
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

Sunrise Studio
Enjoy amazing sunrise and moonrise views. At the Sunrise Studio you will soundly sleep on a cozy queen bed. Also offer a single couch & air mattress for extra sleep. Full bathroom with sink, toilet and shower. Kitchen includes cooktop grill/griddle, sink, air fryer, toaster/convection oven microwave, coffee maker and refrigerator. Full Laundry with washer & dryer. Studio is heated by electric heat or a wood stove and cooled with AC. There is also a small outdoor space with a fire pit. Enjoy!

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.

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.

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!

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!

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!

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.

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!

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

Explorers Wonderland-Walk Downtown!
This home offers you indulgent beauty and comfort and is truly unlike anything else. Kids and adults alike will enjoy feeding the koi fish, creating dramas on the giant stage, throwing horseshoes and discovering the surprise tree “fort" and "secret" trail or kick your feet up and rest in the hammock to the sounds of the waterfall. If you ever decide to leave this magical oasis, it is a quick and easy walk into the town center enriched with cafes, shops and ice cream parlors!
Popular amenities for Castle Pines family-friendly rentals
Family-friendly home rentals with a hot tub

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

Aframe, Hot Tub, Scenic Views, 2 decks, Dogs YES

✷Kayak Cabin✷ Hot Tub┃Firepit┃Games┃Movie Room

Private House in the Forest

Retreat at Mydnyt Mountain•Hot Tub•No Chores

Brown's Pottery barn perfect, cozy private retreat

Cutesy Cozy Casa 2 BR Basement Apt. w/hot tub

HOT TUB ~ 31 Acres ~Bring ATVs/Border Nat'l Forest
Family- and pet-friendly home rentals

Downtown Studio Suite

City View Treehouse

Historic Littleton, Just Off Main, Remodeled, Pets

Peaceful Parker Pad

Littleton Luxury Home | Just off Main | Mtn Views

Tiny House Forest Retreat Cabin w/ Nordic Sauna

Cheerful 4 Bedroom Home - Back Yard/Game Room!

The Enchanted Hobbit Cottage
Family-friendly home rentals with a pool

Modern 1 Bedroom apt, furnished, pool, gym | DTC

Comfy Condo-Denver Tech Center-Free Parking

Lovely 1-Bedroom Condo in DTC - With Full Kitchen!

Large & Modern Home w/ Pool & Hot Tub & Fire Pit

Lakewood Pool House, 2 hot tubs Patio big screen

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

*DTC getaway bright home* 1 Bedroom apartment

Hot tub, mtn views, massage chair, & steam shower!
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
- University Of Colorado Boulder
- Red Rock Canyon Open Space
- Elitch Gardens
- Water World
- Cheyenne Mountain Zoo
- Mission Ballroom
- United States Air Force Academy
- The Broadmoor World Arena
- The Broadmoor Golf Club
- Fiddler’s Green Amphitheatre
- Boulder Theater





