Tiny house vacation rentals in Woodland Park

4.94 out of 5 average rating, 640 reviews

Tiny home in Florissant

Twin Rock Bunkhouse Rocky Mountain Spring Escape

Escape to our cozy 1900s Bunkhouse! Rocky grandeur meets Colorado splendor. Western charm, stunning views of Pikes Peak & Continental Divide. Dogs (2) & horses welcome! Convenient corral nextdoor. Explore National Monument & Forest, miles of hiking trails, world-class fly fishing. Insider tips on local gems, restaurants & shops. 45 mins to Colorado Springs. Unwind under starry skies, enjoy landmark rock formations. Perfect for outdoor adventures with your furry friends! Make memories! Pets-fee

The log cabin is elevated on a sturdy foundation, surrounded by a wooded area. Steps lead up to a welcoming deck, which offers views of the forest. Sunlight filters through the trees, illuminating the natural stone path that surrounds the property.

4.93 out of 5 average rating, 108 reviews

Timberwood Cabin

Welcome to our rustic log cabin in beautiful Florissant, Colorado. Enjoy the spacious treed lot with easy access to the Florissant Fossil Beds, Eleven Mile Canyon, and the town of Cripple Creek. Stay connected with satellite internet, or disconnect and enjoy the cool high-altitude air and gorgeous mountain views. Sip on your favorite drink by the outdoor fire pit while admiring a breathtaking Rocky Mountain sunset that turns into an amazing starlit sky, or cozy up inside by the warm fireplace.

4.98 out of 5 average rating, 397 reviews

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.

Cabin in Woodland Park

Romantic AFrame*Private Trail*Wood Fire*Stargazing

► Romantic A-frame retreat designed for couples and quiet getaways ► Backyard opens to over one million acres of national forest with a private trail leading to a private summit fire pit ► Outdoor fire pit for stargazing and peaceful evenings ► Thoughtfully designed by a boutique NYC interior design firm ► Well-equipped kitchen for cooking real meals ► Nest mattress with organic cotton sheets for deep sleep ► Easy access to hiking, skiing, gold-water fly fishing, scenic drives, and ATV rentals

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, 602 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 🤗

A white coffee cup sits on a saucer on a woven placemat, with lush green plants in a glass bowl nearby. Large windows reveal unobstructed views of the mountains in the background, allowing natural light to illuminate the space.

4.91 out of 5 average rating, 303 reviews

Boutique TinyHome w/Direct View of PikesPeak!

If mountain views are what you want, you have found your get away with DIRECT unobstructed views of world famous Pike's Peak. This one of a kind cozy tinyhouse is nestled in a lovely Tiny home community called Peak View Park and is surrounded by breathtaking mountain views located in Woodland Park. Close to great restaurants and a variety of grocery stores. Woodland Park is located just 20 minutes west of Colorado springs on Highway 24. Come and experience the “City above the Clouds”.

4.98 out of 5 average rating, 261 reviews

Into the Woods Aframe | Hot Tub | FirePit| 6 Acres

✨ Step into an ideal Colorado getaway at this renovated A-Frame. 🏔️ It is truly a gem with comfort and minimalism in mind. 🔥Newly added Pellet Burning Stove! 🎨 Enjoy the modern mountain aesthetic and design! 🌲 The A-frame sits on 6 acres filled with pine, aspen trees, and rock outcroppings, give a secluded and private stay. 🛁 A hot tub to soak in under a star-filled sky completes the space. 🚗 Short drive to neighboring mountain towns: Divide, Florrisant, Lake George, and Cripple Creek.

Train in Cascade-Chipita Park

The exterior of the converted caboose is showcased amidst tall blue spruce pines, featuring a vibrant red color. The surrounding area offers ample space for outdoor activities on a gravel path, with lush greenery visible in the background.

4.97 out of 5 average rating, 259 reviews

Historic Creekfront Caboose | Hot Tub | Pikes Peak

Get away from your busy life. Nestled along Fountain creek bubbling beneath pines and mountain views this train caboose is the perfect place to relax, unwind and explore. Enjoy nature overlooking the creek from your private hot tub on the deck. Located within walking distance of secluded hiking trails and the Wines of Colorado. Santa's Workshop and Pikes Peak highway a minute away. Manitou Springs and Old Colorado City are a 7 minute drive. Personalized guidebook https://abnb.me/IVMEUfL3aIb

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, 171 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

The living area features a comfortable gray sofa paired with a distinctive black wingback chair. A decorative coffee table is centered on a soft area rug, while elegant light fixtures hang above. Natural light pours in through clerestory windows, enhancing the airy ambiance.

