Vacation rentals in Woodland Park

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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 G$2,093 GYD per night before taxes and fees

  • Verified guest reviews

    Over 16,310 verified reviews to help you choose

  • Family-friendly vacation rentals

    120 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 60 rentals that welcome pets

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

  • Wi-Fi availability

    190 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!

Top-rated vacation rentals in Woodland Park

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

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Guest favorite
A spacious living area features a ceiling fan and large sectional sofa arranged around a coffee table. The floor is wood-like, complemented by an area rug. Natural light enters through multiple windows, and an adjacent dining area is visible in the background.
Home in Woodland Park
4.86 out of 5 average rating, 114 reviews

Mountain Sanctuary - Family Retreat

Mountain town getaway and sanctuary! In Pike National Forest with great hiking/running trails walking distance from the home. Camping, fishing, picnics, and hiking trails within a short drive. Old town Woodland Park has family entertainment and restaurants. Short drives include Manitou Springs, Santa's Workshop, Cave of the Winds, Garden of the Gods, and Pike's Peak! Cozy up with two woodburning fireplaces and large family rooms. Outdoor patio with private hot tub, firepit, grill, & dining table

Top guest favorite
A hot tub is positioned on a deck, offering views of lush green trees and distant mountains under a partly cloudy sky. The bubbling water invites relaxation while the natural surroundings create a serene atmosphere.
Place to stay in Woodland Park
4.99 out of 5 average rating, 156 reviews

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.

Top guest favorite
The cabin's exterior showcases rustic wood siding surrounded by lush trees and large boulders. A spacious deck equipped with string lights enhances the inviting ambiance. A picnic table and a gas grill are situated on the patio, offering a charming outdoor dining experience.
Cabin in Cascade-Chipita Park
4.99 out of 5 average rating, 258 reviews

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

Guest favorite
An A-frame cabin is nestled among vibrant autumn foliage, with golden leaves framing the structure. The entrance features a welcoming porch adorned with wooden railings, and large windows provide glimpses of the interior. The surrounding trees create a serene, natural setting.
Cabin in Woodland Park
4.91 out of 5 average rating, 103 reviews

Woodland Park Scandi Cabin, Mtn Views & Hot Tub

Welcome to our Scandinavian-inspired cabin in Woodland Park, CO, just minutes from Pikes Peak. This cozy retreat combines minimalist design with comfort, offering stunning mountain views, wildlife sightings, & easy access to scenic trails. Enjoy a fully equipped kitchen, serene living space, & peaceful setting perfect for relaxation or a romantic getaway. Embrace the beauty of nature and Scandinavian warmth, making this cabin the ideal place to unwind, explore, & experience Colorado’s outdoors.

Top guest favorite
An A-frame cabin exterior is visible at dusk, with a sloping black facade contrasting against the colorful sunset. A neatly stacked pile of firewood is situated in a circular holder on the deck, alongside a potted plant for a touch of greenery.
Cabin in Woodland Park
4.98 out of 5 average rating, 398 reviews

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

Guest favorite
The exterior of a tiny house features a combination of green and wood paneling. Large windows allow ample natural light, while a welcoming door with steps leads inside. Gravel surrounds the house, enhancing the natural setting among surrounding trees.
Tiny home in Woodland Park
4.93 out of 5 average rating, 607 reviews

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 🤗

Top guest favorite
Cabin in Divide
5 out of 5 average rating, 107 reviews

Rustic-Chic Retreat| HOT TUB| Curated Experience

The Rustic Retreat is a one of a kind cabin with special touches & elevated amenities. Set on a fully-fenced acre, you'll enjoy the peaceful, serene aspens & towering pines. Relax around the firepit, play games, or decompress in the hot tub while stargazing. Inviting live greenery throughout. Where soft elegance meets a rustic touch at a crossroads to adventure, this cabin is perfect for special occasions & getaways. Enjoy the seclusion, while still being close to attractions, & conveniences.

Top guest favorite
The brightly colored cabin is illuminated by string lights, creating a warm ambiance at night. A patio area is visible, featuring outdoor seating that invites relaxation. The front door is framed by a welcoming entryway, accentuated by decorative shutters.
Cabin in Woodland Park
4.97 out of 5 average rating, 237 reviews

Farmhouse-In The Heart of Town-Dogs OK-Hot Tub!

Go back in time in a 1930's Farmhouse cabin near Pikes Peak. Great location, 2 blocks from downtown and new hot tub! Walk to coffee shops, restaurants & parks. Enjoy the outdoor fresh air, hiking & fishing. Short drive to Pikes Peak & many other must see sites! Fully stocked kitchen with fun retro appliances. Dog friendly with a fenced in backyard. Enjoy an evening around the outdoor fire pit or indulge in relaxation & enjoy the remote fireplace in the bedroom. WIFI, Smart TV's and plush bed.

Top guest favorite
A two-story, contemporary mountain retreat is surrounded by tall trees. The exterior features a black facade, large windows illuminated warmly, and a spacious deck with steps leading to the landscape. The sky presents a subtle gradient of pink and blue hues at dusk.
Home in Woodland Park
5 out of 5 average rating, 294 reviews

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!

Top guest favorite
Cabin in Cascade-Chipita Park
4.95 out of 5 average rating, 230 reviews

Riverside Retreat: Sauna, Hot Tub & Fireplace

With a river in the backyard next to the private hot tub and sauna, what more could you need? If you love watching local wildlife, listening the sound of the creek, and relaxing on a luxurious back patio that’s perfect for all seasons, then RiverHouse South by Forest & Peak Retreats is for you! Enjoy the full amenities of a kitchen stocked with a curator’s touch, heated towel rack, remote control gas fireplace, top-to-bottom remodel. Book RiverHouse South, by Forest & Peak Retreats, today!

Top guest favorite
A modern A-frame cabin is nestled in a snowy landscape, showcasing a spacious deck and a luxurious hot tub. Nearby, a geodesic dome offers a unique stargazing experience. The backdrop features a starry sky, enhancing the serene mountain setting.
Cabin in Florissant
4.98 out of 5 average rating, 131 reviews

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.)

Top guest favorite
A cozy living room features a brown leather sofa and a handmade wooden table. Natural light floods the space through large windows, illuminating a relaxing nook with patterned poufs and a guitar hung on the wall. Outdoors, a porch with rocking chairs offers a view of the surrounding trees.
Tiny home in Woodland Park
4.99 out of 5 average rating, 172 reviews

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

Popular amenities for Woodland Park vacation rentals

When is the best time to visit Woodland Park?

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Avg. priceG$29,923 GYDG$27,621 GYDG$30,969 GYDG$26,784 GYDG$28,249 GYDG$31,388 GYDG$32,853 GYDG$32,434 GYDG$31,388 GYDG$30,551 GYDG$28,458 GYDG$30,969 GYD
Avg. temp0°C1°C5°C9°C14°C20°C22°C21°C17°C10°C4°C0°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.

Destinations to explore

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  2. United States
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