Holiday rentals in Castle Rock

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Top-rated holiday rentals in Castle Rock

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

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Top guest favourite
A spacious deck area is furnished with comfortable seating, including a cozy sectional and armchairs. A table sits at the center, with the surrounding view showcasing a forested landscape and distant mountains under a softly lit sky.
Home in Colorado Springs
4.95 out of 5 average rating, 194 reviews

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

Stay in our Newly Built Family Home ✔ 4,800 sq ft Home, Perfect for Longer Stays & Families ✔ Professionally Cleaned & Sanitized ✔ 6-person Hot Tub, Gas Fire Pit & deck with Mountain Views ✔ King Size Bed 🗲Fast WiFi - Ideal for Working Remotely ✔ Fully Equipped Kitchen Upstairs, Kitchenette Downstairs ✔ In-Suite Washer & Dryer ✔ Theater Room with Complementary Netflix on all TVs ✔ 15 Minutes from USAF Academy We know you'll love your stay. Book today to reserve our beautiful home in the woods!

Top guest favourite
A custom A-frame cabin is surrounded by tall pines, featuring a sloped roof and large glass windows. A spacious deck with steps leads to outdoor seating and a hot tub, while natural stone landscaping adds to the serene setting.
Cabin in Monument
4.99 out of 5 average rating, 190 reviews

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

Experience a true Colorado getaway with this custom built Scandinavian 🇸🇪 inspired A-frame, nestled on the Palmer Divide, located only 15 min to Colorado Springs & 30 min to S Denver. You will feel secluded within the pines with views to die for. You might see wildlife walking by while enjoying a cup of coffee or glass of wine in the hot tub or cozied up in a blanket. First bottle of wine on us! Hiking trails are minutes drive from the cabin. Make sure to relax & make lots of memories. 😊

Guest favourite
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
4.88 out of 5 average rating, 121 reviews

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

Top guest favourite
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.
Flat in Parker
4.97 out of 5 average rating, 465 reviews

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.

Top guest favourite
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 The Meadows
4.99 out of 5 average rating, 107 reviews

Newly renovated private downstairs cottage

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.

Top guest favourite
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.
Home in Castle Rock
4.9 out of 5 average rating, 300 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.

Top guest favourite
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
4.96 out of 5 average rating, 237 reviews

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!

Top guest favourite
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
4.98 out of 5 average rating, 482 reviews

The 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.

Top guest favourite
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
5 out of 5 average rating, 210 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!

Top guest favourite
A spacious living area features a large, dark leather sectional sofa arranged around a wooden coffee table with a storage compartment. Natural light enters through the window, complemented by soft curtains. A dining area with a table and chairs is visible in the background.
Guest suite in Castle Rock
4.98 out of 5 average rating, 177 reviews

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!

Top guest favourite
A modern kitchen features sleek white cabinetry and a spacious granite countertop. Full-sized stainless steel appliances include a refrigerator, oven, and microwave. Two place settings are set on the counter, enhancing the inviting cooking space, complemented by pendant lighting above.
Guest house in Castle Rock
5 out of 5 average rating, 273 reviews

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.

Top guest favourite
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.
Home in Castle Rock
4.98 out of 5 average rating, 126 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!

Popular amenities for Castle Rock holiday rentals

When is the best time to visit Castle Rock?

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Avg. price$149 SGD$146 SGD$154 SGD$147 SGD$164 SGD$178 SGD$179 SGD$183 SGD$173 SGD$179 SGD$167 SGD$169 SGD
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Frequently Asked Questions

  • What are the best places to stay in Castle Rock?

    Castle Rock has vacation rentals in neighborhoods around the historic downtown, as well as near scenic parks and shopping areas. Families, couples, and solo travelers can find welcoming options with easy access to local attractions.

  • What are the best things to do in Castle Rock with kids?

    Castle Rock has parks with playgrounds, seasonal splash pads, and indoor activity centers that families frequently explore. Accessible hiking trails and community events often make outdoor adventures appealing for kids throughout the year.

  • What are some of the best things to do in Castle Rock?

    Castle Rock has scenic trails, a vibrant historic downtown with shops and cafes, and welcoming community spaces. Many visitors enjoy hiking, browsing local markets, and attending seasonal festivals around town.

