
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.

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

Under the ROCK
Guests have access to the entire main floor including 2 bedrms, 2 bathrms, Lg Kitchen, Family Rm, Gas Fireplace, Dining Rm, Laundry, and a large deck with hottub. Guests can walk just 2-blocks to the entrance of "The Rock Park" and climb the "castle rock". Downtown Castle Rock is just a 2-3 minute drive. The house is just 3 minutes to I-25 and about 15 minutes to the DTC (Denver Tech Center), about 25-minutes to the Air Force Academy, and about 35-minutes to Colorado Springs and Denver.

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!

Historic 1890s Barn | Spa Bath - Steps to Downtown
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.

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!

Boho Basement - Private Entrance - Hot Tub
Welcome to Boho Basement - This charming one-bedroom walkout apartment is nestled in a prime location just minutes away from downtown Castle Rock, local parks, and hiking trails. Discover a warm and inviting space complete with a full kitchen, ample living space, and a luxurious king-size bed. A private hot tub awaits you outside, providing the perfect spot for unwinding. At Boho Basement, you can enjoy all the comforts of home while experiencing the beauty of Colorado. Book your stay today!

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.

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!

Modern A-Frame w/ Hot Tub + Stargazing Dome
✦ Newly built modern A-frame (750 sq ft) in the Pikes Peak Region ✦ Two cozy bedrooms (including loft) ✦ Luxurious private jetted hot tub ✦ Stargazing dome ✦ Picturesque wooded lot w/ serene views ✦ Easy access to the Fossil Beds, three state parks, national forest, hiking, gold-medal fly fishing, & much more ✦ Large deck w/ gas fire pit, cushioned Adirondack seating, & outdoor dining ✦ Indoor gas fireplace ✦ Full kitchen w/ coffee & tea bar ✦ Weber BBQ grill ✦ Pet friendly (one dog max.)

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

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
Popular amenities for Castle Pines family-friendly rentals
Family-friendly home rentals with a hot tub

Riverside Retreat: Sauna, Hot Tub & Fireplace

Scenic Views, HotTub, Firepit, 2 Decks, Dogs YES

Cozy A-Frame Retreat /Hot Tub/w-Views, Monument CO

The Hideaway | Hot Tub + Theater Room + Firepit

The Fly-by! Mountain&Lake view; Hot Tub+MiniGolf

Design Cabin Private Ridge Hike Stargazing Hot Tub

✔️Clean★Quiet Home★King Bed★Hot Tub★Scenic Views✔️

Luxury Creekside Glamping Tent w/ Hot Tub & Views
Family- and pet-friendly home rentals

The Ultimate TREEHOUSE AND Cabin Experience!!!

Rustic Funk Waterfront Pet Friendly Cabin

Wabi Sabi Tiny House - No Cleaning Fees!

Sunrise Studio

Off-grid, Earthen home in the forest!

Cheerful 4 Bedroom Home - Back Yard/Game Room!

Historic Littleton, Just Off Main, Remodeled, Pets

Hygge Chalet w Private Trail, Sauna and EV Charger
Family-friendly home rentals with a pool

Bright DTC 2BR Condo | Pool & Fireplace

1930s Bungalow: Salt Water Pool, Hot Tub, Big Yard

*Home away from home* 1 Bedroom unit close to DTC

Private & Cozy Studio Condo in the Denver Tech Center!

Beautifully updated 2BD/2BA 1st floor condo in DTC

Comfortable & Affordable condo w/Queen bed

Lovely & Private Studio Condo in DTC!

Large & Modern Home w/ Pool & Hot Tub & Fire Pit
Destinations to explore
- Red Rocks Amphitheatre
- Coors Field
- Empower Field at Mile High
- City Park
- Colorado Convention Center
- Ball Arena
- Pearl Street Mall
- Denver Zoo
- University of Denver
- Fillmore Auditorium
- St. Mary's Glacier
- Golden Gate Canyon State Park
- Denver Botanic Gardens
- Elitch Gardens
- Cheyenne Mountain Zoo
- Red Rock Canyon Open Space
- Water World
- University Of Colorado Boulder
- Boulder Theater
- Cave of the Winds Mountain Park
- Ogden Theatre
- The Broadmoor Golf Club
- The Broadmoor World Arena
- Mission Ballroom





