Family-friendly holiday rentals in Bailey

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Top-rated family-friendly rentals in Bailey

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

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Guest favourite
Cabin in Bailey
4.98 out of 5 average rating, 127 reviews

Hiker's Cabin w/ Fenced Yard - Adventure or Quiet

Escape to the beauty of the Mountains with the Brown Bear Cabin nestled in the heart of Pike-San Isabel National Forest. This rustic yet cozy retreat offers the perfect blend of wilderness and comfort, making it an ideal getaway for all. Two big attractions are Wellington Lake and Buffalo Creek Recreation Area. Perfect for day hikes, biking, fishing, etc. Please note there are several miles of rough dirt road to get the cabin and neighbors on either side of the cabin in this small neighborhood.

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, 363 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

Top guest favourite
A warm, rustic cabin interior is showcased with wood-paneled walls and vaulted ceilings. Large windows line the space, offering views of the surrounding trees. A comfortable seating area is arranged around a coffee table, and a stylish kitchen island features a visually appealing countertop.
Cabin in Bailey
4.97 out of 5 average rating, 117 reviews

Serene, Family Friendly Mountain Retreat

This beautiful, cozy, and sophisticated cabin is perfect for those who want to escape the everyday grind and immerse themselves in the natural beauty of the Rocky Mountains. Our cabin is packed with love and personality, featuring rustic decor, modern furnishings and all the comforts you need for a truly memorable stay. Soak in the surrounding mountains, forests, and wildlife from the spacious deck or cozy up to the fireplaces with a good book or loved one. Suitable for the whole family

Guest favourite
A scenic view reveals a lush green field bordered by wooden fencing, with a backdrop of dense forests and distant mountain peaks. The landscape is dotted with various trees, creating a tranquil atmosphere under a partly cloudy sky.
Farm stay in Conifer
4.92 out of 5 average rating, 329 reviews

Cozy mountain ranch guest house with a view

Come stay at our ranch guesthouse and experience a peaceful mountain retreat with stunning views and easy access to outdoor adventure. Nestled in a picturesque valley, we offer breathtaking views of the highest Rocky Mountain peaks. Our ranch is home to a herd of friendly Scottish Highland cows (now offering tours!), adding a unique touch to your stay. Our ranch offers a secluded, peaceful retreat with plenty of parking and your own private entry—a perfect escape with rustic charm.

Top guest favourite
A stunning treehouse structure is elevated on stilts, surrounded by lush greenery. Floor-to-ceiling windows offer expansive views of the mountains and valleys. The warm glow from outdoor lights adds ambiance at dusk, highlighting the inviting terraces and scenic backdrop.
Treehouse in Bailey
4.99 out of 5 average rating, 172 reviews

Luxury Treehouse + Glamping Tent - Views for Miles

Looking for a relaxing getaway that's out of this world? Come stay at the Zen Treehouse+ Glamping Tent, a breathtaking sanctuary nestled high up in the treetops overlooking beautiful Deer Creek Valley. A unique blend of luxury, nature, and tranquility with stunning panoramic views, lush greenery, and modern amenities, your stress will leave as soon as you arrive. Your stay at Zen Treehouse will rejuvenate your mind, body and spirit. Sleeps up to eight and only an hour from Denver.

Guest favourite
A tiny house cabin is nestled among aspen trees, featuring a porch with steps leading to the entrance. Warm lights illuminate the exterior, enhancing the natural surroundings. The rustic design includes large windows, inviting a connection with the forest environment.
Tiny home in Evergreen
4.98 out of 5 average rating, 133 reviews

Tiny House Forest Retreat Cabin w/ Nordic Sauna

Immerse yourself in the wilderness of the Evergreen Rocky Mountains, yet still within reach of civilization. This tiny house cabin is nestled inside a forest and aspen grove, along a running stream. Curl up . Retreat to comfort and luxury, curled up on our uniquely designed window bench overlooking the scenery with a good book, cozy movie, and enjoy our custom dry sauna a window view as well. A tiny home in the midst of breathtaking views, fresh air, and serene nature.

Top guest favourite
A cozy living area features a large vegan leather couch accompanied by a warm throw blanket. Natural light filters through a window, highlighting the mountains outside. A wooden coffee table sits in front of the couch, creating a welcoming space for relaxation.
Home in Bailey
4.99 out of 5 average rating, 137 reviews

Cozy mtn escape with sweeping views + jetted tub

Welcome to Aspen Glow Cabin, our little slice of heaven nestled into the hillside in beautiful Bailey, Colorado. Our two bedroom cabin is the perfect place to unwind and relax from the craziness of city life or as a homebase to explore all of Colorado's bounties. With our decades of hospitality and design experience we have created a cozy space that predicts your every need and allows you to focus on enjoying your time here to the fullest. Come be our guest!

