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 $118 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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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, 119 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
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, 165 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
Home in Woodland Park
4.94 out of 5 average rating, 121 reviews

Pikes Peak View-modern-spacious-hot tub-Sleeps 8

Spectacular, private mountain getaway with an unbelievable view of Pikes Peak on 6-acres that combine open space, mountain views, and pine trees. The View from Woodland Park sits directly on the Centennial Trail. Situated in nature while only 3 miles to the heart of quaint Woodland Park and an picturesque 18-mile drive from Colorado Springs. Whether you want to relax at a private mountain retreat or stay conveniently in the heart of the southern range of the Rocky Mountains - it's perfect!

Guest favourite
The exterior of the house showcases a spacious design nestled among trees, with a series of steps leading to the entrance. A combination of light-colored siding and stone accents complements the natural surroundings.
Home in Woodland Park
4.85 out of 5 average rating, 167 reviews

Woodland Escape~3Acres of CO Mt. life~Min to town

"The Woodland Escape" sits secluded on 3 private acres of quintessential Colorado land, but is less than 2 minutes away from town, offering you the best of both worlds. This location offers many activities to keep you busy all week long! Hike to the top of the private land, and get picturesque views of Pike's Peak. House offers a fire pit, foosball, air hockey, 110" projector screen and a hot tub! House is within 20 minutes of CO Springs area. Small events are allowed at an additional fee.

Top Guest favourite
A two-story, contemporary mountain retreat is surrounded by tall trees. The exterior features a black facade, large windows illuminated warmly, and a spacious deck with steps leading to the landscape. The sky presents a subtle gradient of pink and blue hues at dusk.
Home in Woodland Park
5.0 out of 5 average rating, 306 reviews

Views, views, VIEWS! I Hot tub I Peaceful 3 acres

🏔️ THIS IS THE REAL DEAL. Come Experience Authentic Colorado Mountain Living 📍 Located just 1 mile from Catamount Recreation Area, a HIDDEN GEM w/ hiking trails & water activities 🌄 CLOSE-RANGE Pikes Peak views right from the property! 🛁 BRAND NEW Arctic Spa hot tub for the ultimate in mountain luxury – soak under the stars! 🛍️ Minutes to downtown Woodland Park for dining, groceries & more ✈️ 1.5 hrs to Denver International Airport (DIA) 🌲 Peaceful forest setting to unplug & reconnect!

Superhost
A covered outdoor seating area features two comfortable chairs and a wooden table, centered around a fire pit. The surrounding trees create a serene atmosphere, and distant mountain views are visible beyond the railing, highlighted by warm string lights overhead.
Home in Woodland Park
4.95 out of 5 average rating, 231 reviews

Pikes Peak Mountain view, Hot tub, 3 wooded acres!

Relax with the whole family & friends at this peaceful home on 3 acres of land in the mountains! • Hot tub • Sleeps 11 • Pikes Peak Mountain views • 3 fire pits • FREE coffee (multiple machines) & tea • Hiking & off-road trails & rentals in town • Children’s playroom • 15 minutes to Pikes Peak Entrance & the Wolf Sanctuary • 25 mins to Cave of the Winds • 35 mins to Garden of the Gods • Board games • Secluded outside of city limits, yet minutes to town • 45 minutes to CO Springs Airport

Superhost
A two-story log cabin is illuminated at dusk, showcasing warm light shining through multiple windows. A stone pathway, bordered by stepping stones, winds gently up the grassy hill leading to the home, which is surrounded by trees.
Cabin in Woodland Park
4.83 out of 5 average rating, 112 reviews

The Sleeping Bear Lodge, Hot Tub/game room.

Bring the whole family to this spacious, beautiful, peaceful home with lots of room to enjoy the serenity of the Colorado mountains. With a fully wrap-around deck, you can relax while enjoy breathtaking views of Pike Peak. Experience a dip in the hot tub at 8900 feet while the kids are enjoying the game room playing darts, a game of pool or ping pong. Enjoy this beautiful home as being the central hub of many family activities such as Breckenridge, manitou springs,Cripple Creek and Victor.

Top Guest favourite
The exterior of the chalet is illuminated by warm string lights at dusk, showcasing a wood and glass structure surrounded by trees. A soothing hot tub is visible on the deck, offering a perfect spot for relaxation under the evening sky.
Cabin in Woodland Park
4.98 out of 5 average rating, 141 reviews

Aframe|Hot Tub|Scenic Views|2 decks|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.

Top Guest favourite
The exterior of the cabin showcases rustic wooden logs and a welcoming front door. A pink picket fence surrounds the property, with landscaped pathways leading to the entrance. Warm porch lights illuminate the cabin, enhancing its cozy appearance amidst the surrounding trees.
Cabin in Woodland Park
4.97 out of 5 average rating, 239 reviews

Sugar Shack -1930's Cabin-Downtown & Dog Friendly

Stunning remodeled 1930's cabin with one of the best views of Pikes Peak in town! The Sugar Shack has a hot tub with views, dog friendly with a fenced-in backyard, and foosball table for fun times. It offers unique charm and is nestled in the heart of downtown and located one block from beautiful Memorial Park and Main street. Walk to restaurants, a brewery and shopping. Watch TV on a LED smart TV's. Or catch live sporting events on Dish Satellite. Stocked kitchen for home cooked meals.

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
4.92 out of 5 average rating, 697 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 favourite
Cabin in Cascade-Chipita Park
4.98 out of 5 average rating, 259 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
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.

Popular amenities for Woodland Park family-friendly rentals

When is the best time to visit Woodland Park?

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