House holiday rentals in Castle Pines

An inviting outdoor space features a gas firepit surrounded by several seating options on a grassy area. A wooden deck leads to the house, with stairs ascending to the upper level. Scenic views of the open space and wildlife are visible in the background.

4.96 out of 5 average rating, 149 reviews

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.

4.88 out of 5 average rating, 121 reviews

A spacious living room is presented, featuring a comfortable seating area with a sectional sofa and armchair. A coffee table centers the space, while a television stands on a console nearby. Natural light fills the room through large windows, and a dining area is visible in the background.

Home in The Meadows

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

An inviting exterior of a single-story home is displayed, featuring a well-maintained lawn and a paved driveway. The backdrop showcases the impressive 'castle rock' formation against a clear blue sky, emphasizing the serene setting of the property.

4.9 out of 5 average rating, 297 reviews

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.

4.95 out of 5 average rating, 113 reviews

A spacious wooden deck features a modern fire pit at its center, surrounded by comfortable seating. Towering trees and distant mountain views provide a scenic backdrop, enhancing the inviting outdoor space for relaxation or gatherings.

Home in Conifer

Hot tub, Views & Peace | Majestic Retreat

Escape to 2 acres of private mountain land in this peaceful and spacious Conifer retreat. Enjoy stunning views from multiple decks, including a detached rock-top deck perfect for yoga or meditation. Unwind in the hot tub, gather in the game room, or stream on two Smart TVs. Full privacy with no neighbors, just 10 minutes to dining and shops, and a short drive to Red Rocks and downtown Denver. Top Amenities: • Hot tub • Game room • Two Smart TVs • Fire pit • 2-acre private lot • 2-car garage

An inviting master bedroom features a spacious bed framed by a stylish metal headboard, complemented by a decorative bench at the foot. Soft blue curtains frame the windows, while rustic wooden beams enhance the cozy, warm atmosphere of the space.

4.98 out of 5 average rating, 481 reviews

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.

An expansive deck features a dining table with several chairs under a large umbrella, surrounded by greenery and a fenced yard. The view highlights natural landscapes and the Rock formation in the distance, offering a serene outdoor space for relaxation.

5 out of 5 average rating, 206 reviews

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!

A modern kitchen with gray cabinets and stainless steel appliances is complemented by wooden flooring. Natural light highlights the spacious area, featuring a large window above the sink. A staircase leads to the upper level, while a coat hook is positioned near the entryway.

4.98 out of 5 average rating, 124 reviews

Kroll Loft - Comfort & Fun!

Gormet full kitchen, comfortable king-sized bed, pullout queen-sized sleeper sofa, theater-like 85" TV & private outdoor patio with grill! Kids & adults alike will love the arcade complete with air hockey, skee-ball, and basketball. Fast WiFi, full laundry, private parking, and AC will insure a perfect stay! Incredible location just a short walk from Castle Rock's finest restaurants, retail, & recreation. Stand-alone house so you'll have the entire property for the ultimate in peace & quiet!

4.94 out of 5 average rating, 112 reviews

A spacious living area is featured, showcasing a large TV mounted on a light wall. Stylish furniture includes a green armchair, a wooden coffee table, and plush seating. The room's design is complemented by natural light flowing through multiple windows, and a patterned area rug adds texture.

Home in Centennial

Upscale Boho Retreat w/Spa Patio

Welcome to this trendy boho getaway perfect for your group trip! This fully remodeled ranch has a perfect layout for family & friends to gather, relax & be entertained! Complete w/a massive kitchen, game room, media lounge, & private yard featuring a fire-pit & HOT TUB spa! Located just a short drive to Downtown Denver, Denver Tech Center, trails, restaurants, entertainment, mountains, & more! Cozy yet spacious w/ 6 bedrooms & 3 bathrooms. This upscale and trendy gem is calling your name!

The living area features a comfortable brown leather sofa, a decorative area rug, and a wooden coffee table. A kitchenette with a mini fridge is visible in the corner, along with a wooden dining table. Lighting is provided by wall sconces and overhead fixtures.

4.93 out of 5 average rating, 150 reviews

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**We are located 1 mile from historic downtown, festival park, shopping & many restaurants to choose from. 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**

4.95 out of 5 average rating, 150 reviews

Home in Westwood

Maximalist Dream Home in Denver

Come relax at a home located in Denver’s vibrant Westwood Arts District! Packed with art, this home has whatever you need. Enjoy front and back patios for relaxing. A walk away from authentic Latin and Asian cuisine, you are only a short drive from downtown Denver (10 mins), Golden (15 mins), or the legendary Red Rocks Amphitheater (20 mins). Can sleep up to eight with two queen-size beds, a trundle bed which can be converted into a queen bed, two couches, and a twin air mattress.

A well-lit living area features vaulted ceilings, providing an open feel. A round glass coffee table is centered between two comfortable sofas adorned with decorative pillows. Large windows allow natural light to fill the space, while a staircase leads to the upper level.

4.93 out of 5 average rating, 139 reviews

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.