Family-friendly holiday rentals in Cascade-Chipita Park

4.98 out of 5 average rating, 102 reviews

Cabin with Pikes Views, Fireplace, Walk to Winery

Welcome to Cozinook, a beautiful 100-year-old cabin perched on the edge of a neighborhood in quaint Cascade on the famed Pikes Peak. You'll enjoy breathtaking views and hiking out the front door. Watch hawks circle above the Cascade canyon from the cabin's back patio, gather around a roaring fire in the original masonry fireplace for games or a movie, or retreat to the hammock. Ideal for romantic getaways, quiet retreats, small get togethers, and as a base for all your Rocky Mountain adventures.

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,

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, 100 reviews

Hot Tub, Dog Friendly, Mountain Views & King Beds

Relax in the hot tub with mountain views and 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 🐾 Dog friendly 🛏️ 2 king bedrooms + bunk room 📺 TVs in all bedrooms 🍳 Chef’s kitchen 🌲 Two-story deck 🌿 Hammocks 🔥 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

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, 307 reviews

Luxury Treehouse Escape | 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.

A hot tub is positioned on a patio beside a gently flowing creek, surrounded by lush greenery. Sunlight reflects off the water's surface, while trees provide a natural backdrop. A portion of the cabin’s exterior and a small storage unit are visible nearby.

4.99 out of 5 average rating, 221 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!

4.99 out of 5 average rating, 241 reviews

Scenic Riverside Cabin: Hot Tub, Patio, Fireplace

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, 375 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, 136 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

The exterior of a multi-story cabin features a mix of natural stone and wood siding, surrounded by trees. A set of stairs leads to the main entrance, while large windows provide views of the surrounding landscape. The welcoming design blends seamlessly with the forested setting.

4.96 out of 5 average rating, 104 reviews

Serene Mountain Retreat: Fireplace, Hot Tub, Views

Discover Chipita Pines, by Forest & Peak Retreats, where the essence of the Rockies meets refined luxury. This recently updated cabin offers a seamless blend of sophistication and mountain charm. Enjoy the hot tub, nearby trails, and stunning views of the Rampart Range from the spacious patio and bedroom windows. Your ideal mountain retreat awaits in this stylish sanctuary of comfort and relaxation.

4.96 out of 5 average rating, 297 reviews

Closer to the sun

This cabin is perfect for a couple or single mountain get away. The neighborhood is less than 10 minutes away from Manitou Springs and Woodland Park. The cabin has its own parking, private patio, and everything you need inside. There is a comfy queen size bed with brand new PURPLE mattress, a fully equipped kitchen for cooking your favorite meals, as well as a spacious bathroom with stand in shower.

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, 597 reviews

Mountain Retreat - A Place You’ll Love!

Our peaceful and relaxing Mountain Retreat is in Ute Pass off of U.S. Hwy 24 halfway between Colorado Springs and Woodland Park. Enjoy our 624 sq ft cabin above our double garage with its fully fenced and gated yard and nearby Fountain Creek. Love the mountain air at 7500 ft elevation. Enjoy Colorado at its best! Enjoy your 5 star stay with us and don't hesitate to ask us anything!

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

Cabin in Green Mountain Falls

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, 122 reviews

Pub - Hot Tub - Fire Pit

5 out of 5 average rating, 281 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

4.99 out of 5 average rating, 192 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

The exterior of a modern two-story guest house is shown, featuring large windows and a combination of light and dark materials. The structure is situated amidst tall pine trees on a gravel driveway, with a single carport located beneath the upper level.

5 out of 5 average rating, 201 reviews

Private Guest House in the Forest

Cabin in Green Mountain Falls

The cabin is nestled among greenery, featuring brown wood siding and a prominent stone chimney. A stairway leads up to a wrap-around deck, offering views of the surrounding trees and mountains. Tall pines frame the structure, enhancing the natural setting.

4.96 out of 5 average rating, 132 reviews

Decks+Views+Hot Tub+Fireplaces

4.84 out of 5 average rating, 104 reviews

A two-story log cabin is illuminated at dusk, showcasing warm light shining through multiple windows. A stone pathway, bordered by stepping stones, winds gently up the grassy hill leading to the home, which is surrounded by trees.

Cabin in Woodland Park

The Sleeping Bear Lodge, Hot Tub/game room.

Home in Green Mountain Falls

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.

4.93 out of 5 average rating, 256 reviews

Beautiful mountain getaway with hot tub!

Train in Cascade-Chipita Park

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.

4.97 out of 5 average rating, 246 reviews

Historic Creekfront Caboose | Hot Tub | Pikes Peak

Family- and pet-friendly home rentals

4.96 out of 5 average rating, 255 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

4.95 out of 5 average rating, 123 reviews

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.

Cabin in Cascade

Chipita Park Cabin | Cozy Zen | Mountain Retreat

Tiny home in Woodland Park

A charming tiny home is shown, featuring a welcoming front porch with white railings and steps leading up to the entrance. A gravel driveway accommodates two cars, and natural surroundings with trees enhance the property’s serene setting.

4.95 out of 5 average rating, 262 reviews

Pikes Peak Tiny Home

Guest suite 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.

4.82 out of 5 average rating, 277 reviews

Private Hot Tub, Sauna & Mountain Views

A hot tub set within a spacious outdoor area, featuring clear, inviting water and multiple jets. Sunlight filters through the surrounding greenery, casting a relaxed ambiance. Visible in the background are the home's wooden deck and nearby outdoor seating, which enhance the inviting outdoor space.

4.98 out of 5 average rating, 209 reviews

Walk to Shops, Restaurants, Bars & Farmers Market

4.98 out of 5 average rating, 189 reviews

Cabin in Florissant

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

4.97 out of 5 average rating, 323 reviews

A rustic log cabin with a green metal roof is surrounded by tall trees, partially covered in snow. A small porch area is visible, featuring seating arrangements and a grill. The cabin's natural wood exterior reflects its historic charm amidst a serene winter landscape.

Cabin in Divide

Best Li'l Bunkhouse on 40 Wooded Acres

4.88 out of 5 average rating, 423 reviews

The entrance of the cabin is displayed, featuring a welcoming red door adorned with a wreath. A wooden bench with two cushions sits on a stone pathway, surrounded by trees and planters, creating an inviting outdoor space.

Cabin in Woodland Park

Cabin with Pikes Peak View in WP License#329434

Family-friendly home rentals with a pool

5 out of 5 average rating, 8 reviews

The exterior of a rustic adobe cottage is featured, showcasing a shaded porch with seating. Lush greenery surrounds the property, and a neat stone border defines the garden area. The soft sunlight illuminates the peaceful yard, creating a calm outdoor setting.

Cabin in Manitou Springs

2 Bedroom Cottage with Kitchen on 3 acres

4.92 out of 5 average rating, 262 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.

4.91 out of 5 average rating, 138 reviews

Urban Float - Private Heated Pool/HotTub & Firepit

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, 87 reviews

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, 28 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, 31 reviews

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

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.