
Family-friendly holiday rentals in Castle Pines
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Castle Pines
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Large Luxurious Home Breathtaking Views w/ FirePit
Elevate your getaway experience at our exceptional Airbnb, where breathtaking views and modern amenities converge for the ultimate retreat. Situated just 5 minutes from downtown, our home offers the perfect blend of convenience and tranquility. Recharge your electric vehicle at our charging station and make the most of your stay with top-notch entertainment through our surround sound system. Book your stay today and discover a world where luxury, relaxation, and convenience harmoniously coexist.
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Spacious Cozy Walkout Basement.
Spacious and bright walkout basement with cozy bedroom, walk-in closet, small kitchenette, full bathroom, complete living room with queen sofa bed and large washer and dryer. Private entrance through the backyard with access to to the outdoor patio. Right in the heart of Castle Rock. 5 minutes from the Outlets, 45 min from the airport, 25 min from Denver. PLEASE NOTE - Our family lives upstairs including kids, some noise can be heard from below specially weekday mornings, evenings and weekends
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Titan Cottage, private downstairs house apartment
Our downstairs apartment with a private entrance offers all the comforts of home in a newly remodeled and fully furnished space. Relax on the recliner sofas and watch a movie, or get some work done with scenic views of the open space and mountains. Sleep comfortably on our memory foam mattresses and wake up to a variety of hot drink options at the coffee bar or cook a meal in the fully-equipped kitchen. Within minutes of parks, trails, outlet shopping, dining, & Castle Rock Adventist Hospital.
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1920's Historic House Short Walk to Downtown
Enjoy all the modern conveniences & updates while experiencing the charm of a 1920's historical house. Enjoy time together in the open concept living room, dinning, and kitchen. Watch the sunset in the enclosed front porch, and sleep in comfort on one of the 3 beds in the house. You will have plenty to do being 2 blocks from downtown Castle Rock; close to trails, restaurants, parks, the outlet malls, zip-lines, and so much more. Close to Denver and Co Springs. This house will not disappoint!
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Dyer House Inn
Experience a luxurious and fully restored 1890s barn on the first homestead property in the heart of downtown Castle Rock. High-end finishes throughout ensure your complete comfort and relaxation. Coffee, antiques, restaurants, shopping, and Festival Park are only a two minute walk from your front door. Enjoy a taste of simple, country living as you walk past our garden, chickens, and wild rabbits. The large, 1/2 acre property is charming, spacious, and the perfect backdrop for your stay.
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THE ROCK HOUSE-HotTub,Crib,PoolTable,5Bedroom3Bath
Experience Colorado to its fullest. Easy access to I-25 to visit Denver & Colorado Springs, walking distance to downtown Castle Rock and the trailhead to hike The Rock. Amazing location near hiking, Castlewood Canyon, golf, parks & shopping. Enjoy views while in the hot tub, shoot a game of pool, watch a movie on the 70” TV, warm up by the fireplace or cook dinner in our fully stocked kitchen. This spacious house is renovated and ready to host your trip with friends and family! Crib included!
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Cozy and Comfortable Castle Rock Gem 2 Bedroom
Escape from the city to this cozy, private guesthouse. Our sleepy neighborhood sits high up on a ridge overlooking quaint Castle Rock. Minutes away is the historic town of Castle Rock with eclectic restaurants, boutique shopping, breweries, parks and the nearby outlet mall. Step out to gorgeous Colorado sunsets, mountain views, nearby walking trails and enjoy this peaceful setting. Perfect spot to call home while you explore all that Castle Rock, Denver and the Rocky Mountains have to offer.
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Country living in the city.
Full walk out basement apartment with private entrance. 2 large bedrooms, one bathroom . Kitchenette/wet bar, full size fridge, microwave, air fryer, toaster, coffee makers (keurig and drip), electric skillet and gas grill outside on the patio and a fire pit with chairs at a table. Full size pool table. Laundry available, dedicated parking. You don't have to share the space with anyone, it's all yours. A pickle ball court . 4/20 friendly. Is not a good fit for children under five.
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Rocky Mountain Haven w/ king bed | pool & hot tub
Unwind in the stylish one-bedroom apartment in Castle Rock, located in Castle Rock and a short drive from Pikes Peak. City is full of award-winning restaurants, bars, shops, historic landmarks, and attractions. Adventure through the city easily from this prime location. Once you are ready to relax, retreat to your comfy apartment. ✔ Fully Equipped Kitchen ✔ Comfy King bed and sleep sofa ✔ Dining Table ✔ High-Speed Wi-Fi ✔ Free Parking ✔ Pool (Seasonal) ✔ Hot Tub Learn more below!
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Feels Like Home, Comfy & Cozy
Welcome to Comfy and Cozy**Private entry into our lower level of our ranch style house**Outside seating**Q-size bed w/plenty of space for your belongings**Living room/dining room, coffee, microwave, small fridge**Smart TV, WiFi**Private bathroom**No Cleaning Fees**We are located 1 mile from historic downtown, festival park, shopping & many restaurants. Just 3.5 miles to Philip Miller Park also known as the MAC, hiking and biking trails**Castle Rock has truly become a destination place**
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5 star *Cozy, Clean, and Bright! Private WalkOut*
*No outrageous cleaning fees or long cleaning lists. We really want you to stay! *Private walkout ground level basement with separate entrance and covered patio. Hosts live in the house above basement. *Ideal for 2 people sharing a bed. Queen bed and a small sofa (not big enough for an adult to sleep on). *About a mile to downtown Castle Rock with local restaurants *Walking distance to hiking at Rock Park *Quiet and Friendly Culdesac Neighborhood *Close to Castle Rock Outlet Mall
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Downtown Studio Suite
Modern 1 bedroom apartment built in 2021. Located in downtown Castle Rock. Walking distance to restaurants,events,walking paths and parks. Street parking available in front of the property. AC. Inside is a full kitchen with essentials including coffee, cream, dining table & chairs. Full laundry with 2 pods provided. 1 bedroom with a queen bed, TV for streaming & elec fireplace & walk in closet. Main room has sofa/pull out queen bed and a recliner. Full bath with soaps. Sleeps 4
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Popular amenities for Castle Pines family-friendly rentals
Family-friendly home rentals with a hot tub

