Holiday rentals with outdoor seating in Douglas County

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.

Monument CO - Tiny House nestled in the Pines!

Monument Colorado - Tiny Home nestled in the Pines - conveniently located near Air Force Academy, Monument, Palmer Lake, just north of Colorado Springs including Garden of the Gods, etc. 40 min south of South Denver- a quick drive to hiking and biking trails, restaurants and mountain fun! Only 3 miles from I-25 but a world away from the everyday! Can sleep up to 6 ( 2 queen beds, 1 twin and a Futon sofa) This is a non smoking home - Enjoy the peaceful mountain air in an adorable tiny house

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!

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!

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.

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**We are located 1 mile from historic downtown, festival park, shopping & many restaurants to choose from. 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**

Mountain Escape

This mountain escape is nestled at the base of Butler Canyon in Larkspur. Only 2 miles from historic Palmer Lake, this property has the feel of true Colorado seclusion while being only 20 minutes from Colorado Springs and 40 minutes from Denver. This historic cabin has over 100 years of history but is equipped with all the modern amenities a traveler could want. The cabin has the charm of historic mountain cabins with a fresh remodel of the interior.

Peaceful Farm Retreat near Denver

Enjoy Rocky Mountain Views, relaxing in the quiet Ponderosa Pines with farm animals nearby and peaceful walking trails. Relax in the hammock as the ponies, mini donkeys and goats graze nearby or walk along the dirt road and watch the beautiful sunsets over Mt. Blue Sky. You’ll be a 5 minute drive from quaint downtown Parker with unique shops and restaurants to explore, the 40 mile Cherry Creek Bike Trail and nearby Castlewood Canyon State Park.

600sqft Private Studio, Parker (private entrance)

Welcome to the Longs Peak Lane Studio! FULLY RENOVATED 600 sq ft private studio with private entrance offers and open floor plan with a new foam mattress queen bed. Kitchen comes equipped with electric two-pan countertop stove, countertop electric oven, full size fridge/freezer, coffee maker with coffee and tea, and dishwasher. The fully renovated bathroom offer a stone tile shower, and a variety of toiletries. Great for short or long stays!