Family-friendly vacation rentals in Woodland Park

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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 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.
Cabin in Woodland Park
4.99 out of 5 average rating, 134 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 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, 570 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 favorite
The cabin's exterior showcases rustic wooden logs juxtaposed with modern elements. A welcoming red door is surrounded by simple landscaping, including a bench and a small tree. The entrance provides a view of the nearby road and surrounding trees, adding to the cabin's quaint charm.
Cabin in Woodland Park
4.88 out of 5 average rating, 412 reviews

Cabin with Pikes Peak View in WP License#329434

Our Cabin was built in 1947, it is a bit of Country but was recently updated with a modern flair with cool interior barn doors and decor, but we kept the nuts and bolts of the 1940's design. It has an incredible view of Pikes Peak, Woodland Park has many restaurants, family-friendly activities. Only 25 Minutes to Colorado Springs. The Cabin is good for couples, solo adventurers, and furry friends. The cabin is cute and cozy and located just off Main Street in Woodland Park. License # 329434

Guest favorite
A spacious cabin bedroom showcases a king-sized bed adorned with textured linens and decorative pillows. Warm wood tones and rustic decor create a cozy environment. An orange door invites light and views from outside, while a sliding barn door leads to the bathroom area.
Cabin in Lake George
4.89 out of 5 average rating, 128 reviews

Luxury King Bed | Mountain, Lake & Dark Sky Views!

ᨒ༄ King Bed Cabin: Lake + Mtn Views, perfect for a couples retreat! ♥Enjoy the community patio, outdoor stone fireplace, barrel wood sauna, grills, + outdoor dining ♥Unwind in the stone tile bathroom, heated & lighted toilet seat, spacious standup shower ♥Enjoy a fully stocked kitchenette w/ g00gle hub smart display ♥43-inch LG Smart TV: cable, streaming apps like hulu + netflix ♥Indulge in romantic activities such as the spa, hot air balloon rides, casino fun, or a delightful wine tasting!

Guest favorite
A firepit table is featured in the foreground, with a steaming mug resting on its surface. In the background, a scenic view of snow-covered mountains and a wooden fence can be seen under a partly cloudy sky.
Home in Woodland Park
4.91 out of 5 average rating, 123 reviews

Pikes Peak BrightStar Boutique!

Kick back and relax in this calm, stylish Boutique Tiny Home. Pikes Peak Brightstar Boutique is a unique one-of-a-kind Tiny Home with many creature comforts such as AC/Dual Heating system, internet connected TV, Washer/Dryer, vibrant lighting and a gorgeous loft with magnificent views of Pike Peak from the moment you wake up. The unit also features a spacious Tiny Home bathroom, stocked K-Cup Coffee maker and full kitchen to cook home cooked meals. Extremely cozy, quiet and entertaining!

Top guest favorite
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, 141 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

Top guest favorite
The exterior of the tiny house is illuminated by warm string lights, creating a welcoming atmosphere at night. A hot tub is positioned nearby, surrounded by a rustic wooden fence. The home features large windows, with a cozy ambiance enhanced by the surrounding trees.
Tiny home in Woodland Park
4.94 out of 5 average rating, 389 reviews

Tiny Home! Hot tub, fire pit & Pikes Peak views.

Welcome to Tiny Timber! A beautiful tiny house nestled in the stunning Rocky Mountains of Colorado! This tiny house is a marvel of modern efficiency, located in Woodland Park, the "City Above the Clouds." Come make this your home base for adventure - with a cute mountain town at your doorstep for all your conveniences. Woodland Park is only 20 minutes west of Colorado Springs, 15 minutes to Manitou Springs, 15 minutes to Pikes Peak Highway, and 20 minutes to Florissant.

Guest favorite
The inviting Inlaw suite features a comfortable queen-sized bed adorned with a soft quilt, complemented by framed artwork on the wall. A cozy couch sits opposite the bed, and a ceiling fan offers a gentle breeze. Light streams through the window, illuminating the space.
Guesthouse in Colorado Springs
4.95 out of 5 average rating, 615 reviews

The Bonnyville Suite

Cozy Inlaw Suite in the Bonnyville Neighborhood nestled within the center of the city with easy access to I-25. Have fun with all the local entertainment that downtown Colorado Springs has to offer. See the top of Pikes Peak, Olympic Training Center, Air Force Academy, Zoo, hike Garden Of The Gods & Seven Falls. Experience the many breweries & wineries in our area. Walking distance from grocery store, coffee shops, a park, trails, and a small shopping center.

Guest favorite
Home in Woodland Park
4.9 out of 5 average rating, 347 reviews

Tiny House 🌟 Pike’s Peak Views 🌟

Imagine waking up to the symphony of chirping birds and the scent of pine wafting through your window, all while knowing that a short stroll will lead you to conveniences like cafes, shops, and local markets. You can indulge in invigorating hikes during the day and return to unwind with a hot shower, a cozy bed, and wi-fi. Your mountain getaway doesn't have to mean sacrificing convenience-come experience the best of both worlds at our charming tiny house!

Top guest favorite
An aerial view showcases a charming cabin nestled in a green landscape, surrounded by trees and hills. A patio area with seating is visible, along with a gravel driveway leading up to the entrance.
Cabin in Green Mountain Falls
4.94 out of 5 average rating, 135 reviews

Namaste at Hondo

This gorgeous, cozy cabin is the perfect place to unwind, located within walking distance of several hiking trails, the Green Mountain Falls lake, restaurants and local shops. Relax on the huge comfortable couch or enjoy the outdoor space. This recently remodeled casita has major southwest vibes.

Top guest favorite
The exterior of the cottage showcases a charming yellow façade with green shutters and a welcoming front door. Two black chairs are positioned outside, providing a cozy seating area under the shade of nearby trees.
Cottage in Woodland Park
4.99 out of 5 average rating, 298 reviews

Mountain Paradise Cottage

Enjoy your stay in the Mountain Paradise Cottage featuring a relaxing cottage-style decor that you will find relaxing, cozy and all together fun! The cottage was originally the caretaker's cottage for the Maytag house. Conveniently located in the center of town and only 2 miles from Charis!

Top guest favorite
The lower level of the home features a covered deck with two outdoor chairs positioned on a gravel surface. The structure is nestled among trees, providing a natural setting, and steps lead to the upper level of the house.
Apartment in Woodland Park
4.97 out of 5 average rating, 117 reviews

Retreat in the Woods

Close to Colorado Springs attractions, Manitou Springs and Woodland Park it offers a retreat away from it all! You have the entire lower level of this home, the owners live upstairs. Sit and relax by the fire, play horseshoes, or enjoy nature and wildlife. We have frequent wild visitors.

Popular amenities for Woodland Park family-friendly rentals

When is the best time to visit Woodland Park?

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Avg. priceﺩ.ﺇ584ﺩ.ﺇ602ﺩ.ﺇ602ﺩ.ﺇ580ﺩ.ﺇ643ﺩ.ﺇ679ﺩ.ﺇ742ﺩ.ﺇ705ﺩ.ﺇ643ﺩ.ﺇ635ﺩ.ﺇ606ﺩ.ﺇ687
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Quick stats about vacation rentals that are family-friendly in Woodland Park

  • Total vacation rentals

    Explore 120 vacation rentals in Woodland Park

  • Nightly prices starting at

    Woodland Park vacation rentals start at ﺩ.ﺇ220 per night before taxes and fees

  • Verified guest reviews

    Over 9,980 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wi-Fi availability

    110 of Woodland Park vacation 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!

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