Holiday rentals with a patio in Castle Pines

Open Air Cinema & Hot Tub | 1970s Log Cabin

Twice featured in 5280 Magazine — most recently in the July 2026 print edition. The Bird House is a restored 1970s genuine log cabin — 35 minutes from Denver, a world away from everything else. Cozy up with cocoa and s'mores at the open-air cinema on the porch surrounded by Colorado forest. It plays in daylight, through rain, even snow. The trees are your backdrop, your favorite film is on the screen, and the hot tub is waiting. Nightly rate includes Airbnb's service fee + cleaning fee combined.

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

Cheerful 4 Bedroom Home - Back Yard/Game Room!

This stylish place to stay is perfect for family trips. Located in Centennial, this vacation rental is just 20 minutes from the heart of Denver and offers easy access to tons of outdoor recreation. Bring the whole family to this spacious home with a variety of spaces for fun and relaxation. We have everything needed for your vacation: attached parking, laundry, multiple spaces to dine, cooking essentials, high speed wifi, smart TVs, private large backyard with fire pit, game room and much more!

Aframe, Hot Tub, Scenic Views, Firepit, Dogs YES

Escape to the “Blue Spruce Chalet”. A 900 sq. ft. A-frame (ish!) retreat on 2 private acres in Manitou Experimental Forest, 15 mins north of Woodland Park & steps away from world-class trails & fishing. Explore the outdoors or plan to stay in. Enjoy a fully equipped kitchen, a wood-burning stove, an outdoor firepit, 2 decks with stunning mountain & sunset views and reliably fast WiFi. Star gaze from the hot tub. You may never want to leave this slice of heaven. Perfect for a quick getaway.

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. 😊

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

Secluded Mountain Cabin: Hot Tub, Deck & Fire Pit

Escape to the Timber A-Frame, by Forest & Peak Retreats, where luxury meets the untamed spirit of the Rockies. Discover a blend of refined elegance and mountain allure in this magazine-worthy retreat. Crafted with meticulous detail, this stylish cabin offers a sanctuary of comfort and sophistication. Indulge in the hot tub under the vast sky, explore nearby trails, and cozy up to a movie in the vaulted living room by the fire. Your perfect mountain getaway awaits at the Timber A-Frame.

Modern Home w/ Hot Tub + WFH Setup + Private Yard

Welcome to The Centennial Chalet – your cozy haven just blocks from upscale shops, dining, entertainment and scenic trails! Begin the day with a warm coffee on your very own private deck or a leisurely stroll along the enchanting High Line Canal Trail. After a long day of adventure, treat yourself to a rejuvenating bath or hot tub soak, cozy up by the fire, or settle in for a Netflix marathon on the impressive 75" TV. The perfect blend of urban excitement and natural serenity awaits.

Explorers Wonderland-Walk Downtown!

This home offers you indulgent beauty and comfort and is truly unlike anything else. Kids and adults alike will enjoy feeding the koi fish, creating dramas on the giant stage, throwing horseshoes and discovering the surprise tree “fort" and "secret" trail or kick your feet up and rest in the hammock to the sounds of the waterfall. If you ever decide to leave this magical oasis, it is a quick and easy walk into the town center enriched with cafes, shops and ice cream parlors!

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.

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.

City View Treehouse

Visit a world high above the clouds at this 8,250 feet above sea level treehouse. The perfect spot situated in beautiful Evergreen, CO just minutes from shopping, restaurants, Evergreen lake, hiking and so much more. This fully plumbed luxury retreat is the perfect spot to reconnect and have a romantic time away from life’s hustle. King size bed, tv, games, A/C, clawfoot tub and shower for a relaxing bubble bath. PM for additional availability.