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, 253 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

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, 236 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!

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.

4.91 out of 5 average rating, 101 reviews

Modern Mountain Cabin- Hot tub Views & King Beds

Relax in the hot tub with mountain views! Enjoy a peaceful forest setting w/ room to spread out. 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

5 out of 5 average rating, 287 reviews

An aerial view of the house reveals its stylish black exterior nestled among lush green pine trees. A spacious deck and hot tub are visible, highlighting the natural surroundings and mountainous backdrop.

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!

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, 162 reviews

Rustic Historic Colorado Mountain Cabin Pikes Peak

This historic rustic log cabin built in 1953 has been updated. It sits near the foot of Pikes Peak and Pike National Forest & 17 minutes from Downtown Colo Spgs. The cabin sits at 7800' and is usually cool and comfortable temperature inside, we have added Central Air Conditioning to further enhance your comfort. 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,

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, 313 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.

Home in Cascade-Chipita Park

A four-person hot tub is visible, featuring clear bubbling water under a blue sky. Surrounding trees provide shade, while distant mountains create a serene backdrop, enhancing the relaxing environment of this outdoor space.

4.96 out of 5 average rating, 112 reviews

Rhapsody in Blue

The hills are alive with the sound of music in Cascade, CO! Welcome to Rhapsody in Blue! Just like George Gershwin's quintessential masterpiece; Rhapsody in Blue, challenged contemporary notions by blending classical and popular music, Our Rhapsody in Blue seeks to do the same by blending classic architecture and modern aesthetics into a beautiful symphony of color, contrast, movement and sound. You must see it, and hear it, to believe it. We eagerly await your arrival at Rhapsody in Blue.

4.99 out of 5 average rating, 229 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!

Superhost

A log cabin exterior is surrounded by mature evergreen trees, with a fenced area to the side. A stone pathway leads to a welcoming front porch, and the landscaping features green shrubs and plants along the walkway.

4.82 out of 5 average rating, 337 reviews

Log Cabin | Near Pikes Peak | Creekside

Just 1 mile from the Pikes Peak entrance, this log sided cabin is your basecamp for Colorado's most iconic summit. Step outside and you're practically there. Just steps from a rushing mountain creek, fall asleep to the sound of water and wake to sunrise over Waldo Canyon. Deer and wildlife make regular appearances on the property. Garden of the Gods, Manitou Springs, and top trails and breweries are all a short drive away. Two private acres, total quiet, and the perfect Colorado escape.

4.99 out of 5 average rating, 246 reviews

Serene Riverside Cabin: Hot Tub, Patio, Fire Pit

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!

4.88 out of 5 average rating, 376 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.

A warm living area features large windows framing scenic views of surrounding trees. The space includes a leather sofa, a loveseat, and an accent chair arranged around a coffee table, complemented by a patterned area rug and a lamp that adds soft lighting.

4.93 out of 5 average rating, 140 reviews

The HeartRock House in Cascade

Welcome to the Heart Rock House in the beautiful mountains of Cascade, Colorado! ✓ 8 mins to the famous Pikes Peak Highway and Manitou Springs ✓ Expertly cleaned home ✓ I love 5 minutes away and am super responsive to texts and messages ✓ Ultra-fast, reliable internet ✓ Perfect for a family retreat in the mountains ✓ Game room with foosball and air hockey tables ✓ Deck for enjoying Colorado's sunny weather+mountain views+grilling up meals

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

4.99 out of 5 average rating, 159 reviews

Family Retreat | Mtn & Pond Views | HotTub | Games

4.91 out of 5 average rating, 187 reviews

Cabin in Woodland Park

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

4.98 out of 5 average rating, 199 reviews

A custom A-frame cabin is surrounded by tall pines, featuring a sloped roof and large glass windows. A spacious deck with steps leads to outdoor seating and a hot tub, while natural stone landscaping adds to the serene setting.

