Vacation rentals in Woodland Park

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, 120 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.

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, 121 reviews

Purple Mountain Chalet, Views, Hot Tub, Game Room

Modern meets mountain in this gorgeous getaway. Amazing views of “Purple Mountains Majesty”, Pikes Peak, as referenced in the famous anthem. All VIEW pictures taken from the deck! Sledding, and snowshoeing/cross country skiing!! -HOT TUB ⇹ PLAY GROUND ⇹ GAME ROOM: Air Hockey, Ping Pong, Foosball, Pool Table, and Corn hole. ⇹ Luxury Shower: 6 heads & heated floors ⇹ Pleasant Outdoor indoor spaces w/ firepit. ⇹ Activities: See Guidebook, my pictures, or TripAdvsior. -Complimentary Snow removal

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, 551 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 cabin's exterior showcases rustic wooden logs juxtaposed with modern elements. A welcoming red door is surrounded by simple landscaping, including a bench and a small tree. The entrance provides a view of the nearby road and surrounding trees, adding to the cabin's quaint charm.

4.88 out of 5 average rating, 399 reviews

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

Treehouse in Cascade-Chipita Park

The unique octagon structure of the Treehouse is surrounded by lush greenery, with tall trees and fog creating a serene atmosphere. The design elevates the home above the forest floor, showcasing wooden supports and inviting outdoor stairs leading up to the entrance.

4.99 out of 5 average rating, 273 reviews

THE Treehouse, Panoramic Views, CoffeeBar, KINGBed

*If booking a stay for Oct.-May please carefully read winter info. Welcome to the Treehouse - the ultimate Colorado getaway. Perched high in the trees with panoramic views, 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.

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, 270 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.

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.

4.98 out of 5 average rating, 126 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

A cozy cabin is nestled among towering trees, featuring a welcoming front porch with colorful chairs. A wood-burning stove chimney extends from the side, adding to the rustic charm. The surrounding area is open and natural, providing a serene setting for relaxation.

4.97 out of 5 average rating, 207 reviews

The Potlatch Cabin

This cozy mountain hideaway is all within an hours drive or less to Pikes Peak, hiking, fishing, Garden of the Gods, Seven Falls, snowshoeing, cross country skiing, ATV and snowmobile trails, Manitou Springs, breweries, coffee shops, shopping, wine tasting and more. Relax on the front porch and enjoy the wildlife or stars. Games and books available in the cabin or snuggle by the fireplace and watch movies on the large flat screen smart television. There are 3 steps down into bathroom.

4.99 out of 5 average rating, 191 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

Private Luxury Spa 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, 359 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 main living area features large windows providing natural light. A comfortable sofa is complemented by a patterned area rug. A simple dining table with two chairs is positioned nearby, creating a cozy and functional space. A door opens to an outdoor patio area.

Tiny home in Woodland Park

4.9 out of 5 average rating, 341 reviews

Discover the Benefits of Grounding-Heavenly Views

Come try out the healing benefits of grounding in this cozy little farmhouse nestled in the Rocky Mountains. Relax in the rocking chairs as you soak in the breathtaking view of Pikes Peak. Featured in “Out There Colorado Magazine”, Tiny Farmhouse Colorado is just minutes away from the most popular sightseeing destinations in Colorado! Loaded with full-sized appliances and all the modern conveniences of home, come experience why tiny living has become so popular!

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, 130 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

Cabins

Kick off your hiking boots at these rustic lodgings

Cottages

Quaint homes, peaceful surroundings

Houses

A space thats all yours, with room for everyone

Popular amenities for Woodland Park vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Woodland Park house rentals

4.95 out of 5 average rating, 230 reviews

Pinecone Cottage | Hot Tub | Fire Place | Dogs OK

4.99 out of 5 average rating, 170 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

An outdoor patio area is highlighted by a wooden frame, providing shelter over a dining table and seating. A hot tub is situated nearby, surrounded by lush greenery and tall trees, creating a serene environment for relaxation.

4.88 out of 5 average rating, 124 reviews

Sunshine Mountain , experience true Colorado!

4.98 out of 5 average rating, 107 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

4.99 out of 5 average rating, 188 reviews

A dining table is set with black dishes and sparkling glassware, positioned near a large sliding glass door. Outside, expansive views of Red Rock Canyon and lush greenery are visible, offering a serene outdoor setting. Natural light illuminates the space.

Home in Colorado Springs

The Little House at RRCOS -Escape- Amazing views!

Superhost

A warm living area features wooden flooring and large windows providing views of the outdoors. A stone wood stove stands prominently, accompanied by a comfortable seating arrangement. Decor includes rustic elements, with a coffee table at the center, enhancing the inviting ambiance.

4.88 out of 5 average rating, 139 reviews

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

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, 107 reviews

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

Home in Cascade-Chipita Park

A cozy hot tub is set against a warm wooden wall, adorned with a circular sign reading 'The Bungalow at Rockies Ranch.' Soft lights hang overhead, creating a relaxed ambiance. A bottle of wine and two glasses rest on the ledge beside the bubbling water.

4.92 out of 5 average rating, 110 reviews

The Bungalow at Rockies Ranch

Other great vacation rentals in Woodland Park

A cozy living area features two plush brown sofas facing a round wooden coffee table adorned with a decorative tray and fresh flowers. Natural light streams through windows adorned with light curtains, illuminating warm tones and creating an inviting space.

5 out of 5 average rating, 32 reviews

Cozy Mountain Suite ~ Fire Pit | Grill | Hot Tub

4.96 out of 5 average rating, 110 reviews

A modern kitchen space features a sleek white countertop with seating for six, beside a warm fireplace integrated into a black feature wall. A cozy brown armchair is positioned nearby, and ample natural light filters through the window, creating an inviting ambiance.

Cabin in Divide

Romantic Lakefront Cabin - Hot Tub-VIEWS!

4.98 out of 5 average rating, 103 reviews

A shaded porch is highlighted with wooden rocking chairs facing scenic mountain views. The cabin's wooden exterior features log paneling and a stylish wall light. The expansive deck allows for easy transition between indoor and outdoor spaces.

Cabin in Divide

Alpine Escape: Family-Friendly w/ Gorgeous Scenery

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, 71 reviews

Mountain Glen Vista! License # 331228

5 out of 5 average rating, 5 reviews

A cabin nestled among trees is illuminated against a night sky filled with stars. A hot tub sits on the deck, inviting relaxation, while the surrounding landscape creates a serene atmosphere. The glow from the cabin enhances the natural beauty of the setting.

Cabin in Cripple Creek

Bighorn Vista • Sky Net & Spa

4.97 out of 5 average rating, 65 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

4.98 out of 5 average rating, 159 reviews

An open-concept kitchen and dining area feature wood-paneled walls with triangular skylights allowing natural light to fill the space. A modern kitchen is equipped with a stainless steel refrigerator and oven, with black cabinetry enhancing the design. A round dining table is adorned with a potted plant.

Cabin in Florissant

Modern A-frame w/ hot tub + view