Vacation rentals in Castle Pines

4.98 out of 5 average rating, 338 reviews

A set of sturdy outdoor stairs leads from a wooden deck to the backyard, featuring a durable composite surface with non-slip treads. The railing provides safety, standing against a backdrop of grassy areas and seasonal foliage, with views of the surrounding landscape in the distance.

Apartment in Parker

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!

An exterior view of a large, rustic barn structure with a weathered metal facade and a rusty roof. Surrounding buildings and a distant hillside can be seen, set against a dynamic sky filled with clouds and varying shades of blue.

4.98 out of 5 average rating, 420 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.

A hot tub is foregrounded, reflecting the clear blue sky. In the background, a wooden deck is visible, shaded by an umbrella. Lush greenery surrounds the space, creating a relaxing outdoor environment.

5 out of 5 average rating, 170 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!

Guesthouse in Castle Rock

A pine branch is dusted with a layer of fresh snow, showcasing clusters of green needles. Soft sunlight glistens on the snow, creating a serene winter scene against a blurred white background.

5 out of 5 average rating, 241 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.

Guest suite in Castle Rock

A modern bathroom features a walk-in shower with glass doors and grey tile accents. A vanity with a granite countertop holds toiletries, and a white toilet is positioned nearby. Natural light enters the room through a patterned window covering.

4.95 out of 5 average rating, 103 reviews

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.

4.96 out of 5 average rating, 138 reviews

A modern bathroom is highlighted by a glass shower with a tiled wall and a granite countertop. Neatly arranged storage baskets are positioned on a shelf, while a toilet is located next to the shower. Soft lighting illuminates the space.

Home in Parker

Pristine & Modern Full Basement-Excellent Location

This newly renovated private basement apartment in Parker, Colorado, offers two spacious bedrooms, two full bathrooms, a modern kitchen with full-size appliances, and an in-unit washer and dryer. The basement has a separate entrance through a shared front door, leading into a large hallway with doors to both the main level and the basement. With quick access to I-25, you can easily reach the mountains, downtown Denver, and local attractions within minutes. Ideal for up to six guests.

An outdoor seating area is presented with two cushioned lounge chairs facing a stone wall adorned with colorful wall art. A vibrant flower arrangement sits on a side table, while a gated entrance leads to the home, framed by lush greenery.

4.92 out of 5 average rating, 121 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**

A cozy living room features a vaulted ceiling, with large windows allowing natural light to fill the space. A modern fireplace sits beneath a wall-mounted TV, while two comfortable sofas and a glass coffee table are arranged on a soft rug.

4.94 out of 5 average rating, 110 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.

4.87 out of 5 average rating, 112 reviews

A carton containing a variety of farm-fresh eggs sits atop a light-colored surface. The eggs are arranged in two colors: rich brown and pale green, showcasing their natural hues. The carton is labeled 'Farm Fresh Eggs,' emphasizing the quality of the contents.

Guesthouse in Sedalia

Blue Skies Ranch in the foothills of the Rockies

Relax with the whole family at this peaceful and cozy place to stay. Quite, tranquil, and scenic, yet close to town. Short drive to both the outdoors and ample shopping, our 1000 sq ft loft will provide you with a relaxed yet refined space to unwind after miles on the trail or pounding pavement at Castle Rock Outlets. Enjoy gorgeous sunsets over the Rockies with views from Longs Peak in RMNP to Pikes Peak in Colorado Springs. NO HIDDEN CLEANING FEES.

Guesthouse in Castle Rock

The bathroom features a modern pedestal sink with a large mirror above it. Soft, folded towels are neatly placed on the sink. A toilet and a toilet paper holder are visible alongside decorative tile flooring, contributing to the room's clean and functional design.

4.91 out of 5 average rating, 140 reviews

Downtown studio suite

Modern 1 bedroom apartment built in 2021. Located in downtown Castle Rock. Walking distance to restaurants, breweries, events, walking paths and parks. Unlimited opportunities for fun. 1 designated driveway parking space and street parking available. Inside is a full kitchen, 1 bedroom, living area and a full bath. Enjoy a queen bed and a queen pull out sofa. A tv for streaming as well as an electric fireplace. Sleeps 4 with exceptions.

4.93 out of 5 average rating, 130 reviews

An open kitchen and dining area is presented, featuring light wood cabinetry and modern appliances. A round dining table with metal stools is positioned near elegant glass doors that lead outside, allowing natural light to fill the space. Welcome decor adds a friendly touch.

Guest suite in Parker

600sqft Private Studio, Parker (private entrance)

Welcome to the Longs Peak Lane Studio! FULLY RENOVATED 600 sq ft private studio with private entrance offers and open floor plan with a new foam mattress queen bed. Kitchen comes equipped with electric two-pan countertop stove, countertop electric oven, full size fridge/freezer, coffee maker with coffee and tea, and dishwasher. The fully renovated bathroom offer a stone tile shower, and a variety of toiletries. Great for short or long stays!

