Family-friendly holiday rentals in Bailey

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

Secluded Mtn Cabin w/ Hot Tub + Epic Views

Escape into nature without sacrificing comfort. Nestled among aspen+pines, our secluded cabin offers sweeping mountain VIEWS for miles & miles! Private hot tub under the stars, huge double deck w/ several outdoor gathering spaces. Sit around the fire pit and chat or lie back and enjoy the peace + quiet. Inside, a fully stocked kitchen and 2 separate living areas provide the ideal setup for families and friend groups alike. Plenty of space to spread out and enjoy. You won't want to leave!

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.

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.

*Starry Mountain Manor* Infinity Swing, Decks, Spa

Enjoy the best views in Bailey, inside and out! With 2 levels of decks, abundant seating, high-end spa, & unique swing, you will LOVE the fresh air & natural beauty at this mountain retreat! At night, the stars steal the show! Inside, the HUGE windows showcase the extraordinary mountain landscape, while you stay warm, cozy & comfortable. Rare A/C, heated tile floor in master bath, & full-home generator are bonus amenities that take your comfort and safety to the next level.

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!

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.

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.

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***

A-Frame w/ Cedar Hot Tub + Stargazing Net

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.