Vacation rentals in Castle Pines

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Top-rated vacation rentals in Castle Pines

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite

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.

Home in Castle Rock

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.

4.95 out of 5 average rating, 166 reviews

Top guest favorite

A spacious retreat is set against a colorful sunset, featuring a deck that extends into the landscape. The home, adorned with string lights, showcases a welcoming atmosphere, framed by trees and mountain views in the distance. Large windows invite natural light into the living spaces.

Home in Castle Rock

Breathtaking Views in North Castle Pines

Welcome to our oasis in North Castle Pines, conveniently located between Denver and Colorado Springs. Discover a blend of rustic charm and modern comfort in this secluded retreat boasting breathtaking, panoramic mountain views, spacious living areas, and serene outdoor spaces perfect for relaxation or adventure. Whether you're unwinding by the crackling fireplace or enjoying gatherings with your loved ones on the expansive wraparound deck, this is the perfect sanctuary for your Colorado getaway.

4.95 out of 5 average rating, 80 reviews

Top guest favorite

The open living area is furnished with a comfortable gray sofa and a wall-mounted television. A dining table with high-backed chairs is visible, along with a wall cabinet and kitchen cabinetry. Natural light enters through multiple window shutters, enhancing the overall brightness.

Place to stay in Parker

Pristine & Modern Full Basement-Excellent Location

You’ll be staying in a peaceful, family‑friendly neighborhood surrounded by beautiful walking trails, open spaces, and parks perfect for kids. The area is quiet, safe, and ideal for enjoying Colorado’s outdoors. Despite the tranquil setting, you’re just minutes from Downtown Parker, with its great restaurants, cafés, grocery stores, and local shops. You’ll also be a short drive from Sky Ridge Hospital and have quick access to I‑25, making it easy to reach Denver, Castle Rock, and the mountains.

4.95 out of 5 average rating, 176 reviews

Top guest favorite

The living area is highlighted by a gas fireplace and built-in shelving with decorative accents. A 55-inch flat-screen TV is mounted above the fireplace. Seating includes two dark leather sofas and a coffee table on a floral-patterned rug, with accent chairs in a complementary design.

Apartment in Parker

Luxury 2BR Private Suite Retreat, Parker near I-25

This 2 BR luxury suite is located in a $1.5M home on the lower level with a private entrance, patio, large deck, and ample parking. This is a large private unit (~1500 sq. ft.) located on 2 acres in a rural setting, but minutes to restaurants and I-25 & Lincoln Ave. There is a private pickleball court on the property available upon request. We frequently host guests visiting Denver, Colorado Springs, and the acclaimed IVF facility in nearby Lone Tree. Guests find this a very desirable property.

4.97 out of 5 average rating, 499 reviews

Top guest favorite

An outdoor seating area is shown beneath a covered patio. Comfortable couches face a coffee table featuring a propane fire pit, surrounded by scenic views of open fields and distant hills. Potted plants contribute to the natural ambiance.

Guest suite in Castle Rock

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.

4.99 out of 5 average rating, 114 reviews

Top guest favorite

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.

Home in Castle Rock

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!

4.99 out of 5 average rating, 241 reviews

Top guest favorite

A comfortable living area features a spacious brown sofa adorned with decorative pillows. A light-colored ottoman sits in the center, with a small potted plant on top. Natural light floods in through multiple windows, and a door leads to the enclosed porch.

Bungalow in Castle Rock

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!

4.96 out of 5 average rating, 269 reviews

Top guest favorite

A two-story barndominium is set against a backdrop of the countryside, highlighted by warm exterior lighting. A spacious driveway leads to the building, flanked by grassy areas and distant trees. The serene landscape provides a peaceful setting for relaxation.

Home in Lone Tree

Bougie Barn in Lone Tree

Start your morning off right with farm fresh eggs, while you enjoy expansive mountain and city views. This second story 2200sq/ft barndominium is the perfect getaway for one to two families. Nestled in the countryside on 5 acres you’ll feel like you are an hour out of the city BUT… you are just minutes from Park Meadows, fine dinning, grocery and 20-30 min to downtown Denver. For an added bonus text the owner and get to meet all the farm animals including chickens and the fainting goats.

4.98 out of 5 average rating, 55 reviews

Top guest favorite

A two-story brick home is surrounded by a snow-dusted lawn, with evergreen trees lining the property. Sunlight casts a bright glow on the rooftop, and a white railing encloses a front porch that features steps leading to the entrance.

Guest suite in Castle Rock

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.

4.95 out of 5 average rating, 126 reviews

Guest favorite

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.

Home in Castle Rock

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.

4.93 out of 5 average rating, 164 reviews

Top guest favorite

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.

Home in Castle Rock

1890s Barn · Spa Bath · Walk to Town

Fully restored 1890s barn on Castle Rock’s first homestead, two minutes from downtown. King bed, clawfoot soaking tub, walk-in spa shower, full kitchen, and a private half-acre with garden, chickens, and rabbits. Coffee, antiques, restaurants, shopping, and Festival Park are a short walk from the door. Original wood, high-end finishes, patio, and free parking. The inn is yours alone; a quiet downtown stay that still feels like being down a country road.

4.98 out of 5 average rating, 524 reviews

Top guest favorite

A covered outdoor patio area is furnished with a circular table surrounded by four armchairs. Lush greenery and open fields are visible in the background, providing scenic views of the surrounding landscape, including a prominent rock formation.

Home in Castle Rock

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!

4.85 out of 5 average rating, 433 reviews