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 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, 172 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, 266 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!

Top guest favourite
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.
Treehouse in Cascade-Chipita Park
4.99 out of 5 average rating, 294 reviews

THE Treehouse, Panoramic Views, CoffeeBar, KINGBed

*If booking a stay for Oct.-May please carefully read winter info. Welcome to the Treehouse - the ultimate Colorado getaway. Perched high in the trees with panoramic views, 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.

Top guest favourite
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.
Train in Cascade-Chipita Park
4.97 out of 5 average rating, 220 reviews

Rustic Railway Retreat - 10 min from Co Springs

Get away from your busy life. Nestled along Fountain creek bubbling beneath pines and mountain views this train caboose is the perfect place to relax, unwind and explore. Enjoy nature overlooking the creek from your private hot tub on the deck. Located within walking distance of secluded hiking trails and the Wines of Colorado. Santa's Workshop and Pikes Peak highway a minute away. Manitou Springs and Old Colorado City are a 7 minute drive. Personalized guidebook https://abnb.me/IVMEUfL3aIb

Top guest favourite
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 home in Cascade-Chipita Park
4.98 out of 5 average rating, 231 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. Activities for ALL walks of life! You won’t forget your time in this romantic, memorable place!

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, 297 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.

Top guest favourite
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.
Cabin in Cascade-Chipita Park
4.99 out of 5 average rating, 117 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.

Top guest favourite
The exterior of a modern cabin is framed by tall pine trees, with a sunbeam filtering through the branches. A stone chimney rises from the center, and well-maintained landscaping surrounds the gravel path leading to the entrance.
Cabin in Cascade-Chipita Park
4.99 out of 5 average rating, 222 reviews

RiverHouse North, Luxury Cabin, Hot Tub, Fireplace

There’s 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 before someone beats you to it!

Top guest favourite
Cabin in Cascade-Chipita Park
4.88 out of 5 average rating, 364 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.

Top guest favourite
Home in Woodland Park
4.9 out of 5 average rating, 347 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
4.92 out of 5 average rating, 127 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

Guest favourite
Cabin in Cascade-Chipita Park
4.97 out of 5 average rating, 292 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.

Popular amenities for Cascade-Chipita Park family-friendly rentals

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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 £60 per night before taxes and fees

  • Verified guest reviews

    Over 11,960 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!

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