Family-friendly holiday rentals in Cascade-Chipita Park

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

Indulge in the ultimate retreat experience at the enchanting Tecumseh Lodge, nestled near Pike's Peak, a mere 15-min drive from downtown Woodland Park. Escape to a haven designed for serenity seekers, nature lovers and remote workers alike. Wake up to a golden sunrise on our spacious deck with cozy furniture and a warming space heater. In the evening, unwind in our hot tub, surrounded by all the stars & nature. Book your escape at Tecumseh Lodge for a luxurious blend of comfort and nature.

The cabin's exterior showcases rustic wood siding surrounded by lush trees and large boulders. A spacious deck equipped with string lights enhances the inviting ambiance. A picnic table and a gas grill are situated on the patio, offering a charming outdoor dining experience.

4.99 out of 5 average rating, 237 reviews

Cabin on Pikes Peak, Hot tub, Walk to Wine + Food

Gorgeous in every season, this 2 bedroom, 2 bath historic cabin backs to wilderness. Enjoy amazing views of the surrounding trees and rocks. Located on Pikes Peak, Hidden Falls cabin is just 10 minutes from Manitou and Colorado Springs but it feels like a world away. Take in the views from your soak in the hot tub or under the outdoor shower. Walk to the Wines of Colorado for libations and food. The cabin is an ideal destination for a restful retreat, a romantic getaway, and adventure basecamp.

4.99 out of 5 average rating, 176 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.

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.

4.98 out of 5 average rating, 136 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,

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, 303 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.

Train in Cascade-Chipita Park

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.

4.97 out of 5 average rating, 235 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

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, 211 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!

A shaded porch is highlighted with wooden rocking chairs facing scenic mountain views. The cabin's wooden exterior features log paneling and a stylish wall light. The expansive deck allows for easy transition between indoor and outdoor spaces.

4.97 out of 5 average rating, 118 reviews

Alpine Escape: Family-Friendly w/ Gorgeous Scenery

Escape to a stunning mountain retreat where families can relax, unplug, and create lasting memories. Breathe in the crisp alpine air as you sip coffee on the wraparound deck, while the kids enjoy the tree swing. This spacious cabin offers a full kitchen, cozy lounge areas, and a dedicated workspace. Explore scenic trails just minutes away, with Mueller State Park only 6 minutes from your door and Cripple Creek within 19 minutes. Your perfect family getaway starts here—learn more below!

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, 293 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.

4.92 out of 5 average rating, 208 reviews

The exterior of the mountain home is portrayed, featuring wood siding and a large deck that wraps around the structure. Surrounding pine trees and natural landscape are visible, enhancing the privacy of the property. The sloping mountains in the background complete the serene setting.

Cabin in Woodland Park

Lost Antler Lodge(6)-hottub/3acres/near town/views

Beautiful luxury mountain home with 3 forested acres of privacy. Enjoy mountain views all year long while relaxing on nearly 2,000 square feet of outdoor decks and patios with walk-outs from nearly every room of the home. Brand new 6 person hot tub, stone fireplace and fire pit. Remodeled master bath features oversized shower and claw foot tub. Perfect for larger families or group get-togethers.

Guest house in Colorado Springs

An aerial view of two red structures highlights the Mountain Retreat guest house adjacent to the host's residence. Both buildings feature green roofs, surrounded by trees and landscaped outdoor areas. Patios with seating and vibrant flowers enhance the inviting outdoor setting.

4.98 out of 5 average rating, 594 reviews

Mountain Retreat - A Place You’ll Love!

Our peaceful and relaxing Mountain Retreat is in Ute Pass off of U.S. Hwy 24 halfway between Colorado Springs and Woodland Park. Enjoy our 624 sq ft cabin above our double garage with its fully fenced and gated yard and nearby Fountain Creek. Love the mountain air at 7500 ft elevation. Enjoy Colorado at its best! Enjoy your 5 star stay with us and don't hesitate to ask us anything!

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

A modern kitchen space features a sleek white countertop with seating for six, beside a warm fireplace integrated into a black feature wall. A cozy brown armchair is positioned nearby, and ample natural light filters through the window, creating an inviting ambiance.

4.97 out of 5 average rating, 124 reviews

Romantic Lakefront Cabin|Hot Tub|Incredible Views

Shipping container in Monument

A cozy deck area is illuminated by warm lights, showcasing a propane fire pit surrounded by comfortable lounge chairs. A private hot tub sits nearby, and the container home is partially visible in the backdrop, framed by the evening sky.

