Holiday houses in Woodland Park

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Top-rated holiday rentals in Woodland Park

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Guest favourite

Guesthouse in Woodland Park

4.98 out of 5 average rating, 100 reviews

Rose Mountain Escape Pet friendly w/cleaning 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!

6–13 Mar

$241 NZD 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!

14–21 Feb

$300 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

6–13 Nov

$324 NZD per night

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.

12–19 Apr

$283 NZD 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!

27 Mar – 3 Apr

$216 NZD per night

Guest favourite

Tiny home in Woodland Park

4.91 out of 5 average rating, 195 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.

14–21 Jan

$251 NZD per night

Guest favourite

Cabin in Woodland Park

4.94 out of 5 average rating, 106 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.

8–15 Jul

$282 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.

7–14 Mar

$248 NZD per night

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.

10–17 Oct

$217 NZD per night

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!

15–22 May

$196 NZD per night

Guest favourite

Cabin in Divide

4.96 out of 5 average rating, 248 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

6–13 Mar

$218 NZD 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.

28 Aug – 4 Sep

$257 NZD per night