Holiday houses in Woodland Park
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Top-rated holiday rentals in Woodland Park
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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.
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.
Cabin on Pikes Peak, Hot tub, Walk to Wine + Food
*Brand new nordic spa 6 person hot tub as of April 2026!* 2 bedroom, 2 bath historic cabin backs to wilderness. Enjoy amazing views of the surrounding trees and rocks. Located on Pikes Peak, Hidden Falls cabin is just 10 minutes from Manitou and Colorado Springs but it feels like a world away. Take in the views from your soak in the hot tub or under the outdoor shower. Walk to the Wines of Colorado for libations and food. The cabin is an ideal destination for a restful retreat, a romantic getawa
Little Woody's Hideaway-(4)DownTown - 329662
License 329662. 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 for all your adventures!
Romantic AFrame*Private Trail*Wood Fire*Stargazing
► Romantic A-frame retreat designed for couples and quiet getaways ► Backyard opens to over one million acres of national forest with a private trail leading to a private summit fire pit ► Outdoor fire pit for stargazing and peaceful evenings ► Thoughtfully designed by a boutique NYC interior design firm ► Well-equipped kitchen for cooking real meals ► Nest mattress with organic cotton sheets for deep sleep ► Easy access to hiking, skiing, gold-water fly fishing, scenic drives, and ATV rentals
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 🤗
Views, views, VIEWS I Hot tub I Peaceful 3 acres
🏔️ THIS IS THE REAL DEAL. Come Experience Authentic Colorado Mountain Living 📍 Located just 1 mile from Catamount Recreation Area, a HIDDEN GEM w/ hiking trails & water activities 🌄 CLOSE-RANGE Pikes Peak views right from the property! 🛁 BRAND NEW Arctic Spa hot tub for the ultimate in mountain luxury – soak under the stars! 🛍️ Minutes to downtown Woodland Park for dining, groceries & more ✈️ 1.5 hrs to Denver International Airport (DIA) 🌲 Peaceful forest setting to unplug & reconnect!
Scenic Views, Hot Tub, Firepit, 2 Decks, Dogs YES
Escape to the “Blue Spruce Chalet”. A 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 a fully equipped kitchen, a wood-burning stove, an outdoor firepit, 2 decks with stunning mountain & sunset views and reliably fast WiFi. Star gaze from the hot tub. You may never want to leave this slice of heaven. Perfect for a quick getaway.
Modern A-Frame w/ Hot Tub + Stargazing Dome
✦ Newly built modern A-frame (750 sq ft) in the Pikes Peak Region ✦ Two cozy bedrooms (including loft) ✦ Luxurious private jetted hot tub ✦ Stargazing dome ✦ Picturesque wooded lot w/ serene views ✦ Easy access to the Fossil Beds, three state parks, national forest, hiking, gold-medal fly fishing, & much more ✦ Large deck w/ gas fire pit, cushioned Adirondack seating, & outdoor dining ✦ Indoor gas fireplace ✦ Full kitchen w/ coffee & tea bar ✦ Weber BBQ grill ✦ Pet friendly (one dog max.)
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
Secluded Cabin: Hot Tub, Large Deck & Fire Pit
Escape to the Timber A-Frame, by Forest & Peak Retreats, 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.
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
Popular amenities for Woodland Park holiday rentals
Stay near Woodland Park's top sights
Other great holiday rentals in Woodland Park
The Woodland Burrow License #338962
NEW! Off-Grid A-Frame | Sauna and Stargazing Swing
Atari | Firepit | Sauna: Stay at the Aspen Aframe!
Gorgeous Mountain home with Hot tub!
Mountain Glen Vista! License # 331228
Cozy couples get away with view of Pikes Peak
Pike Forest Cabin | Mountain Views | Fire Pit
Pike's Peak Lookout Guesthouse - Balcony + Views!
When is the best time to visit Woodland Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $239 NZD | $221 NZD | $247 NZD | $214 NZD | $226 NZD | $251 NZD | $262 NZD | $259 NZD | $251 NZD | $244 NZD | $227 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
What are the best places to stay in Woodland Park?
Popular areas for stays in Woodland Park include homes with mountain views, cabins nestled among pine trees, and accommodation near local parks. Rentals close to trail access or in quiet residential neighborhoods are frequently suggested.
What are the best things to do in Woodland Park with kids?
Consider hands-on science exhibits, small animal encounters, and accessible forest trails around Woodland Park. Many families enjoy fishing ponds, nature programs, and creative arts workshops when available.
What are some of the best things to do in Woodland Park?
