Kid-friendly holiday rentals in Cascade-Chipita Park

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

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

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Guest favourite

Cottage in Cascade-Chipita Park

4.84 out of 5 average rating, 212 reviews

Mountain Views | Perfect Couples Get Away | Cozy

Charming and newly updated cottage has every amenity of a modern stay with the location and stunning views of a remote mountain retreat. Perfect for friends or couples, the cottage is located at the base of Pikes Peak. 10 minutes away from Colorado Springs or Woodland park you are close to all of the recreation and activities that make the Pikes Peak region special like Cheyenne Mountain Zoo, hiking trails, Pikes Peak Highway, and downtown Colorado Springs You'll love the mountain views.

13–20 Feb

$124 SGD per night

Guest favourite

Home in Cascade-Chipita Park

4.97 out of 5 average rating, 115 reviews

The mountains are calling you at Rock Creek Haven!

Let your stress melt away at Rock Creek Haven. Nestled in the tiny town of Cascade Colorado, our slice of heaven will leave you feeling relaxed, and rejuvenated. The 1940's cabin has been completely remodeled. Featuring an open floor plan, comfy beds, plush furniture, outdoor gas grill, patio, fully equipped kitchen, high speed internet and everything you need to make your stay in the mountains of Colorado a perfect one. Located along a paved, main road, its easy to get to and easier to stay.

8–15 Oct

$232 SGD per night

Guest favourite

Cabin in Cascade-Chipita Park

4.98 out of 5 average rating, 243 reviews

☆Modern Luxury Cabin - Hot Tub✔ Hiking✔ Hammocks✔☆

You love mountains. We do too. But, you also love luxury. You've got good taste. That's why The Baer's Den is perfect for you. It brings to life that rare blend of modern luxury and mountain mystique only Colorado can provide. Add handcrafted sensibilities to this magazine-ready cabin and you're sure to fall in love. With nearby trails, quick access to local hot spots, and the ever-present Rampart Range viewable from the stylish deck, you can't miss The Baer's Den. Did we mention the hot tub?

6–13 Dec

$668 SGD per night

Guest favourite

Guest suite in Woodland Park

5.0 out of 5 average rating, 219 reviews

Private Guest Suite w/Trees & Awesome Peak Views

Picture-perfect Pikes Peak views from your living room, bedroom, and covered patio of this stunning Colorado mountain home's guest suite with a classic Colorado feel. The suite includes the entire walk-out lower-level of our home. It is private, separate, and has its own entrance. With a full kitchen and central location, this is the perfect base-camp for a Colorado get-away; however, with the Ponderosa Pine, Aspen, and hiking trails right up the street, you may not want to ever leave.

14–21 Feb

$140 SGD per night

Guest favourite

Tiny home in Woodland Park

4.93 out of 5 average rating, 197 reviews

"Luxury Mountain Retreat,Tiny Home Away from Home"

Who knew living tiny, could offer so much! Come experience it for yourself. This newly renovated home has one private bedroom with a queen size bed, loft area with two full memory foam beds (flat screens in each!). The house is fully equipped w/ appliances, toiletries, cooking accessories, and everything you need for a relaxing mountain getaway. It can accommodate up to 8 guests. Relax on one of the two patios, around the fire pit, or snuggle up for dinner and a movie on the 55" flat screen!

7–14 Jan

$159 SGD per night

Guest favourite

Treehouse in Cascade-Chipita Park

4.99 out of 5 average rating, 174 reviews

The Treehouse, Modern Retreat with Panoramic Views

*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.

12–19 Dec

$644 SGD per night

Guest favourite

Tiny home in Cascade-Chipita Park

4.98 out of 5 average rating, 156 reviews

Tiny House in the Big Mountains with Hot Tub!

This beautiful Tiny Home is Eco-Friendly & is nestled in the majestic Rocky Mountains; located 10-20 min of Manitou Springs, CO Springs, Woodland Park & 5 min to Pikes Peak drive. Enjoy the relaxing hot tub & grill in our enclosed gardens. Local hiking, biking, fishing, shopping & dining. Take a day trip to Salida, the Royal Gorge, Buena Vista, Breckinridge or soak in hot springs for summer fun! Activities for ALL walks of life! You won't forget your time in this romantic, memorable place!

28 Nov – 5 Dec

$274 SGD per night

Guest favourite

Guest house in Cascade-Chipita Park

4.97 out of 5 average rating, 148 reviews

Charming Guesthouse for 2 by Pikes Peak/Mtn Views!

SOUTHWESTERN CHARM FOR 2! The Sanctuary is a luxurious 1930s guesthouse at the base of Pikes Peak with beautiful MOUNTAIN VIEWS in a peaceful setting. You will be minutes from all area attractions, shops, restaurants and hiking trails! AMENITIES INCLUDE: original wood floors, ceiling vigas, corner kiva fireplace, queen bed with luxury linens, mini kitchen stocked with gourmet coffees, teas and homemade cookies, full bath with specialty soaps/shampoos, private patio, and outdoor labyrinth.

24–31 Dec

$192 SGD per night

Guest favourite

Cabin in Divide

4.95 out of 5 average rating, 144 reviews

Cozy A-Frame with Stunning Views of Pike's Peak

Adorable A-frame cabin with stunning views of Pikes Peak. Quaint but not too remote. Close to numerous hiking trails, fishing, and other outdoor activities. Minutes from Cripple Creek/Victor and Woodland Park. Pet-friendly without additional fees for simply bringing your fur babies on your vacation. We do not charge a cleaning fee and only ask that dishes are washed and put away, and beds are stripped with dirty linens piled in the main living area, and closing instructions are followed.

13–20 Oct

$166 SGD per night

Guest favourite

Cabin in Cascade-Chipita Park

4.99 out of 5 average rating, 144 reviews

Hot Tub|Views|Outdoor Shower|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.

19–26 Jun

$806 SGD per night

Guest favourite

Cabin in Woodland Park

4.97 out of 5 average rating, 179 reviews

The Potlatch Cabin

This cozy mountain hideaway is all within an hours drive or less to Pikes Peak, hiking, fishing, Garden of the Gods, Seven Falls, snowshoeing, cross country skiing, ATV and snowmobile trails, Manitou Springs, breweries, coffee shops, shopping, wine tasting and more. Relax on the front porch and enjoy the wildlife or stars. Games and books available in the cabin or snuggle by the fireplace and watch movies on the large flat screen smart television.

9–16 Mar

$166 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