House holiday rentals in Castle Pines

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.

Family · Location · Hiking

5BR - Walk to Dining, Light Rail & Fiddlers Green

5BR, with Peloton, work & workout space, 60 game tabletop arcade, beautiful covered patio w/firepit located in Denver's Tech Center walkable to restaurants, bars, Starbucks, a grocery store and Fiddlers Green for outdoor concerts. There are nearby bike paths, a public library and play grounds. Just added a Pickleball set for the new Pickleball court 1 block away. Don't forget the Light Rail Station 1 mile away to get downtown or to/from the airport! We offer FREE Early Check-In when available

Family · Value · Long stay

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

Value · Location · Hiking

Cheerful 4 Bedroom Home - Back Yard/Game Room!

This stylish place to stay is perfect for family trips. Located in Centennial, this vacation rental is just 20 minutes from the heart of Denver and offers easy access to tons of outdoor recreation. Bring the whole family to this spacious home with a variety of spaces for fun and relaxation. We have everything needed for your vacation: attached parking, laundry, multiple spaces to dine, cooking essentials, high speed wifi, smart TVs, private large backyard with fire pit, game room and much more!

Value · Location · Laundry

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.

Location · Family · Biking

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!

Family · Location · Check-in

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**

Location · Family · Access

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

Location · Value · Amenities

Private Luxury Spa Retreat: Hot Tub, Sauna & Views

Welcome to your romantic and luxurious mountain retreat at Eagle Ridge! The Living Room is a stunning 1400 sf newly renovated home situated in a gated 43-acre property with stunning views of Pikes Peak and exclusive use of the huge 6 seat hot tub and custom-built sauna. With a large 1200 sf patio and access to walking trails on this private property, this space has everything you need for a peaceful and rejuvenating vacation retreat -- a hotel penthouse experience on ground level!

Location · Family · Hiking

Comfy Castlewood Cottage-Minutes to DT Castle Rock

Sit back and unwind in this fully furnished, 3 bed/2 bath home with two car garage parking, a deck and private backyard. Perfect for family vacations, group of friends or working professionals. Small town charm with proximity to award-winning parks, ziplining, horseback riding, breweries, and eclectic restaurants. Close to the beautiful Castlewood Canyon State Park for easy hiking access and minutes to the Outlet mall and Promenade. Sleeps up to 6 adults plus 1 infant.

Value · Family · Layout

Castle Rock View

This is a private walk-out basement with its own exterior entrance. It has 1,950 sqft (huge) and includes 2 large bedrooms, 2 large 3/4 bathrooms, a large family room, gas fireplace, and kitchenette (equipped with a refrigerator, microwave, toaster oven, countertop burners, no oven). We have 3 TVs. Covered patio with incredible views of "the castle rock" and Pikes Peak. The yard is private and backs to open space!

Location · Value · Parks

Historic Littleton, Just Off Main, Remodeled, Pets

​​​​​​​Introducing The Duncan House An iconic landmark in Historic Littleton, just steps from Main Street. Preserved with care and reimagined with modern elegance, it offers refined interiors, luxurious comforts, and pet-friendly charm. A stay here is more than a getaway; it’s a chance to live within the town’s heritage while enjoying its vibrant shops, dining, and culture.

Value · Family · Parks