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Holiday rentals in Castle Rock

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Top-rated holiday rentals in Castle Rock

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Guest favourite
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
4.96 out of 5 average rating, 155 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.

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 Castle Rock
4.88 out of 5 average rating, 127 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
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, 249 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
A spacious living area features high ceilings with large arched windows allowing ample natural light. Comfortable seating includes two patterned armchairs and a sofa, complemented by a coffee table on a cowhide rug. A stone fireplace adds a cozy touch, enhancing the wood-paneled walls.
Cabin in Palmer Lake
4.97 out of 5 average rating, 320 reviews

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

★Location: 1 mi to Pinecrest Event Center, 20 mins to the Air Force Academy ★Outdoors: 0.7 mi to the lake for kayaking, 1 mi to hiking ★YARD: Fenced in w/fire pit, hot tub, hammock & games ★GARAGE w/kayaks & tennis rackets ★PORCH: Dining area, rocking chairs & grill ★FAMILY FRIENDLY: Pack n play, baby bath, high chair, baby monitors, toys! ★70" Smart TV in living room & 70" Smart TV in movie room w/Apps + Cable ★Fast Wifi ★Keyless Entry ★Comfortable beds ★Equipped kitchen ★Free Colorado beer

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, 493 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.

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, 187 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!

Guest favourite
A spacious living area features a comfortable sectional sofa, a flat-screen smart TV mounted on the wall, and a coffee table. Fresh greenery adds a touch of nature, while a ceiling fan provides airflow. The adjoining kitchen space is subtly visible in the background.
Flat in Castle Rock
4.88 out of 5 average rating, 102 reviews

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!

Top guest favourite
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.
Home in Castle Rock
4.94 out of 5 average rating, 155 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**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**

Top guest favourite
Cabin in Monument
4.99 out of 5 average rating, 201 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 Spring & 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
The sleeping area features a cozy queen bed with a warm, textured blanket. A barn-style door leads to a bathroom, while a small area rug adds color to the floor. Soft lighting is provided by wall-mounted fixtures, enhancing the inviting atmosphere.
Home in Castle Rock
4.95 out of 5 average rating, 108 reviews

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

Top guest favourite
The exterior view displays a multi-level wooden building with a warm, natural finish. A wooden staircase leads to a second-floor entrance, with a black metal railing enhancing safety. A vehicle is parked in front of the garage, framed by greenery.
Guest house in Castle Rock
4.91 out of 5 average rating, 183 reviews

Downtown Studio Suite

Modern 1 bedroom apartment built in 2021. Located in downtown Castle Rock. Walking distance to restaurants,events,walking paths and parks. Street parking available in front of the property. AC. Inside is a full kitchen with essentials including coffee, cream, dining table & chairs. Full laundry with 2 pods provided. 1 bedroom with a queen bed, TV for streaming & elec fireplace & walk in closet. Main room has sofa/pull out queen bed and a recliner. Full bath with soaps. Sleeps 4

Guest favourite
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
4.93 out of 5 average rating, 149 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.

Popular amenities for Castle Rock holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great holiday rentals in Castle Rock

Luxe
Villa in Castle Rock
4.91 out of 5 average rating, 43 reviews

The KingDome: Unique Luxe Escape near Denver, CO

Top guest favourite
A living room area features a light green sofa paired with a round, tan ottoman. A modern shelving unit displays decorative items and greenery. Natural light is provided by two large windows, while soft gray walls enhance the calm atmosphere.
Loft in Castle Rock
4.99 out of 5 average rating, 94 reviews

Lovely 1 bedroom attached apartment

Top guest favourite
Cabin in Florissant
5 out of 5 average rating, 31 reviews

NEW! Off-Grid A-Frame | Sauna and Stargazing Swing

Guest favourite
An outdoor seating area features a comfortable wicker sofa with soft cushions, positioned on a spacious wooden deck. Beyond the railing, a sunset casts a warm glow over the distant mountains and lush pines, providing a serene backdrop.
Home in Sedalia
4.99 out of 5 average rating, 89 reviews

Pike's Perch: Your Modern Mountain Retreat with AC

Guest favourite
Home in Palmer Lake
5 out of 5 average rating, 19 reviews

Lakefront Retreat | Hot Tub + Panoramic Views

Top guest favourite
A spacious deck features an outdoor seating area with light-colored cushions surrounding a fire table. The backdrop showcases the rocky terrain of The Rock and lush greenery from nearby trees, all under a soft pastel sky.
Home in Castle Rock
4.96 out of 5 average rating, 70 reviews

Scenic Retreat at Castle Rock

Top guest favourite
Home in Centennial
5 out of 5 average rating, 33 reviews

Scandic Retreat | Hot Tub + Firepit + Games

Top guest favourite
The family room features a comfortable arrangement of soft couches and decorative pillows, centered around a large flat-screen TV mounted above a stone-topped media console. Shelving units display various decorative items, and natural light is allowed in through recessed ceiling lights.
Guest suite in Larkspur
5 out of 5 average rating, 91 reviews

Views Galore & Mountain Luxury Near Palmer Lake

When is the best time to visit Castle Rock?

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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 150 holiday rentals in Castle Rock

  • Nightly prices starting at

    Castle Rock holiday rentals start at £22 per night before taxes and fees

  • Verified guest reviews

    Over 7,410 verified reviews to help you choose

  • Family-friendly holiday rentals

    80 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wifi availability

    140 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!

Destinations to explore

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