Vacation rentals in Woodland Park

Little Woody's Hideaway-(4)DownTown - 329662

License 329662. Cozy little 2 story home with 1 bedroom, 1 bath with a pull out sofa sleeper in the center of downtown Woodland Park. It has so much charm you will never want to leave! You have shops and restaurants a hop skip and jump away and the memorial park in your backyard and you can walk to almost EVERYTHING. You will enjoy the farmers market in the spring and summer that is a block away or sit outside and BBQ. Beautiful hikes are 5-20 mins away, we have a guide for all your adventures!

Private Suite w/Trees & Awesome Peak View 328878.

Picture-perfect Pikes Peak views from your living room, bedroom, and patio of this stunning Colorado mountain home's guest suite with a classic Colorado feel. The suite includes the entire walk-out lower-level of our home. It is private, separate, and has its own entrance. With a full kitchen and central location, this is the perfect base-camp for a Colorado get-away; however, with the Ponderosa Pines, Aspen, and beautiful hiking trails right up the street, you may never want to leave.

Luxury Treehouse Escape | Near Pikes Peak+Views

Welcome to the Treehouse - Your Colorado Getaway. Perched high in the trees with panoramic views, a HUGE bathtub, coffee bar with local coffee, two decks, and KING sized bed, you’ll never want to leave. This completely remodeled, octagon treehouse is just 15 minutes from most attractions in Colorado Springs and 5 minutes from the famous Pikes Peak Highway and gorgeous hiking trails - you are right in the middle of plenty to do while also being tucked away in your own little forest paradise.

Cozy Vintage Cabin in Florissant Colorado

Tucked away in the peaceful mountain landscape yet just minutes from the charming town of Florissant, this 500 sq ft, 1-bedroom, 1-bath cabin is the perfect balance of style, comfort, and convenience. Inside, you’ll find a thoughtfully designed interior that blends vintage furniture with eclectic, one-of-a-kind touches. The well-equipped kitchen includes an apartment size oven, fridge and microwave. • An easy day trip to historic mountain towns, scenic byways, and outdoor adventure spots

Dogs YES, Scenic Vws, Fireplace, Hot Tub, 2 Decks

Escape to the “Blue Spruce Chalet”. A 900 sq. ft. A-frame (ish!) retreat on 2 private acres in Manitou Experimental Forest, 15 mins north of Woodland Park & steps away from world-class trails & fishing. Explore the outdoors or plan to stay in. Enjoy a fully equipped kitchen, a wood-burning stove, an outdoor firepit, 2 decks with stunning mountain & sunset views and reliably fast WiFi. Star gaze from the hot tub. You may never want to leave this slice of heaven. Perfect for a quick getaway.

Sunny Treetop Tiny Home! Beautiful Pikes Peak View

Welcome to Treetop Tiny Home! My home is nestled in an adorable close knit Tiny Home community in the lovely town of Woodland Park, Colorado! Come and escape the hustle of this busy world, and enter into the peaceful tranquility of tiny home living... in the woods. Woodland Park is centrally located to some of the finest attractions Colorado has to offer: Just minutes to Rampart Reservoir, Pikes Peak, The North Pole, Cave of the Winds, and so many beautiful hikes! Insta @treetoptinyhome

Pikes Peak Boutique Retreat!

ENJOY Pikes Peak Heaven’s Retreat! Reconnect with nature at this unforgettable Escape!! This Tiny home is LOADED with all the creature comforts needed for a retreat in the mountains. Nestled in a lovely Tiny Home community called Peak View Park, surrounded by breathtaking views of Pikes Peak. The Tiny home is centrally located in Woodland Park, CO near popular attractions like Pikes Peak, Garden of the Gods, Manitou Springs, and Cave of the Winds! Only 25 minutes from Colorado Springs.

Barndominium Loft with a View

Lenten Retreat Special 🤍 For the next couple of months, we’re offering reduced seasonal rates for guests seeking quiet and renewal. If you’re craving fresh mountain air, wide Colorado skies, and a peaceful place to rest, our ranch is ready for you. Perfect for journaling, prayer, long walks, and slowing down. Especially ideal for pastors, ministry leaders, writers, and anyone who pours out for others and needs a place to be refilled. Come retreat. Come breathe. Come be still.

A-frame, Tiny home, Hot tub, 3 acres, Sleeps 4!

Kick back and relax in this stylish tiny home A-frame on 2 acres for a romantic getaway or time with your family. • Hot tub • Sleeps 4 • Indoor fire place & outdoor propane fire pit • Fully stocked coffee bar provided • Board games • Off-road trails & rentals in town all year • 15 minutes to Pikes Peak Entrance • 25 mins to Cave of the Winds • 35 mins to Garden of the Gods • Secluded & outside of city limits, yet minutes to town • 45 minutes to CO Springs Airport

Mountain Sun cabin, amazing views and hottub!

Gorgeous secluded mountain home on 35 acres. Mountain Sun cabin has it all! An amazing view of Pikes Peak and the surrounding area, hottub, many upgrades throughtout the home including log furniture and a mountain theme. The Pikes Peak area has so much to offer: visiting Pikes Peak, Cripple Creek, the Royal Gorge, Garden of the Gods, white water rafting as well as an abundance of outdoor activities summer or winter.

Best Li'l Bunkhouse on 40 Wooded Acres

This log cabin is one of four built in the late 40s or early 50s. Part of the original homestead, the cabin was renovated with reclaimed materials but updated for modern comfort. Old world charm, trim repurposed or locally milled. Located on 40 wooded acres, this is the perfect place for solitude and yet close to amenities and attractions. Sleeps 4, dining and kitchen area, dogs welcome

Mountain Paradise Cottage

Enjoy your stay in the Mountain Paradise Cottage featuring a relaxing cottage-style decor that you will find relaxing, cozy and all together fun! The cottage was originally the caretaker's cottage for the Maytag house. Conveniently located in the center of town and only 2 miles from Charis!