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 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, 117 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 favourite
A spacious deck features comfortable seating arrangements with contemporary wicker sofas positioned around a low fire table. Lush trees and mountain views surround the area, creating a serene outdoor space perfect for relaxation.
Cabin in Green Mountain Falls
4.97 out of 5 average rating, 321 reviews

Scenic View Mountain Cabin: Hot Tub, Deck, Loft

Some seek inspiration. Others seek luxury. Limber Pines by Forest & Peak Retreats is both. This is vintage Rocky Mountain living, refined for modern sensibilities. Featuring a spacious deck, cozy fireplace, hot tub built into the side of the mountain, heated tile inside, plus many other upscale comforts...Limber Pines is handcrafted for your next getaway. With scenic trailheads and quick access to nearby destinations, this will provide you with lifelong memories of your Rocky Mountain adventure.

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, 617 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 🤗

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, 691 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
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, 179 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

Guest favourite
Cabin in Woodland Park
4.96 out of 5 average rating, 196 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
Tiny home in Woodland Park
4.94 out of 5 average rating, 418 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 family-friendly rentals

When is the best time to visit Woodland Park?

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Avg. price$295 NZD$283 NZD$300 NZD$290 NZD$314 NZD$371 NZD$343 NZD$326 NZD$297 NZD$278 NZD$290 NZD$305 NZD
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