Family-friendly vacation 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.

4.9 out of 5 average rating, 114 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.

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.

4.99 out of 5 average rating, 164 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.

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, 283 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.

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, 201 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 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.

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!

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.

4.99 out of 5 average rating, 111 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.

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, 218 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 and has amazing views of the surrounding mountain peaks. Located on the base of Pikes Peak, Hidden Falls Cabin is just 10 minutes from Colorado Springs but it feels like a world away. Take in the views of surrounding forest and rock formations from your morning soak in the hot tub or under the outdoor shower. The cabin is an ideal destination for a restful retreat, a romantic getaway, and adventure hub.

Superhost

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

4.84 out of 5 average rating, 289 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.

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.

4.99 out of 5 average rating, 211 reviews

Riverhouse North~Luxury~Creekside~Cabin

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!

Guesthouse in Colorado Springs

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.

4.95 out of 5 average rating, 597 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.

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.

4.92 out of 5 average rating, 119 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

4.97 out of 5 average rating, 286 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

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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.

4.96 out of 5 average rating, 105 reviews

Pub - Hot Tub - Fire Pit

A mountainous landscape is depicted, showcasing towering peaks partially covered in frost and low-hanging clouds. Lush green trees are visible in the foreground, providing a contrast to the snowy summit and creating a sense of depth in the scene.

4.97 out of 5 average rating, 104 reviews

High above the city,Black Bear Hideout.

4.98 out of 5 average rating, 162 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

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, 226 reviews

Tiny House in the Mountains, Hot Tub, EV Charger

Guest suite in Colorado Springs

A hot tub is illuminated with soft blue light, set on a private patio. String lights decorate the area, enhancing the outdoor atmosphere. In the background, a staircase leads to a spacious wooden deck surrounded by trees, creating a serene setting at dusk.

4.97 out of 5 average rating, 261 reviews

The Black Forest Estate

Tiny home in Woodland Park

The exterior of the tiny house is illuminated by warm string lights, creating a welcoming atmosphere at night. A hot tub is positioned nearby, surrounded by a rustic wooden fence. The home features large windows, with a cozy ambiance enhanced by the surrounding trees.

4.94 out of 5 average rating, 384 reviews

Tiny Home! Hot tub, fire pit & Pikes Peak views.

Superhost

A private backyard features a circular firepit surrounded by four outdoor chairs on a gravel surface. Warm lighting from string lights overhead illuminates the space, complemented by a wooden fence and ample greenery in the backdrop.

Apartment in Colorado Springs

4.86 out of 5 average rating, 456 reviews

☀Downtown☀ Hot tub┃Fire pit┃Fenced backyard┃Murals

4.94 out of 5 average rating, 165 reviews

A cozy cabin is illuminated under a clear night sky filled with stars. Warm lighting accents the exterior, while a fire pit surrounded by wooden chairs offers a space for relaxation and gathering. The surrounding nature enhances the tranquil atmosphere.

Cabin in Divide

Wayward Lodge| Hot Tub | Fire Pit | Secluded

Family- and pet-friendly home rentals

Guesthouse in Palmer Lake

A rustic wooden cabin is nestled among snow-covered trees, presenting a serene winter scene. The building features a sloped roof and a single satellite dish, surrounded by a blanket of snow on the ground. The town of Palmer Lake is visible in the background.

4.94 out of 5 average rating, 253 reviews

Quaint and Historic Studio Cabin

4.97 out of 5 average rating, 681 reviews

A charming exterior view of a cabin-inspired home is surrounded by lush greenery and vibrant flowers. Stone pathways lead to a welcoming entrance, accentuated by light blue walls and a small patio featuring two chairs. Mature trees provide shade and enhance the natural setting.

Guest suite in Broadmoor

Canon Getaway- Cabin inspired home

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, 562 reviews

Wabi Sabi Tiny House - No Cleaning Fees!

A spacious living room features high vaulted ceilings and large windows, showcasing scenic mountain views. A rustic stone fireplace complements cozy leather seating arrangements, while a wooden coffee table provides a central gathering space. Natural light fills the room, creating a warm ambiance.

5 out of 5 average rating, 188 reviews

Hawk's Landing - pet friendly, hot tub, luxurious

4.88 out of 5 average rating, 410 reviews

The cabin's exterior showcases rustic wooden logs juxtaposed with modern elements. A welcoming red door is surrounded by simple landscaping, including a bench and a small tree. The entrance provides a view of the nearby road and surrounding trees, adding to the cabin's quaint charm.

Cabin in Woodland Park

Cabin with Pikes Peak View in WP License#329434

4.93 out of 5 average rating, 210 reviews

A scenic view reveals rolling hills adorned with evergreen trees. Snow-dusted peaks stretch across the horizon, complemented by a diverse landscape featuring both dense forests and open spaces. The atmosphere reflects tranquility, with soft light casting a gentle glow over the vast wilderness.

Cabin in Florissant

Red Door Cabin

Earthen home in Colorado Springs

The exterior of a unique earthship home is framed by lush greenery and tall pine trees. Large glass windows reflect the surrounding landscape, allowing natural light to illuminate the earth-toned structure. A black door is visible at the front, alongside a small seating area.

4.99 out of 5 average rating, 187 reviews

Off-grid, Earthen home in the forest!

4.97 out of 5 average rating, 211 reviews

Cabin in Florissant

Whimsical Dreams Cabin | Firepit | Kids Fort

Family-friendly home rentals with a pool

5 out of 5 average rating, 31 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

Superhost

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.

Guesthouse in Colorado Springs

4.92 out of 5 average rating, 108 reviews

Urban Float - Private Heated Pool/HotTub & Firepit

Apartment in Colorado Springs

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.

4.91 out of 5 average rating, 228 reviews

Quite Spacious Apt w/ Game Table, Bball Court

4.94 out of 5 average rating, 16 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

4.88 out of 5 average rating, 130 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!

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, 162 reviews

Rustic Historic Colorado Mountain Cabin Pikes Peak

Townhouse in Colorado Springs

A sunlit bedroom showcases a spacious bed layered with crisp white linens and dark pillows. Light streams through large windows adorned with floral curtains, creating a warm ambiance. A bedside lamp complements the natural lighting, enhancing the inviting atmosphere of the space.

4.99 out of 5 average rating, 100 reviews

*King Bed*2CarGarage*Gym*Workspace*EVCharger*