4.96 out of 5 average rating, 218 reviews

Charming Mountain Retreat with private HOT TUB

Welcome to Mini Maison, the coziest tiny home in Woodland Park! Whether you're looking to unwind and refresh or explore the natural beauty the area has to offer, our beautifully decorated home was curated with comfort and luxury in mind. We're located just 10 minutes from Pikes Peak, the most visited mountain in the USA. Garden of the Gods, Manitou Springs and Cave of the Winds are also nearby. Come enjoy the Colorado mountains, our private and peaceful retreat is waiting for you!

4.92 out of 5 average rating, 109 reviews

Rustic Cabin | Dogs • ATV • Kayak • Hot Springs

Escape to the mountains in this cozy rustic tiny home surrounded by towering pines at 8,524 ft elevation. Just 10–15 minutes from hiking, fishing, and rock climbing, and only about an hour from the relaxing Mount Princeton Hot Springs. Enjoy optional ATV rentals for exploring scenic trails, eco-friendly living with a compostable toilet, and peaceful starlit nights in the heart of Colorado’s high country. IMPORTANT Please ALWAYS keep your dogs on a leash!!

4.99 out of 5 average rating, 344 reviews

Cabin in Divide

Cabin Spa Retreat: Hot Tub, Sauna & Mountain View

Escape to your private mountain spa retreat at Eagle Ridge, where rustic charm meets modern comfort. This stunning handcrafted 360 sq. ft. cabin is nestled on a gated 43-acre property with beautiful Pikes Peak views, exclusive use of a freshly filled hot tub and custom-built barrel sauna, plus access to peaceful forest and meadow trails. Perfect for birthdays, anniversaries, honeymoons, or a personal retreat surrounded by Colorado beauty.

Guesthouse in Palmer Lake

A rustic wooden cabin is nestled among snow-covered trees, presenting a serene winter scene. The building features a sloped roof and a single satellite dish, surrounded by a blanket of snow on the ground. The town of Palmer Lake is visible in the background.

4.94 out of 5 average rating, 269 reviews

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

Popular amenities for Woodland Park tiny house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly tiny house rentals

Cottage in Cascade-Chipita Park

A charming cottage is surrounded by vibrant orange poppies and lush greenery. The entrance features a red door and blue accents, while a picnic table is visible nearby, offering an inviting outdoor space. The unpaved driveway leads to the cottage, framed by trees.

4.84 out of 5 average rating, 309 reviews

Cottage w/Mountain Views |Perfect Couples Retreat

4.97 out of 5 average rating, 196 reviews

Home in Manitou Springs

Mountain Retreat~Quiet, Walk to Garden of Gods!

Guesthouse in Colorado Springs

The inviting Inlaw suite features a comfortable queen-sized bed adorned with a soft quilt, complemented by framed artwork on the wall. A cozy couch sits opposite the bed, and a ceiling fan offers a gentle breeze. Light streams through the window, illuminating the space.

4.95 out of 5 average rating, 649 reviews

The Bonnyville Suite

Cottage in Colorado Springs

A charming green cottage is set within a spacious yard, featuring a well-maintained lawn and pathways. Stone landscaping and potted plants complement the outdoor space. Seating areas are arranged for relaxation, while tall trees provide shade and enhance the natural ambiance.

4.95 out of 5 average rating, 376 reviews

Centrally located Craftsman Cottage

Tiny home in Garden of the Gods

4.96 out of 5 average rating, 849 reviews

Chicken Coop: a cozy cottage at Garden of the Gods

Guest suite in Old Colorado City

A compact interior features a kitchenette with a mini fridge and sink, complemented by open shelving above. A small dining stool is positioned next to a workspace. A comfortable seating area and a bed on a lofted platform are visible, while a neutral-colored area rug adds warmth.

4.87 out of 5 average rating, 268 reviews

*Bird House* Queen bed* Smart TV* Fire pit* Grill*

Guesthouse in Manitou Springs

The Nest cottage is framed by soft lighting and natural elements, nestled among greenery. A welcoming sign is visible, and stone steps lead to the entrance, creating an inviting ambiance. The exterior showcases a charming roofline with trees enhancing the overall privacy.

4.93 out of 5 average rating, 479 reviews

Cozy Cottage with Hot Tub: Walk Downtown

Guesthouse in Colorado Springs

A spacious room is highlighted by custom metallic epoxy floors in calming hues. A large bed sits at one end, adorned with floral-patterned cushions. A cozy purple chair and a flat screen TV complete the setting. Natural light enters through multiple windows, enhancing the colorful decor.

4.98 out of 5 average rating, 596 reviews

Peacock Manor Private Cottage with L2EV Charger

Tiny house rentals with a patio

4.98 out of 5 average rating, 118 reviews

The open living area showcases a stylish leather sofa paired with a wooden coffee table, complemented by decorative cushions. Natural light floods the space through skylights and windows. A fully equipped kitchen is visible in the background, along with a cozy dining area.

