearby.

Cabin in Woodland Park

Pine & Pond ☆ Newly Renovated Woodland Park Cabin!

KitchenIndoor spacesCheck-in

Family-friendly home rentals with a pool

4.99 out of 5 average rating, 134 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

KitchenFamilyCheck-in

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!

FamilyKitchenValue

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.

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

KitchenIndoor spacesCondition

4.92 out of 5 average rating, 304 reviews

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

KitchenIndoor spacesValue

4.91 out of 5 average rating, 166 reviews

4.97 out of 5 average rating, 157 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

FamilyIndoor spacesAccuracy

4.94 out of 5 average rating, 264 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!

KitchenFamilySleep quality

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

Indoor spacesKitchenQuiet

4.87 out of 5 average rating, 197 reviews

The open-concept kitchen and dining area feature a rustic wooden dining table surrounded by chairs, complemented by a fully equipped kitchen with modern appliances. Exposed beam ceilings and natural light from large windows create a welcoming environment, connecting the dining space to the cozy living area.