Tiny house holiday rentals in Woodland Park

4.98 out of 5 average rating, 222 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. 🎨 Enjoy the modern mountain aesthetic and design! 🌲 The A-frame sits on 6 acres filled with pine and aspen trees and rock outcroppings, allowing for a secluded and private stay. 🛁 A space like this would not be complete without a hot tub to soak in under a star-filled sky. 🚗 Short drive to neighboring mountain towns: Divide, Florrisant, Lake George, and Cripple Creek.

4.99 out of 5 average rating, 286 reviews

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

Welcome to your historic mountain retreat at Eagle Ridge! The cabin is a stunning 360 sq ft handcrafted woodwork home situated on a gated 43-acre property with access to private walking trails and panoramic views of Pikes Peak that will take your breath away. The peaceful and quiet atmosphere of the cabin instantly enables one to forget about the busyness of life and rest and/or focus on a birthday, anniversary, or personal retreat. The hot tub is filled with fresh water for every guest.

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, 564 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, 252 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”.

4.97 out of 5 average rating, 220 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.

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, 119 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!

4.98 out of 5 average rating, 355 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

Magic, Warm A-Frame: 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

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, 136 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, 191 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!

The cabin is set among lush trees, featuring a welcoming porch with seating. A wooden staircase leads up to the entrance, accentuated by natural earth tones. An American flag is displayed, adding to the charm of this mountain retreat.

4.96 out of 5 average rating, 103 reviews

Skyfall Valley Cabin

Tucked into the valley next to Mueller State Park, this stunning mountain retreat offers a peaceful connection to nature with all the comforts of home. After a day of adventure, unwind in the hammock beneath the pines or gather around the cozy gas fire pit under the stars. Inside the historic Pikes Peak Cabin, you’ll find rustic charm and modern amenities. Conveniently located right off Highway 67, this hideaway is your perfect basecamp for exploring the Pikes Peak region!

4.9 out of 5 average rating, 343 reviews

Home in Woodland Park

Tiny House 🌟 Pike’s Peak Views 🌟

Imagine waking up to the symphony of chirping birds and the scent of pine wafting through your window, all while knowing that a short stroll will lead you to conveniences like cafes, shops, and local markets. You can indulge in invigorating hikes during the day and return to unwind with a hot shower, a cozy bed, and wi-fi. Your mountain getaway doesn't have to mean sacrificing convenience-come experience the best of both worlds at our charming tiny house!

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.

4.87 out of 5 average rating, 390 reviews

Rock Rest Eco-Cabin

Rock Rest Eco-Cabin was custom built by the owners in 2018. Dedicated to grandparents Ralph & Helen Trout who taught us to love and respect the mountains & nature that resides there. The goal was to create an original structure that combines modern lines with rustic textures. Rock Rest is a living art piece. We are excited to share it with you!

Popular amenities for Woodland Park tiny house rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly tiny house rentals

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.

4.91 out of 5 average rating, 94 reviews

Timberwood Cabin

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

4.97 out of 5 average rating, 272 reviews

The exterior of a rustic guest house is shown, featuring a covered porch with seating and a small table. A wide driveway leads to the entrance, and a grassy area extends beyond the house. Clouds float in a blue sky above.

Cabin in Elbert

Still Water Ranch-private, beautiful location!

4.7 out of 5 average rating, 148 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

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.

4.9 out of 5 average rating, 82 reviews

Cozy Cabin

The cabin is nestled among tall trees, surrounded by lush greenery and rugged mountain views. A green metal roof complements the wooden exterior. A red wooden deck extends from the structure, offering a scenic vantage point of the serene landscape.

4.9 out of 5 average rating, 91 reviews

Sentinel Cabin with Amazing Views!

4.98 out of 5 average rating, 81 reviews

A cozy living area features a brown sectional sofa adorned with yellow accent pillows. Natural light fills the space, highlighting a scenic mountain photo on the wall. A wooden staircase leads to the loft area, and a small kitchenette is visible in the background.

Guesthouse in Florissant

Ponderosa Mtn. Suite - Hiking, Rustic Charm

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, 102 reviews

The Cozy Cottage

Tiny house rentals with a patio

4.99 out of 5 average rating, 101 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

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.

4.93 out of 5 average rating, 107 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, 144 reviews

Charming Tiny Home Getaway

Guesthouse in Colorado Springs

A well-lit pebble path leads through a garden adorned with string lights and decorative lanterns. On one side, a blue adirondack chair sits amidst lush greenery, while the path continues towards a secluded hot tub area, partially visible at the far end.

4.97 out of 5 average rating, 345 reviews

Tesla's Cottage

Cottage in Manitou Springs

A compact kitchen is situated against a bold red wall, featuring granite countertops and stainless steel appliances. A small dining table is placed nearby, accompanied by a chair. Natural light is welcomed through large windows, while decorative art enhances the cozy atmosphere.

4.96 out of 5 average rating, 122 reviews

The Love Shack @ Manitou Cog/Incline

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, 226 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.

4.95 out of 5 average rating, 168 reviews

Rose Mountain Escape Pet friendly W/pet fee

Guesthouse in Old Colorado City

The exterior of a modern cottage is showcased, featuring a light-colored metal facade and a welcoming front entry with double green doors. A small deck area is visible, along with two comfortable outdoor chairs and a storage unit. A fully fenced yard is seen in the background.

4.97 out of 5 average rating, 117 reviews

Comfy | New Build | Cottage Close to Downtown/OCC

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.

4.94 out of 5 average rating, 253 reviews

Quaint and Historic Studio Cabin

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, 483 reviews

The Golden Egg Cottage, STR-1046

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.

4.93 out of 5 average rating, 183 reviews

Private Mountain Cabin w/ Hot Tub + Forest Views

Cabin in Colorado Springs

The bathroom features a freestanding clawfoot bathtub paired with a wooden tray. A white vanity with a sink is visible, accompanied by a large mirror and neutral-colored walls. Natural light streams through a sheer curtain-covered window, enhancing the calming environment.

4.97 out of 5 average rating, 353 reviews

Renovated Log Cabin in the Woods

4.96 out of 5 average rating, 141 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

Home in Garden of the Gods

4.97 out of 5 average rating, 187 reviews

Mountain Retreat~Quiet, Walk to Garden of Gods!

Home in Old Colorado City

4.96 out of 5 average rating, 137 reviews

Old Colorado City Gem