Family-friendly holiday rentals in Woodland Park

Find and book unique family-friendly homes on Airbnb

Quick stats about holiday rentals that are family-friendly in Woodland Park

  • Total holiday rentals

    Explore 120 holiday rentals in Woodland Park

  • Nightly prices starting at

    Woodland Park holiday rentals start at $119 NZD per night before taxes and fees

  • Verified guest reviews

    Over 9,740 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wi-Fi availability

    120 of Woodland Park holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Woodland Park rentals

  • 4.9 Average rating

    Woodland Park stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated family-friendly rentals in Woodland Park

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Top Guest favourite
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, 163 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 favourite
The image showcases a breathtaking view of snow-capped mountains under a soft glow, framed by trees in the foreground. The varying shades of green and the snow highlight the majestic peaks, creating a serene and tranquil landscape.
Home in Woodland Park
4.97 out of 5 average rating, 163 reviews

Purple Mountain Chalet, Views, Hot Tub, Game Room

Modern meets mountain in this gorgeous getaway. Amazing views of “Purple Mountains Majesty”, Pikes Peak, as referenced in the famous anthem. All VIEW pictures taken from the deck! -HOT TUB w/ view of mountain ⇹ PLAY GROUND for the kids ⇹ GAME ROOM: Air Hockey, Ping Pong, Foosball, Pool Table, and Corn hole. ⇹ Luxury Shower: 6 heads & heated floors ⇹ Deck with view of mountain and backyard patio with firepit. ⇹ Activities: See Guidebook, my pictures, or TripAdvsior. -Peaceful mountain escape

Top Guest favourite
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, 403 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 favourite
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, 619 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 favourite
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, 239 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.

Guest favourite
The spacious living room features a large window that invites natural light, showcasing views of the outdoors. A wood-burning stove is complemented by a cozy blue couch, a coffee table, and patterned area rug. A television sits on the opposite wall, enhancing the welcoming ambiance.
Cabin in Woodland Park
4.98 out of 5 average rating, 136 reviews

Aframe, Hot Tub, Scenic Views, Firepit, 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.

Guest favourite
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
4.91 out of 5 average rating, 693 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

Top Guest favourite
Cabin in Cascade-Chipita Park
4.99 out of 5 average rating, 256 reviews

Serene Riverside Cabin w/ Hot Tub, Fire Pit, Patio

With a river in the backyard next to the private hot tub and massive gas fire pit for all of your party, what more could you need?! If you love watching local wildlife cross over a creek on a luxurious back patio that’s perfect for all seasons, then you should book here. Enjoy the full amenities of a kitchen stocked with a curator’s touch, heated towel rack, remote control gas fireplace, gas grill, 2023 top-to-bottom remodel. Book RiverHouse North, by Forest & Peak Retreats, today!

Top Guest favourite
Cabin in Florissant
4.97 out of 5 average rating, 245 reviews

Whimsical Dreams Cabin | Firepit | Kids Fort

Unwind in this modern cozy cabin in the Colorado woods! Recently remodeled inside and out. Recently added is a Kids Fort right in the backyard! Come to fish at the local lake, hike hundreds of nearby trails, play the slots at Cripple Creek, and end your day relaxing on the secluded back deck. In the nearby town of Woodland Park, you can do your grocery shopping, have a beer, or grab a coffee and homemade donut! Or take the drive to Colorado Springs (50 minutes) to visit much more!

Guest favourite
Cabin in Woodland Park
4.96 out of 5 average rating, 197 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 • 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 favourite
An open living room showcases a gas fireplace framed by stone, with large east-facing windows providing ample natural light and outdoor views. A luxurious leather sectional, two small ottomans, and a woven basket complement the cozy decor, inviting relaxation and comfort.
Chalet in Woodland Park
4.98 out of 5 average rating, 188 reviews

Pikes Peak Hideout | Hot Tub Under the Stars

Summer in the high pines means mid-70s days, cool starry nights, and windows-open sleeping while the rest of the country sweats. Mornings start with coffee on the east-facing deck — sunrise over the pines, deer and wild turkeys for company. Days are for Pikes Peak, trails all around, and downtown Woodland Park 15 minutes away. Nights end in the private hot tub under more stars than you knew existed. The Tecumseh Lodge: basecamp for a Colorado summer done right.

Guest favourite
A comfortable seating area features a pair of brown leather sofas positioned around a low black metal table, with decorative pillows and a small plant on the table. A light-colored area rug is laid over warm wooden flooring, and a small lamp stands nearby.
Cabin in Woodland Park
4.86 out of 5 average rating, 227 reviews

Pine & Pond ☆ Newly Renovated Woodland Park Cabin!

Nestled in the cozy mountains outside of Pikes Peak, this earthen home comes well-equipped with 4 bedrooms, 6 beds and 2 bathrooms for your luxurious getaway. King bed, tons of games, and child friendly amenities await! Brand New Hot Tub just installed with gorgeous views!! The home has fantastic access to Garden of the Gods, downtown Woodland Park and all of the hiking, fishing and exploring that you're looking for. Come for the retreat you deserve!

Popular amenities for Woodland Park family-friendly rentals

When is the best time to visit Woodland Park?

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Avg. price$297 NZD$285 NZD$302 NZD$291 NZD$315 NZD$373 NZD$344 NZD$327 NZD$298 NZD$279 NZD$291 NZD$307 NZD
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