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!

28 Jan – 4 Feb

$297 NZD per night

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

4–11 Nov

$323 NZD per night

Guest favourite

Tiny home in Woodland Park

4.98 out of 5 average rating, 103 reviews

Charming Mountain Tiny Home with 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 U.S.A. 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!

24–31 Jan

$287 NZD per night

Guest favourite

Guest suite in Woodland Park

5.0 out of 5 average rating, 218 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.

8–15 Nov

$229 NZD per night

Guest favourite

Cabin in Woodland Park

4.86 out of 5 average rating, 332 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

16–23 Jan

$204 NZD per night

Guest favourite

Tiny home in Woodland Park

4.92 out of 5 average rating, 407 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 🤗

$166 NZD per night

Guest favourite

Tiny home in Woodland Park

4.89 out of 5 average rating, 170 reviews

Disconnect worthy - Tiny Hugger in the Mountains

Mountain Sunset Lover Alert! Stop right there to get a virtual Hug! Outdoor mountain atmosphere, plenty of tall trees, deers running in greenery, and warmth of sunshine await you in this bright tiny home. Quietly nestled in Peak View Park off Hwy 24, this handsomely designed tiny home delights with spectacular views on Pikes Peak. To top it off, enjoy premium comforts, easy access, and a getaway feeling when cooking BBQ in a fenced yard & playing with your kids, dogs, and loved ones.

23–30 Mar

$253 NZD per night

Guest favourite

Cabin in Woodland Park

4.94 out of 5 average rating, 105 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.

19–26 Jun

$281 NZD 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

$247 NZD per night

Guest favourite

Cabin in Florissant

4.95 out of 5 average rating, 128 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!

12–19 Sep

$215 NZD per night

Guest favourite

Cabin in Divide

4.96 out of 5 average rating, 246 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

31 Jan – 7 Feb

$218 NZD per night

Guest favourite

Cabin in Woodland Park

4.97 out of 5 average rating, 212 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.

28 Sep – 5 Oct

$238 NZD per night