Family-friendly holiday rentals in Bailey

Rustic & Cozy cabin in the Pines - dog friendly

Looking for an airbnb that instantly feels like home? Relax beneath the pines! Escape everyday life & come enjoy the fresh mountain air with over an acre of forest surrounding you in every direction. Less than an hour from Denver but totally immersed in the foothills of Colorado. Adventures are everywhere in Bailey but you won't want to leave home- completely fenced yard for your doggos. Watch the wildlife while you relax next to the fire and gaze at the stars. Penny Pines is sure to be your fav

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.

Secluded cabin sauna hot tub fireplace k bed creek

The perfect get away to our private and secluded luxury spa cabin unlike all others. Melt in the hot tub and gaze at the night sky while listening to the sound of the babbling creek just steps away. After a hike stretch out in the steamy Finish sauna. Craft your latte on the Breville. Make a gourmet meal in the full kitchen. Cozy on the sofa next to a roaring fire. Snuggle down in a luxurious king Sleep Number bed, adjustable base with temperature balancing creating a microclimate on each side.

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

Waterfront-Mountain Romance-Sauna-Hot Tub

Featured on Only in Colorado. "If you’ve dreamed of having your own fishing oasis nestled inside gorgeous woodlands, I invite you to stay at this waterfront Airbnb in Colorado with a scenic trout pond. Serenity Ponds Waterfront Cabin, nestled amidst the beauty of Bailey, Colorado, in the heart of the Rockies." Historic property Less than 1 hour from Denver and 30 min from Red Rocks. 4WD encouraged during the winter. 5 minutes from the quaint town of Bailey and Winery. Adults only.

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.

Romantic Getaway 60 min to Denver. Insane Views!

Do you NEED to get away? Like, yesterday? Are you looking for something different and not just another outdated Airbnb? Soak in the hot tub under the stars, watch wildlife wander through the trees, and enjoy true mountain peace, just a short drive from Denver and Red Rocks. With 3 patios, loft, outdoor firepit, indoor pellet stove, hot tub, 2 swings, dog run, epic views, and more! NO dog fees Ask about FREE flexible check in/out time Park County STR license: 25-0512

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!

Cozy Bear Themed Cabin*Hot Tub* w/Free EV charging

Welcome to Bear Bottom Cabin, a peaceful mountain retreat at the foot of Mt. Bailey. Enjoy a private hot tub year-round, spacious decks, high-speed internet, and a TV with streaming services included. EV charging available overnight. The kitchen features an espresso machine and waffle maker. Low cleaning fee. Conveniently located: 35 min to Red Rocks, 50 min to downtown Denver, and 80 min to Breckenridge. ***New Bathroom as of 1/10/26***

Remodeled AFrame Cabin | Hot Tub & Mountain Views

Imagine waking up with spectacular views of Black Mtn & Staunton State Park. Enjoy your early morning coffee with fresh air & mountain views or your nights in the hot tub with bright stars above and herds of elk and deer around. Or, step into the greenhouse to beat the chilly fall or spring. This authentic a-frame cabin located just 45 minutes from Denver brings you a charming and cozy mountain experience with breathtaking views.

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.

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.