Private Luxury Spa Retreat: Hot Tub, Sauna & Views
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Mountain Chalet - Panoramic Views 45 Min to Denver
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Retreat at Mydnyt Mountain•Hot Tub•No Chores
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Aframe, Hot Tub, Scenic Views, 2 decks, Dogs YES
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Boho Basement - Private Entrance - Hot Tub
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Brown's Pottery barn perfect, cozy private retreat
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Cozy A-Frame Retreat /Hot Tub/w-Views, Monument CO
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Luxe MTN Retreat | Pickleball | HotTub | FirePit
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Family- and pet-friendly home rentals

Peaceful Parker Pad
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The Ultimate TREEHOUSE AND Cabin Experience!!!
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Comfy Castlewood Cottage-Minutes to DT Castle Rock
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Pike's Perch: Your Modern Mountain Retreat with AC
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Sunrise Studio
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Off-grid, Earthen home in the forest!
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Littleton Luxury Home | Just off Main | Mtn Views
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Cheerful 4 Bedroom Home - Back Yard/Game Room!
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Family-friendly home rentals with a pool

Bright DTC 2BR Condo | Pool & Fireplace
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Modern, One Bedroom Top-Floor Condo!
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Modern 2BR in DTC | First Floor | Sleeps 5
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*DTC getaway bright home* 1 Bedroom apartment
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Comfortable & Affordable condo w/Queen bed
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Bright Modern Condo: Comfy King Bed
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Beautifully updated 2BD/2BA 1st floor condo in DTC
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Classic studio apt. | DTC | furnished, Pool & Gym
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Destinations to explore
- Red Rocks Amphitheatre
- Empower Field at Mile High
- Coors Field
- City Park
- Ball Arena
- Colorado Convention Center
- University of Denver
- Pearl Street Mall
- St. Mary's Glacier
- Denver Zoo
- Golden Gate Canyon State Park
- Fillmore Auditorium
- Denver Botanic Gardens
- Red Rock Canyon Open Space
- University Of Colorado Boulder
- Elitch Gardens
- Cheyenne Mountain Zoo
- Water World
- Mission Ballroom
- United States Air Force Academy
- The Broadmoor World Arena
- Fiddler’s Green Amphitheatre
- The Broadmoor Golf Club
- Boulder Theater





