Family-friendly vacation rentals in Bailey

A spacious outdoor deck features seating areas with dark wicker chairs and a decorative rug. Large glass doors provide views into the cozy interior, while a fenced yard enhances privacy. Surrounding pine trees and patches of snow create a natural forest setting.

4.98 out of 5 average rating, 117 reviews

Abundant Hiking - Perfect for 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.

The cabin is surrounded by tall trees and features a spacious balcony with seating. A hot tub is visible on the lower patio, complementing the outdoor space. The roof has a gentle slope, and large windows allow ample light into the interior.

5 out of 5 average rating, 206 reviews

Romantic Escape - 1hr to Denver - VIEWS and VIBES

Do you NEED to get away? Like, yesterday? Are you looking for something different and not just another airbnb? Morning hikes. Afternoon naps. Twilight soaking. Repeat. Whether it’s your anniversary, a quiet getaway, or a “just because” reset, Twilight Bliss is where grown-up magic still happens — wrapped in pine scent, starlight, and Colorado calm. There are 3 patios, loft, outdoor propane firepit, an indoor pellet stove, hot tub, pull through driveway, 2 swings, dog run, and so much more.

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.

4.96 out of 5 average rating, 110 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

4.92 out of 5 average rating, 324 reviews

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

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.

4.99 out of 5 average rating, 130 reviews

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

Cozy mountain escape

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!

The cabin exterior features warm wooden siding, complemented by a spacious front deck with wooden railings. Sturdy stairs lead up to the entrance, surrounded by tall pine trees that provide a natural backdrop.

4.96 out of 5 average rating, 182 reviews

Modern 2 bedroom cabin with indoor fireplace

Kick back and relax in this tranquil, stylish, brand new build. Brand new smart appliances with an open kitchen for hosting or head into town for some local and delicious food options. On a quiet road with wooded tall trees, mountain views, friendly deer visits, and hummingbirds that buzz on by. Take in the sunsets, sunrises, and the moonlight from the front or back balcony. Access the private back balcony from your rooms. Plenty of outdoor options year round.

5 out of 5 average rating, 221 reviews

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

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.

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.

4.99 out of 5 average rating, 341 reviews

Renovated 60s A-Frame | Cedar Hot Tub | Stargazing

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.

A cozy loft area is adorned with large windows offering expansive views of the surrounding mountain landscape. Two comfortable chairs are positioned by a lamp, inviting relaxation while enjoying the natural light and scenic beauty.

5 out of 5 average rating, 109 reviews

Bailey Bear Haus ~ Cozy Mountain Log Cabin Retreat

Unplug, unwind, and reconnect at Bailey Bear Haus — a cozy modern log cabin tucked among towering pines and aspens with mountain views. Gather by the fireplace in the vaulted great room, play in the sunlit game room, or stargaze from the wraparound deck or backyard fire pit. With thoughtful amenities and inviting spaces to gather, this is your place to slow down, breathe deep, and feel at home in the Rocky Mountains.

Superhost

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.

4.86 out of 5 average rating, 329 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.

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.