  • How is the weather in Castle Rock?

    Castle Rock experiences cold winters around 18–46°F (-8–8°C) and warm summers reaching 59–90°F (15–32°C). Spring and fall bring mild temperatures, with some rainfall and comfortable outdoor conditions.

  • When is the best time to visit Castle Rock?

    Late spring through early fall is frequently suggested for warmer weather and community festivals. Winter appeals to those seeking snow, while autumn brings colorful foliage and mild days.

  • What are the best places to visit in Castle Rock?

    Visitors often explore the historic downtown, local hiking trails, and public parks in Castle Rock. Art galleries, farmers markets, and nearby nature preserves showcase community spirit and scenic surroundings.

  • What are some hiking trails in Castle Rock?

    Castle Rock has a network of trails for various experience levels, including paths in local parks, foothills, and natural open spaces. Hikers frequently seek landscapes with rock formations, native plants, and sweeping views.

  • What are some family activities we can do in Castle Rock?

    Families often participate in outdoor recreation at parks, explore children’s museums, and attend community events in Castle Rock. Mini golf, interactive exhibits, and seasonal festivals add to the range of activities.

  • What are some of the best day trip ideas from Castle Rock?

    Many guests plan day trips to nearby mountain trails, historic towns, or cultural attractions around the region. Nature preserves, art galleries, and scenic picnic areas are frequently suggested for exploring beyond Castle Rock.

  • Are there any pet friendly accommodations available in Castle Rock?

    Pet friendly stays are available in neighborhoods near parks and outdoor spaces in Castle Rock. Guests traveling with dogs or other pets can find vacation rentals welcoming animals and located close to walking trails.

  • What are some local tips for visiting Castle Rock?

    Dress in layers, as temperatures can shift quickly between seasons in Castle Rock. Locals enjoy farmers markets, early-morning hikes, and supporting community-owned shops for unique finds.

  • What is Castle Rock known for?

    Castle Rock is known for its namesake rock formation, welcoming downtown, and access to Colorado’s foothills. The area has a strong outdoor recreation culture, locally rooted shops, and annual community events.

  • What are the best hidden gems to explore in Castle Rock?

    Castle Rock has tucked-away art galleries, neighborhood cafes, and quiet natural spaces that locals often frequent. Exploring back streets or lesser-known parks can reveal distinct community experiences.

  • What are the best foods to try in Castle Rock?

    Castle Rock features locally inspired cuisine such as Colorado-raised beef, green chile dishes, and classic American diner fare. Many guests sample artisan baked goods and seasonal produce from local markets.

  • What should I bring for a trip to Castle Rock?

    Pack layers for changing temperatures, comfortable shoes for exploring trails or downtown, and sun protection. Outdoor gear, reusable water bottles, and a camera for scenic views are frequently suggested.

  • What is the nightlife in Castle Rock like?

    Castle Rock’s nightlife centers around relaxed venues, brewery taprooms, and live music events in downtown. Visitors can enjoy casual dining, social gatherings, and occasional performances in local spaces.

  • What are the most popular events or festivals in Castle Rock?

    Castle Rock hosts seasonal celebrations and family-friendly festivals, including summer music series and holiday parades. Art fairs, farmers markets, and community gatherings around major holidays are often recommended.

  • Are there family friendly vacation rentals in Castle Rock?

    Family friendly rentals are available in Castle Rock, especially near parks and community centers. Many accommodations have child-focused amenities, making it easier for families to enjoy shared spaces and local attractions.

Quick stats about holiday rentals in Castle Rock

  • Total holiday rentals

    Explore 160 holiday rentals in Castle Rock

  • Nightly prices starting at

    Castle Rock holiday rentals start at $38 SGD per night before taxes and fees

  • Verified guest reviews

    Over 7,620 verified reviews to help you choose

  • Family-friendly holiday rentals

    90 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 50 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

  • Wifi availability

    160 of Castle Rock holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ grill across Castle Rock rentals

  • 4.8 Average rating

    Castle Rock stays are highly rated by guests – averaging 4.8 out of 5!

  1. Airbnb
  2. United States
  3. Colorado
  4. Douglas County
  5. Castle Rock