
Holiday houses in Woodland Park
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Top-rated holiday rentals in Woodland Park
Guests agree: these stays are highly rated for location, cleanliness and more.

Cozy Forest Escape w/ Hot Tub & Scenic Views
Indulge in the ultimate retreat experience at the enchanting Tecumseh Lodge, nestled near Pike's Peak, a mere 15-min drive from downtown Woodland Park. Escape to a haven designed for serenity seekers, nature lovers and remote workers alike. Wake up to a golden sunrise on our spacious deck with cozy furniture and a warming space heater. In the evening, unwind in our hot tub, surrounded by all the stars & nature. Book your escape at Tecumseh Lodge for a luxurious blend of comfort and nature.

Fireplace, Dogs YES, Hot Tub, 2 Decks, Scenic Vws
Escape to the “Blue Spruce Chalet”. A redesigned, 900 sq. ft. A-frame (ish!) retreat on 2+ private acres in Manitou Experimental Forest, 15 mins north of Woodland Park & steps away from world-class trails & fishing. Explore the outdoors or plan to stay in. Enjoy fast Wi-Fi, a fully equipped kitchen, a wood-burning stove, an outdoor firepit, & 2 decks with stunning mountain & sunset views. Star gaze from the hot tub. You may never want to leave this slice of heaven. Perfect for a quick getaway.

Blissful Mountain Escape: Wi-Fi>HotTub>Fenced Yard
Escape the mundane life cycle into this Majestic, Cozy Mountain escape, nesting within reach of several Ski Slopes, Scenic Hiking/Biking trails, or just unwinding admits nature, A perfect basecamp for relaxing after nature adventures! Perfect for a Romantic Couple’s Retreat, Anniversaries, or a true Family Getaway centrally located in Woodland Park (City Above the Clouds) with convenient reach to Pikes Peak Rocky Mountain Range, 30 mins to Garden of the Gods, and 13 minutes to Manitou Springs.

Cabin with Pikes Peak View in WP License#329434
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

Black Ridge Cabin|Private Hot Tub & Forest Retreat
The Black Ridge Cabin - Your cozy mountain escape! 🗻Tucked in Colorado’s STUNNING Pikes Peak region 🛏️ Cozy 2BR w/queen beds on 1 private acre 🌌 Secluded hot tub under the stars 🔥 Indoor Fireplace + fast Starlink Wi-Fi 🍳 Stocked kitchen + washer/dryer 🌲Near hiking trails & hillside access with fenced yard 🚗 20 mins to Woodland Park, 2 hrs to DIA 🚶♂️ Walk to scenic Burgess Reservoir (no lake access) 🔥 Fire pit, outdoor dining, forest views 🅿️ Covered carport + driveway parking

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. There are 3 steps down into bathroom.

Charming Mountain Retreat with private HOT TUB
Welcome to Mini Maison, the coziest tiny home in Woodland Park! Whether you're looking to unwind and refresh or explore the natural beauty the area has to offer, our beautifully decorated home was curated with comfort and luxury in mind. We're located just 10 minutes from Pikes Peak, the most visited mountain in the USA. Garden of the Gods, Manitou Springs and Cave of the Winds are also nearby. Come enjoy the Colorado mountains, our private and peaceful retreat is waiting for you!

A-frame, Tiny home, Hot tub, 3 acres, Sleeps 4!
Kick back and relax in this stylish tiny home A-frame on 2 acres for a romantic getaway or time with your family. • Hot tub • Sleeps 4 • Indoor fire place & outdoor propane fire pit • Fully stocked coffee bar provided • Board games • Off-road trails & rentals in town all year • 15 minutes to Pikes Peak Entrance • 25 mins to Cave of the Winds • 35 mins to Garden of the Gods • Secluded & outside of city limits, yet minutes to town • 45 minutes to CO Springs Airport

Rockies Ranch: Hot Tub, Mountain Views, Fireplace
Escape to Rockies Ranch, where luxury meets the untamed spirit of the Rockies. Discover a blend of refined elegance and mountain allure in this magazine-worthy retreat. Crafted with meticulous detail, this stylish cabin offers a sanctuary of comfort and sophistication. Indulge in the hot tub under the vast sky, explore nearby trails, and savor the breathtaking views of the Rampart Range from the chic deck. Your perfect mountain getaway awaits at Rockies Ranch.