Top guest favourite
A spacious living room features a stone fireplace surrounded by large windows showcasing mountain views. Comfortable seating is provided by a light green sofa and a tan couch, while a decorative rug adds warmth. A wooden door leads to an outdoor area with additional scenery.
Guest suite in Evergreen
4.97 out of 5 average rating, 271 reviews

Come smell the pines from your exclusive suite!!

Jaw-dropping mountain views at 8600' high! That is what you will experience in this paradise from your exclusive suite. Enjoy, relax and chill on these 3+ acres overlooking the Rockies. Breathtaking place to sip an adult beverage, escape the city and recharge. Your suite includes a bedroom, bath, separate sitting/ dinning room and private entrance. Wildlife abounds from your window or go hiking and explore on your own. We look forward to meeting you!

Top guest favourite
A landscaped area features natural stone steps leading up a gentle incline. Surrounding elements include a mix of rocks, gravel, and blooming lavender, while tall pine trees provide a serene backdrop to the peaceful outdoor space.
Tiny home in Pine
5 out of 5 average rating, 228 reviews

Mountain Carriage House-(Tiny House)

This is a space of 360 sq. ft., which includes a small kitchenette, with microwave oven, toaster, coffee maker, hot tea kettle, and mini fridge. There is one full bathroom; please note that the bedroom and common area, which holds one sofa big enough for two people, is a shared space. This is a tiny house. Quaint and comfortable, and small. Enjoy fresh clean linens, and on cool days, bump the little red gas stove up and enjoy a cozy fire.

Top guest favourite
The cozy A-frame cabin is nestled among tall pine trees, showcasing a spacious front deck that offers outdoor seating. Sunlight filters through the trees, casting soft shadows on the surrounding grass. A cedar hot tub is visible on the deck, enhancing the cabin's inviting atmosphere.
Cabin in Bailey
4.99 out of 5 average rating, 351 reviews

Renovated 60s A-Frame with Cedar Hot Tub

Welcome to Front Range A-Frame, a cozy cabin getaway in Bailey, Colorado! Our renovated cabin offers retro charm with modern upgrades. Located just 60 minutes from downtown Denver, Front Range A-Frame is perfect for romantic getaways, quick escapes from city life, and Colorado vacation experiences. Relax on the front deck under the pines while the deer roam past you, or soak in the cedar hot tub under the night stars.

Guest favourite
A rustic cabin with a wooden exterior features a green roof and large front porch. An umbrella provides shade over outdoor seating. The surrounding landscape includes pine trees and mountain views, with peaks visible in the background under a partly cloudy sky.
Cabin in Bailey
4.86 out of 5 average rating, 333 reviews

420 Okay Colorado: Mt. Rosalie Cabin

The Cabin on Hall Rd is in Harris Park Estates in the rural outskirt of Bailey, Colorado. We are 50 mins southwest of Denver off of Highway 285. There are 2 bedrooms with a queen bed in one room & two single beds in the other room. The bathroom has a shower/tub. The kitchen is fully equipped. There is deck facing west with a view of Mount Rosalie, Mount Bierstadt, and Mount Evans. We are pet friendly and 420 friendly.

Guest favourite
The exterior of a cabin features a mix of wood and green accents, with a sloped roof and a small porch. A front door is framed by a large window, surrounded by grass and natural landscaping, presenting a rustic and inviting appearance.
Cabin in Bailey
4.88 out of 5 average rating, 147 reviews

Cozy Mountain Cabin in Bailey, CO

Charming cabin on private setting with spectacular views. It is very likely you will see deer and it is almost certain you will hear no traffic. Want to get away from it all? Bailey offers every type of outdoor activity from disc golf to zip lines to world class fly fishing. Perfect for a romantic weekend or a small family getaway. Only a couple miles off Hwy 285, yet still serene.

Popular amenities for Bailey family-friendly rentals

When is the best time to visit Bailey?

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Quick stats about holiday rentals that are family-friendly in Bailey

  • Total holiday rentals

    Explore 150 holiday rentals in Bailey

  • Nightly prices starting at

    Bailey holiday rentals start at £74 per night before taxes and fees

  • Verified guest reviews

    Over 11,750 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 90 rentals that welcome pets

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wifi availability

    150 of Bailey holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Bailey rentals

  • 4.9 Average rating

    Bailey stays are highly rated by guests – averaging 4.9 out of 5!

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