Holiday rentals in Woodland Park

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Top-rated holiday rentals in Woodland Park

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Guest favourite

Guest house 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!

16–23 Jan

€ 134 per night

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

€ 164 per night

Guest favourite

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

6–13 Jan

€ 180 per night

Guest favourite

Guest suite in Woodland Park

5.0 out of 5 average rating, 221 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.

23–30 Dec

€ 157 per night

Guest favourite

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!

2–9 Oct

€ 137 per night

Guest favourite

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!

25 Jan – 1 Feb

€ 160 per night

Guest favourite

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 🤗

16–23 May

€ 104 per night

Guest favourite

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!

23–30 Nov

€ 140 per night

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.

27 Feb – 6 Mar

€ 137 per night

Guest favourite

Cabin in Cascade-Chipita Park

4.97 out of 5 average rating, 206 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.

23–30 Oct

€ 116 per night

Guest favourite

Cabin in Florissant

4.95 out of 5 average rating, 132 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 Mar

€ 126 per night

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.

19–26 Aug

€ 125 per night