
Holiday rentals in Castle Pines
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Top-rated holiday rentals in Castle Pines
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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.

Breathtaking Views in North Castle Pines
Welcome to our oasis in North Castle Pines, conveniently located between Denver and Colorado Springs. Discover a blend of rustic charm and modern comfort in this secluded retreat boasting breathtaking, panoramic mountain views, spacious living areas, and serene outdoor spaces perfect for relaxation or adventure. Whether you're unwinding by the crackling fireplace or enjoying gatherings with your loved ones on the expansive wraparound deck, this is the perfect sanctuary for your Colorado getaway.

Luxury 2BR Private Suite Retreat, Parker near I-25
This 2 BR luxury suite is located in a $1.5M home on the lower level with a private entrance, patio, large deck, and ample parking. This is a large private unit (~1500 sq. ft.) located on 2 acres in a rural setting, but minutes to restaurants and I-25 & Lincoln Ave. There is a private pickleball court on the property available upon request. We frequently host guests visiting Denver, Colorado Springs, and the acclaimed IVF facility in nearby Lone Tree. Guests find this a very desirable property.

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

Titan Cottage, private downstairs house apartment
Our downstairs apartment with a private entrance offers all the comforts of home in a newly remodeled and fully furnished space. Relax on the recliner sofas and watch a movie, or get some work done with scenic views of the open space and mountains. Sleep comfortably on our memory foam mattresses and wake up to a variety of hot drink options at the coffee bar or cook a meal in the fully-equipped kitchen. Within minutes of parks, trails, outlet shopping, dining, & Castle Rock Adventist Hospital.

Dyer House 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.

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!

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.

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.

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!

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.
Popular amenities for Castle Pines holiday rentals
Stay near Castle Pines's top sights
Other great holiday rentals in Castle Pines

Homey 6 Bedroom Haven | Games, Shopping, Food

Bougie Barn in Lone Tree

Centrally Located 5BD | Games, BBQ & Firepit Patio

Charming 6-BR Home w/ Open Space, Ideal for Groups

King Beds • Lounge • Walk to Dining• Cantril House

Light-Filled Oasis: Modern & Comfortable

Castle Rock Getaway | Sleeps 13 | Relax & Unwind

Peaceful Suite Retreat Within Home
Destinations to explore
- Red Rocks Amphitheatre
- Coors Field
- Empower Field at Mile High
- City Park
- Ball Arena
- Colorado Convention Center
- University of Denver
- Pearl Street Mall
- St. Mary's Glacier
- Denver Zoo
- Fillmore Auditorium
- Golden Gate Canyon State Park
- Denver Botanic Gardens
- Red Rock Canyon Open Space
- Elitch Gardens
- University Of Colorado Boulder
- Water World
- Cheyenne Mountain Zoo
- Mission Ballroom
- Fiddler’s Green Amphitheatre
- United States Air Force Academy
- The Broadmoor World Arena
- Boulder Theater
- Indian Hot Springs





