Vacation rentals in Woodland Park

4.98 out of 5 average rating, 147 reviews

The image collage features four areas of the Tecumseh Lodge. A living room showcases a leather sectional, a stone gas fireplace, and large windows displaying snowy trees outside. The loft bedroom displays a queen bed with a cozy couch, while the downstairs master bedroom features a king-size bed and beautifully arranged bedding.

Chalet in Woodland Park

Cozy Forest Escape w/ Hot Tub & Scenic Views

Indulge in the ultimate retreat experience at the enchanting Tecumseh Lodge, nestled near Pike's Peak, a mere 15-min drive from downtown Woodland Park. Escape to a haven designed for serenity seekers, nature lovers and remote workers alike. Wake up to a golden sunrise on our spacious deck with cozy furniture and a warming space heater. In the evening, unwind in our hot tub, surrounded by all the stars & nature. Book your escape at Tecumseh Lodge for a luxurious blend of comfort and nature.

A panoramic view showcases snow-capped mountains rising majestically above a densely wooded landscape. Tall evergreens dominate the foreground, contrasting beautifully with the clear blue sky and distant peaks.

4.98 out of 5 average rating, 113 reviews

HOT TUB ~ 31 Acres ~Bring ATVs/Border Nat'l Forest

Looking for a quiet and secluded mountain getaway? This charming cabin on 31 acres that borders Pike National Forest is the perfect place to escape the hustle and bustle of everyday life. Enjoy breathtaking views of the surrounding mountains from the cabin's spacious deck, & keep an eye out for wildlife. The mountain getaway vibe is complete with a new hot tub, wood-burning stove & amazing views. You’re just a short drive from several mountain towns and 2 hours from Denver International Airport.

4.93 out of 5 average rating, 107 reviews

The living area features a combination of comfortable seating, including a grey couch and two blue accent chairs. Natural light filters through skylights, illuminating the stone accent wall. A central coffee table is positioned on a patterned rug, creating a cozy atmosphere for relaxation.

Chalet in Woodland Park

Blissful Mountain Escape: Wi-Fi>HotTub>Fenced Yard

Escape the mundane life cycle into this Majestic, Cozy Mountain escape, nesting within reach of several Ski Slopes, Scenic Hiking/Biking trails, or just unwinding admits nature, A perfect basecamp for relaxing after nature adventures! Perfect for a Romantic Couple’s Retreat, Anniversaries, or a true Family Getaway centrally located in Woodland Park (City Above the Clouds) with convenient reach to Pikes Peak Rocky Mountain Range, 30 mins to Garden of the Gods, and 13 minutes to Manitou Springs.

Tiny home in Woodland Park

The exterior of a tiny house features a combination of green and wood paneling. Large windows allow ample natural light, while a welcoming door with steps leads inside. Gravel surrounds the house, enhancing the natural setting among surrounding trees.

4.93 out of 5 average rating, 540 reviews

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 🤗

The brightly colored cabin is illuminated by string lights, creating a warm ambiance at night. A patio area is visible, featuring outdoor seating that invites relaxation. The front door is framed by a welcoming entryway, accentuated by decorative shutters.

4.98 out of 5 average rating, 209 reviews

Farmhouse-In The Heart of Town-Dogs OK-Hot Tub!

Go back in time in a 1930's Farmhouse cabin near Pikes Peak. Great location, 2 blocks from downtown and new hot tub! Walk to coffee shops, restaurants & parks. Enjoy the outdoor fresh air, hiking & fishing. Short drive to Pikes Peak & many other must see sites! Fully stocked kitchen with fun retro appliances. Dog friendly with a fenced in backyard. Enjoy an evening around the outdoor fire pit or indulge in relaxation & enjoy the remote fireplace in the bedroom. WIFI, Smart TV's and plush bed.

Guest suite in Woodland Park

A mountain home is set among Ponderosa pine trees, featuring a spacious deck with outdoor seating. The lower level has large windows allowing for views of the surrounding nature. The well-maintained lawn and landscaped area add to the inviting atmosphere of the property.

4.99 out of 5 average rating, 264 reviews

Private Guest Suite w/Trees & Awesome Peak Views

Picture-perfect Pikes Peak views from your living room, bedroom, and covered 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 Pine, Aspen, and hiking trails right up the street, you may never want to leave.

Superhost

The exterior of a charming A-frame cabin is showcased, featuring a wooden deck with a railing. Large floor-to-ceiling windows allow ample natural light into the space, providing a view of the surrounding trees and outdoor seating area.

