Vacation rentals in Woodland Park

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Quick stats about vacation rentals in Woodland Park

  • Total vacation rentals

    Explore 210 vacation rentals in Woodland Park

  • Nightly prices starting at

    Woodland Park vacation rentals start at G$6,280 GYD per night before taxes and fees

  • Verified guest reviews

    Over 16,640 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

    120 properties have a dedicated workspace

  • Wi-Fi availability

    200 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, 116 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 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, 133 reviews

Modern A-Frame w/ Hot Tub + Stargazing Dome

☆ Featured in 5280 Magazine’s Top 5 Colorado Airbnbs ☆ ✦ Newly built modern A-frame (750 sq ft) in the Pikes Peak Region ✦ Two cozy bedrooms (including loft) ✦ 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, & more ✦ Large deck w/ gas fire pit, Adirondack seating, & BBQ grill ✦ Indoor gas fireplace ✦ Full kitchen w/ coffee & tea bar ✦ Pet friendly (one dog max.)

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, 158 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
The exterior of the A-frame cabin is surrounded by tall trees, featuring a wooden deck with two adirondack chairs. A large triangular window adorns the front, complemented by a welcoming entrance door, emphasizing the cabin's charming architecture.
Cabin in Woodland Park
4.96 out of 5 average rating, 194 reviews

A-frame, Tiny home, Sauna, Hot tub, 3 acres!

Kick back and relax in this stylish 1965 A-frame tiny home on 2 private acres, perfect for a romantic getaway or family adventure. • Hot tub • Sleeps 4 • Barrel sauna coming mid-July 2026 • Electric fireplace & outdoor propane fire pit • Fully stocked coffee bar • Board games • 15 mins to Pikes Peak Entrance & the Wolf Sanctuary • 25 mins to Cave of the Winds • 35 mins to Garden of the Gods & Cripple Creek casinos • Private mountain setting, minutes to town • 45 mins to Colorado Springs Airport

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, 399 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

Top 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, 614 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
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, 325 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, 232 reviews

Riverside Retreat: Hot Tub, Sauna, & Fire Pit

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!

Guest favorite
The exterior of a charming A-frame cabin is showcased, featuring a wooden deck with a railing. Large floor-to-ceiling windows allow ample natural light into the space, providing a view of the surrounding trees and outdoor seating area.
Cabin in Florissant
4.92 out of 5 average rating, 684 reviews

☀Cabin with Mtn Views☀ A-Frame Nature Getaway

★Location: Minutes to CO Wolf + Wildlife Ctr, award-winning Paradox Beer Company, Fossil Beds, Lake George, Mueller State Park. Short Drive to Pikes Peak, Garden of the Gods ★OUTDOORS: Nearby hiking, biking, snowshoeing, horseback riding, cross country skiing, rock climbing, white water rafting ★DINING/SHOPS: Short drive to Woodland Park & Historic Manitou ★VIEWS of the Continental Divide from the large back porch & bedroom balcony ★Grill + Firepit ★Brand new comfy beds ★Equipped Kitchen

Guest favorite
Tiny home in Woodland Park
4.94 out of 5 average rating, 417 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.

Top guest favorite
Cabin in Woodland Park
4.97 out of 5 average rating, 225 reviews

The Potlatch Cabin

Escape to this cozy mountain hideaway just 15 minutes from Woodland Park and under an hour to top adventures like Pikes Peak, Garden of the Gods, Seven Falls, and Manitou Springs. Enjoy hiking, fishing, skiing, and more nearby. Relax on the porch, in hammocks, or by the fire-pit with mountain views and starry skies. Inside, unwind by the fireplace, cook in the full kitchen, or enjoy movies, games, and books.

Top guest favorite
Cabin in Florissant
4.98 out of 5 average rating, 272 reviews

Retreat at Mydnyt Mountain•Hot Tub•No Chores

At the end of a private mountain road, Mydnyt Mountain offers total seclusion on 40 acres with no neighbors. Take in 360° views by day, then unwind in the hot tub under endless stars. On quiet nights, you may hear wolves in the distance. Cozy, simple, and grounding—perfect for a romantic escape or peaceful reset. No crowds, no chores—just you, the mountains, and the night.

Popular amenities for Woodland Park vacation rentals

When is the best time to visit Woodland Park?

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Avg. priceG$29,934 GYDG$27,632 GYDG$30,981 GYDG$26,794 GYDG$28,260 GYDG$31,400 GYDG$32,865 GYDG$32,446 GYDG$31,400 GYDG$30,562 GYDG$28,469 GYDG$30,981 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.

Destinations to explore

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