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
The image showcases a rustic mountain retreat nestled in a colorful landscape of autumn foliage. The structure features a red roof and is surrounded by rolling hills and sparse trees, with a winding dirt path leading to the property.
Guest suite in Colorado Springs
4.99 out of 5 average rating, 213 reviews

Winter special! Unique Mtn Getaway w/ Epic Views!

Epic panoramic mountain/city views-complete serenity! Your private retreat & basecamp for CO adventure! One-of-a-kind tranquil & modern mountain getaway on 40 acres bordering National Forest. *Enjoy morning coffee on your private deck or the sunset next to the fire pit w/ dramatic city & mountain vistas *At night enjoy sparkling stars & the glow of city lights below *Private hiking trails lead to a bubbling creek in the forest & feels a world away-yet it’s 8 min from town-best of both worlds

Superhost
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
4.87 out of 5 average rating, 117 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 serene backyard scene features a natural stone wall enclosing a lush green lawn. A cascading waterfall is surrounded by various plants and trees, with a wooden bench placed for relaxation. A wooden fence encloses the area, offering a peaceful retreat into nature.
Flat in Parker
4.98 out of 5 average rating, 358 reviews

Relax with a Waterfall, Full Kitchen and King bed

Book now to enjoy this comfortable, safe setting with mountain views, pine trees and wildlife, but a short drive to restaurants and shopping in Parker. You'll have a private entrance, king bedroom and fully equipped kitchen with laundry. In the summer, relax on the patio with a spacious backyard and enjoy the waterfall and wildlife. We are conveniently located near Colorado Golf Club & Colorado Horse Park. Our place is no smoking/vaping/420 and no pets allowed. We look forward to hosting you!

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, 286 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
An outdoor patio area features a round table with four chairs, shaded by a large blue umbrella. Lush green vegetation and a small stone pathway are visible, with a deck and grill in the background, offering a connection to the serene natural surroundings.
Guest suite in Palmer Lake
4.97 out of 5 average rating, 280 reviews

Studio@The Spring - a Mountain Town Oasis!

Relax and unwind in Mountain serenity. Away from it all - Near everything! Cool temps & fresh Mountain air abound in this mountain studio. Adventure on the trail's accessible just footsteps from the door. The lake and restaurants are within walking distance. Enjoy your own private patio, parking and entrance - A year-round spring runs through the backyard. Centrally located- you're close to Denver, Colorado Springs, Pueblo, the Air Force Academy and Ft. Carson. All amenities are within 10min.

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, 454 reviews

Restored Homestead Barn - The Dyer 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
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, 163 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, 258 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
4.97 out of 5 average rating, 110 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!

Top guest favourite
A spacious basement retreat is showcased, featuring a Queen bed and a cozy living area with a sofa. A desk with a chair is positioned for workspace use. Soft lighting illuminates the space, and a neutral color palette creates a calming atmosphere.
Guest suite in Centennial
4.98 out of 5 average rating, 221 reviews

Fox Hill Basement Getaway

Come and relax in our quiet basement retreat. You’ll have a private entrance and beautiful views of Fox Hill open space where you can often catch glimpses of fox, coyotes, owls, hawks, eagles and deer. Sit around the fire pit, or on your private patio outside. Take a walk on our park trails and enjoy Rocky Mountain and reservoir views. Our space is ready for you to enjoy the beauty of Colorado while being close to (25 mins) the city action of Denver or DIA! STR-000118 Exp: 3/16/25

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
4.93 out of 5 average rating, 144 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**

Superhost
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, 129 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

When is the best time to visit Castle Rock?

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Avg. price$151 SGD$149 SGD$156 SGD$150 SGD$167 SGD$181 SGD$182 SGD$186 SGD$176 SGD$176 SGD$168 SGD$173 SGD
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Frequently Asked Questions

  • Where should I stay in Castle Rock?

    Make yourself at home in Castle Rock by choosing from our most frequently booked neighborhoods. We have over 50 vacation rentals in Founders Village, over 50 vacation rentals in Castle Oaks, and over 120 vacation rentals in The Meadows.

  • Are there vacation rentals with a dedicated workspace in Castle Rock?

    Yes! Work meets play with ease at over 80 vacation rentals in Castle Rock featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Castle Rock?

    Four-legged friends are welcome in Castle Rock. Choose from more than 40 vacation rentals for guests traveling with pets.

  • Are there Castle Rock vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Castle Rock, available on Airbnb. Make a splash and soak up the sun in style!

  • How much does it cost to stay in private suite rentals in Castle Rock?

    Experience the best of Castle Rock with our private suite rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Castle Rock have a gym?

    Absolutely! We offer over 10 house rentals with a gym in Castle Rock. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Castle Rock have self check-in?

    Absolutely! We offer over 20 house rentals with self check-in in Castle Rock. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Castle Rock have a bbq area?

    Absolutely! We offer over 20 house rentals with a bbq area in Castle Rock. Enjoy a tailored experience with all the comforts you desire.

  • Do private suite rentals in Castle Rock have wifi?

    Absolutely! We offer over 20 private suite rentals with wifi in Castle Rock. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in Castle Rock?

    Castle Rock has more than 80 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

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 7,170 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

    150 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