Cabin in Florissant

4.92 out of 5 average rating, 584 reviews

☀Cabin with Mtn Views☀ A-Frame Nature Getaway

★Location: Minutes to CO Wolf + Wildlife Ctr, award-winning Paradox Beer Company, Fossil Beds, Lake George, Mueller State Park. Short Drive to Pikes Peak, Garden of the Gods ★OUTDOORS: Nearby hiking, biking, snowshoeing, horseback riding, cross country skiing, rock climbing, white water rafting ★DINING/SHOPS: Short drive to Woodland Park & Historic Manitou ★VIEWS of the Continental Divide from the large back porch & bedroom balcony ★Grill + Firepit ★Brand new comfy beds ★Equipped Kitchen

An A-frame cabin exterior is visible at dusk, with a sloping black facade contrasting against the colorful sunset. A neatly stacked pile of firewood is situated in a circular holder on the deck, alongside a potted plant for a touch of greenery.

4.98 out of 5 average rating, 335 reviews

Magical A-Frame w/in Nat'l Forest-Firepit+MtnViews

►Escape to a secluded a-frame amidst 1+ million acres of pristine national forest ►Hike a 1.5 mile private trail just out your back door ►Unwind by the crackling fire pit under a star-filled sky ►Designed by boutique NYC interior design firm ►Complimentary organic local coffee, beer, and healthy snacks ►Prepare gourmet meals in the chef's kitchen ►Stocked with: board games, puzzles, books, yoga mats, and more ►Cozy up next to the inviting wood-burning stove ►High-end mattress and bedding

Tiny home in Woodland Park

A cozy living room features a brown leather sofa and a handmade wooden table. Natural light floods the space through large windows, illuminating a relaxing nook with patterned poufs and a guitar hung on the wall. Outdoors, a porch with rocking chairs offers a view of the surrounding trees.

4.99 out of 5 average rating, 119 reviews

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

4.99 out of 5 average rating, 183 reviews

The exterior view of the home features a stone fire pit surrounded by seating, with flames flickering warmly in the evening. Soft lighting highlights the structure, while tall trees stand in silhouette against a night sky.

Home in Divide

Colorado Luxury Retreat-Mtn View, Hot Tub & Sauna

Welcome to your luxurious mountain retreat at Eagle Ridge! The Living Room is a stunning 1400 sf newly renovated home situated in a gated 43-acre property with panoramic views of Pikes Peak that will take your breath away. With a magnificent 1200 sf patio and access to private walking trails, this space has everything you need for a peaceful and rejuvenating vacation or retreat -- a hotel penthouse experience on ground level. The hot tub is filled with fresh water for every guest.

4.99 out of 5 average rating, 345 reviews

The cabin is nestled among tall, green trees, surrounded by a natural landscape. A spacious deck extends from the front of the cabin, providing an outdoor area. The dirt road leading to the cabin is visible, indicating a secluded mountain retreat.

Cabin in Divide

Black Ridge Cabin|Private Hot Tub &Forest Retreat

The Black Ridge Cabin - Your mountain escape! 🗻Tucked in Colorado’s STUNNING Pikes Peak region 🛏️ Cozy 2BR w/queen beds on 1 private acre 🌌 Secluded hot tub under the stars 🔥 Indoor Fireplace + fast Starlink Wi-Fi 🍳 Stocked kitchen + washer/dryer 🌲Near hiking trails & hillside access with fenced yard 🚗 20 mins to Woodland Park, 2 hrs to DIA 🚶‍♂️ Walk to scenic Burgess Reservoir (no lake access) 🔥 Fire pit, outdoor dining, forest views 🅿️ Covered carport + driveway parking

Superhost

The entrance of a cabin is framed by rustic wooden beams, with a green front door welcoming visitors. Two white Adirondack chairs are positioned on a stone patio, providing a place to relax. Surrounding trees display vibrant autumn colors, adding to the cabin's natural setting.

4.87 out of 5 average rating, 125 reviews

Cozy Mountain Cabin Retreat

Find yourself at this cozy cabin located just 8 minutes outside of historic Woodland Park. Enjoy your morning coffee with common sightings of wildlife. During the evening, enjoy fireplace gatherings under the stars on the wrap around private patio. This updated cabin is located close to popular attractions: Mueller State Park, Santa's North Pole, Cave of the Winds, Pikes Peak, Garden Of the Gods, gambling at Cripple Creek, fishing, hiking & biking trails, etc.

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Woodland Park vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Woodland Park house rentals

The image showcases a breathtaking view of snow-capped mountains under a soft glow, framed by trees in the foreground. The varying shades of green and the snow highlight the majestic peaks, creating a serene and tranquil landscape.