Guesthouse in Broadmoor

Earthy Chic Casita in Prime Location

Cottage in Colorado Springs

The interior features a cozy studio layout, with a spacious bed and soft bedding. A comfortable leather couch and a dining table create a welcoming seating area. Natural light flows through the windows, highlighting the vibrant area rug and plants adorning the space.

4.88 out of 5 average rating, 135 reviews

EntireCozyCottage by Manitou/PikesPk/GardenGods

Tiny home in Colorado Springs

An outdoor seating area is positioned under a wooden pergola, featuring a swing and a small table with two chairs. A BBQ grill is nearby on a grassy surface, with expansive sky views and surrounding grassy fields visible in the background.

4.89 out of 5 average rating, 136 reviews

Peaceful tiny home.

Guesthouse in Colorado Springs

4.97 out of 5 average rating, 380 reviews

Tesla's Cottage

Cottage in Manitou Springs

4.96 out of 5 average rating, 144 reviews

Love Shack: Walk to Incline, Cog, Downtown

Tiny home in Cascade-Chipita Park

A kitchen table is set with a bottle of wine and two elegant glasses, accompanied by neatly folded navy blue napkins placed on woven placemats. Soft natural light enters through a nearby window, illuminating the wooden dining surface and surrounding kitchen features.

4.98 out of 5 average rating, 236 reviews

Tiny House in the Mountains, Hot Tub & EV Charger

Guesthouse in Woodland Park

The interior space features wooden cabinetry and a compact kitchenette with essential appliances. A sofa is positioned nearby, and a dining table occupies one corner. Natural light floods in through multiple windows, enhancing the warm ambiance of the cabin.

4.94 out of 5 average rating, 192 reviews

Rose Mountain Escape Pet friendly W/pet fee

Cottage in Old Colorado City

A modern living area features a light gray sofa adorned with decorative pillows, positioned against a wall-mounted television. A round blue rug lies on the floor, complemented by a stylish wooden coffee table. Natural light enters through a large window framed by scenic outdoor views.

4.93 out of 5 average rating, 109 reviews

The Cozy Cottage

Tiny house rentals with outdoor seating

The eco-cabin exhibits a modern exterior with a mix of reclaimed wood planks and a stone foundation. The elevated structure features a welcoming front porch, framed by sturdy railings and illuminated by recessed lighting.

4.88 out of 5 average rating, 409 reviews

Rock Rest Eco-Cabin

Shipping container in Monument

A cozy deck area is illuminated by warm lights, showcasing a propane fire pit surrounded by comfortable lounge chairs. A private hot tub sits nearby, and the container home is partially visible in the backdrop, framed by the evening sky.

4.88 out of 5 average rating, 341 reviews

"The Classic" Modern Container w/ Private Hot Tub

Tiny home in Colorado Springs

The interior of the cottage features an open layout with a cozy blue sofa adorned with a light throw. A modern kitchen area is visible, showcasing stainless steel appliances and wooden shelves lined with kitchenware. Natural light fills the space through large windows, complemented by greenery.

4.99 out of 5 average rating, 492 reviews

The Golden Egg Cottage, STR-1046

4.92 out of 5 average rating, 203 reviews

A cabin with a wooden exterior is surrounded by tall trees and features a spacious deck with red railings. Outdoor furniture is visible on the deck, providing a comfortable space for relaxation in a natural setting.

Cabin in Divide

Private Mountain Cabin w/ Hot Tub + Forest Views

Apartment in Old Colorado City

A spacious backyard features a fenced area with a children's climbing structure and outdoor dining space. Comfortable chairs are positioned around a grill, alongside a pebbled path leading through the yard, surrounded by greenery and trees.

4.92 out of 5 average rating, 546 reviews

★OCC Getaway★ Firepit, Grill, Backyard + Firestick

Superhost

An inviting outdoor patio is illuminated by string lights, featuring a stone fireplace surrounded by comfortable seating. The scene includes several dark wooden chairs arranged around a fire pit, with trees adorned by lights creating a cozy ambiance against the night sky.

Cabin in Lake George

4.93 out of 5 average rating, 166 reviews

Dark Sky Stargazing from Firepit, Mountain Views

4.97 out of 5 average rating, 557 reviews

A bright and inviting living area showcases a spacious, dark gray sectional sofa adorned with decorative cushions. A mid-century style armchair complements a light wood coffee table, which sits atop a light area rug. Natural light floods in from two wide windows, enhancing the cozy ambiance.

Home in Colorado Springs

Sunny House in Bonnyville

The cozy living area features a comfortable brown sofa positioned near a large screen TV. Natural light enters through the two windows, complemented by ceiling fan lighting above. A ladder leads to the loft area visible above, while a small dining set is situated in the corner.