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Holiday rentals in Castle Rock

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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 $39 SGD 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!

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
The exterior of a charming A-frame cabin features a sloped roof and a welcoming blue facade. A small porch is adorned with potted plants, while a pathway of stone slabs leads through landscaped greenery. Sunlight filters through surrounding trees, enhancing the inviting atmosphere.
Cabin in Palmer Lake
4.96 out of 5 average rating, 311 reviews

𓃲A-Frame on Palmer Lake𓃲 Firepit┃Foosball┃Grill

★Overlooking Palmer Lake, walkable to the downtown ★Location: 1 mi to Pinecrest Event Center, 20 mins to the Air Force Academy ★Outdoors: kayaking, paddle boarding, fishing, hiking ★YARD: Fenced in w/fire pit, grill, hammock, corn hole, ladder golf, yard dice ★FAMILY FRIENDLY: Pack n play, baby bath, high chair, baby monitors, toys! ★55" Smart TV w/ access to apps like Hulu + Netflix ★Fast Wifi ★Keyless Entry ★Comfortable beds ★Equipped kitchen w/waffle maker, blender + more! ★Free Colorado beer

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, 156 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, 130 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
Guest house in Sedalia
4.98 out of 5 average rating, 101 reviews

Sunrise Studio

Enjoy amazing sunrise and moonrise views. At the Sunrise Studio you will soundly sleep on a cozy queen bed. Also offer a single couch & air mattress for extra sleep. Full bathroom with sink, toilet and shower. Kitchen includes cooktop grill/griddle, sink, air fryer, toaster/convection oven microwave, coffee maker and refrigerator. Full Laundry with washer & dryer. Studio is heated by electric heat or a wood stove and cooled with AC. There is also a small outdoor space with a fire pit. Enjoy!

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, 252 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, 499 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, 191 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, 103 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
A modern A-frame cabin is nestled in a snowy landscape, showcasing a spacious deck and a luxurious hot tub. Nearby, a geodesic dome offers a unique stargazing experience. The backdrop features a starry sky, enhancing the serene mountain setting.
Cabin in Florissant
4.98 out of 5 average rating, 130 reviews

Modern A-Frame w/ Hot Tub + Stargazing Dome

✦ Newly built modern A-frame (750 sq ft) in the Pikes Peak Region ✦ Two cozy bedrooms (including loft) ✦ Luxurious private jetted hot tub ✦ Stargazing dome ✦ Picturesque wooded lot w/ serene views ✦ Easy access to the Fossil Beds, three state parks, national forest, hiking, gold-medal fly fishing, & much more ✦ Large deck w/ gas fire pit, cushioned Adirondack seating, & outdoor dining ✦ Indoor gas fireplace ✦ Full kitchen w/ coffee & tea bar ✦ Weber BBQ grill ✦ Pet friendly (one dog max.)

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, 158 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
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, 207 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. 😊

Top 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
4.96 out of 5 average rating, 113 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

Popular amenities for Castle Rock holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great holiday rentals in Castle Rock

Top guest favourite
A serene outdoor patio area features a table complemented by comfortable chairs, surrounded by lush greenery. A small waterfall pond is visible in the background, framed by tall trees and a clear sky, offering a peaceful natural setting.
Home in Larkspur
4.98 out of 5 average rating, 46 reviews

Forest Retreat, 2 floors, 3 bedrooms w/Hot Tub Spa

Guest favourite
A spacious sitting area is presented with a large gray sectional sofa, accented by patterned cushions. A wooden coffee table centers the room, with decorative items placed on its surface. Natural light enters through nearby windows, highlighting the artwork on the walls and the greenery around.
Guest suite in Castle Rock
4.93 out of 5 average rating, 27 reviews

Peaceful Suite Retreat Within Home

Superhost
A spacious living room features a large wall-mounted TV framed by rustic wood paneling. Comfortable seating is provided by a patterned armchair and a vintage-style sofa. A glass coffee table rests on a decorative area rug, while a dining table is visible in the background, offering cozy accommodations.
Home in Castle Rock
4.79 out of 5 average rating, 39 reviews

Castle Rock Retreat • Family Getaway w/ Game Room

Top guest favourite
A cozy bedroom features a spacious bed dressed with crisp white linens and a colorful striped blanket. Two large windows allow natural light to fill the room, with a potted plant placed nearby. A patterned area rug adds visual interest to the wooden floor.
Guest suite in Castle Rock
4.94 out of 5 average rating, 82 reviews

Brand New 1-bd/bath - private kitchenette/entrance

Top guest favourite
A modern home sits atop a hill, featuring a stone facade and wooden accents. Large windows offer expansive views of the surrounding valleys and mountains, while the driveway leads up to a welcoming entrance. The sun shines brightly overhead, enhancing the serene landscape.
Home in Castle Rock
4.96 out of 5 average rating, 24 reviews

Majestic Sunset Retreat -Mountain Views!

Top guest favourite
Home in Castle Rock
5 out of 5 average rating, 18 reviews

The Rustic Retreat

Top guest favourite
Home in Castle Rock
5 out of 5 average rating, 20 reviews

Spacious 1 Bd Walkout Bsmt - backs to open space

Guest favourite
Flat in Castle Rock
4.94 out of 5 average rating, 32 reviews

Furnished Poolside Condo in Castle Rock

When is the best time to visit Castle Rock?

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Avg. price$169 SGD$165 SGD$169 SGD$149 SGD$166 SGD$180 SGD$182 SGD$186 SGD$175 SGD$182 SGD$169 SGD$171 SGD
Avg. temp0°C1°C5°C9°C14°C20°C24°C23°C18°C11°C5°C0°C

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.

Destinations to explore

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