Holiday rentals in Castle Pines

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Top-rated holiday rentals in Castle Pines

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Top guest favourite
The exterior of a charming A-frame cabin features a sloped roof and a welcoming blue facade. A small porch is adorned with potted plants, while a pathway of stone slabs leads through landscaped greenery. Sunlight filters through surrounding trees, enhancing the inviting atmosphere.
Cabin in Palmer Lake
4.96 out of 5 average rating, 303 reviews

š“ƒ²A-Frame on Palmer Lakeš“ƒ² Firepitā”ƒFoosballā”ƒGrill

ā˜…Overlooking Palmer Lake, walkable to the downtown ā˜…Location: 1 mi to Pinecrest Event Center, 20 mins to the Air Force Academy ā˜…Outdoors: kayaking, paddle boarding, fishing, hiking ā˜…YARD: Fenced in w/fire pit, grill, hammock, corn hole, ladder golf, yard dice ā˜…FAMILY FRIENDLY: Pack n play, baby bath, high chair, baby monitors, toys! ā˜…55" Smart TV w/ access to apps like Hulu + Netflix ā˜…Fast Wifi ā˜…Keyless Entry ā˜…Comfortable beds ā˜…Equipped kitchen w/waffle maker, blender + more! ā˜…Free Colorado beer

Guest favourite
An inviting outdoor space features a gas firepit surrounded by several seating options on a grassy area. A wooden deck leads to the house, with stairs ascending to the upper level. Scenic views of the open space and wildlife are visible in the background.
Home in Castle Rock
4.96 out of 5 average rating, 151 reviews

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.

Top guest favourite
A modern cabin is nestled among tall trees, showcasing a snow-covered landscape. Large windows provide views of the interior, where warm light glows from inside. A hot tub is visible on the deck, inviting relaxation amidst the serene winter setting.
Cabin in Black Hawk
4.99 out of 5 average rating, 506 reviews

Riverfront Cabin | Hot Tub, Fire Pit, Steam Shower

ā˜…ā˜…ā˜…ā˜…ā˜… ā€œThe perfect blend of luxury and nature.ā€ – Haley šŸ’¦ SPA BATHROOMS – Steam shower + jetted tub 🌿 HOT TUB & HAMMOCK – Soak creekside or sway in the trees šŸ”„ COZY EVENINGS – Fire pit, BBQ grill, fireplaces & in-floor heat ā„ļø COOL COMFORT – Summer A/C 🐾 PET & FAMILY-FRIENDLY – Trails, Pack ’n Play, high chair šŸ“¶ FAST WI-FI – Stream, Zoom, or unplug šŸ“ 10 min ā­† Nederland — mtn town & adventure hub āž³ Breathe deep. Reconnect with what matters. ā™” Tap Save —unforgettable cabin stays start here

Guest favourite
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
4.88 out of 5 average rating, 124 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
An outdoor seating area is shown beneath a covered patio. Comfortable couches face a coffee table featuring a propane fire pit, surrounded by scenic views of open fields and distant hills. Potted plants contribute to the natural ambiance.
Guest suite in Castle Rock
4.99 out of 5 average rating, 108 reviews

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.

Top guest favourite
A comfortable living area features a spacious brown sofa adorned with decorative pillows. A light-colored ottoman sits in the center, with a small potted plant on top. Natural light floods in through multiple windows, and a door leads to the enclosed porch.
Bungalow in Castle Rock
4.96 out of 5 average rating, 245 reviews

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!

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, 489 reviews

Historic 1890s Barn | Spa Bath - Steps to Downtown

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
Cabin in Bailey
4.98 out of 5 average rating, 109 reviews

Mountain-Water-Red Rocks-Romance-Unique Experience

Welcome to Serenity Ponds Bailey, your private mountain & water escape in Bailey, Colorado. Set on 2 peaceful acres with 2 beautiful private trout ponds, this micro mountain resort is designed for couples or up to 4 people seeking connection, beauty, and an experiential stay. Soak in the hot tub, relax in the sauna, unwind in the dome, or take in the calming sounds of water. A truly unique stay where nature, intimacy, and experience come together. 35 min from Red Rocks and 45 min from Denver.

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, 279 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 sunroom features large windows with wooden trim, providing views of the surrounding greenery. A black leather sofa and a wooden table with chairs are present, complemented by a floral centerpiece. Natural light fills the space, accentuating the wooden paneling and flooring.
Cabin in Evergreen
5 out of 5 average rating, 427 reviews

Rocky Mountain Retreat

Permit #24-106357 You will feel worlds away on these 2 rolling acres. The cabin is a perfect mountain getaway to enjoy tranquil peace and refreshing, cool mountain air on warm summers; yet it is only 3 minutes from I-70, restaurants, shops, & trails! The large sun room is the crowning glory of the cabin; it doesn't intrude on nature but is built with nature in mind. It places you in the middle of a wooded landscape that make you feel like you are outside surrounded by a wildlife wonderland!

Top guest favourite
A two-story brick home is surrounded by a snow-dusted lawn, with evergreen trees lining the property. Sunlight casts a bright glow on the rooftop, and a white railing encloses a front porch that features steps leading to the entrance.
Guest suite in Castle Rock
4.95 out of 5 average rating, 119 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.

Guest favourite
The sleeping area features a cozy queen bed with a warm, textured blanket. A barn-style door leads to a bathroom, while a small area rug adds color to the floor. Soft lighting is provided by wall-mounted fixtures, enhancing the inviting atmosphere.
Home in Castle Rock
4.95 out of 5 average rating, 101 reviews

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. Could accommodate a family with young kids. Queen bed and a small couch. *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

Popular amenities for Castle Pines holiday rentals

  1. Airbnb
  2. United States
  3. Colorado
  4. Douglas County
  5. Castle Pines