Family-friendly holiday rentals in Cascade-Chipita Park

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Cascade-Chipita Park

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

0 of 0 items showing

1 of 3 pages

Guest favourite

Cabin in Divide

4.89 out of 5 average rating, 267 reviews

Pineridge Cabin

Pineridge Cabin is a cozy honeymooner's get-away nestled on a wooded hillside at 9,400 feet above sea level. It is located nine miles from Cripple Creek, to the south, and nine miles from Divide, to the north, and thirty-fives miles west of downtown Colorado Springs. Approximately forty-five miles from the Colorado Springs Airport and 122 miles from the Denver International Airport. It offers all of the amenities of home except a washer and dryer but the scenery and views well make up for it.

4–11 Oct

$262 SGD per night

Guest favourite

Guest suite in Colorado Springs

4.94 out of 5 average rating, 325 reviews

Daisy Todd Cottage Suite, walk to Downtown Co Spgs

Permit# A-STRP-22-0165 The Cottage is a duplex located on a beautiful property adjacent to an 1889 Queen Anne Victorian, with all the charm and character. It's two blocks south of Colorado College, walkable to downtown Colorado Springs, restaurants and dining, nightlife, public transportation nearby, and a 5-minute drive to Old Colorado City. You’ll love the neighborhood, walkable to urban city center, private entrance. Our place is good for couples, solo adventurers, and business travelers.

13–20 Jan

$120 SGD per night

Guest favourite

Cabin in Woodland Park

4.86 out of 5 average rating, 333 reviews

Cabin In Woodland Park with Pikes Peak View

Our Cabin was built in 1947, it is a bit of Country but was recently updated with a modern flair with cool interior barn doors and decor, but we kept the nuts and bolts of the 1940's design. It has an incredible view of Pikes Peak, Woodland Park has many restaurants, family-friendly activities. Only 25 Minutes to Colorado Springs. The Cabin is good for couples, solo adventurers, and furry friends. The cabin is cute and cozy and located just off Main Street in Woodland Park. License # 329434

30 Mar – 6 Apr

$128 SGD per night

Guest favourite

Guest house in Colorado Springs

4.97 out of 5 average rating, 812 reviews

Cozy Solar Cottage on the West Side

My cottage is centrally located, close to downtown--within walking distance. Garden of the Gods, road to Pikes Peak, & Colorado College are minutes away. The interior is quaint and cozy, but has a roomy kitchen, fully stocked for preparing food. The outdoor space is peaceful and relaxing. I have a detailed list of restaurants & things to do. You'll love the access to an urban trail (Monument Valley), comfy queen bed, & coffee. A coffee shop and breakfast place are within walking distance.

30 Jan – 6 Feb

$105 SGD per night

Guest favourite

Guest suite in Monument

4.93 out of 5 average rating, 235 reviews

Private Lower Level Suite with Peak Views

Clean, cozy, and comfortable private walkout basement apartment with gorgeous views of Pikes Peak and the Air Force Academy. Large bedroom with comfortable queen bed, recently updated full bathroom, kitchenette (please note, no oven or cook top), and large living space with Roku tv, fireplace, and room for more to sleep and hang out. Located in a quiet neighborhood approx. 2 miles from the Air Force Academy, with easy highway access for activities in both Denver and Colorado Springs.

13–20 Oct

$152 SGD per night

Guest favourite

Chalet in Cascade-Chipita Park

4.88 out of 5 average rating, 124 reviews

Magnificent Rocky Mountain Chalet - Views!

Enjoy total privacy, stunning Rocky Mountain views -- only 15 mins to Colorado Springs -- at our newer passive-solar mountain home in the foothills of towering Pike's Peak. Exceptional views of Ute Pass from inside - or lounging anywhere on the 3000 square feet of decks. Stroll out the side door and switchback up Esther's Trail or drive 10 mins to many tourist attractions from the North Pole to Garden of the Gods. Perfect for romantic retreats, family vacations, holiday celebrations.

9–16 Oct

$640 SGD per night

Guest favourite

Home in Cascade

4.92 out of 5 average rating, 249 reviews

Mountain Retreat in Cascade CO

Enjoy the Pikes Peak National Forest and Cascade creek from our large sunny deck. Located in the Ute Pass area 15 minutes from Colorado Springs and 5 minutes from Manitou Springs. Beautiful fir wood floors and lots of natural light make this home ideal for a peaceful get away. Come soak in our claw foot tub while gazing out at the lush scenery. Local attractions include the Pikes Peak highway and historical Santa's North Pole minutes away. Hiking trails are right out your front door.

14–21 Oct

$251 SGD per night

Guest favourite

Townhouse in Colorado Springs

4.88 out of 5 average rating, 666 reviews

Private Cozy Home Walk to Garden of the Gods

This sunny home on the border of Manitou Springs is the quintessential small town getaway. It is a short walk to Garden of the Gods park which makes it convenient for exploring. We intentionally provide most everything you need for a comfortable, relaxing stay. Enjoy the best of Colorado Springs - hike, explore, or simply relax in nature. It is the perfect home base for visitors of US Olympic Training Center, Pikes Peak, Manitou Springs, Colorado College, UCCS, Seven Falls, and more.

6–13 Apr

$174 SGD per night

Guest favourite

Cabin in Cascade-Chipita Park

4.86 out of 5 average rating, 293 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.

9–16 Aug

$238 SGD per night

Guest favourite

Cabin in Florissant

4.92 out of 5 average rating, 445 reviews

Fawn Cabin, On 5 Private Acres With Hot Tub!

Fawn Cabin is an authentic mountain cabin that truly says Colorado! Set on 5+ acres with beautiful views and privacy. Enjoy the relaxing sounds of nature from the deck, soak in the hot tub, and just relax. Enjoy viewing the deer and other abundant wildlife that are right outside the door. Just 20 minutes from Cripple Creek, 20 minutes from the South Platte river in Eleven Mile Canyon, 10 minutes from Florissant Fossil Beds. Two hours from Denver. One hour from Colo Spgs.

10–17 Jan

$273 SGD per night

Guest favourite

Flat in Monument

4.95 out of 5 average rating, 175 reviews

"Private Suite in the Forest"

This private unshared 1 bedroom suite is in a home near Monument, the US Air Force Academy, Sunset Amphitheatre in Colorado Springs, Castle Rock, Denver Tech Center, Restaurants/Coffee Shops/Brewery, Spruce Mountain, Fox Run Regional Park, Pike Nat. Forest, and many hiking/Nordic trails. It has great I-25 access and is comfortable, quiet, private, on a beautiful treed lot in the residential community of Woodmoor. It features a private entrance and unshared space.

3–10 Nov

$159 SGD per night

Guest favourite

Guest house in Palmer Lake

4.95 out of 5 average rating, 207 reviews

Quaint and Historic Studio Cabin

Rustic and eco-friendly this studio guesthouse overlooks the quaint town of Palmer Lake. Within walking distance of all sorts of outdoor recreation and wonderful restaurants. We're a short driving distance from Colorado Springs and the US Air Force Academy, Garden of the Gods and Pikes Peak region. It's the perfect place to relax and recreate while maintaining distance and privacy. We look forward to hosting you! Becky and Phil

14–21 May

$142 SGD per night