Family-friendly holiday rentals in Cascade-Chipita Park

Guest suite in Cascade-Chipita Park

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.

4.91 out of 5 average rating, 117 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.

An aerial view showcases a relaxing outdoor space featuring a hot tub beside a shallow creek. A small bridge crosses the creek, while a fire pit and seating area are positioned nearby among lush greenery, creating a serene retreat atmosphere.

4.97 out of 5 average rating, 144 reviews

Creekside Cowboy Cabin with 360° Mountain Views

Welcome to the Creekside Cowboy Cabin, an outdoor creek side retreat. Experience an authentic cowboy cabin where you can escape city life. Kick off your boots and relax by the creek, soaking in the beauty of Colorado's Rocky Mountains! Nestled in Pike National Forest, there is access to hiking, biking, ATV trails, and reservoirs, with stunning 360° mountain views. Pet, family, group, and business traveler friendly! 20 minutes to Downtown Colorado Springs and located in the heart of nature!

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, 161 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,

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.

4.98 out of 5 average rating, 278 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!

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, 304 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.

4.95 out of 5 average rating, 111 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 hammock is positioned under tall trees, providing a view of the cabin beyond. The backyard features a grassy area with cornhole boards set up for leisure activities. The surrounding trees and mountains add to the serene atmosphere.

4.95 out of 5 average rating, 215 reviews

RiverHouse South w/ Sauna, Hot Tub & Fireplace

With a river in the backyard next to the private hot tub and sauna, what more could you need? If you love watching local wildlife, listening the sound of the creek, and relaxing on a luxurious back patio that’s perfect for all seasons, then RiverHouse South by Forest & Peak Retreats is for you! Enjoy the full amenities of a kitchen stocked with a curator’s touch, heated towel rack, remote control gas fireplace, top-to-bottom remodel. Book RiverHouse South, by Forest & Peak Retreats, today!

Cabin in Green Mountain Falls

A rustic cabin, surrounded by tall pine trees, features a sloped roof and a welcoming red deck. An American flag hangs proudly, adding a touch of tradition. The natural landscape creates a serene atmosphere, ideal for relaxation and connection with nature.

4.99 out of 5 average rating, 144 reviews

Narnia on Pikes Peak: a 1929 Colorado Cabin

No need to journey through the wardrobe to find this magical destination! Enjoy the fresh mountain air tucked amidst pine and aspen trees. Take a walk up to the waterfalls or keep hiking right up to Pikes Peak! If you just want to enjoy a lazy day, sit back and relax on the front deck or back porch and enjoy nature at its finest! Enjoy the rustic history as well as all the creature comforts. Narnia on Pikes Peak was especially created as an artists & writers retreat and couples getaway.

4.88 out of 5 average rating, 373 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 hot tub is situated on a covered outdoor patio, surrounded by wooden logs and a fence. Bubbles rise in the clear water, inviting relaxation. A window provides a view of the outside greenery, enhancing the serene atmosphere of this outdoor space.

4.89 out of 5 average rating, 295 reviews

Hot Tub | Mountain Views | Perfect Couples Retreat

Originally built in 1909 as a hunter’s lodge, you can feel the history while enjoying a modern amenities at this mountain getaway. Enjoy the peace and quiet of the mountains, surrounded by nature and wildlife. . At the base of Pikes Peak Highway, this cabin offers the classic Colorado experience. This is a perfect spot to unwind after a day enjoying everything the area has to offer like Garden of the Gods, Colorado Springs, Manitou Springs, or Pike's Peak.

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, 135 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, 101 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.

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 charming blue cabin features a triangular roof and a spacious balcony, surrounded by pine trees. Two kayaks are securely mounted on the side, and the entryway is framed by flower decorations. The backdrop showcases a scenic mountain view beneath a clear blue sky.

4.91 out of 5 average rating, 185 reviews

Cabin in the Woods*Hot Tub*Fireplace*Foosball

4.98 out of 5 average rating, 174 reviews

The image collage features four areas of the Tecumseh Lodge. A living room showcases a leather sectional, a stone gas fireplace, and large windows displaying snowy trees outside. The loft bedroom displays a queen bed with a cozy couch, while the downstairs master bedroom features a king-size bed and beautifully arranged bedding.

