Family-friendly holiday rentals in Douglas County

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!

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

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.

Open Air Cinema & Hot Tub | Restored Log Cabin

Twice featured in 5280 Magazine, most recently in the July 2026 print edition. 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.

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.

Pike's Perch: Your Modern Mountain Retreat with AC

Tucked amongst the fragrant pines of the Pike National Forest, Pike's Perch features: - incredible views of Rocky Mt. peaks - proximity to Denver/DEN, 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.

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!

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.

Hot Tub | 2 King Beds | BBQ | Hiking | Fire Pit

✓ 2 King Beds, 1 queen, 2 twin, 1 air mattress ✓ Hot Tub / BBQ / Fire Pit / Cornhole ✓ Reverse Osmosis Purified Water on Tap ✓ 12-inch cooling gel memory foam ✓ 35 mins to Denver ✓ Water softener ✓ White noise machine Rank One Stays presents, Alice in Littleton: An Immersive Alice in Wonderland Experience. This 4 bed 3 bath w/ hot tub, is a completely unique, interactive & immersive Alice in Wonderland experience just minutes away from hiking trails, Chatfield, and Roxborough State Park.

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**

Explorers Wonderland-Walk Downtown!

This home offers you indulgent beauty and comfort and is truly unlike anything else. Kids and adults alike will enjoy feeding the koi fish, creating dramas on the giant stage, throwing horseshoes and discovering the surprise tree “fort" and "secret" trail or kick your feet up and rest in the hammock to the sounds of the waterfall. If you ever decide to leave this magical oasis, it is a quick and easy walk into the town center enriched with cafes, shops and ice cream parlors!

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.