Family-friendly holiday rentals in Bailey

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.

5 out of 5 average rating, 112 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

4.98 out of 5 average rating, 129 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.

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, 119 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

A modern hilltop retreat is highlighted, showcasing a mix of natural materials and contemporary design. The exterior features a combination of stone and wood finishes, surrounded by tall pine trees, with expansive views of the surrounding mountains in the background.

4.99 out of 5 average rating, 163 reviews

Summit Solace | LUXE 360° Views • Hot Tub • Games

Welcome to The Summit Solace—a luxury hilltop escape with panoramic views that truly take your breath away. Perched at 9,157 feet, this elegant retreat offers nearly 3,400 square feet of beautiful, thoughtfully designed living space. Enjoy sweeping vistas, two primary suites, vaulted ceilings, a private hot tub, a game room, and more! Just one hour from Denver, Summit Solace has already played host to countless memory-making moments— Come experience your own story at the top of the world!

4.99 out of 5 average rating, 174 reviews

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

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 private hot tub is nestled among tall pine trees, offering expansive views of the surrounding mountains. The clear water reflects the sky, inviting relaxation amidst nature. The serene setting emphasizes a tranquil atmosphere, perfect for unwinding after a day of adventure.

4.95 out of 5 average rating, 135 reviews

Red Rocks Retreat • HotSoak • View • Starry Ngts

RED ROCKS LUXURY RETREAT | HOT TUB • DESIGNER TOUCHES Perched at 9,000 feet, this private mountain hideaway seamlessly blends modern luxury with the serenity of nature. Soak in the hot tub with panoramic views, unwind by the fireplace, or cook in the chef’s kitchen. Surrounded by towering pines, 30 minutes to Red Rocks, nearby hiking & mountain biking trails, and ski spots. Whether it's romance or relaxation, this designer retreat delivers the perfect Colorado escape.

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.

4.99 out of 5 average rating, 138 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!

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, 218 reviews

Romantic Cabin Escape Near Denver | HotTub | Views

Stop Scrolling... Do you NEED to get away? Like, yesterday? Are you looking for something different and not just another 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. 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

4.98 out of 5 average rating, 162 reviews

Cabin in Pine

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.

4.98 out of 5 average rating, 134 reviews

Mountain Views 2mi to Town | 3 Acres | Yard+Grill

Welcome to The Antler Overlook! Breathe in fresh air around a warm fire while soaking in sweeping mountain views on private 3 acres. Whether you are looking to relax, visit a true mountain town (2 mile drive!), see Red Rocks, ski a popular resort, take a trip to Rocky Mountain National Park, or experience the many outdoor mountain activities, this professionally designed mountain home is ready to meet your vacation dreams!

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, 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.

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, 120 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.

Popular amenities for Bailey family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.98 out of 5 average rating, 106 reviews

The chalet's A-frame structure is framed by tall pine trees, showcasing large windows that invite natural light. A gentle plume of smoke is rising from the chimney, indicating a warm interior. The outdoor deck offers a seating area for relaxation amidst a scenic mountain setting.

Cabin in Woodland Park

Fireplace, Dogs YES, Hot Tub, 2 Decks, Scenic Vws

Treehouse in Indian Hills

The treehouse cabin is illuminated against the night sky, showcasing its multi-level design. The upper deck features large windows, while cozy seating and a hammock are visible below, surrounded by trees and earthy landscaping.

4.89 out of 5 average rating, 127 reviews

Upscale Treehouse near Red Rocks – Hot Tub

A welcoming lobby showcases warm wood paneling and natural stone accents around a central fireplace. Comfortable seating is arranged for relaxation, complemented by decorative shelves displaying art and local artifacts. Soft lighting enhances the cozy atmosphere, making it an inviting gathering space.

4.89 out of 5 average rating, 180 reviews

A TRUE Ski-in Ski-Out, Free Shuttle and Amenities!

Superhost

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, 105 reviews

EpicMTNViews|Hot Tub|MovieTheatre|GameRoom|Firepit

A welcoming living area features a leather sofa adorned with a textured throw, accompanied by a wooden coffee table. A comfortable armchair sits next to a lamp illuminating the space. In the background, a fully equipped kitchen is visible, adding to the room's inviting atmosphere.

4.92 out of 5 average rating, 208 reviews

Ski-in/ski-out 1bd condo, 5min walk to Main Street

A fire pit surrounded by five bright orange Adirondack chairs is visible in a snowy backyard. String lights hang overhead, enhancing the cozy ambiance. Rocky landscaping and snow-covered ground create a serene winter setting.

4.99 out of 5 average rating, 108 reviews

Hot Tub + Arcade + Fire Pit + Mtn Views + BBQ

A cozy seating area is presented with a brown leather couch and red plaid throw pillows. A rustic coffee table holds decorative items, while a large window offers a snowy view of the mountains and ski slopes. Wall decor includes framed art and wooden accents.

4.92 out of 5 average rating, 181 reviews

Penthouse View, Ski On/Off/Ski Locker/Pool/Hot tub

Apartment in Breckenridge

A spacious studio features a well-defined living area with a comfortable sofa facing a gas fireplace. A king-size bed and a small dining table with chairs can be seen, alongside a kitchen area with a coffee bar. Large windows provide views of the outdoor deck.