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 wi-fi. Your mountain getaway doesn't have to mean sacrificing convenience-come experience the best of both worlds at our charming tiny house!

Bunkhouse In The Pines
Visit our western themed bunkhouse tucked under the porch of a barn on a private 20 acre 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! Couples Retreat favorite!

Mountain Paradise Cottage
Enjoy your stay in the Mountain Paradise Cottage featuring a relaxing cottage-style decor that you will find relaxing, cozy and all together fun! The cottage was originally the caretaker's cottage for the Maytag house. Conveniently located in the center of town and only 2 miles from Charis!
Popular amenities for Woodland Park holiday rentals
Stay near Woodland Park's top sights
Other great holiday rentals in Woodland Park

A-frame*Views*Pikes Peak*Hot Tub

Mountain Retreat Scenic Views, Hot Tub, Fireplace

The Bear's Den - Cozy Cabin in Florissant

The most perfect new Cabin! Close to Ice Castles!

The Aspen Ridge Stargazer

New! A-Frame w/ Hot Tub + Stargazing Dome

New Cabin*Pikes Peak Views*Stars *Wildlife*SmartTV

Summit Studio of Woodland Park w/ Hot Tub - 338290
When is the best time to visit Woodland Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $222 NZD | $193 NZD | $205 NZD | $215 NZD | $227 NZD | $252 NZD | $264 NZD | $261 NZD | $252 NZD | $249 NZD | $215 NZD | $247 NZD |
| Avg. temp | 0°C | 1°C | 5°C | 9°C | 14°C | 20°C | 22°C | 21°C | 17°C | 10°C | 4°C | 0°C |
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Woodland Park?
Yes! Work meets play with ease at over 110 vacation rentals in Woodland Park featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Woodland Park?
Four-legged friends are welcome in Woodland Park. Choose from more than 70 vacation rentals for guests traveling with pets.
How much does it cost to stay in tiny house rentals in Woodland Park?
Experience the best of Woodland Park with our tiny house rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Woodland Park have wifi?
Absolutely! We offer over 60 house rentals with wifi in Woodland Park. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Woodland Park have self check-in?
Absolutely! We offer over 70 house rentals with self check-in in Woodland Park. Enjoy a tailored experience with all the comforts you desire.
Do cabin rentals in Woodland Park have a bbq area?
Absolutely! We offer over 30 cabin rentals with a bbq area in Woodland Park. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Woodland Park?
Woodland Park has more than 50 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for Cabin Rentals in Woodland Park?
Enhance your stay in our Cabin Rentals with the most popular amenities: over 30 homes with self check-in, over 30 homes with a bbq area, over 30 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Woodland Park

Total holiday rentals
Explore 190 holiday rentals in Woodland Park

Nightly prices starting at
Woodland Park holiday rentals start at $17 NZD per night before taxes and fees

Verified guest reviews
Over 17,050 verified reviews to help you choose

Family-friendly holiday rentals
120 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 70 rentals that welcome pets

Rentals with dedicated workspaces
110 properties have a dedicated workspace

Wi-Fi availability
190 of Woodland Park holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Self check-in, Gym and BBQ grill across Woodland Park rentals

4.9 Average rating
Woodland Park stays are highly rated by guests—averaging 4.9 out of 5!
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- Red Rocks Amphitheatre
- Old Colorado City
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- Cave of the Winds Mountain Park
- Mueller State Park
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- University of Denver
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