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Family friendly stays in Westside with Renjoy

Showing 20 properties out of 22
A spacious backyard with gravel, a patch of green turf, a patio, a hot tub, a fire pit, and cornhole

Skyline Estate! Hot Tub, Spacious Yard & Views

Colorado Springs
14 guests · 6 bedrooms
5.0 (7 reviews)
A cozy living room with a brown leather sofa, wooden floor, gray walls, and yellow patterned curtain

Shady Grove! 5BR Home w/ Foosball, Walk to OCC!

Colorado Springs
10 guests · 5 bedrooms
4.6 (43 reviews)
Cozy backyard fire pit with red and blue chairs, string lights, and mountains at sunset.

Hillside Horizon! Scenic Escape w/ Firepit & BBQ

Colorado Springs
6 guests · 3 bedrooms
4.7 (89 reviews)
A cozy backyard with a fire pit surrounded by blue chairs, a deck, and trees under a colorful sunset

Peakstone Nest! Pet-Friendly & Fire Pit, Workspace

Colorado Springs
8 guests · 3 bedrooms
4.6 (48 reviews)
A dark gray house with a white-trimmed front porch and door.

Walnut Porch! Cozy Historic Home Near OCC

Colorado Springs
6 guests · 3 bedrooms
A cozy bedroom with a large bed, wooden accent wall, kitchenette, and framed art above the bed.

Pinewood Treehouse! King Suite Scenic Worksation

Colorado Springs
2 guests · 1 bedroom
4.7 (155 reviews)
Save up to 15% on Platform Fees by Booking Directly With Us
A spacious, modern open-concept living room and kitchen with blue cabinets, an island, and sofas.

Baby Blue! Private Hot Tub, Elegant Kitchen/Baths!

Colorado Springs
6 guests · 3 bedrooms
4.79 (121 reviews)
A beige house with a teal door and a white picket fence in the yard.

Redwood Haus! Hot Tub & BBQ & Fire Pit!

Colorado Springs
12 guests · 4 bedrooms
4.8 (99 reviews)
A living room with a gray sofa, brown sectional, patterned rug, and a TV on a gray stone accent wall

Cloud Ridge! Cozy Suite w Fire Pit & Game Area

Colorado Springs
4 guests · 2 bedrooms
4.8 (33 reviews)
A cozy sunroom with a wooden ceiling, large windows, and four armchairs arranged around a round coff

Pinewood Meadow! Secluded Patio Area w/ Hot Tub

Colorado Springs
8 guests · 3 bedrooms
4.85 (149 reviews)
A retro-themed room with a teal velvet sofa, yellow rug, dining table, and a "Good Vibes Only" sign.

Skyline Vibes! Groovy 70s Style! City & Mtn Views!

Colorado Springs
6 guests · 3 bedrooms
4.7 (128 reviews)
A backyard with a hot tub, dining table and chairs, artificial turf, and a wooden fence.

Skyline Overlook! Panoramic Views & Hot Tub!

Colorado Springs
8 guests · 3 bedrooms
4.8 (150 reviews)
Support a Local Business and Contribute to the Local Economy
Brown leather sofas and a wooden coffee table are arranged in a living room with a textured ceiling

Hillside Perfection! Cozy Stay w/ Fire Pit & BBQ

Colorado Springs
4 guests · 1 bedroom
4.2 (58 reviews)
Hot tub in a fenced backyard under trees, with lounge chairs and distant mountains on a sunny day.

Vibrant Watermelon! Hot Tub & King Bed & BBQ!

Colorado Springs
6 guests · 2 bedrooms
4.8 (188 reviews)
A modern living room with gray walls, a large TV, dark gray sofa, brown armchairs, and an abstract r

Peak Pool Hall! Billiards Room & BBQ & Fire Pit!

Colorado Springs
6 guests · 2 bedrooms
4.86 (147 reviews)
Cozy living room with brown sofas, a blue rug, wood floors, and snowy mountain views.

Cloud View! Panoramic Mountain Views & Fire Pit

Colorado Springs
6 guests · 3 bedrooms
4.7 (62 reviews)
A vibrant backyard scene with a bubbling hot tub, a grill, a shed, and tall trees under a blue sky.

The Vibrant Victorian! BBQ grill & Fire Pit!

Colorado Springs
8 guests · 2 bedrooms
4.7 (190 reviews)
Outdoor hot tub with a wooden fence and trees at sunset.

Baby Blue Cottage! Downtown Hot Tub BBQ Fire Pit

Colorado Springs
2 guests · 1 bedroom
4.78 (106 reviews)
Book With Confidence, Backed by 4.8 Stars in 12923 Reviews
Backyard with fire pit, chairs, and cornhole set.

Kindred Courtyard: Historic Retreat w/ Cedar Sauna

Colorado Springs
14 guests · 5 bedrooms
4.7 (86 reviews)
Sunny outdoor patio with a light green house, gazebo, fire pit, grill, and various seating areas.

Pinewood Sanctuary Secluded & Peaceful OCC Oasis

Colorado Springs
4 guests · 1 bedroom
4.8 (94 reviews)

Family-Friendly Retreats on the Westside

This fall, the Westside invites families to explore its vibrant neighborhoods and stunning parks, making it the perfect destination for those seeking quality time together. With mild temperatures and beautiful autumn foliage, outdoor activities abound, from leisurely strolls to exciting playground adventures. The Westside offers a unique blend of urban charm and natural beauty, ensuring that every family member finds something to enjoy.

Ideal for families looking for spacious accommodations, our collection features properties equipped with kid-friendly amenities that cater to all ages. Whether you’re planning a cozy movie night in a living room or enjoying a backyard barbecue, these homes provide the perfect backdrop for creating lasting memories. Consider packing a picnic to enjoy at one of the local parks or exploring nearby attractions that offer family-friendly activities to enhance your stay.

Book Directly With Us And Save Up To 15%!

No Booking Fees

By booking directly with us, you can skip the middleman and avoid up to 15% in platform fees.

Support a Local Business

By choosing us, you are securing your dream vacation and contributing to the local economy.

Book with Confidence

Have a stress-free and enjoyable stay, backed by a 4.8 rating from thousands of guests.

What Our Guests Have To Say

Don't take our word for it - trust the 12923 reviews from our guests.
Blake
Great stay. Very organized and professional.

Blake

5
·
Sep 2026

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Contact
[email protected]719-223-4996
25 S. Sierra Madre St.
Colorado Springs, CO 80903
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