Experience science-focused museums, explore local art galleries, or set out on a hiking trail to enjoy mountain views in Woodland Park. Seasonal events, farmers markets, and nearby fishing lakes are frequently suggested activities.
How is the weather in Woodland Park?
Woodland Park has cool winters ranging from 19–45°F (-7–7°C) and warm summers often between 53–87°F (12–30°C). Weather can change quickly in the mountains, so layered clothing is useful year-round.
When is the best time to visit Woodland Park?
Milder weather and seasonal festivals in late spring through early fall are often recommended for Woodland Park, with outdoor activities peaking during these months. Winter brings opportunities for snow-focused recreation and a quieter pace.
What are the best places to visit in Woodland Park?
Frequently suggested places to explore in Woodland Park include nature parks, science centers, art galleries, and local museums. The city’s gathering spaces and forested recreation areas highlight the appeal of this mountain community.
What are some hiking trails in Woodland Park?
Woodland Park has hiking experiences ranging from forested walks to scenic mountain viewpoints. Explore trails in nearby parks and nature areas, which are frequently suggested for their peaceful landscapes and chance to spot local wildlife.
What are some family activities we can do in Woodland Park?
Families often explore playgrounds, interactive museums, and easy hiking trails around Woodland Park. Outdoor spaces with picnic areas and accessible paths are frequently suggested for all ages.
What are some of the best day trip ideas from Woodland Park?
Explore other mountain communities, scenic parks, or outdoor recreation areas near Woodland Park. Day trips often include visits to historic towns, forested hiking paths, and geological sites noted for their local significance.
Are there any pet friendly accommodations available in Woodland Park?
Many rentals in Woodland Park welcome pets and provide comfortable spaces for four-legged companions. Forested surroundings and local parks make it easy to explore the outdoors with your dog.
What are some local tips for visiting Woodland Park?
Locals often recommend starting the day early for peaceful trails and mountain views, and dressing in layers to adjust to shifting weather. Support community-run shops and check local event calendars for seasonal happenings during your stay.
What is Woodland Park known for?
Woodland Park is known for its mountain atmosphere, opportunities for outdoor recreation, and family-friendly attractions. The city has a lively arts scene and vibrant community traditions rooted in its scenic surroundings.
What are the best hidden gems to explore in Woodland Park?
Woodland Park has locally loved markets, quiet forest trails, and small galleries that highlight the region's artistic side. Seek out independently owned shops and tucked-away cafes for a glimpse into everyday community life.
What are the best foods to try in Woodland Park?
Woodland Park's dining scene highlights local flavors, with mountain-style steaks, hearty burgers, and classic American breakfasts often suggested. Look for coffee shops, bakeries, and eateries serving locally inspired dishes and regional favorites.
What should I bring for a trip to Woodland Park?
Pack layers for changing mountain weather and sturdy shoes for walking or hiking. Sun protection, a reusable water bottle, and a rain jacket are often recommended, as temperatures can shift quickly throughout the day.
What is the nightlife in Woodland Park like?
Nightlife in Woodland Park is relaxed, with local pubs, casual bars, and laid-back venues often suggested by visitors. Expect live music on select nights and gathering spots where locals and travelers mingle.
What are the most popular events or festivals in Woodland Park?
Woodland Park has events tied to art, seasonal markets, and outdoor celebrations, with some gathering around Labor Day weekend and in late summer months. Farmers markets and craft fairs are frequently suggested by locals.
Are there family friendly vacation rentals in Woodland Park?
Woodland Park has a range of family-friendly vacation rentals, featuring larger living spaces, kitchens, and outdoor areas. Neighborhoods around parks or near recreation areas are frequently chosen by families seeking convenience and comfort.
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 16,310 verified reviews to help you choose
Family-friendly holiday rentals
120 properties offer extra space and kid-friendly amenities
Pet-friendly accommodation
Find 60 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
- Royal Gorge Bridge and Park
- University of Denver
- Cheyenne Mountain Zoo
- Red Rock Canyon Open Space
- Cheyenne Mountain State Park
- Cave of the Winds Mountain Park
- Castlewood Canyon State Park
- The Broadmoor World Arena
- Mueller State Park
- Roxborough State Park
- Staunton State Park
- The Broadmoor Golf Club
- Colorado Wolf and Wildlife Center
- Pikes Peak - America's Mountain
- Colorado Springs Pioneers Museum
- Cherry Creek State Park
- Palmer Park
- Rocky Mountain Dinosaur Resource Center
- Colorado College
- Royal Gorge Route Railroad
- Florissant Fossil Beds National Monument
- United States Air Force Academy
- Paint Mines Interpretive Park