Holiday houses in Castle Pines

4.98 out of 5 average rating, 338 reviews

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!

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.

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

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

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

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.

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**

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

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

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

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 holiday rentals in Castle Pines

Home in Sedalia

5 out of 5 average rating, 4 reviews

Hier Hideaway - Hot Tub - Fire Pit - King Beds

NancyRating, 5 stars5 days ago

This is a great house! Lots of room in a peaceful location. Newly renovated throughout. It even has 3 bedrooms with king sized beds! That is unheard of in my research. The hot tub is a nice touch. The only thing that would have made our experience better was if it had been a clear night when I used it. I am sure that on a clear night the stars are amazing! I would definitely go back!

5 out of 5 average rating, 3 reviews

Guest Suite in Castle Rock.

RheaRating, 5 stars5 days ago

This host had great communication and very quickly resolved a minor issue when it arose. Could not have asked for a better host!

5 out of 5 average rating, 9 reviews

Guest suite in Littleton

Luxury in Littleton

NicoRating, 5 stars2 weeks ago

This was a great find! The space was super clean, home-y, and a nice spot to unwind after busy days in Denver or the mountains. Stephanie was a great host and accommodated us!

4.81 out of 5 average rating, 16 reviews

Peaceful Family Getaway w/ Game Room!

SyRating, 5 stars1 month ago

This was a perfect place for us to stay. Very clean, and the host was great in communications. We highly recommend it

4.9 out of 5 average rating, 98 reviews

Spacious Cozy Walkout Basement.

SamuelRating, 5 stars1 day ago

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

Condo in Castle Rock

4.86 out of 5 average rating, 7 reviews

1 Mi to Dtwn: Condo w/ Pool Access in Castle Rock

MarieRating, 5 stars1 week ago

For the price, we would definitely stay here again! It was very beautiful and the host was extremely responsive. We loved our morning walks up rock Park. Very close to downtown and for the most part quiet at night other than a little road noise. The decor in this condo is beautiful and we had everything we needed! The only minor downfall is that the bathroom is connected to the bedroom with no door other than that, we absolutely loved it.

4.88 out of 5 average rating, 8 reviews

Majestic Sunset Retreat -Mountain Views!

PaulRating, 5 stars1 month ago

The house is amazing. He thought of every provision making your stay feel like you were home. The game room was a great place for the kids, with all sorts of sports activities. The view from the backyard was spectacular. Beds were super comfortable. This will be our Airbnb for all future family events in Castle Rock. Thank you Brian.