Tiny house holiday rentals in Woodland Park

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Top-rated tiny home rentals in Woodland Park

Guests agree: these tiny home rentals are highly rated for location, cleanliness and more.

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Guest favourite
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.
Cabin in Florissant
4.92 out of 5 average rating, 106 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.

Guest favourite
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.
Guest house in Woodland Park
4.94 out of 5 average rating, 181 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.

Top guest favourite
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
4.98 out of 5 average rating, 379 reviews

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

Guest favourite
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.
Tiny home in Woodland Park
4.93 out of 5 average rating, 587 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 🤗

Guest favourite
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.
Tiny home in Woodland Park
4.91 out of 5 average rating, 285 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”.

Top guest favourite
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
4.97 out of 5 average rating, 228 reviews

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 favourite
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.
Tiny home in Woodland Park
4.94 out of 5 average rating, 268 reviews

"Luxury Mountain Retreat,Tiny Home Away from Home"

Who knew living tiny, could offer so much! Come experience it for yourself. This newly renovated home has one private bedroom with a queen size bed, loft area with two full memory foam beds (flat screens in each!). The house is fully equipped w/ appliances, toiletries, cooking accessories, and everything you need for a relaxing mountain getaway. It can accommodate up to 8 guests. Relax on one of the two patios, around the fire pit, or snuggle up for dinner and a movie on the 55" flat screen!

Top guest favourite
Cabin in Florissant
4.98 out of 5 average rating, 248 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.

Top guest favourite
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.
Tiny home in Woodland Park
4.99 out of 5 average rating, 158 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

Guest favourite
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.
Tiny home in Woodland Park
4.96 out of 5 average rating, 206 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!

Top guest favourite
Cabin in Divide
4.98 out of 5 average rating, 325 reviews

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.

Guest favourite
Home in Woodland Park
4.9 out of 5 average rating, 354 reviews

Cozy Pike’s Peak Retreat | Views + Fireplace

Woodland Park tiny house with Pike’s Peak mountain views — minutes to Cripple Creek, Ice Castles & hiking. Walk to Starbucks, Safeway & local shops. Ideal for couples or remote work with fast WiFi, full kitchen, electric fireplace & self check-in. Cozy winter escape with tea & cocoa station. 4WD/AWD required Sept–May for safe access.

Popular amenities for tiny home rentals in Woodland Park

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Quick stats about tiny house rentals in Woodland Park

  • Total holiday rentals

    Explore 30 holiday rentals in Woodland Park

  • Nightly prices starting at

    Woodland Park holiday rentals start at £38 per night before taxes and fees

  • Verified guest reviews

    Over 5,760 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 of Woodland Park holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Woodland Park rentals

  • 4.8 Average rating

    Woodland Park stays are highly rated by guests – averaging 4.8 out of 5!

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