Cabin in Monument

Cozy A-Frame Retreat /Hot Tub/w-Views, Monument CO

A spacious living room features high vaulted ceilings and large windows, showcasing scenic mountain views. A rustic stone fireplace complements cozy leather seating arrangements, while a wooden coffee table provides a central gathering space. Natural light fills the room, creating a warm ambiance.

5 out of 5 average rating, 205 reviews

Hawk's Landing | A Refined Modern Mountain Escape

4.98 out of 5 average rating, 195 reviews

Elwood A-frame | Hot tub | Fire Pit | Pike's Peak

Home in Cascade-Chipita Park

A bright dining area is framed by large landscape windows, offering views of snow-covered mountains and trees. A sturdy wooden table with light-colored chairs is positioned near the windows, complemented by vibrant potted plants. A telescope is visible nearby, enhancing the space's connection to nature.

4.9 out of 5 average rating, 137 reviews

Romantic Getaway; Private Hot Tub, Mt Views & Art

4.92 out of 5 average rating, 208 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

Tiny home in Woodland Park

4.94 out of 5 average rating, 406 reviews

Cozy Tiny Cabin | Hot Tub + Pikes Peak Views

Family- and pet-friendly home rentals

4.96 out of 5 average rating, 170 reviews

The exterior of the cozy cabin is shown with a welcoming door framed by warm outdoor lights. Two metal chairs and a small table are placed on the patio, scattered with autumn leaves. The surrounding trees hint at a tranquil wooded setting.

Cabin in Cripple Creek

Lucky Llama A-Frame|Views |Fireplace|Dogs Welcome!

4.95 out of 5 average rating, 261 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

The log cabin is elevated on a sturdy foundation, surrounded by a wooded area. Steps lead up to a welcoming deck, which offers views of the forest. Sunlight filters through the trees, illuminating the natural stone path that surrounds the property.

4.93 out of 5 average rating, 107 reviews

Timberwood Cabin

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.

4.93 out of 5 average rating, 597 reviews

Wabi Sabi Tiny House - No Cleaning Fees!

Guest house 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, 598 reviews

Mountain Retreat - A Place You’ll Love!

4.98 out of 5 average rating, 379 reviews

A private backyard oasis features a relaxed hot tub under a wooden pergola, surrounded by a wooden fence and landscaped with white gravel. Stairs lead up to the entryway of the home, illuminated by natural light.

Home in Colorado Springs

Downtown Bungalow | Hot Tub | Pet Friendly | Patio

Superhost

An outdoor deck area is furnished with comfortable seating and a glass-top table. The surrounding lush landscape features a spacious fenced-in yard and tall trees, offering a serene setting for relaxation and enjoyment.

Home in Green Mountain Falls

4.91 out of 5 average rating, 262 reviews

Beautiful mountain getaway with hot tub!

4.98 out of 5 average rating, 258 reviews

Into the Woods Aframe | Hot Tub | FirePit| 6 Acres

Family-friendly home rentals with a pool

4.98 out of 5 average rating, 43 reviews

A serene outdoor patio area features a table complemented by comfortable chairs, surrounded by lush greenery. A small waterfall pond is visible in the background, framed by tall trees and a clear sky, offering a peaceful natural setting.

Home in Larkspur

Forest Retreat, 2 floors, 3 bedrooms w/Hot Tub Spa

4.92 out of 5 average rating, 269 reviews

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.

Flat in Colorado Springs

Quite Spacious Apt w/ Game Table, Bball Court

Guest house 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.

4.9 out of 5 average rating, 146 reviews

Urban Float - Heated Indoor Pool/HotTub & Firepit

4.91 out of 5 average rating, 87 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.

Home in Colorado Springs

Cheerful home w/pool & hot tub in quiet area

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!

5 out of 5 average rating, 29 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!

Home in Garden of the Gods

An indoor area features a spacious pool illuminated in blue, complemented by bright skylights above. A jacuzzi is positioned to one side, while a seating area with a sectional sofa and plush chairs is visible, offering a relaxed space for guests.

4.97 out of 5 average rating, 32 reviews

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