Family-friendly holiday rentals in Cascade-Chipita Park

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Top-rated family-friendly rentals in Cascade-Chipita Park

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite
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.
Guest suite in Cascade-Chipita Park
4.91 out of 5 average rating, 116 reviews

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.

Top guest favourite
The cabin is partially obscured by falling snow and surrounding foliage. A wooden deck with railings is visible, extending out from the front of the structure. The scene captures a peaceful winter atmosphere in a snowy mountainous setting.
Cabin in Cascade-Chipita Park
4.98 out of 5 average rating, 360 reviews

Modern Luxury Cabin with Hot Tub, Pet Friendly

You love mountains. We do too. But, you also love luxury. You've got good taste. That's why The Baer's Den is perfect for you. It brings to life that rare blend of modern luxury and mountain mystique only Colorado can provide. Add handcrafted sensibilities to this magazine-ready cabin and you're sure to fall in love. With nearby trails, quick access to local hot spots, and the ever-present Rampart Range viewable from the stylish deck, you can't miss The Baer's Den. Did we mention the hot tub?

Guest favourite
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.
Tiny home in Woodland Park
4.93 out of 5 average rating, 568 reviews

Wabi Sabi Tiny House - No Cleaning Fees!

I designed and built this Tiny House a few years ago! As such, it's still an ongoing work in progress and so not quite as picturesque as the finished homes you may see on TV, but it's still fully functional, cozy, and homey. To sleep, you'll have the choice of a queen size loft bed (must climb narrow stairs to access) or a queen size (comfortable!) sofa bed on the ground floor. Located in Woodland Park, CO you have an AMAZING view of Pike's Peak and close proximity to so many adventures 🤗

Top guest favourite
A charming cabin is nestled among tall pine trees, with a snow-covered landscape surrounding it. The house features a front porch with wooden railings, and natural stone accents are visible on the exterior. A clear blue sky is contrasted by fluffy clouds above.
Cabin in Cascade-Chipita Park
4.99 out of 5 average rating, 170 reviews

Classic Throwback Colorado Mountain Cabin

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.

Top guest favourite
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.
Cabin in Cascade-Chipita Park
4.98 out of 5 average rating, 264 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!

Guest favourite
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.
Home in Cascade-Chipita Park
4.97 out of 5 average rating, 105 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.

Top guest favourite
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.
Cabin in Cascade-Chipita Park
4.99 out of 5 average rating, 199 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!

Guest favourite
A charming cottage is surrounded by vibrant orange poppies and lush greenery. The entrance features a red door and blue accents, while a picnic table is visible nearby, offering an inviting outdoor space. The unpaved driveway leads to the cottage, framed by trees.
Cottage in Cascade-Chipita Park
4.85 out of 5 average rating, 295 reviews

Cottage w/Mountain Views |Perfect Couples Retreat

Charming and newly updated cottage has every amenity of a modern stay with the location and stunning views of a remote mountain retreat. Nestled at the base of Pikes Peak, this cozy getaway is perfect for couples or friends seeking adventure and relaxation. Located just 10 minutes from both Colorado Springs and Woodland Park, you’ll have easy access to the best the Pikes Peak region has to offer. Wake up to breathtaking mountain views and make memories in this idyllic setting.

Guest favourite
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.
Cabin in Cascade-Chipita Park
4.83 out of 5 average rating, 332 reviews

Creekside Cabin Near Pikes Peak

Tucked at the base of Pikes Peak, this peaceful log cabin is the perfect Colorado escape. Just 20 feet from Fountain Creek, you’ll fall asleep to rushing water and wake to the sunrise over panoramic views of Waldo Canyon. Minutes from Pikes Peak, Garden of the Gods, Manitou Springs, and top hiking trails and breweries, this authentic mountain retreat sits on a private 2-acre property where you can relax, unwind, stargaze, spot wildlife almost daily, and soak in the scenery.

Top guest favourite
The inviting Inlaw suite features a comfortable queen-sized bed adorned with a soft quilt, complemented by framed artwork on the wall. A cozy couch sits opposite the bed, and a ceiling fan offers a gentle breeze. Light streams through the window, illuminating the space.
Guest house in Colorado Springs
4.95 out of 5 average rating, 614 reviews

The Bonnyville Suite

Cozy Inlaw Suite in the Bonnyville Neighborhood nestled within the center of the city with easy access to I-25. Have fun with all the local entertainment that downtown Colorado Springs has to offer. See the top of Pikes Peak, Olympic Training Center, Air Force Academy, Zoo, hike Garden Of The Gods & Seven Falls. Experience the many breweries & wineries in our area. Walking distance from grocery store, coffee shops, a park, trails, and a small shopping center.

Guest favourite
Home in Woodland Park
4.9 out of 5 average rating, 346 reviews

Tiny House 🌟 Pike’s Peak Views 🌟

Imagine waking up to the symphony of chirping birds and the scent of pine wafting through your window, all while knowing that a short stroll will lead you to conveniences like cafes, shops, and local markets. You can indulge in invigorating hikes during the day and return to unwind with a hot shower, a cozy bed, and wi-fi. Your mountain getaway doesn't have to mean sacrificing convenience-come experience the best of both worlds at our charming tiny house!

Guest favourite
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.
Cabin in Cascade-Chipita Park
4.93 out of 5 average rating, 124 reviews

The HeartRock House in Cascade

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

Popular amenities for Cascade-Chipita Park family-friendly rentals

When is the best time to visit Cascade-Chipita Park?

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Quick stats about holiday rentals that are family-friendly in Cascade-Chipita Park

  • Total holiday rentals

    Explore 140 holiday rentals in Cascade-Chipita Park

  • Nightly prices starting at

    Cascade-Chipita Park holiday rentals start at $103 SGD per night before taxes and fees

  • Verified guest reviews

    Over 11,450 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 70 rentals that welcome pets

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wifi availability

    140 of Cascade-Chipita Park holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Cascade-Chipita Park rentals

  • 4.8 Average rating

    Cascade-Chipita Park stays are highly rated by guests – averaging 4.8 out of 5!

Destinations to explore

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