Kid-friendly holiday rentals in Castle Rock

Hot Tub, Bocce, BBQ & Vineyard at Cozy Wine Villa

Discover Lakewood Vineyard, a 3 bedroom serene escape perfect for families or friends. Unwind in the spacious backyard, featuring a hot tub, vineyard, BBQ, and bocce ball court, or cozy up in the wine-themed interior. Each bedroom offers plush queen beds for ultimate comfort. Explore McKay Park just steps away or enjoy the vibrant Belmar district nearby with its shopping, dining, and entertainment. With off street parking for 6, this home is your ideal retreat for both relaxation and fun.

Hot Tub | 4 BR | 2 Bath | Sleeps 8 | Central

This family friendly home is centrally located and equipped with everything you need for a fun vacation! You'll love the hot tub, stylish mid century decor, playroom, outdoor hang out space, fully fenced private backyard, and full kitchen. Located in a quiet neighborhood, this 4 bed, 2 bath home has plenty of space for your whole family to spread out and relax. You'll be just minutes from Garden of the Gods, hiking trails, downtown, Old Colorado City, and other attractions. A-STRP-23-0141

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

★Five Star cleaning team trained in disinfecting and sanitation ★1 mile to downtown COS ★Short drive to CO College, Garden of the Gods, Pikes Peak, USAFA, UCCS ★Brand new 4-person HOT TUB ★LANDSCAPED backyard w/FIREPIT & GRILL ★50” Smart TV w/ Samsung+ (basic channels + apps) ★Comfortable new KING bed ★Family friendly: Pack 'n play, high chair, toys, baby monitors + bath ★FAST WIFI & G00gle Home for BUSINESS TRAVEL ★Fully equipped updated kitchenette ★Driveway parking ★Free Colorado beer

Mydnyt Mtn Cabin w/Loft Private Hot Tub/No Chores

Why we are different? Our private road ends at the cabin (not in a neighborhood). You will be all alone on the top of a forest mountain to connect with nature. You will feel like you are all alone in the world (and town is only 5 minutes away). If you want to escape, you found it! 360 views overlooking several famous peaks. Purple night skies are incredible with amazing star gazing. The cabin sleeps 8 comfortably. Mydnyt Mountain awaits you and promises the escape you deserve.

Family-friendly with stunning views & great yard

No cleaning fee! Welcome to The Purple Cottage. Fully-stocked craftsman kitchen, spacious and private backyard, and beautiful views await you. 5 minutes to downtown Colorado Springs and Old Colorado City, 11 min to Garden of the Gods, 20 min to Colorado Springs airport and the Air Force Academy. Two bedrooms and one bathroom on each floor. Perfect for a family vacation or getaway with friends. Discounts for week-long and month-long stays! Colorado Springs permit STR-0467

5BR Retreat w/ Hot Tub, Gym, & Cheyenne Mtn Views!

This is the ideal 5 BDRM vacation rental on a 0.51-acre lot with stunning mountain views. Remodeled for vacationers, this property accommodates up to 12 guests. Enjoy amenities like a gym, hot tub, BBQ grill, firepit, scenic viewpoint, smoker’s patio, and playground. We’ve been awarded Super-Host status 25 times in 7 years with hundreds of glowing guest reviews. There must be a reason for that—please check the reviews! Short-Term Rental Permit Number: STR-0110

*Broadmoor US Senior Open* families, hiking, zoo

Welcome to the Broadmoor Basecamp, where your adventure begins! * Family friendly with zoo-themed cove with bunkbeds * 2 bedrooms, 2 bathrooms * Close to the historic Broadmoor Hotel and Cheyenne Mountain Zoo * Nearby hiking, shopping, restaurants, and local breweries * Spacious 2 story unit with room to sleep 6 This is the perfect location to experience the best Colorado Springs has to offer. ***We are NOT 420 friendly*** #STR-0239

Comfy Castlewood Cottage-Minutes to DT Castle Rock

Promo rate: April 28th-May 8th. We are upgrading to a composite deck in the backyard, so please enjoy a discounted rate during the time we are installing our new deck. Sit back and unwind in this fully furnished, 3 bed/2 bath home with two car garage parking, a deck and private backyard. Small town charm with proximity to award-winning parks, zip lining, horseback riding, and eclectic restaurants. Sleeps up to 6 adults plus 1 infant.

Vogel's View

Big walkout basement with lots of natural light. Great for families with 2 bedrooms, one with queen bed and one with bunk beds and full size crib, 2 sofa sleepers, 2 air mattresses, port-a-crib, 4 child mattresses for the floor. Some toys available. Full kitchen, large bathroom, gorgeous view of Pikes Peak and mountain range. About 20 minutes into Colorado Springs. 4 miles to Walmart and other shopping and restaurants.