4.84 out of 5 average rating, 359 reviews

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!

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Other great vacation rentals in Castle Pines

4.86 out of 5 average rating, 91 reviews

Home in Parker

Peaceful Parker Pad

NatashaRating, 5 stars4 weeks ago

Garrett's place was just the perfect stop after the most stressful move from FL to CO. We had issues with our other stay and Garrett took us last minute and had his B&B prepped and ready to go! It was clean, nicely decorated, super cozy, very safe, and had such a wonderful backyard for my three fur babies. He even had an area in the back that had bags to pick up our fur babies' messes in the yard. Also, one of our favorite parts is that we could park in the garage to unload! It is a nicely located house in a great neighborhood, nearby so many restaurants and different things to do in Parker. We would 100% stay again and highly recommend Garrett and his stay.

Guest suite in Castle Rock

A hot tub is featured in a dimly lit space, surrounded by calming blue lights. A projection of a serene lake view creates an immersive atmosphere, enhancing relaxation. Two water jets are visible, inviting guests to enjoy the warm water.

4.83 out of 5 average rating, 40 reviews

Getaway Suite

NicholeRating, 5 stars1 week ago

We were absolutely thrilled with our stay! The space was warm, inviting, and impeccably clean. It offered a perfect blend of comfort and privacy, with clear signage that made finding our way a breeze. The kitchen area was fully stocked with everything you could need to prepare meals, which made it feel just like home. The jacuzzi was a real highlight, easy to operate and incredibly relaxing. What truly set this stay apart were the thoughtful touches throughout the space, showing just how much care and attention the hosts put into creating a welcoming experience. We wholeheartedly recommend this place to anyone visiting the area, it was an outstanding stay from start to finish!

A modern shower area features marble-patterned walls and a sleek black showerhead. Shelves for toiletries are integrated into the wall, providing convenient storage. The floor is tiled, and a clear shower curtain rod enhances the open feel of the space.

4.9 out of 5 average rating, 98 reviews

Spacious Cozy Walkout Basement.

SamuelRating, 5 stars2 days ago

Clean, convenient, easy to get to downtown Castle Rock. Would recommend

5 out of 5 average rating, 50 reviews

A rustic bathroom features wooden walls and a stone countertop. A circular mirror is positioned above a white sink, with two faucets mounted on the wall. Soft, sheer curtains frame a window, and neatly rolled towels are displayed beside the sink area.

Guesthouse in Sedalia

Sunrise Studio

KeltonRating, 5 stars2 weeks ago

Stephanie was very friendly and helpful throughout the process! We got caught in a thunderstorm on the way in and it was exceptionally nice to have such a comfortable and beautiful place to stay. In the morning, we got up to enjoy the view as the fog lifted over the valley. Best airbnb experience I've had so far, and will definitely be coming back for a weekend getaway some point soon.

An arcade room is illuminated with neon lighting, featuring a basketball hoop, a vintage arcade machine, and an air hockey table. Seating is provided by two high top stools, and playful signage enhances the fun atmosphere of this dedicated leisure space.

4.97 out of 5 average rating, 29 reviews

Scenic Retreat at Castle Rock

LaurenRating, 5 starstoday

Our trip from California was a quick turn around which entailed attending the services for my grandmother, however—I can honestly say we all felt right at home here. It brought us more comfort than expected as we were not here on vacation. We were so close to everything we needed. Thank you so much for opening your home to us—it had beautiful views & lots of living spaces for family to be together, AND the couch is super comfy!!! lol

4.98 out of 5 average rating, 48 reviews

An aerial view of a modern A-frame cabin is captured amidst a snowy landscape, featuring a large deck with outdoor seating, a gas fire pit, and a luxurious hot tub. Panoramic windows allow natural light to illuminate the interior spaces, framed by surrounding pine trees.

Cabin in Florissant

New! A-Frame w/ Hot Tub + Stargazing Dome

TitusRating, 5 stars2 days ago

5 ⭐️⭐️⭐️⭐️⭐️ We absolutely loved our stay in this place!! It was so cozy, down to the little details all around. Everything was spotlessly clean. Brooke's instructions and information for the cabin were very helpful. She is a communicative and accommodating host (: From the stargazing dome to hot tub to the loft area upstairs - it made for the perfect getaway!! We hope to come back again!!

5 out of 5 average rating, 23 reviews

An outdoor deck area features a dining table surrounded by four chairs. Large glass doors provide access to the interior, while a welcome mat is positioned at the entrance. Natural light brightens the space, creating a welcoming atmosphere.

Home in Parker

Light-Filled Oasis: Modern & Comfortable

CindyRating, 5 stars7 months ago

Mark’s home was absolutely beautiful! The place was spacious, very clean, beds were super comfy, kitchen was well stocked with all you would need, and in a lovely and peaceful area. Mark was very helpful and quickly responded to all our questions and needs, a great host we greatly appreciated. The garage was an absolute plus given the very snowy weather we had that week. Such a great experience and strongly recommend.