Vacation rentals in Woodland Park

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Top-rated vacation rentals in Woodland Park

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Home in Woodland Park
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!
Aug. 15 – 22
$212 CAD per night
4.94 out of 5 average rating, 113 reviews
Guest favourite
Guest suite in Woodland Park
Private Guest Suite in Trees w/Awesome Peak Views
Picture-perfect Pikes Peak views from the 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 house. 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 lever leave.
Oct. 13 – 20
$236 CAD per night
5.0 out of 5 average rating, 211 reviews
Guest favourite
Cabin in Woodland Park
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
Mar. 15 – 22
$161 CAD per night
4.87 out of 5 average rating, 328 reviews

Popular amenities for Woodland Park vacation rentals

Stay near Woodland Park's top sights

Memorial Park28 locals recommend
Walmart Supercenter52 locals recommend
McDonald's5 locals recommend
Hungry Bear81 locals recommend
Fiesta Mexicana Restaurant Woodland Park #150 locals recommend
Rocky Mountain Dinosaur Resource Center103 locals recommend

Other great vacation rentals in Woodland Park

Guest favourite
Cabin in Woodland Park
The Potlatch Cabin
Aug. 19 – 26
$213 CAD per night
4.97 out of 5 average rating, 176 reviews
Guest favourite
Farm stay in Woodland Park
Bunkhouse In The Pines
Dec. 31 – Jan. 7
$150 CAD per night
5.0 out of 5 average rating, 135 reviews
Guest favourite
Home in Woodland Park
Cottage Above the Clouds with Pikes Peak Views
Apr. 17 – 24
$255 CAD per night
4.91 out of 5 average rating, 111 reviews
Guest favourite
Treehouse in Cascade-Chipita Park
The Treehouse, Modern Retreat with Panoramic Views
Nov. 12 – 19
$685 CAD per night
4.99 out of 5 average rating, 167 reviews
Guest favourite
Chalet in Woodland Park
Cozy, renovated mountain retreat w/ fireplace
Mar. 30 – Apr. 6
$244 CAD per night
4.94 out of 5 average rating, 124 reviews
Guest favourite
Home in Woodland Park
Majestic Mtn Views Home w/Hot Tub!
May 4 – 11
$746 CAD per night
4.88 out of 5 average rating, 158 reviews
Guest favourite
Tiny homes in Woodland Park
Tiny House 🌟 Pike’s Peak Views 🌟
Apr. 24 – May 1
$159 CAD per night
4.89 out of 5 average rating, 257 reviews
Guest favourite
Tiny homes in Woodland Park
Tiny Mountain Cottage Near Outdoor Adventures!
Mar. 25 – Apr. 1
$182 CAD per night
4.91 out of 5 average rating, 185 reviews
Guest favourite
Guesthouse in Divide
Peakview Studio Apartment
Apr. 16 – 23
$107 CAD per night
4.95 out of 5 average rating, 701 reviews
Guest favourite
Cabin in Woodland Park
The Bobcat! Tiny Cabin with amazing views!
Dec. 1 – 8
$238 CAD per night
4.95 out of 5 average rating, 245 reviews
Guest favourite
Tiny homes in Woodland Park
Wabi Sabi Tiny House - No Cleaning Fees!
Apr. 29 – May 6
$181 CAD per night
4.91 out of 5 average rating, 393 reviews
Guest favourite
Cabin in Woodland Park
Lost Lands Ranch, 80 Acres To Yourself!
Apr. 9 – 16
$202 CAD per night
4.94 out of 5 average rating, 101 reviews

Quick stats about vacation rentals in Woodland Park

Total rentals

250 properties

Rentals with dedicated workspaces

150 properties have a dedicated workspace

Pet-friendly rentals

90 properties allow pets

Family-friendly rentals

170 properties are a good fit for families

Total number of reviews

16K reviews

Nightly prices starting at

$14 CAD before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. Colorado
  4. Teller County
  5. Woodland Park