Family-friendly vacation 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 favorite
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.

Top guest favorite
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, 355 reviews

Modern Luxury Cabin~ 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?

Top guest favorite
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, 167 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 favorite
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, 261 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 favorite
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, 285 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.

Guest favorite
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, 99 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.

Guest favorite
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, 292 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 favorite
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.
Guesthouse in Colorado Springs
4.95 out of 5 average rating, 606 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 favorite
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 favorite
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.

Guest favorite
An aerial view showcases a charming cabin nestled in a green landscape, surrounded by trees and hills. A patio area with seating is visible, along with a gravel driveway leading up to the entrance.
Cabin in Green Mountain Falls
4.94 out of 5 average rating, 131 reviews

Namaste at Hondo

This gorgeous, cozy cabin is the perfect place to unwind, located within walking distance of several hiking trails, the Green Mountain Falls lake, restaurants and local shops. Relax on the huge comfortable couch or enjoy the outdoor space. This recently remodeled casita has major southwest vibes.

Top guest favorite
The lower level of the home features a covered deck with two outdoor chairs positioned on a gravel surface. The structure is nestled among trees, providing a natural setting, and steps lead to the upper level of the house.
Apartment in Woodland Park
4.97 out of 5 average rating, 110 reviews

Retreat in the Woods

Close to Colorado Springs attractions, Manitou Springs and Woodland Park it offers a retreat away from it all! You have the entire lower level of this home, the owners live upstairs. Sit and relax by the fire, play horseshoes, or enjoy nature and wildlife. We have frequent wild visitors.

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 vacation rentals that are family-friendly in Cascade-Chipita Park

  • Total vacation rentals

    Explore 140 vacation rentals in Cascade-Chipita Park

  • Nightly prices starting at

    Cascade-Chipita Park vacation rentals start at € 70 per night before taxes and fees

  • Verified guest reviews

    Over 11,450 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 70 rentals that welcome pets

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wi-Fi availability

    140 of Cascade-Chipita Park vacation rentals include wi-fi 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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