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 $101 AUD 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
Cabin in Florissant
4.96 out of 5 average rating, 105 reviews

The Cozy Pine • A/C • Hot Tub • Views • Game Room

Welcome to your mountain retreat! This cozy 4 bedroom, 2 bath cabin on nearly 6 acres of forest offers breathtaking views of Collegiate Peaks and the beauty of Florissant, CO. With vaulted ceilings, floor-to-ceiling windows, and thoughtful design, it’s ideal for year-round stays or a mountain getaway. ✔ A/C (Rare for Mtn Cabins) ✔ Deck+Hot Tub ✔ Fire Pits ✔ Game Room ✔ Outdoor Dining ✔ Gas Grill ✔ 1 King Bedroom ✔ 2 Queen Bedrooms ✔ Loft Area w/ Full Teepee Bed ✔ Full Kitchen ✔ Smart TVs ✔ WiFi

Top Guest favourite
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 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, 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 favourite
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, 194 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 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
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 favourite
A circular wooden sauna sits on a raised deck surrounded by trees. Blue adirondack chairs are arranged around a fire pit with glowing flames. The natural setting creates a peaceful atmosphere for outdoor relaxation.
Cabin in Divide
4.89 out of 5 average rating, 327 reviews

𓃵Moose Cabin𓃵 Sauna┃Firepit┃Woodstove┃Corn hole

►Location: Short drive to CO Wolf + Wildlife Ctr, award-winning Paradox Beer Co, Fossil Beds, Lake George, Mueller State Park, Pikes Peak, Garden of the Gods ►OUTDOORS: Nearby hiking, biking, snowshoeing, horseback riding, cross country skiing, rock climbing, rafting ►DINING/CASINO: Short drive to Cripple Creek + Woodland Park ►YARD: picnic table, grill, yard games, barrelwood SAUNA + firepit ►FAMILY FRIENDLY: Pack n play, high chair, monitors, toys + more! ►Equipped Kitchen ★WAFFLE MAKER★

Top Guest favourite
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!

Top Guest favourite
Cabin in Divide
5 out of 5 average rating, 431 reviews

Black Ridge Cabin|Private Hot Tub & Forest Retreat

The Black Ridge Cabin - Your cozy mountain escape! 🗻Tucked in Colorado’s STUNNING Pikes Peak region 🛏️ Cozy 2BR w/queen beds on 1 private acre 🌌 Secluded hot tub under the stars 🔥 Indoor Fireplace + fast Starlink Wi-Fi 🍳 Stocked kitchen + washer/dryer 🌲Near hiking trails & hillside access with fenced yard 🚗 20 mins to Woodland Park, 2 hrs to DIA 🚶‍♂️ Walk to scenic Burgess Reservoir (no lake access) 🔥 Fire pit, outdoor dining, forest views 🅿️ Covered carport + driveway parking

Top Guest favourite
Cabin in Florissant
4.97 out of 5 average rating, 240 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
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 favourite
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.

Popular amenities for Woodland Park family-friendly rentals

When is the best time to visit Woodland Park?

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