Chalet in Woodland Park

Cozy Forest Escape w/ Hot Tub & Scenic Views

4.99 out of 5 average rating, 190 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

4.97 out of 5 average rating, 300 reviews

A bright seating area features large windows that offer mountain views. Two modern chairs, one in yellow and another in red, are positioned beside a small white table. A decorative plant sits on the table, with pendant lighting hanging from the wooden ceiling.

Home in Manitou Springs

Tree Retreat & Soaking Tub by Garden of the Gods

4.91 out of 5 average rating, 179 reviews

Cabin in Woodland Park

Beautiful Cabin w/ Decks/Views/sauna/hot tub!

4.98 out of 5 average rating, 144 reviews

A welcoming living room features a warm wood ceiling and large windows that fill the space with natural light. Comfortable seating includes a tan leather sofa and two upholstered chairs in a deep hue. A coffee table sits atop a textured rug, enhancing the cozy ambiance.

Cabin in Woodland Park

*Luxury Cabin, 2 King, Hot Tub, & Private Trail!*

Home in Cascade-Chipita Park

A bright dining area is framed by large landscape windows, offering views of snow-covered mountains and trees. A sturdy wooden table with light-colored chairs is positioned near the windows, complemented by vibrant potted plants. A telescope is visible nearby, enhancing the space's connection to nature.

4.9 out of 5 average rating, 130 reviews

Romantic Home w/ Hot Tub, Mt. Views & Art

4.96 out of 5 average rating, 310 reviews

A spacious living area features high ceilings with large arched windows allowing ample natural light. Comfortable seating includes two patterned armchairs and a sofa, complemented by a coffee table on a cowhide rug. A stone fireplace adds a cozy touch, enhancing the wood-paneled walls.

Cabin in Palmer Lake

✷Kayak Cabin✷ Hot Tub┃Firepit┃Games┃Movie Room

Family- and pet-friendly home rentals

Home in Green Mountain Falls

The living area features an open layout with plush seating arranged around a stylish electric fireplace. A smart TV is mounted on the wall, and large windows provide natural light. The dining area is visible in the background, accommodating a family dining table.

4.8 out of 5 average rating, 148 reviews

Grandview 3BR Mountain Cabin w/ Hot Tub & EV

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

4.88 out of 5 average rating, 400 reviews

The eco-cabin exhibits a modern exterior with a mix of reclaimed wood planks and a stone foundation. The elevated structure features a welcoming front porch, framed by sturdy railings and illuminated by recessed lighting.

Cabin in Florissant

Rock Rest Eco-Cabin

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

5 out of 5 average rating, 200 reviews

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.

Home in Colorado Springs

Private Guest House in the Forest

4.97 out of 5 average rating, 224 reviews

The exterior of the cabin showcases rustic wooden logs and a welcoming front door. A pink picket fence surrounds the property, with landscaped pathways leading to the entrance. Warm porch lights illuminate the cabin, enhancing its cozy appearance amidst the surrounding trees.

Cabin in Woodland Park

Sugar Shack -1930's Cabin-Downtown & Dog Friendly

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, 130 reviews

Decks+Views+Hot Tub+Fireplaces

4.95 out of 5 average rating, 108 reviews

A shaded area with a hot tub is visible beside large glass doors leading into the tent interior. Light filters through the wooden beams above, illuminating a cozy space with comfortable seating. A person is seated at the edge of the hot tub, enjoying the serene surroundings.

Tent in Monument

Luxury Creekside Glamping Tent w/ Hot Tub & Views

Family-friendly home rentals with a pool

5 out of 5 average rating, 7 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

4.97 out of 5 average rating, 37 reviews

A serene outdoor patio area features a table complemented by comfortable chairs, surrounded by lush greenery. A small waterfall pond is visible in the background, framed by tall trees and a clear sky, offering a peaceful natural setting.

Home in Larkspur

Forest Retreat, 2 floors, 3 bedrooms w/Hot Tub Spa

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, 133 reviews

Urban Float - Private Heated Pool/HotTub & Firepit

4.91 out of 5 average rating, 85 reviews

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.

Home in Colorado Springs

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, 27 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 Woodmoor

Spacious, Mountain Views, Heated Pool, & Sunroom!