Holiday rentals with outdoor seating in Douglas County

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.

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.

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

The 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.

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!

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.

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.

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.

Downtown Studio Suite

Modern 1 bedroom apartment built in 2021. Located in downtown Castle Rock. Walking distance to restaurants,events,walking paths and parks. Street parking available in front of the property. AC. Inside is a full kitchen with essentials including coffee, cream, dining table & chairs. Full laundry with 2 pods provided. 1 bedroom with a queen bed, TV for streaming & elec fireplace & walk in closet. Main room has sofa/pull out queen bed and a recliner. Full bath with soaps. Sleeps 4

Multi Room Suite Kitchenette Wash/Dry Private Entr

Enjoy a private, first-floor guest suite designed for comfort and convenience. The suite offers its own exterior entrance with self check-in, ensuring privacy throughout your stay. Inside, you’ll find fast, reliable Wi-Fi, a separate bedroom, comfortable living room, full bathroom, kitchenette, and a private washer and dryer. Guests may also relax on the front porch, which serves as a pleasant outdoor space. A well-appointed option for travelers who value space and independence.

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.

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.