Pet-friendly holiday rentals in Castle Rock

Wabi Sabi Tiny House - No Cleaning Fees!

I designed and built this Tiny House a few years ago! As such, it's still an ongoing work in progress and so not quite as picturesque as the finished homes you may see on TV, but it's still fully functional, cozy, and homey. To sleep, you'll have the choice of a queen size loft bed (must climb narrow stairs to access) or a queen size (comfortable!) sofa bed on the ground floor. Located in Woodland Park, CO you have an AMAZING view of Pike's Peak and close proximity to so many adventures 🤗

✷Kayak Cabin✷ Hot Tub┃Firepit┃Games┃Movie Room

★Location: 1 mi to Pinecrest Event Center, 20 mins to the Air Force Academy ★Outdoors: 0.7 mi to the lake for kayaking, 1 mi to hiking ★YARD: Fenced in w/fire pit, hot tub, hammock & games ★GARAGE w/kayaks & tennis rackets ★PORCH: Dining area, rocking chairs & grill ★FAMILY FRIENDLY: Pack n play, baby bath, high chair, baby monitors, toys! ★70" Smart TV in living room & 70" Smart TV in movie room w/Apps + Cable ★Fast Wifi ★Keyless Entry ★Comfortable beds ★Equipped kitchen ★Free Colorado beer

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

Lodge at Pinecone Hollow-sleeps 4+ & 420 friendly

Pinecone Hollow is nestled right in between Denver and Colorado Springs & has been carefully set up for those who love nature, open spaces, outdoor activities and/or just stay in and enjoy the quiet of remote living. If you want to be "Off the Grid" or just get a reprieve from the daily grind of city life, this place is it. Quiet nights, plenty of wildlife & beautiful scenic views. There is WiFi, DISH T.V and more!!! Hiking, scenic drives, bird watching, puzzles and so much more to do!

Rainbow Trail A-Frame Hot Tub |Firepit| StarGazing

This recently renovated A-frame cabin is nestled on 2 acres of tranquil, forested land surrounded by aspen and pine trees — the perfect mountain escape. Unwind in the private hot tub, warm up by the cozy wood-burning stove, or gather around the outdoor fire pit for a night under the stars. Plus, with the addition of our Star Gazing Net in June 2025. Near Divide, Florissant, and Woodland Park, 45-minute drive from Colorado Springs, 1.5 hours from Breckenridge skiing, and 2 hours from (DIA).

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.

Secluded Chalet in the Pines Hot tub Wrapped porch

Get away to our private chalet in the woods in Monument, Colorado! Relax in the outdoor hot tub with your feet up, or read a book on the hammock swinging between the pine trees. Enjoy an outdoor lunch on the back patio taking in the scents and sounds of the forest. You'll love the artistic touches throughout, with beautiful décor and thoughtful furnishings. When its time for work, there's a dedicated office and high speed internet available for your use.

Lovely 1-Bedroom Condo in DTC - With Full Kitchen!

Welcome to this Beautiful, Top-Floor Condo, centrally-located in The Denver Tech Center. Only minuets for the highway, public transportation, shopping, amazing restaurants, and many parks/dog parks! Other features include a fully equipped kitchen, private bedroom and space, king size bed, HD cable & Smart TV, Fast WiFi, central heat and A/C and soft linens and towel! You will also have full access to the POOL (OPEN JUNE - AUGUST ONLY) & community gym!

Private Guest House in the Forest

Our family has lived on this gorgeous, treed 5-acre property for over twenty years. Back then we were considered the outskirts of town. Now we have amazing amenities just a couple of miles up the road. We've dreamed of building this guest house for years and are now proud to announce "We're open for business!" I've been designing and building custom homes for 25 years. This home represents all of my best ideas and style. You're going to love it!