Tiny house vacation rentals in Woodland Park

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Top-rated tiny house rentals in Woodland Park

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

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Guest favorite

Guesthouse in Woodland Park

4.98 out of 5 average rating, 100 reviews

Rose Mountain Escape Pet friendly W/pet fee

Rose Mountain escapes has beautiful views of Aspen trees. 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. It is a small cabin with a VERY STEEP STAIRCASE to the bedroom. We have a large deck with Adirondack chairs, a gas fire pit and grill for your use. We have great WiFI. We have kitchenette, washer and dryer. Pet friendly with CLEANING FEE list pet on reservation!

Nov 11 – 18

G$25,648 GYD per night

Guest favorite

Cottage in Cascade-Chipita Park

4.85 out of 5 average rating, 213 reviews

Mountain Views | Perfect Couples Get Away | Cozy

Charming and newly updated cottage has every amenity of a modern stay with the location and stunning views of a remote mountain retreat. Perfect for friends or couples, the cottage is located at the base of Pikes Peak. 10 minutes away from Colorado Springs or Woodland park you are close to all of the recreation and activities that make the Pikes Peak region special like Cheyenne Mountain Zoo, hiking trails, Pikes Peak Highway, and downtown Colorado Springs You'll love the mountain views.

Nov 10 – 17

G$18,547 GYD per night

Guest favorite

Cabin in Woodland Park

4.95 out of 5 average rating, 253 reviews

The Bobcat! Tiny Cabin with amazing views!

Welcome to The Bobcat! This mountain escape is nestled right in the middle of Woodland Park, yet feels completely secluded. This property has the feel of true Colorado seclusion while being only 20 minutes from Colorado Springs and 15 minutes from Manitou Springs. This historic cabin has over 60 years of history but was completely remodeled in 2016. Equipped with all the modern amenities a traveler could want, The Bobcat has the charm of historic cabins with a fresh remodel of the interior

Jan 6 – 13

G$35,900 GYD per night

Guest favorite

Tiny home in Woodland Park

4.93 out of 5 average rating, 197 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!

Feb 7 – 14

G$26,266 GYD per night

Guest favorite

Cabin in Woodland Park

4.86 out of 5 average rating, 333 reviews

Cabin In Woodland Park with Pikes Peak View

Our Cabin was built in 1947, it is a bit of Country but was recently updated with a modern flair with cool interior barn doors and decor, but we kept the nuts and bolts of the 1940's design. It has an incredible view of Pikes Peak, Woodland Park has many restaurants, family-friendly activities. Only 25 Minutes to Colorado Springs. The Cabin is good for couples, solo adventurers, and furry friends. The cabin is cute and cozy and located just off Main Street in Woodland Park. License # 329434

Dec 7 – 14

G$19,552 GYD per night

Guest favorite

Tiny home in Woodland Park

4.98 out of 5 average rating, 107 reviews

Charming Mountain Tiny Home with NEW HOT TUB

Welcome to Mini Maison, the coziest tiny home in Woodland Park! Choose your adventure when you stay here. Want to explore the natural beauty the area has to offer? We're located just 10 minutes from the entrance to Pikes Peak, the most visited mountain in the USA. Garden of the Gods, Manitou Springs and Cave of the Winds are also nearby. Need to unwind and refresh? Our beautifully decorated space has all you need if a day at home is what you desire. Your personal retreat is waiting for you!

Mar 7 – 14

G$37,873 GYD per night

Guest favorite

Tiny home in Woodland Park

4.91 out of 5 average rating, 197 reviews

Tiny Mountain Cottage Near Outdoor Adventures!

This perfect little mountain getaway is close to world class fishing/hiking/kayaking, a short drive to ski resorts, minutes from local shops, & 18 miles from Colorado Springs. It has all the comforts & amenities you'll need for a wonderfully relaxing retreat. You need only step outside to enjoy beautiful views of Pikes Peak. Our home boasts 3 private sleeping spaces, fully equipped kitchen, full bathroom, & a comfy lounge space w/ flat screen TV for streaming your favorite shows & movies.

Jan 28 – Feb 4

G$28,513 GYD per night

Guest favorite

Tiny home in Woodland Park

4.92 out of 5 average rating, 413 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 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 🤗

May 16 – 23

G$22,187 GYD per night

Guest favorite

Tiny home in Woodland Park

4.9 out of 5 average rating, 267 reviews

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 the convenience of staying connected. Your mountain getaway doesn't have to mean sacrificing convenience-come experience the best of both worlds at our charming abode!

Dec 11 – 18

G$22,109 GYD per night

Guest favorite

Cabin in Woodland Park

4.94 out of 5 average rating, 107 reviews

Lost Lands Ranch, 80 Acres To Yourself!

This 600 square foot mountain cabin is equipped with a kitchen, living room, tv and internet. It's the perfect daily, or weeklong rental for the outdoor enthusiast. Excellent wifi for remote working. Other popular activities include atving, jeeping, dirt biking, hiking, snow shoeing, cross country skiing, and wildlife watching. Overlooking the mountains is a 250 sqft. deck, complete with BBQ grill and fire pit. Cabin features direct access to hundreds of miles of off-road trails.

Jun 8 – 15

G$30,484 GYD per night

Guest favorite

Tiny home in Woodland Park

4.9 out of 5 average rating, 306 reviews

Discover the Benefits of Grounding-Heavenly Views

Come try out the healing benefits of grounding in this cozy little farmhouse nestled in the Rocky Mountains. Relax in the rocking chairs as you soak in the breathtaking view of Pikes Peak. Featured in “Out There Colorado Magazine”, Tiny Farmhouse Colorado is just minutes away from the most popular sightseeing destinations in Colorado! Loaded with full-sized appliances and all the modern conveniences of home, come experience why tiny living has become so popular!

Sep 1 – 8

G$34,359 GYD per night

Guest favorite

Cabin in Divide

4.96 out of 5 average rating, 249 reviews

Best Li'l Bunkhouse on 40 Wooded Acres

This log cabin is one of four built in the late 40s or early 50s. Part of the original homestead, the cabin was renovated with reclaimed materials but updated for modern comfort. Old world charm, trim repurposed or locally milled. Located on 40 wooded acres, this is the perfect place for solitude and yet close to amenities and attractions. Sleeps 4, dining and kitchen area, dogs welcome

Nov 11 – 18

G$25,121 GYD per night