4.88 out of 5 average rating, 331 reviews

"The Classic" Modern Container w/ Private Hot Tub

4.85 out of 5 average rating, 103 reviews

A spacious living area features a ceiling fan and large sectional sofa arranged around a coffee table. The floor is wood-like, complemented by an area rug. Natural light enters through multiple windows, and an adjacent dining area is visible in the background.

Home in Woodland Park

Mountain Sanctuary - Family Retreat

Cabin in Green Mountain Falls

A spacious outdoor area features a covered gazebo with seating, surrounded by a landscaped yard. Decorative planters and a water feature with stones add a natural touch. The exterior of the home is adorned with large windows and a bright red door, inviting guests in.

4.93 out of 5 average rating, 118 reviews

Pub - Hot Tub - Fire Pit

Home in West Colorado Springs

A covered porch is featured with two comfortable blue chairs positioned on a wooden deck. Natural light casts shadows on the floor, while vibrant yellow siding complements the colorful trim. A view of the surrounding residential area can be seen beyond the railing.

4.92 out of 5 average rating, 342 reviews

Walk to Old CO City, King Bed, Fenced in Hot Tub

4.97 out of 5 average rating, 298 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

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.

4.97 out of 5 average rating, 129 reviews

Decks+Views+Hot Tub+Fireplaces

Tiny home in Cascade-Chipita Park

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.

4.98 out of 5 average rating, 233 reviews

Tiny House in the Mountains, Hot Tub & EV Charger

Family- and pet-friendly home rentals

4.97 out of 5 average rating, 161 reviews

The exterior of the cozy cabin is shown with a welcoming door framed by warm outdoor lights. Two metal chairs and a small table are placed on the patio, scattered with autumn leaves. The surrounding trees hint at a tranquil wooded setting.

Cabin in Cripple Creek

Lucky Llama A-Frame|Views |Fireplace|Dogs Welcome!

4.96 out of 5 average rating, 250 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

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.

4.92 out of 5 average rating, 183 reviews

Cabin in the Woods*Hot Tub*Fireplace*Foosball

4.96 out of 5 average rating, 296 reviews

The exterior of a charming A-frame cabin features a sloped roof and a welcoming blue facade. A small porch is adorned with potted plants, while a pathway of stone slabs leads through landscaped greenery. Sunlight filters through surrounding trees, enhancing the inviting atmosphere.

Cabin in Palmer Lake

𓃲A-Frame on Palmer Lake𓃲 Firepit┃Foosball┃Grill

4.92 out of 5 average rating, 103 reviews

The log cabin is elevated on a sturdy foundation, surrounded by a wooded area. Steps lead up to a welcoming deck, which offers views of the forest. Sunlight filters through the trees, illuminating the natural stone path that surrounds the property.

Cabin in Florissant

Timberwood Cabin

The exterior of a charming cabin is depicted during twilight, showcasing a red metal roof and brick accents. Large windows offer a warm glow from inside, while the surrounding greenery provides a natural backdrop. A wooden deck invites relaxation as the sun sets in the distance.

4.94 out of 5 average rating, 359 reviews

Pinecone Retreat | Hot Tub, Fire Pit & Mtn Views

Tiny home in Woodland Park

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.

4.93 out of 5 average rating, 583 reviews

Wabi Sabi Tiny House - No Cleaning Fees!

A rustic log cabin with a green metal roof is surrounded by tall trees, partially covered in snow. A small porch area is visible, featuring seating arrangements and a grill. The cabin's natural wood exterior reflects its historic charm amidst a serene winter landscape.

4.97 out of 5 average rating, 318 reviews

Best Li'l Bunkhouse on 40 Wooded Acres

Family-friendly home rentals with a pool

5 out of 5 average rating, 5 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

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, 128 reviews

Urban Float - Private Heated Pool/HotTub & Firepit

4.92 out of 5 average rating, 258 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

4.94 out of 5 average rating, 18 reviews

A well-maintained grassy yard is framed by a white picket fence. A large tree and decorative plants are visible, alongside a small swing set. The exterior of the house features large windows and is accompanied by a storage shed in the background.

Guest suite in Fountain

Settlers Pass apartment to experience Colorado

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, 132 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!