4.99 out of 5 average rating, 149 reviews

Luxurious Breckenridge Studio, Steps to Town/Lifts

Family- and pet-friendly home rentals

4.92 out of 5 average rating, 425 reviews

A shaded outdoor area features a single wicker chair positioned on a bed of gravel, overlooking a gently flowing creek surrounded by lush greenery and tall trees. Sunlight filters through the leaves, creating a serene natural setting.

Cabin in Idaho Springs

Rustic Funk Waterfront Pet Friendly Cabin

4.99 out of 5 average rating, 153 reviews

A dome structure is nestled among tall grasses and trees, featuring a wrap-around deck. Two chairs are positioned on the deck, providing a view of the surrounding nature. The structure's large windows are visible, promoting natural light.

Dome in Como

Honeydome Hideaway

4.97 out of 5 average rating, 278 reviews

A modern living area features a comfortable leather sofa, accent chairs, and a coffee table. A fireplace is positioned beneath a flat-screen TV, with large windows allowing natural light to brighten the space. Artwork adorns the walls, adding a contemporary touch.

Apartment in Winter Park

Beautifully Furnished Modern Condo In Downtown WP

4.98 out of 5 average rating, 160 reviews

The spacious living area features a high, vaulted ceiling and large windows that offer abundant natural light and views of the outdoors. Comfortable seating arrangements are complemented by a stylish area rug and a modern fireplace, creating a welcoming ambiance for relaxation.

Cabin in Fairplay

Modern Cabin w/ Epic Views, Arcade Games & Pets Ok

4.97 out of 5 average rating, 164 reviews

An outdoor deck features a propane grill and comfortable seating area. Surrounding trees and mountains create a natural backdrop under a cloudy sky. A table holds a plate of snacks, inviting relaxation and enjoyment of the peaceful surroundings.

Cabin in Shawnee

Mountain Cabin with Sauna and Deck - Pets Welcome

4.95 out of 5 average rating, 700 reviews

A secluded cabin is nestled among trees with expansive mountain views in the background. Green grassy areas surround the cabin, dotted with pine trees. Snow-capped peaks rise in the distance under a bright blue sky, creating a tranquil outdoor setting.

Cabin in Como

Creekside Como cabin, offgrid, with amazing views!

4.82 out of 5 average rating, 238 reviews

A comfortable living area features a brown leather sofa accompanied by a black recliner. A round wooden coffee table is centered between the seating. A large window allows natural light and provides views of the surrounding greenery.

Loft in Wildernest

Quiet and Sunny Condo in the Mountains

4.94 out of 5 average rating, 168 reviews

An inviting living space features large windows allowing natural light to fill the room, offering scenic views of the surrounding landscape. A comfortable gray sofa is adorned with an orange pillow, accompanied by a light wooden coffee table, and a cozy seating area is visible in the background.

Cabin in Fairplay

Magic Getaway in the Mountains, Fairplay, CO

Family-friendly home rentals with a pool

An outdoor heated pool is surrounded by a concrete deck and equipped with lounge chairs. Lush green trees and snow-covered ground create a scenic backdrop, while a clear blue sky with scattered clouds adds to the atmosphere.

4.85 out of 5 average rating, 130 reviews

Beaver Run Resort. Ski-In/Ski Out. Pools. Hot Tubs

Superhost

4.81 out of 5 average rating, 383 reviews

Cozy - King Bed - Walkable

4.78 out of 5 average rating, 444 reviews

A cozy living area features a sectional sofa and an Eames-style lounge chair, complemented by a gas fireplace. Natural light filters through the large windows, and a ladder leads to the sleeping loft. A work desk is positioned next to the window for convenience.

Loft in Breckenridge

Ski in/out, 2 blocks to Main St!

4.99 out of 5 average rating, 166 reviews

The living area features a comfortable gray sectional and a brown sofa, arranged around a modern fireplace. A large flat-screen TV is mounted above a wooden mantel. Natural light fills the space through two large windows, with a sliding glass door leading to a private balcony.

Condo in Keystone

Modern Mountain Keystone Village Stay

4.84 out of 5 average rating, 414 reviews

An open living area is highlighted by vaulted ceilings and natural light. A fully equipped kitchen features granite countertops and a breakfast bar with seating. A comfortable sofa and coffee table are arranged around a cozy area rug, creating a welcoming space near the balcony doors.

Condo in Keystone

2 min walk to gondola with Pool and Jacuzzi

4.99 out of 5 average rating, 193 reviews

Prime Location! Easy Walk to Lift, Slopes, Main St

The sleeping area features two queen beds with light bedding set against a softly colored wall. Wall art in black frames adds visual interest, while bedside lamps provide soft illumination. A ceiling fan circulates air above, enhancing the inviting atmosphere.

4.91 out of 5 average rating, 379 reviews

Ski-In/Walk to Downtown, Hiking/Biking Parking!

An outdoor heated pool is shown, surrounded by a stone patio and black wrought iron fencing. Fall-colored trees frame the scene, with their leaves in shades of orange and yellow. Steam rises gently from the water, creating a soothing atmosphere.