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
4.9 out of 5 average rating, 115 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.

Superhost
A cozy living room features a stone fireplace complemented by a wooden accent wall. A brown leather sofa is arranged with decorative pillows. A coffee table sits centrally, with a small plant adorning its surface. Natural light enters through nearby windows, enhancing the inviting setting.
Cabin in Cascade-Chipita Park
4.77 out of 5 average rating, 382 reviews

Creekside Cottage - Close to Pikes Peak

Enjoy a picturesque mountain retreat - perfect for a romantic weekend. Tucked at the base of Pikes Peak, this peaceful cottage is the ideal Colorado escape. Just 20 feet from Fountain Creek, you’ll fall asleep to rushing water and wake to sunrise over Waldo Canyon. Includes all the amenities you need. Minutes from Pikes Peak, Garden of the Gods, Manitou Springs, and top trails and breweries, this property sits on a private 2-acres where you can relax, unwind, stargaze, and soak in the scenery.

Top guest favourite
The cabin's exterior is framed by tall trees, showcasing a welcoming front porch with steps leading to the entrance. Natural materials blend with the surrounding landscape, and sunlight casts a gentle glow on the roof. Lush greenery and decorative stones enhance the setting.
Cabin in Cascade-Chipita Park
4.99 out of 5 average rating, 165 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, 260 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 octagon-shaped treehouse is nestled among snow-covered pine trees, showcasing its dark green exterior. Snow blankets the ground and branches, creating a serene winter scene. Stairs leading up to the entrance are visible, surrounded by a natural winter landscape.
Treehouse in Cascade-Chipita Park
4.99 out of 5 average rating, 284 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, 203 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 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, 191 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!

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, 113 reviews

Pikes Peak Cabin: Amazing Views, Hot Tub, King Bed

Prepare to be wowed by views! 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, a winery, and outdoor activities, including the bucket list Manitou Incline hike.

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, 227 reviews

Tiny House in the Mountains & Hot Tub

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!

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, 602 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
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, 120 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

Top guest favourite
Cabin in Cascade-Chipita Park
4.97 out of 5 average rating, 287 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 a memory foam pillow top 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

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

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Avg. price$200 SGD$198 SGD$204 SGD$195 SGD$245 SGD$265 SGD$295 SGD$263 SGD$232 SGD$225 SGD$217 SGD$235 SGD
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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 $104 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!

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