
Vacation rentals in Woodland Park
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Top-rated vacation rentals in Woodland Park
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HOT TUB ~ 31 Acres ~Bring ATVs/Border Nat'l Forest
Looking for a quiet and secluded mountain getaway? This charming cabin on 31 acres that borders Pike National Forest is the perfect place to escape the hustle and bustle of everyday life. Enjoy breathtaking views of the surrounding mountains from the cabin's spacious deck, & keep an eye out for wildlife. The mountain getaway vibe is complete with a new hot tub, wood-burning stove & amazing views. You’re just a short drive from several mountain towns and 2 hours from Denver International Airport.

Dogs YES, Hot Tub, 2 Decks, Fireplace, Scenic View
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.

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 narrow 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 🤗

THE Treehouse, Panoramic Views, CoffeeBar, KINGBed
*If booking a stay for Oct.-May please carefully read winter info. Welcome to the Treehouse - the ultimate Colorado getaway. Perched high in the trees with panoramic views, you’ll never want to leave. This completely remodeled, octagon treehouse is just 15 minutes from most attractions in Colorado Springs and 5 minutes from the famous Pikes Peak Highway and gorgeous hiking trails - you are right in the middle of plenty to do while also being tucked away in your own little forest paradise.

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

Sunny Treetop Tiny Home! Beautiful Pikes Peak View
Welcome to Treetop Tiny Home! My home is nestled in an adorable close knit Tiny Home community in the lovely town of Woodland Park, Colorado! Come and escape the hustle of this busy world, and enter into the peaceful tranquility of tiny home living... in the woods. Woodland Park is centrally located to some of the finest attractions Colorado has to offer: Just minutes to Rampart Reservoir, Pikes Peak, The North Pole, Cave of the Winds, and so many beautiful hikes! Insta @treetoptinyhome

Private Luxury Spa Retreat: Mtn View/Hot Tub/Sauna
Welcome to your luxurious mountain retreat at Eagle Ridge! The Living Room is a stunning 1400 sf newly renovated home situated in a gated 43-acre property with panoramic views of Pikes Peak that will take your breath away. With a magnificent 1200 sf patio and access to private walking trails, this space has everything you need for a peaceful and rejuvenating vacation or retreat -- a hotel penthouse experience on ground level. The hot tub is filled with fresh water for every guest.

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

The Timber A-Frame✦Large Deck✦Hot Tub✦BBQ
Escape to the Timber A-Frame, 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 cozy up to a movie in the vaulted living room by the fire. Your perfect mountain getaway awaits at the Timber A-Frame.

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!

Retreat in the Woods
Close to Colorado Springs attractions, Manitou Springs and Woodland Park it offers a retreat away from it all! You have the entire lower level of this home, the owners live upstairs. Sit and relax by the fire, play horseshoes, or enjoy nature and wildlife. We have frequent wild visitors.
Popular amenities for Woodland Park vacation rentals
Stay near Woodland Park's top sights
Woodland Park house rentals

Lake~Paddleboards~Hot Tub~Firepit~BBQ

*Winter Rates* | Hot Tub | Fireplace | Dogs OK

Private Guest House in the Forest

Sunshine Mountain , experience true Colorado!

The Little House at RRCOS -Escape- Amazing views!

Tiny House 🌟 Pike’s Peak Views 🌟

Rhapsody in Blue

Pikes Peak BrightStar Boutique!
Other great vacation rentals in Woodland Park

Cozy Mountain Suite ~ Fire Pit | Grill | Games

The most perfect brand new Cabin!

Cortland Cabin Getaway W/ Views & Hot Tub- Pets OK

Mountain Glen Vista! License # 331228

Classic Throwback Colorado Mountain Cabin

Bunkhouse In The Pines

Rocky Mountain Oasis Mini-Resort 338900

Indigo A Frame | Dog Inclusive, Hot Tub, Secluded
When is the best time to visit Woodland Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ485 | ﺩ.ﺇ422 | ﺩ.ﺇ448 | ﺩ.ﺇ470 | ﺩ.ﺇ496 | ﺩ.ﺇ551 | ﺩ.ﺇ577 | ﺩ.ﺇ569 | ﺩ.ﺇ551 | ﺩ.ﺇ544 | ﺩ.ﺇ470 | ﺩ.ﺇ540 |
| 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 private suite rentals in Woodland Park?
Experience the best of Woodland Park with our private suite rentals, starting at about $70 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 cabin rentals in Woodland Park have self check-in?
Absolutely! We offer over 30 cabin rentals with self check-in in Woodland Park. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Woodland Park have a bbq area?
Absolutely! We offer over 60 house 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 wifi, over 30 homes with self check-in, over 20 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about vacation rentals in Woodland Park

Total vacation rentals
Explore 190 vacation rentals in Woodland Park

Nightly prices starting at
Woodland Park vacation rentals start at ﺩ.ﺇ37 per night before taxes and fees

Verified guest reviews
Over 16,450 verified reviews to help you choose

Family-friendly vacation rentals
120 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 70 rentals that welcome pets

Rentals with dedicated workspaces
110 properties have a dedicated workspace

Wi-Fi availability
180 of Woodland Park vacation 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
- Royal Gorge Bridge and Park
- Cheyenne Mountain Zoo
- Arrowhead Golf Course
- Cave of the Winds Mountain Park
- Cheyenne Mountain State Park
- Castle Pines Golf Club
- Mueller State Park
- Patty Jewett Golf Course
- Colorado Wolf and Wildlife Center
- Staunton State Park
- Raccoon Creek Golf Club
- Sanctuary Golf Course
- Castlewood Canyon State Park
- Roxborough State Park
- Saddle Rock Golf Course
- Meadow Hills Golf Course
- Pirates Cove Water Park
- Helen Hunt Falls
- Red Hawk Ridge Golf Course
- Colorado Springs Pioneers Museum
- The Club at Ravenna - Colorado Golf Club
- Cherry Creek State Park




