Tiny house holiday rentals in Woodland Park

4.94 out of 5 average rating, 157 reviews

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

Dark Sky Stargazing from Firepit, Mountain Views

☾ ✩ Dark Sky Zone: All exterior lighting is "Dark Sky Friendly," allowing for stunning views of the Milky Way in this designated Dark Sky area ☾ ✩ ✧Community Patio: Outdoor Stone Fireplace, Propane Fire pits & String Lights ✧Barrel Sauna ✧Grill ✧Game Hub: Corn hole + more! ✧LG Smart TV: Cable & Streaming Apps ✧Fully Stocked Kitchenette ✧BR w/ a Heated Toilet Seat ✧Minutes to Florissant Fossil Beds, 11 Mile Reservoir, Colorado Wolf and Wildlife Center + Mueller State Park. Walk to 11 Mi Canyon.

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.

4.92 out of 5 average rating, 103 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.

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, 178 reviews

Rose Mountain Escape Pet friendly W/pet fee

Rose Mountain escape has beautiful views. Located 5 miles from Charis,, 15 mins from downtown Woodland Park & 2hrs from Breckinridge, 2 blocks from BLM land allows ATVs, Motor/Mountain bikes and walks through the forest. Small cabin with a VERY STEEP STAIRCASE to the bedroom. We have a large deck with chairs, gas fire pit & hot tub, grill for your use. We have great WiFI. We have kitchenette, washer and dryer. Pet friendly w/ CLEANING FEE list pet on reservation! SMOKING OUTSIDE. 420 friendly.

4.98 out of 5 average rating, 376 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, 583 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 🤗

4.97 out of 5 average rating, 226 reviews

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.

Cabin in Woodland Park

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.

4.98 out of 5 average rating, 244 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.

Guest suite in Florissant

An outdoor patio is featured with a private hot tub, illuminated by soft lighting. Sliding glass doors provide a view into the living area, which contains a modern television and comfortable seating. The space is surrounded by rustic log walls, enhancing the serene atmosphere.

4.98 out of 5 average rating, 130 reviews

Secluded Private Guest Suite & Covered Hot Tub

Secluded 1 Bedroom condo/apt (Sleeps 4) between Divide and Florissant. Brand new construction in 2022. Includes All new Furnishings, Full Kitchen (microwave, stove, dishwasher, farmhouse sink, slate tile, butcher block countertops). Covered, private hot tub open year round. Complementary wine, water, and snacks. Permanent residents live on upper-levels with separate entrance and driveway. NO Shared spaces. Enjoy the quiet solitude of the mountains while being close to everything!

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, 154 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, 203 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!

Tiny home in Colorado Springs

A custom-built tiny home is nestled in nature, framed by tall trees against a vibrant sunset. The structure features large windows, presenting a warm wooden exterior. The surrounding landscape includes open fields and distant mountains, with soft grass covering the ground.

4.99 out of 5 average rating, 139 reviews

Cozy costume build tiny home! Amazing experience

Enjoy the lovely cozy tiny home in nature. This spectacular custom made tiny house will be perfect romantic getaway for a couple or a single person. Just 10 minutes away from all the restaurants and shops and 20 minutes from downtown beautiful Colorado Springs, 10 minutes from Air Force Academy. Very unique experience with lots of outdoor activities, hiking trails and relaxing atmosphere. Come and experience the beautiful tiny life and escape the reality in the nature

4.98 out of 5 average rating, 321 reviews

Cabin in Divide

Cabin Getaway: Hot Tub, Sauna & Mtn View, 43 acres

Romantic Mountain Retreat at Eagle Ridge Escape to your private mountain retreat at Eagle Ridge, where rustic charm meets modern comfort. This stunning handcrafted 360 sq ft cabin, nestled on a gated 43-acre estate, offers breathtaking panoramic views of Pikes Peak and access to forest and meadow trails. It is the perfect place to celebrate birthdays, anniversaries, honeymoons, or simply enjoy a personal retreat surrounded by the beauty of Colorado.

