Family-friendly holiday rentals in Bailey

A sleek black bucket rests on a wooden bench inside a sauna, surrounded by warm wooden panels. The minimal design of the bucket complements the natural textures of the space, inviting relaxation and tranquility.

4.98 out of 5 average rating, 327 reviews

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.

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, 117 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, 162 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!

5 out of 5 average rating, 170 reviews

The cabin is positioned next to a flowing creek, surrounded by tall evergreen trees. A wooden deck extends out, equipped with seating, offering a peaceful outdoor space to enjoy nature.

Cabin in Conifer

Creekside cabin with 30+ day availability

Come enjoy our fully restored 1932 cabin! Creekside and nestled in the woods on the quiet side of Shadow Mountain. Minutes from shops, restaurants, entertainment and the great outdoors! 15 minutes to Downtown evergreen (and the lake). 30 minutes From Denver. 20 min to Red Rocks amphitheater. 50min to Denver International Airpot. Refresh your soul at our mountain retresoak in the hot tub and unplug from the buzz and noise of life. Fully equipped for your short getaway or long stay.

4.92 out of 5 average rating, 329 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.

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.

4.96 out of 5 average rating, 134 reviews

Red Rocks Luxe Retreat • Soak • 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.

4.98 out of 5 average rating, 133 reviews

A tiny house cabin is nestled among aspen trees, featuring a porch with steps leading to the entrance. Warm lights illuminate the exterior, enhancing the natural surroundings. The rustic design includes large windows, inviting a connection with the forest environment.

Tiny home in Evergreen

Tiny House Forest Retreat Cabin w/ Nordic Sauna

Immerse yourself in the wilderness of the Evergreen Rocky Mountains, yet still within reach of civilization. This tiny house cabin is nestled inside a forest and aspen grove, along a running stream. Curl up . Retreat to comfort and luxury, curled up on our uniquely designed window bench overlooking the scenery with a good book, cozy movie, and enjoy our custom dry sauna a window view as well. A tiny home in the midst of breathtaking views, fresh air, and serene nature.

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, 137 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!

5 out of 5 average rating, 228 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.

4.96 out of 5 average rating, 116 reviews

Stargazing Net | Hot Tub | Air Conditioning

Welcome to The Tiny A-Frame, a BRAND NEW cozy getaway in Bailey, Colorado! This beautiful custom A-Frame sits just an hour west of Denver and makes for the perfect romantic getaway or relaxing trip for a small group of friends. Kick back underneath the stars in our star gazing net or soak it up in the wood barrel tub with scenic views of the mountains. Your peaceful getaway awaits! Park County Short Term Rental License: 23STR-00298

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 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, 333 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.

Popular amenities for Bailey family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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 large mountain lodge is seen nestled among snow-covered trees, with ski slopes visible in the background. The structure features a combination of stone and wood, creating a harmonious look with its natural surroundings. A clear blue sky complements the winter scene.

4.97 out of 5 average rating, 107 reviews

Crystal Peak Lodge. Ski-In/Ski Out. Luxury Condo.

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 red cabin is positioned amidst tall trees, with large skylights reflecting a colorful sunset. A shed is visible to the side, and the surrounding mountains create a serene backdrop under a dramatic sky filled with clouds.

4.8 out of 5 average rating, 137 reviews

Window of the Rockies

5 out of 5 average rating, 119 reviews

Flat in Silverthorne

Riverside Retreat | Private Hot Tub + Ski Access

A newly paved driveway leads to a mountain home featuring a distinct A-frame structure. The house showcases large windows and a covered entry, surrounded by tall trees and natural landscaping. The clear blue sky adds to the serene atmosphere.

4.95 out of 5 average rating, 152 reviews

Secluded 3 br (+loft) +2 bath Mtn Cabin w/ Hot Tub

5 out of 5 average rating, 187 reviews

The A-frame cabin is nestled on a hillside, surrounded by tall pine trees. Sunlight filters through the clouds, illuminating the outdoor deck and providing a glimpse of the expansive natural landscape. The structure's triangular roof design stands out amidst the greenery.

Cabin in Divide

Indigo A Frame | Dog Inclusive, Hot Tub, Secluded

4.92 out of 5 average rating, 157 reviews

A log cabin is nestled among a dense aspen grove, surrounded by expansive greenery and rolling mountains in the distance. Bright blue skies and soft clouds create a serene backdrop, highlighting the peaceful, secluded setting of the property.

Cabin in Jefferson

Mountain Meadow Cabin

Family- and pet-friendly home rentals

4.91 out of 5 average rating, 423 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

4.98 out of 5 average rating, 105 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

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

4.9 out of 5 average rating, 143 reviews

A spacious mountain cabin is set against a clear blue sky, featuring a wooden exterior and a green roof. The porch extends outward, providing scenic views of the surrounding landscape, which is adorned with grass and a few trees.

Cabin in Fairplay

Sweet Mtn Cabin With Hot Tub and Picturesque Views

4.92 out of 5 average rating, 665 reviews

Guest suite in Fraser

Winter has arrived!

4.97 out of 5 average rating, 163 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

4.97 out of 5 average rating, 155 reviews

Three children are gazing out at a mountain view from a wooden deck, surrounded by tall trees. Colorful prayer flags can be seen hanging in the foreground, gently swaying in the breeze. The distant mountains provide a scenic backdrop.

Guest suite in Conifer

Relaxing mountain stay in Conifer

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.

4.98 out of 5 average rating, 214 reviews

Secluded 3BR lodge on beautiful mountain preserve

4.86 out of 5 average rating, 425 reviews

A cozy sleeping area features a spacious bed with a navy blanket and two accent pillows. Light enters through double French doors, illuminating the warm wooden walls. Colorful curtains frame the doors, while a vibrant round rug adds a touch of color to the wooden floor.

Guest suite in Grant

Sky Room @ Kenosha Lodge

Family-friendly home rentals with a pool

4.97 out of 5 average rating, 342 reviews

Village at Breckenridge Liftside 4325 Ski In/Out

A spacious living area features a large dark sofa adorned with light throw blankets. A white-brick fireplace adds warmth, contrasted by a mounted TV on the wall. Natural light floods the space through expansive windows, while a dining table and chairs are positioned nearby.

4.99 out of 5 average rating, 374 reviews

Rare Avails, Walk to Lifts & Town, Hot Tubs, Pool!

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!

4.9 out of 5 average rating, 412 reviews

A spacious king bed is dressed in soft, neutral linens, complemented by decorative pillows. A window offers mountain views, while a small dining area with a table for two and a light fixture above adds functionality. A television occupies the corner, enhancing the cozy ambiance.

Apartment in Granby

Cozy K-Suite~Mtn Views~ Salt Water Pool & Hot-Tubs

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

Apartment in Cherry Creek

A comfortable living area features a brown sofa, a television on a stand, and a glass-top coffee table. Natural light is invited through a skylight and sliding glass doors that lead to a patio. A dining table with wooden chairs is set in one corner.

4.89 out of 5 average rating, 128 reviews

Comfortable & Affordable condo w/Queen bed

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!

The living area features a spacious sofa and an accent chair with a polka dot pattern. A wooden coffee table sits in front, accompanied by a dining table for four. A large window allows natural light, showcasing views of the outdoors, with a mounted television on the wall.