Tiny house holiday rentals in Woodland Park

4.93 out of 5 average rating, 620 reviews

Tiny home in Florissant

Enjoy a Rocky Mountain winter 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

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, 176 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.

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, 577 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, 223 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.

4.88 out of 5 average rating, 140 reviews

The fenced backyard features a fire pit surrounded by four comfortable chairs. Soft string lights hang overhead, illuminating the gravel area that includes a green patch of grass and two hammock chairs for relaxation.

Home in Colorado Springs

Dog ❤️, Gorgeous Yard, 14 min to Garden of the Gods

Gorgeous back yard is fully fenced. Enjoy a night around the fire after a big day of exploring, or relax in a hammock chair dreaming up the next day’s plans! The house is by no means huge, but cozy, appointed with comfy and attractive furnishings and decor, and has everything you need for a great stay in CO Springs. 5 minutes to great mtn biking at Palmer Park 12 to down town or Old Colorado City 14 to Garden of the Gods, 20 to Manitou Springs 5 to UCCS , 8 to Colorado College STR-2297

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, 125 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, 147 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

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.

4.85 out of 5 average rating, 298 reviews

Cottage w/Mountain Views |Perfect Couples Retreat

Charming and newly updated cottage has every amenity of a modern stay with the location and stunning views of a remote mountain retreat. Nestled at the base of Pikes Peak, this cozy getaway is perfect for couples or friends seeking adventure and relaxation. Located just 10 minutes from both Colorado Springs and Woodland Park, you’ll have easy access to the best the Pikes Peak region has to offer. Wake up to breathtaking mountain views and make memories in this idyllic setting.

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, 199 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!

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, 618 reviews

The Bonnyville Suite

Cozy Inlaw Suite in the Bonnyville Neighborhood nestled within the center of the city with easy access to I-25. Have fun with all the local entertainment that downtown Colorado Springs has to offer. See the top of Pikes Peak, Olympic Training Center, Air Force Academy, Zoo, hike Garden Of The Gods & Seven Falls. Experience the many breweries & wineries in our area. Walking distance from grocery store, coffee shops, a park, trails, and a small shopping center.

4.98 out of 5 average rating, 308 reviews

Cabin in Divide

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

Historic 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.

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, 257 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

Wi-Fi

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

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, 177 reviews

Colorful Mountain Tiny Home

Tiny home in Colorado Springs

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.

5 out of 5 average rating, 4 reviews

$800 Weekly | $2750 Monthly | Renovated Tinyhome!

4.98 out of 5 average rating, 84 reviews

Guesthouse in Florissant

Ponderosa Mtn. Suite - Ski Central, Rustic Charm

A bright living area features wooden ceiling beams and large windows that allow ample natural light. A curved 55-inch Smart TV is mounted on the wall. Cozy seating includes a sofa and two bar stools at a wooden counter, complemented by tasteful decor and a small table.

4.89 out of 5 average rating, 198 reviews

Tiny Haven | Spacious Feel, BBQ & Peak Views

Tiny house rentals with a patio

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, 102 reviews

Timberwood Cabin

4.98 out of 5 average rating, 108 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.

4.9 out of 5 average rating, 118 reviews

EntireCozyCottage by Manitou/PikesPk/GardenGods

Guesthouse in Colorado Springs

4.97 out of 5 average rating, 355 reviews

Tesla's Cottage

Cottage in Manitou Springs

4.96 out of 5 average rating, 126 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, 231 reviews

Tiny House in the Mountains, Hot Tub & EV Charger

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, 271 reviews

Boutique TinyHome w/Direct View of PikesPeak!

Cottage in Colorado Springs

The exterior of the cottage features a grey facade with large windows and a welcoming front door. A wooden deck with two chairs and a small table is visible, surrounded by gravel landscaping and bordered by a wooden fence.

4.96 out of 5 average rating, 154 reviews

The Cottage at the Urban Farmhouse - Downtown

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, 399 reviews

Rock Rest Eco-Cabin

4.93 out of 5 average rating, 191 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

4.97 out of 5 average rating, 533 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

Tiny home in Garden of the Gods

4.96 out of 5 average rating, 806 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, 263 reviews

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

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, 264 reviews

"Luxury Mountain Retreat,Tiny Home Away from Home"

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, 579 reviews

Peacock Manor Private Cottage with L2EV Charger