Holiday houses in Douglas County

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Top-rated holiday rentals in Douglas County

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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
4.87 out of 5 average rating, 119 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
A cozy sleeping area features a spacious bed adorned with a patterned blanket in warm tones. Two windows allow natural light to fill the space, complemented by rustic wood paneling. A comfortable couch and a bedside lamp add to the inviting ambiance.
Guesthouse in Sedalia
4.99 out of 5 average rating, 88 reviews

Sunrise Studio

Enjoy amazing sunrise and moonrise views. At the Sunrise Studio you will soundly sleep on a cozy queen bed. Also offer a single couch & air mattress for extra sleep. Full bathroom with sink, toilet and shower. Kitchen includes cooktop grill/griddle, sink, air fryer, toaster/convection oven microwave, coffee maker and refrigerator. Full Laundry with washer & dryer. Studio is heated by electric heat or a wood stove and cooled with AC. There is also a small outdoor space with a fire pit. Enjoy!

Top Guest favourite
The living area is highlighted by a gas fireplace and built-in shelving with decorative accents. A 55-inch flat-screen TV is mounted above the fireplace. Seating includes two dark leather sofas and a coffee table on a floral-patterned rug, with accent chairs in a complementary design.
Apartment in Parker
4.96 out of 5 average rating, 454 reviews

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.

Top Guest favourite
An inviting exterior of a single-story home is displayed, featuring a well-maintained lawn and a paved driveway. The backdrop showcases the impressive 'castle rock' formation against a clear blue sky, emphasizing the serene setting of the property.
Home in Castle Rock
4.9 out of 5 average rating, 290 reviews

Under the ROCK

Guests have access to the entire main floor including 2 bedrms, 2 bathrms, Lg Kitchen, Family Rm, Gas Fireplace, Dining Rm, Laundry, and a large deck with hottub. Guests can walk just 2-blocks to the entrance of "The Rock Park" and climb the "castle rock". Downtown Castle Rock is just a 2-3 minute drive. The house is just 3 minutes to I-25 and about 15 minutes to the DTC (Denver Tech Center), about 25-minutes to the Air Force Academy, and about 35-minutes to Colorado Springs and Denver.

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, 463 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.

Guest favourite
An outdoor seating area features a comfortable wicker sofa with soft cushions, positioned on a spacious wooden deck. Beyond the railing, a sunset casts a warm glow over the distant mountains and lush pines, providing a serene backdrop.
Home in Sedalia
4.99 out of 5 average rating, 82 reviews

Pike's Perch: Your Modern Mountain Retreat

Tucked amongst the fragrant pines of the Pike National Forest, Pike's Perch features: - incredible views of Rocky Mt. peaks - proximity to Denver/DIA, Gold Medal fly fishing waters, and hundreds of miles of multipurpose trails. - AC/Climate Control - modern comfortable furnishings - 150 Mb/s Internet - and so much more! This rental is the perfect Rocky Mt. escape and Denver-local Stay-cation (without the I-70 traffic). Enjoy incredible views from sunrise to sunset. Find your respite here.

Top Guest favourite
A spacious living area features a large, dark leather sectional sofa arranged around a wooden coffee table with a storage compartment. Natural light enters through the window, complemented by soft curtains. A dining area with a table and chairs is visible in the background.
Guest suite in Castle Rock
4.98 out of 5 average rating, 167 reviews

Boho Basement - Private Entrance - Hot Tub

Welcome to Boho Basement - This charming one-bedroom walkout apartment is nestled in a prime location just minutes away from downtown Castle Rock, local parks, and hiking trails. Discover a warm and inviting space complete with a full kitchen, ample living space, and a luxurious king-size bed. A private hot tub awaits you outside, providing the perfect spot for unwinding. At Boho Basement, you can enjoy all the comforts of home while experiencing the beauty of Colorado. Book your stay today!

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.
Guesthouse in Castle Rock
5 out of 5 average rating, 261 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 modern kitchen with gray cabinets and stainless steel appliances is complemented by wooden flooring. Natural light highlights the spacious area, featuring a large window above the sink. A staircase leads to the upper level, while a coat hook is positioned near the entryway.
Home in Castle Rock
4.97 out of 5 average rating, 116 reviews

Kroll Loft - Comfort & Fun!

Gormet full kitchen, comfortable king-sized bed, pullout queen-sized sleeper sofa, theater-like 85" TV & private outdoor patio with grill! Kids & adults alike will love the arcade complete with air hockey, skee-ball, and basketball. Fast WiFi, full laundry, private parking, and AC will insure a perfect stay! Incredible location just a short walk from Castle Rock's finest restaurants, retail, & recreation. Stand-alone house so you'll have the entire property for the ultimate in peace & quiet!

Top Guest favourite
A bright living area features large windows framing mountain views. A dark wood dining table with seating for four is positioned next to a comfortable red sofa. The room has wooden flooring and a warm wood ceiling, creating an inviting space with a television nearby.
Guest suite in Littleton
4.97 out of 5 average rating, 547 reviews

Mountain Chalet - Panoramic Views 45 Min to Denver

Serenity at 8,000 feet with Pine and Aspen trees. Address is Littleton, but it's part of the Conifer mountain community. The Chalet is a private quarters above our garage with a separate deck and entrance. We also host elopements and micro-weddings! Overlook mountains to the west and the Denver to the east. Hot tub is on the back deck of main house and overlooks city lights! Groceries, dining and hiking trails only 15 minutes away. There is no A/C. 4WD vehicles are required October - April.

Guest favourite
A spacious living area features a comfortable sectional sofa, a flat-screen smart TV mounted on the wall, and a coffee table. Fresh greenery adds a touch of nature, while a ceiling fan provides airflow. The adjoining kitchen space is subtly visible in the background.
Apartment in Castle Rock
4.89 out of 5 average rating, 83 reviews

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!

Top Guest favourite
The cabin is positioned next to a flowing creek, surrounded by tall evergreen trees. A wooden deck extends out, equipped with seating, offering a peaceful outdoor space to enjoy nature.
Cabin in Conifer
5 out of 5 average rating, 167 reviews

Creekside cabin with 30+ day availability

Come enjoy our fully restored 1932 cabin! Creekside and nestled in the woods on the quiet side of Shadow Mountain. Minutes from shops, restaurants, entertainment and the great outdoors! 15 minutes to Downtown evergreen (and the lake). 30 minutes From Denver. 20 min to Red Rocks amphitheater. 50min to Denver International Airpot. Refresh your soul at our mountain retresoak in the hot tub and unplug from the buzz and noise of life. Fully equipped for your short getaway or long stay.

Popular amenities for Douglas County holiday rentals