Family-friendly holiday 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.

4.97 out of 5 average rating, 156 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.

The cabin is surrounded by snow-covered pine trees, providing a serene winter landscape. The structure features a sloped roof and wooden exterior, blending harmoniously with the natural setting. A small deck and garage are visible on the property, emphasizing its secluded feel.

4.99 out of 5 average rating, 125 reviews

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

A spacious wooden home is nestled in a lush green landscape, surrounded by trees and hills. A large deck extends from the front, providing a welcoming entrance. The two-story structure features multiple windows, allowing natural light to fill the interiors.

4.97 out of 5 average rating, 222 reviews

Secluded 3BR lodge on beautiful mountain preserve

Immerse yourself in the natural wonder of gorgeous Colorado. Serenity, peace, relaxation, wildlife and adventure await! Surrounded by majestic mountains, valleys, and a picturesque stream that meanders through a protected preserve teaming with wildlife; our spacious 3BR and amenity-filled home is the perfect destination for creating memories w/family & friends. No matter the season, indoor or outdoor, this is the idyllic setting to experience the beauty of Colorado. No A/C, enjoy mountain cool.

The exterior of the mountain retreat is highlighted, showcasing a spacious deck surrounded by snow. Illuminated by soft lighting, a fire pit sits nearby with seating arrangements. The Cuddle Cabin is visible in the background, adding to the welcoming atmosphere of the outdoor space.

4.89 out of 5 average rating, 119 reviews

Mtn Paradise: Cuddle Cabin, HotTub, Sauna & VIEWS

Escape to Chateau Summit for a serene mountain paradise with breathtaking views. ★Heated Cuddle Cabin–Ideal for stargazing ★Giant deck with 270-deg views, outdoor dining, pizza oven ★Fantastic Amenities: Hot tub, fire pit, sauna, game room, weight+yoga room, grill, pizza oven & MORE ★Adventure awaits: World-class mountain biking, fishing, & skiing close ★Ultra-fast WiFi (452 MB DL) for remote work ★ Red Rocks (35m), Buffalo Creek (15m), DIA (75m), Pike National Forest (30m), Breckenridge (90m)

5.0 out of 5 average rating, 162 reviews

Cabin in Grant

Hygge Chalet w Private Trail, Sauna and EV Charger

Recharge at the Hygge Chalet on 3.5 wooded acres with incredible views of the Rocky Mountains. The eco-friendly A-frame is inspired by hygge, a Danish sense of coziness & simple pleasures. An outdoor Finnish sauna, Norwegian fireplace, hammocks, EV charger, large wraparound deck, warm beverage bar, and luxury beds create a perfect cozy vibe. Explore a private hiking trail that goes from our property for miles into National Forest. Relax, refocus, & reconnect in this uniquely curated experience.

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.

4.97 out of 5 average rating, 142 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

An expansive outdoor deck offers multiple wooden seating options, including chairs and a table. Scenic mountain views are visible in the background, surrounded by lush green trees. A small potted plant sits on the table, contributing to a serene and welcoming environment.

4.96 out of 5 average rating, 294 reviews

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!

4.94 out of 5 average rating, 199 reviews

Theater Dome | Stargazing Hot Tub Hammock Terrace

There is nowhere else in Colorado quite like this. A climate-controlled Geo Dome Theater & Yoga Studio, a Stargazing Hot Tub, and a Hammock Terrace with fire table under the open sky and summit views. All on a quiet private road, just 15 minutes from food and coffee. Guests have spotted the Milky Way from the hot tub and said the views have to be seen to be believed. Featured in Colorado Explores and Denver Food Scene. Nightly price includes Airbnb's service fee + cleaning fee combined.

Luxe

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, 195 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.

A welcoming outdoor space features a wooden swing under a pergola, overlooking a vast mountainous landscape. Adjoining seating arrangements are available around a stone fire pit, enhancing the connection with nature. Sunlight creates patterns through the slats of the pergola.

4.96 out of 5 average rating, 128 reviews

*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.

An outdoor deck is featured, surrounded by towering pine trees and illuminated by warm string lights. A circular fire pit with a dancing flame sits at the center, accompanied by four Adirondack chairs. A grill is positioned in the background, ready for outdoor cooking.

4.92 out of 5 average rating, 138 reviews

The Hideaway | Hot Tub + Theater Room + Firepit

Looking for the perfect spot for a girls' trip, family vacation, or cozy getaway? 🤩 This modern mountain retreat is packed with stunning views, luxurious amenities, and endless entertainment—all just 40 minutes from Red Rocks & under an hour from Denver! 🏔️ 🌄 Breathtaking Mountain Views | 💦 8-Person Hot Tub | 🎥 80” Movie Theater w/ Reclining Sofas | 🎱 Game Room | 🍫 S’mores Bar | 🍷 Outdoor Cocktail Cabin | 🔥 Cozy Wood-Burning Fireplace + 🪵 Firewood Provided