Popular amenities for Woodland Park tiny house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly tiny house rentals

4.94 out of 5 average rating, 49 reviews

A rustic wooden cabin is nestled among pine trees, featuring a front deck with two chairs. Large windows provide natural light, while a light fixture adorns the entrance. The serene surroundings emphasize the cabin's secluded nature.

Cabin in Cripple Creek

The Hideout

4.72 out of 5 average rating, 316 reviews

A renovated red cabin is framed by rocky pathways and greenery, featuring a covered porch with two red chairs. Large glass doors offer a view of the surrounding nature, and the structure is complemented by warm exterior lighting.

Cabin in Manitou Springs

Modern Cabin Close to Everything

4.71 out of 5 average rating, 151 reviews

A charming treehouse is elevated above the ground, featuring a wooden exterior and decorative railings. Sturdy stairs lead to the entrance, which is flanked by trees. A small window on the upper level offers views of the surrounding nature.

Treehouse in Larkspur

Treehouse Mountain Views Unique Ranch Experience

Guesthouse in Old Colorado City

4.96 out of 5 average rating, 89 reviews

Kiowa Studio | Minutes to Garden of the Gods & OCC

A wooden deck is set against a backdrop of tall pine trees and distant mountains. A small table and two chairs create a welcoming space for relaxation. Glass lanterns hang from branches above, enhancing the natural surroundings under a bright blue sky.

4.91 out of 5 average rating, 85 reviews

Cozy Cabin

The exterior of a vibrant blue tiny house is shown, featuring a red front door and several large windows. A small outdoor area includes a gravel surface, a storage box, and two chairs. Pine trees are visible in the background, enhancing the natural setting.

4.76 out of 5 average rating, 178 reviews

Colorful Mountain Tiny Home

5 out of 5 average rating, 4 reviews

A functional living area features a wooden dining table with attached benches and a well-equipped kitchen in the background. Two armchairs are positioned next to a small side table. A vibrant piece of wall art adds a touch of color to the neutral walls.

Tiny home in Shooks Run

Sunlit Custom Tinyhome | Workspace | Private Patio

4.98 out of 5 average rating, 84 reviews

Guesthouse in Florissant

Ponderosa Mtn. Suite - Ski Central, Rustic Charm

Tiny house rentals with a patio

Guesthouse in Colorado Springs

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.

4.98 out of 5 average rating, 110 reviews

All-New 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, 123 reviews

EntireCozyCottage by Manitou/PikesPk/GardenGods

Tiny home in Colorado Springs

A tiny container home is illuminated at dusk, showcasing a cozy entrance beneath a wooden pergola with string lights. The surrounding landscape features grassy areas and a distant wooden fence, set against a dramatic blue sky with clouds.

4.9 out of 5 average rating, 155 reviews

Charming Tiny Home Getaway

Guesthouse in Colorado Springs

4.97 out of 5 average rating, 359 reviews

Tesla's Cottage

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, 233 reviews

Tiny House in the Mountains, Hot Tub & EV Charger

Cottage in Manitou Springs

4.95 out of 5 average rating, 128 reviews

Love Shack: Walk to Incline, Cog, Downtown

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, 277 reviews

Boutique TinyHome w/Direct View of PikesPeak!

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.

4.94 out of 5 average rating, 105 reviews

The Cozy Cottage

Tiny house rentals with outdoor seating

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.

4.95 out of 5 average rating, 260 reviews

Quaint and Historic Studio Cabin

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, 400 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, 332 reviews

"The Classic" Modern Container w/ Private Hot Tub

4.92 out of 5 average rating, 194 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

Tiny home in Garden of the Gods

4.96 out of 5 average rating, 814 reviews

Chicken Coop: a cozy cottage at Garden of the Gods

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.

4.94 out of 5 average rating, 266 reviews

"Luxury Mountain Retreat,Tiny Home Away from Home"

4.91 out of 5 average rating, 433 reviews

A rustic living area features a stone fireplace, showcasing a warm fire. A wooden chair and shelves are positioned nearby, while soft grey curtains frame the windows. A lamp with a white shade provides additional lighting, complemented by a colorful woven blanket draped over the couch.

Cabin in Manitou Springs

Keithley Pines Silver Spruce Cabin