Family-friendly holiday rentals in Woodland Park

Dream Rental★Trail Access, Hot Tub, Firepit, Grill

★Direct trail access to Monument park for scenic Colorado hiking ★LOCATION - This Airbnb is situated in the upscale, historic Old North End. Minutes from Colorado College, USAFA, UCCS and downtown. Easy access to I-25 as well as shopping and dining ★Hot tub ★Big backyard with hammock, fire pit, dining furniture & grill ★Electric fireplace and 55” smart TV in living area ★42"TV w/ Roku, Access to log into your Hulu/Netflix ★Fully equipped kitchen w/waffle maker, blender, electric kettle & more!

Bear Paw-Family/Pet friendly/private/HOT TUB!

Nestled among aspen and pine trees, a quiet retreat from the hustle and bustle of the big city, we bring you Bear Paw Haven! This Mountain charm home has 3 bedrooms, 3 bathrooms, and can sleep up to 10-11 guests. The living rooms have two queen-size sofa beds. You will be in a beautiful suburb but feel like you’re all the way up in the mountains. Do you want that cabin that feels like an escape? This is the home for you. The hot tub is hot and ready! We do the best we can to disinfect our home

Hot Tub * Large Kitchen * Great Views * Hiking

Are you looking for adventure? How about a weekend of relaxation? Look no further. My 18-acre paradise close to the heart of Florissant offers it all. • Hot tub & outdoor fire pit • Fully stocked kitchen with ☕ station • Playground/park Fall 2024 • Tons of hiking & OHV trails • 🐶 allowed • Heated floors • 1 min to grocery & liquor store • 10 mins to Wolf Sanctuary • <25 mins to Woodland Park, Cripple Creek, Pike's Peak • 55 mins to Co Springs ✈️ • <2 hours to Breckenridge, Cooper & Copper 🏂

Cabin with Pikes Peak View in WP License#329434

Our Cabin was built in 1947, it is a bit of Country but was recently updated with a modern flair with cool interior barn doors and decor, but we kept the nuts and bolts of the 1940's design. It has an incredible view of Pikes Peak, Woodland Park has many restaurants, family-friendly activities. Only 25 Minutes to Colorado Springs. The Cabin is good for couples, solo adventurers, and furry friends. The cabin is cute and cozy and located just off Main Street in Woodland Park. License # 329434

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!

Mountain Marriott

This eclectic mountain cabin is the perfect retreat. The beautiful mountain views make this a wonderful place to get away with your family, a fun romantic weekend or a business trip and sink your teeth into the wild beauty of Colorado. A 13min Drive to Colorado Springs or Woodland Park and only 5 minutes away from Manitou Springs. Plenty of near by hiking trails and scenic adventures. Our cabin is equipped with WiFi, Netflix, Disney+, Hulu, books, a soaking tub & a propane grill.

The Painted Pony l Garden of the Gods

Brand new townhome ready for you & your family! Located in the absolute best spot in town! Sweeping views of Pikes Peak and the Incline. Just a few blocks from Manitou Springs & Old Colorado City. It's next door to the Academy Riding Stables, a few blocks from the Garden of the Gods, Balancing Rock and the Trading Post. You are minutes from the Incline & the Cog Railway. Eating, shopping, sightseeing, hiking, and big adventures are just out your door! Permit # 23-0181

Twin Rock Cabin, Peaceful Mountain Getaway

Historic Ranch Cabin. Dog-Friendly. Perfect just for you or a small family. We cut no corners with the beautiful western decor, leather furniture, and a fully stocked kitchen with only the best amenities. Hike the landmark rock formation at the Cabin or the trails at the Fossil Beds National Monument just down the road. National forest access is only a few miles away. Local shopping and dining. Plus, it's only a short 40-minute drive to Colorado Springs.

Quaint and Historic Studio Cabin

Rustic and eco-friendly this studio guesthouse overlooks the quaint town of Palmer Lake. Within walking distance of all sorts of outdoor recreation and wonderful restaurants. We're a short driving distance from Colorado Springs and the US Air Force Academy, Garden of the Gods and Pikes Peak region. It's the perfect place to relax and recreate while maintaining distance and privacy. We look forward to hosting you! Becky and Phil