Holiday houses in Woodland Park

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Top-rated holiday rentals in Woodland Park

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Guest favourite

Home in Woodland Park

4.94 out of 5 average rating, 117 reviews

Little Woody's Hideaway-(4)DownTown,HotTub,pets

Cozy little 2 story home with 1 bedroom, 1 bath with a pull out sofa sleeper in the center of downtown Woodland Park. It has so much charm you will never want to leave! You have shops and restaurants a hop skip and jump away and the memorial park in your backyard and you can walk to almost EVERYTHING. You will enjoy the farmers market in the spring and summer that is a block away or sit outside and BBQ. Beautiful hikes are 5-20 mins away, we have a guide at the hideaway for all your adventures!

24 – 31 Mar

$1,921 AUD total

Guest favourite

Cabin in Woodland Park

4.95 out of 5 average rating, 252 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

8 – 15 Apr

$2,075 AUD total

Guest favourite

Guest suite in Woodland Park

5.0 out of 5 average rating, 219 reviews

Private Guest Suite w/Trees & Awesome Peak Views

Picture-perfect Pikes Peak views from your living room, bedroom, and covered patio of this stunning Colorado mountain home's guest suite with a classic Colorado feel. The suite includes the entire walk-out lower-level of our home. It is private, separate, and has its own entrance. With a full kitchen and central location, this is the perfect base-camp for a Colorado get-away; however, with the Ponderosa Pine, Aspen, and hiking trails right up the street, you may not want to ever leave.

11 – 18 Dec

$1,467 AUD total

Guest favourite

Tiny home in Woodland Park

4.93 out of 5 average rating, 196 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!

2 – 9 Feb

$1,384 AUD total

Guest favourite

Tiny home in Woodland Park

4.92 out of 5 average rating, 410 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 🤗

$163 AUD per night

Guest favourite

Tiny home in Woodland Park

4.89 out of 5 average rating, 265 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!

6 – 13 Nov

$1,325 AUD total

Guest favourite

Cabin in Woodland Park

4.97 out of 5 average rating, 179 reviews

The Potlatch Cabin

This cozy mountain hideaway is all within an hours drive or less to Pikes Peak, hiking, fishing, Garden of the Gods, Seven Falls, snowshoeing, cross country skiing, ATV and snowmobile trails, Manitou Springs, breweries, coffee shops, shopping, wine tasting and more. Relax on the front porch and enjoy the wildlife or stars. Games and books available in the cabin or snuggle by the fireplace and watch movies on the large flat screen smart television.

4 – 11 Mar

$1,588 AUD total

Guest favourite

Cabin in Cascade-Chipita Park

4.97 out of 5 average rating, 205 reviews

Closer to the sun

This cabin is perfect for a couple or single mountain get away. The neighborhood is less than 10 minutes away from Manitou Springs and Woodland Park. The cabin has its own parking, private patio, and everything you need inside. There is a comfy queen size bed with a memory foam pillow top mattress, a fully equipped kitchen for cooking your favorite meals, as well as a spacious bathroom with stand in shower.

9 – 16 Oct

$1,389 AUD total

Guest favourite

Cabin in Florissant

4.95 out of 5 average rating, 129 reviews

Red Door Cabin

While staying at Red Door Cabins you will enjoy breathtaking views, amazing rock formations, beautiful pine and aspen trees, a firepit, silence and stars. Have fun finding pieces of petrified wood, geodes, wild berries, and mushrooms on the property and surrounding area. You will get visited by deer, squirrels, maybe a family of foxes and occasionally local black bear or two. So, don’t forget your camera!

8 – 15 Oct

$1,454 AUD total

Guest favourite

Cabin in Woodland Park

4.97 out of 5 average rating, 213 reviews

Lil Lincoln

The Lil Lincoln sits at an elevation of 9,560ft. and was originally built on the Western Slope of Colorado in the 50’s and was moved in 1965 to it’s current location near Woodland Park. The story behind the move was that a doctor moved his practice in 1959 to Woodland Park. He wanted his nurse to join him, she said she'd move if he moved her cabin. Well he did, and so did she.

30 Aug – 6 Sept

$1,613 AUD total

Guest favourite

Farm stay in Woodland Park

5.0 out of 5 average rating, 137 reviews

Bunkhouse In The Pines

Visit our western themed bunkhouse tucked under the porch of a barn on a private horse property. Only 4 miles from the center of Woodland Park, and bordering the National Forest. Perfect for riding , hiking, ATVs, and mountain biking. Convenient to dining, shopping, a golf course or even fly fishing. Nature lovers welcome!

23 – 30 Nov

$1,186 AUD total

Guest favourite

Home in Woodland Park

4.91 out of 5 average rating, 112 reviews

Cottage Above the Clouds with Pikes Peak Views

Welcome to Your Mountain Sanctuary in Woodland Park! Nestled in the heart of charming Woodland Park, our vacation rental offers a picturesque escape with breathtaking views of the iconic Pikes Peak. Immerse yourself in the beauty of the Rockies and create unforgettable memories in this cozy and inviting mountain retreat.

12 – 19 Nov

$1,888 AUD total