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
4.88 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
A serene outdoor space features wooden seating that offers expansive mountain views. Sunlight filters through clouds, illuminating the surrounding greenery. A gravel path leads away from the deck, inviting exploration of the natural landscape.
Home in Littleton
5 out of 5 average rating, 103 reviews

View/Trails/Fireplace/Near Denver

A unique, peaceful mountain break close to Denver with sledding and trails on property! Perfect summer getaway with incredible view. -11 acres with trails/ninja course/zip line -Expansive views -2 living areas -Equipped kitchen/Large dining area for 8 -12 mins to Conifer/ 1hr 30 min to Breck/40 min to Denver/32min Red Rocks -.5 mile dirt drive 4WD Nov-May is ESSENTIAL -No A/C: Conifer NOT Littleton temps -Great free WIFI/WIFI calling may be needed! -Gas firepit that can be refilled locally

Top Guest favourite
The living area is bright and inviting, featuring a cozy rock fireplace as the focal point. Large windows offer views of the outdoors. Comfortable seating includes two leather chairs and a spacious sofa adorned with a yellow throw. A rug adds texture to the hardwood floor.
Cabin in Evergreen
4.97 out of 5 average rating, 153 reviews

Dog Favorite~Cabin~Family~Couples~2 fenced acres

Welcome to Blue Creek Retreat in Evergreen CO *3+ peaceful acres with 2 acres fenced to relax & enjoy the woods, meadow & wildlife *Dogs welcome~2 Dogs MAX *Conveniently located between Conifer & Evergreen *Large outdoor patio *Enjoy awesome Colorado sunsets & the deer are frequent visitors *Updated 1925 home, keeping it's original character & charm *Sleeps 6~1 King,2 Queen *High Speed WI-FI *1870 Sq Ft~whole house is yours *MESSAGE ME for special requests OR seasonal/longer stay discounts.

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
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
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, 183 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, 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 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, 576 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
Guest suite in Conifer
4.97 out of 5 average rating, 261 reviews

Aspen Park Mountain Retreat-Tranquil & Convenient

Come enjoy the beauty, serenity & adventure of the mountains while still having convenient access to nearby restaurants & shopping. Located a few minutes off HWY 285, the 600+ sf guest suite has a private entrance through the 1 car garage and a private deck. Our property has a park-like setting with a beautiful view and just minutes to hiking & biking trails. Close proximity to Red Rocks Amphitheater, Denver & Big Mountain skiing. Hosts on site, but you are allowed plenty of privacy.

Top Guest favourite
Cabin in Conifer
4.94 out of 5 average rating, 217 reviews

Open Air Cinema & Hot Tub | 1970s Log Cabin

Featured in 5280 Magazine's "11 Coolest Colorado Airbnbs..." 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 full daylight, through rain, even snow. The trees are your backdrop, your favorite film is on the screen, and the hot tub is waiting when you're ready to soak it all in under an open sky.

Top Guest favourite
A spacious bedroom features a large, wooden bed with a soft gray comforter. Natural light filters in through two tall windows, complemented by dark curtains. A wooden armoire stands opposite the bed, and a shelf with decorative items adds character to the space.
Guesthouse in Sedalia
4.88 out of 5 average rating, 151 reviews

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.

Superhost
Home in Conifer
4.83 out of 5 average rating, 105 reviews

Sunny Mountain House w/ Beautiful Views

Welcome to Humming House! This sun-drenched mountain home has panoramic views of Pike's Peak and ample opportunities for work, play, and rejuvenation. The perfect destination for couples, families, remote workers, and small groups seeking a memorable escape from the hustle and bustle of city life. Relax in beautiful mountain bliss nestled in the picturesque landscape of Conifer CO, just a short 50-minute drive from downtown Denver. 3 bed, 3 bath.

Popular amenities for Douglas County holiday rentals