4.97 out of 5 average rating, 116 reviews

Purple Mountain Chalet, Views, Hot Tub, Game Room

The living area features a stone fireplace, providing a central focal point. Two light-colored sofas are arranged around a wooden coffee table on a patterned rug. A large window allows natural light to fill the room, with a view of the outdoor space visible.

4.95 out of 5 average rating, 226 reviews

Pinecone Cottage | Hot Tub | Fire Place | Dogs OK

4.94 out of 5 average rating, 101 reviews

Pikes Peak View~Hot Tub~Theater~Game Room~Firepit

5 out of 5 average rating, 162 reviews

The exterior of a modern two-story guest house is shown, featuring large windows and a combination of light and dark materials. The structure is situated amidst tall pine trees on a gravel driveway, with a single carport located beneath the upper level.

Home in Colorado Springs

Private Guest House in the Forest

4.98 out of 5 average rating, 105 reviews

A hot tub is positioned outdoors on a wooden deck, overlooking a serene forested area. Steam rises gently from the bubbling water, surrounded by snow-dusted trees and a clear blue sky. The space is designed for relaxation and enjoying nature.

Home in Florissant

HOT TUB!~Game Room~Family Fun~Pet's Free~Starlink

4.94 out of 5 average rating, 102 reviews

A chalet is nestled among tall pine trees, enveloped in a blanket of snow. The dark exterior of the home contrasts with the white snow, while the warm glow of interior lights is visible through large windows, inviting observation of the serene winter landscape.

Home in Monument

Secluded Chalet in the Pines Hot tub Wrapped porch

Home in Cascade-Chipita Park

A bright dining area is framed by large landscape windows, offering views of snow-covered mountains and trees. A sturdy wooden table with light-colored chairs is positioned near the windows, complemented by vibrant potted plants. A telescope is visible nearby, enhancing the space's connection to nature.

4.88 out of 5 average rating, 104 reviews

Romantic Home w/ Hot Tub, Mt. Views & Art

Home in Green Mountain Falls

An outdoor deck area is furnished with comfortable seating and a glass-top table. The surrounding lush landscape features a spacious fenced-in yard and tall trees, offering a serene setting for relaxation and enjoyment.

4.94 out of 5 average rating, 226 reviews

Beautiful mountain getaway with hot tub!

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Other great vacation rentals in Woodland Park

A comfortable living area is presented with a pair of brown sectional sofas adorned with patterned yellow pillows. A round coffee table sits at the center, topped with a decorative tray. Natural light filters through two windows, complemented by light curtains.

5 out of 5 average rating, 22 reviews

Cozy Mountain Retreat ~Hot Tub ~Fire Pit ~Grill

Superhost

The exterior of the charming A-frame cabin is illuminated under a starry night sky. Large windows offer glimpses of the inviting interior, while warm lights accentuate the structure's features. A deck with seating invites relaxation amidst the serene mountain surroundings.

Home in Florissant

5 out of 5 average rating, 4 reviews

The Timber Triangle | Theater | Hot Tub | Views

5 out of 5 average rating, 30 reviews

The exterior of the A-frame cabin is surrounded by tall pine trees, featuring a rustic wooden facade and a green roof. A small porch area is visible with sliding doors, and a gravel yard provides space for outdoor activities.

Chalet in Woodland Park

Tackle Mtn Lodge: Relax, Activities, No Chores!

A serene outdoor landscape is visible, featuring green grass and native plants, with a gravel path meandering through the scene. Majestic snow-capped mountains rise in the background, framed by tall pine trees. A fire pit surrounded by chairs and a barbecue grill is positioned to the right.

5 out of 5 average rating, 67 reviews

Mountain Glen Vista! License # 331228

A hot tub sits in an outdoor setting, surrounded by tall trees and natural landscapes. The water reflects the blue sky, creating a serene atmosphere. The space is designed for relaxation and enjoyment of the forest views.

4.92 out of 5 average rating, 195 reviews

Rustic cabin charm w/ hot tub, arcade basketball

4.98 out of 5 average rating, 59 reviews

A modern A-frame cabin is nestled in a snowy landscape, showcasing a spacious deck and a luxurious hot tub. Nearby, a geodesic dome offers a unique stargazing experience. The backdrop features a starry sky, enhancing the serene mountain setting.

Cabin in Florissant

New! A-Frame w/ Hot Tub + Stargazing Dome

Vacation home in Woodland Park

The exterior of a two-story apartment is shown, featuring a mixture of wooden and stone elements. Dense pine trees stand prominently, providing natural framing. A stone wall borders the property, while a balcony extends across the upper level, offering potential outdoor relaxation areas.

4.98 out of 5 average rating, 51 reviews

Cozy couples get away with view of Pikes Peak