Vacation rentals in Woodland Park

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Top-rated vacation rentals in Woodland Park

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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, 154 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.

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.

Guest favorite
The living area showcases a pair of comfortable gray sofas arranged around a coffee table. A large television displays a virtual fireplace, creating a cozy ambiance. A light fixture casts a warm glow, and a dining area with a wooden table provides additional seating.
Home in Woodland Park
4.92 out of 5 average rating, 190 reviews

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!

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, 397 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, 602 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 Florissant
4.98 out of 5 average rating, 261 reviews

Into the Woods Aframe | Hot Tub | FirePit| 6 Acres

✨ Step into an ideal Colorado getaway at this renovated A-Frame. 🏔️ It is truly a gem with comfort and minimalism in mind. 🔥Newly added Pellet Burning Stove! 🎨 Enjoy the modern mountain aesthetic and design! 🌲 The A-frame sits on 6 acres filled with pine, aspen trees, and rock outcroppings, give a secluded and private stay. 🛁 A hot tub to soak in under a star-filled sky completes the space. 🚗 Short drive to neighboring mountain towns: Divide, Florrisant, Lake George, and Cripple Creek.

Top guest favorite
The unique octagon structure of the Treehouse is surrounded by lush greenery, with tall trees and fog creating a serene atmosphere. The design elevates the home above the forest floor, showcasing wooden supports and inviting outdoor stairs leading up to the entrance.
Treehouse in Cascade-Chipita Park
4.99 out of 5 average rating, 319 reviews

Luxury Treehouse Retreat | Near Pikes Peak+Views

Welcome to the Treehouse - Your Colorado Getaway. Perched high in the trees with panoramic views, a HUGE bathtub, coffee bar with local coffee, two decks, and KING sized bed, 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.

Top guest favorite
Cabin in Cascade-Chipita Park
4.95 out of 5 average rating, 226 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
The A-frame cabin is illuminated by warm string lights, showcasing its inviting façade against a backdrop of a colorful sunset. A private hot tub is positioned beside the cabin on a stone patio, surrounded by greenery and natural setting.
Cabin in Divide
4.99 out of 5 average rating, 430 reviews

Rainbow Trail A-Frame Hot Tub |Firepit| StarGazing

This recently renovated A-frame cabin is nestled on 2 acres of tranquil, forested land surrounded by aspen and pine trees — the perfect mountain escape. Unwind in the private hot tub, warm up by the cozy wood-burning stove, or gather around the outdoor fire pit for a night under the stars. Plus, with the addition of our Star Gazing Net in June 2025. Near Divide, Florissant, and Woodland Park, 45-minute drive from Colorado Springs, 1.5 hours from Breckenridge skiing, and 2 hours from (DIA).

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, 129 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
The A-frame cabin is nestled on a hillside, surrounded by tall pine trees. Sunlight filters through the clouds, illuminating the outdoor deck and providing a glimpse of the expansive natural landscape. The structure's triangular roof design stands out amidst the greenery.
Cabin in Divide
5 out of 5 average rating, 212 reviews

Indigo A Frame | Dog Inclusive, Hot Tub, Secluded

★ King bed (Helix Mattress) + lots of cozy blankets ★ Dog inclusive ★ 4 private, wooded acres + mountain views ★ Hot tub ★ Wood stove with plenty of firewood and fire-starting supplies provided ★ 1 Hour to Colorado Springs, 2 Hours to DIA This charming vintage A Frame is nestled in the forest off a quiet road, offering mountain views and natural immersion. You will likely see more deer, birds, and chipmunks than other humans, but if you’d like to venture out, Divide is 18 minutes away!

Guest favorite
Tiny home in Woodland Park
4.94 out of 5 average rating, 409 reviews

Cozy Tiny Cabin | Hot Tub + Pikes Peak Views

Welcome to Tiny Timber! Relax in the hot tub beneath the Colorado stars at this cozy tiny cabin in Woodland Park, the “City Above the Clouds.” This peaceful Rocky Mountain retreat is the perfect cabin near Pikes Peak and a great home base for exploring the area. Just minutes from Pikes Peak Highway, Manitou Springs, and Colorado Springs, you’ll enjoy adventure by day and a relaxing mountain getaway each evening.

Popular amenities for Woodland Park vacation rentals

When is the best time to visit Woodland Park?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$29,865 GYDG$27,567 GYDG$30,909 GYDG$26,732 GYDG$28,194 GYDG$31,326 GYDG$32,788 GYDG$32,371 GYDG$31,326 GYDG$30,491 GYDG$28,403 GYDG$30,909 GYD
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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 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$2,088 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!

Destinations to explore

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