Holiday houses in Douglas County

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Top-rated holiday rentals in Douglas County

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Home in Castle Rock
4.88 out of 5 average rating, 128 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
The exterior of a two-story strawbale home is framed by natural landscaping. Wood and stone materials create a rustic feel, while a large porch offers seating options. A gravel drive leads to the entrance, surrounded by green areas and trees.
Home in Littleton
5 out of 5 average rating, 105 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
Cabin in Evergreen
4.97 out of 5 average rating, 158 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
Bungalow in Castle Rock
4.96 out of 5 average rating, 251 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
The open living area is defined by exposed wooden beams and wide windows. A vintage trunk serves as a coffee table, complemented by a dining table and chairs. The kitchen features modern appliances, with a clear view of the stairs leading to the upper level.
Home in Castle Rock
4.98 out of 5 average rating, 495 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 private hot tub is situated on a patio, inviting relaxation. A barbecue grill is located nearby, alongside a hammock suspended between posts. Steps leading to the upper level are visible in the background, surrounded by landscaped areas and a wooden fence.
Guest suite in Castle Rock
4.98 out of 5 average rating, 189 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
Guesthouse in Castle Rock
5 out of 5 average rating, 286 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 hot tub glows in serene blue light, set against a night sky. City lights twinkle in the distance, framed by surrounding trees and a tranquil landscape.
Guest suite in Littleton
4.96 out of 5 average rating, 590 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.

Top Guest favourite
The exterior of a two-story house is depicted, featuring a brick and green siding facade. A neatly paved driveway leads to a double garage with decorative doors. Lush green grass and low-maintenance shrubs frame the entrance, contributing to a welcoming facade.
Home in Littleton
4.96 out of 5 average rating, 100 reviews

Amazing 4 Bedroom House with nice Backyard

This house is one of a kind! With three spacious upstairs bedrooms, main-floor bedroom with full bath, a comfortable kitchen, and an extraordinary living space suitable to accommodate anyone, and last but not least there is a beautiful, spacious backyard meant for outdoor fun. It is also near town center with restaurants, parks, a public library, hiking trails, and more things for daily needs. In addition, it is less than half an hour away from the Rocky Mountains, I-70, and ski resorts.

Top Guest favourite
An outdoor seating area is enclosed by a wooden fence, featuring two chairs positioned on a patterned floor. Floral decorations adorn the fence, while potted flowers add a touch of color, creating a welcoming environment for relaxation.
Home in Castle Rock
4.94 out of 5 average rating, 156 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**No Cleaning Fees**We are located 1 mile from historic downtown, festival park, shopping & many restaurants. 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**

Top Guest favourite
A spacious wooden deck features a hot tub and two comfortable chairs, inviting relaxation amidst the natural surroundings. The log cabin is visible in the background, framed by tall trees and mountain views, creating a serene outdoor atmosphere.
Cabin in Conifer
4.94 out of 5 average rating, 222 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 daylight, through rain, even snow. The trees are your backdrop, your favorite film is on the screen, and the hot tub is waiting. Nightly rate includes Airbnb's service fee + cleaning fee combined.

Top Guest favourite
A rustic windmill stands prominently in a grassy landscape, surrounded by trees displaying autumn colors. In the background, a collection of houses is visible against a clear blue sky, illustrating a peaceful rural setting.
Guesthouse in Sedalia
4.89 out of 5 average rating, 157 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.

Popular amenities for Douglas County holiday rentals