Family-friendly holiday rentals in Cascade-Chipita Park

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, 256 reviews

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

*Brand new nordic spa 6 person hot tub as of April 2026!* 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 getawa

A private hot tub sits on a wooden deck, surrounded by a wooden privacy fence. The area is illuminated by natural light, with a clear blue sky above. Steps lead up to the hot tub, creating an inviting outdoor space for relaxation.

4.83 out of 5 average rating, 152 reviews

Hot Tub | Mountain Views | Perfect Family Retreat

Relax with the whole family at this comfortable, spacious home close to Colorado Springs. Pikes Peak Highway is under 1 mile! Large enough for a group of 8 yet cozy enough for a couple to getaway. This is a popular town to stay since it's near Garden of the Gods, Colorado Springs, Manitou Springs and Pike's Peak....but also nestled in the front range so you get a classic Colorado mountain experience. It's hard to find a scenic house like this that's so close to everything. You found it!

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, 600 reviews

Wabi Sabi Tiny House - No Cleaning Fees!

I designed and built this Tiny House a few years ago! As such, it's still an ongoing work in progress and so not quite as picturesque as the finished homes you may see on TV, but it's still fully functional, cozy, and homey. To sleep, you'll have the choice of a queen size loft bed (must climb narrow stairs to access) or a queen size (comfortable!) sofa bed on the ground floor. Located in Woodland Park, CO you have an AMAZING view of Pike's Peak and close proximity to so many adventures 🤗

4.99 out of 5 average rating, 184 reviews

Classic Mountain Cabin: Views, Fireplace, Grill

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.

5 out of 5 average rating, 289 reviews

A two-story, contemporary mountain retreat is surrounded by tall trees. The exterior features a black facade, large windows illuminated warmly, and a spacious deck with steps leading to the landscape. The sky presents a subtle gradient of pink and blue hues at dusk.

Home in Woodland Park

Views, views, VIEWS! I Hot tub I Peaceful 3 acres

🏔️ THIS IS THE REAL DEAL. Come Experience Authentic Colorado Mountain Living 📍 Located just 1 mile from Catamount Recreation Area, a HIDDEN GEM w/ hiking trails & water activities 🌄 CLOSE-RANGE Pikes Peak views right from the property! 🛁 BRAND NEW Arctic Spa hot tub for the ultimate in mountain luxury – soak under the stars! 🛍️ Minutes to downtown Woodland Park for dining, groceries & more ✈️ 1.5 hrs to Denver International Airport (DIA) 🌲 Peaceful forest setting to unplug & reconnect!

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, 155 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!

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, 313 reviews

Luxury Treehouse Retreat | 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, 255 reviews

Historic Creekfront Caboose | Hot Tub | Pikes Peak

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

4.99 out of 5 average rating, 249 reviews

Serene Riverside Cabin: Hot Tub, Fire Pit, Patio

With 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, by Forest & Peak Retreats, today!

4.88 out of 5 average rating, 376 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.

Home in Cascade-Chipita Park

The exterior of a charming mountain property is showcased, featuring a well-maintained entrance with a light-colored door surrounded by a stone path. Tall trees and autumn foliage provide a natural backdrop, enhancing the inviting atmosphere of the cabin.

4.91 out of 5 average rating, 164 reviews

Peaceful Mountain Getaway Surrounded by Nature

Welcome to Rock Creek Haven Come relax in my completely remodeled, 1940s cabin with 360° mountain views! Kick off your boots and enjoy the open floor plan, comfy beds, plush furniture, 55 inch smart tv, fully equipped kitchen, WIFI, outdoor gas grill, patio and everything you'll need for a delightful stay in the beautiful Rocky Mountains! Just out the front door, enjoy a scenic, peaceful walk along the nature trail that follows Fountain Creek.

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, 113 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

A comfortable seating area features a pair of brown leather sofas positioned around a low black metal table, with decorative pillows and a small plant on the table. A light-colored area rug is laid over warm wooden flooring, and a small lamp stands nearby.

4.86 out of 5 average rating, 221 reviews

Pine & Pond ☆ Newly Renovated Woodland Park Cabin!

4.86 out of 5 average rating, 114 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

The chalet's A-frame structure is framed by tall pine trees, showcasing large windows that invite natural light. A gentle plume of smoke is rising from the chimney, indicating a warm interior. The outdoor deck offers a seating area for relaxation amidst a scenic mountain setting.

4.98 out of 5 average rating, 124 reviews

Scenic Views, Hot Tub, Firepit, 2 Decks, Dogs YES

4.98 out of 5 average rating, 180 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

Home in Old Colorado City

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.

4.93 out of 5 average rating, 366 reviews

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

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, 206 reviews

Hawk's Landing | A Refined Modern Mountain Escape

4.95 out of 5 average rating, 207 reviews

A spacious deck area is furnished with comfortable seating, including a cozy sectional and armchairs. A table sits at the center, with the surrounding view showcasing a forested landscape and distant mountains under a softly lit sky.

Home in Colorado Springs

✔️Clean★Quiet Home★King Bed★Hot Tub★Scenic Views✔️

4.96 out of 5 average rating, 117 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- and pet-friendly home rentals

4.97 out of 5 average rating, 172 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, 308 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

Guest suite in Cascade-Chipita Park

A private outdoor area features a hot tub surrounded by a leafy plant and softly lit with string lights. A small table and two chairs offer a cozy space for relaxation, with a colorful wall hanging adding a warm touch to the ambiance.

4.83 out of 5 average rating, 280 reviews

Private Hot Tub, Sauna & Mountain Views

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, 600 reviews

Mountain Retreat - A Place You’ll Love!

Cabin in Green Mountain Falls

4.96 out of 5 average rating, 133 reviews

Mountain Splendor - Hottub+Views+Luxury+Family Fun

4.98 out of 5 average rating, 125 reviews

A modern A-frame cabin is nestled in a snowy landscape, showcasing a spacious deck and a luxurious hot tub. Nearby, a geodesic dome offers a unique stargazing experience. The backdrop features a starry sky, enhancing the serene mountain setting.

Cabin in Florissant

Modern A-Frame w/ Hot Tub + Stargazing Dome

An A-frame cabin is nestled among vibrant autumn foliage, with golden leaves framing the structure. The entrance features a welcoming porch adorned with wooden railings, and large windows provide glimpses of the interior. The surrounding trees create a serene, natural setting.

4.91 out of 5 average rating, 99 reviews

Woodland Park Scandi Cabin, Mtn Views & Hot Tub

The brightly colored cabin is illuminated by string lights, creating a warm ambiance at night. A patio area is visible, featuring outdoor seating that invites relaxation. The front door is framed by a welcoming entryway, accentuated by decorative shutters.

4.97 out of 5 average rating, 234 reviews

Farmhouse-In The Heart of Town-Dogs OK-Hot Tub!

Family-friendly home rentals with a pool

4.98 out of 5 average rating, 44 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, 273 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, Pool, 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, 148 reviews

Urban Float - Heated Indoor Pool/HotTub & Firepit

4.91 out of 5 average rating, 88 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, 29 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 Monument

Spacious, Mountain Views, Heated Pool, & Sunroom!

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