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Vacation rentals in Bailey

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Top-rated vacation rentals in Bailey

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Top guest favorite
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.
Cabin in Bailey
5 out of 5 average rating, 114 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

Guest favorite
The living area showcases a rustic wooden interior with a high ceiling, featuring logs and a stone fireplace as focal points. A dark leather sofa is arranged in front of the fireplace, while a wooden dining table and kitchen appliances are visible in the background.
Cabin in Bailey
4.9 out of 5 average rating, 117 reviews

The river literally runs through it!

Please read the full listing, review all photos, and read the guest reviews before booking. The reviews best describe the experience. This is a memorable cabin stay with modern amenities, but it is intentionally rustic and not a Four Seasons or Ritz My fantastic log cabin home is nestled right above an enchanting stream that sits on the edge of the Pike National Forest and minutes to the Trailhead. Enjoy all the comforts of home while being on the edge of civilization.. Sorry, no pets allowed..

Top guest favorite
Home in Bailey
4.95 out of 5 average rating, 109 reviews

Scenic Mountain Escape w/Hot Tub & DiscGolfBaskets

Escape to our peaceful mountain cabin, a spacious retreat nestled in the woods with soothing creek sounds. Perfect for families or groups looking to unwind, explore, and reconnect with nature. -Private outdoor hot tub w/mountain views -Two decks for morning coffee/evening dining, propane grill, plus your own creek -Comfortable bedding for up to 6 guests -Fully stocked kitchen, in-unit washer/dryer -2 disc golf baskets for putting practice -2pm CheckIn | Noon CheckOut -No CheckOut Instructions!

Top guest favorite
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.
Cabin in Bailey
4.99 out of 5 average rating, 340 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.

Guest favorite
A rustic bedroom showcases a spacious log frame bed, adorned with a colorful quilt featuring forest motifs. Bedside tables with lamps flank either side, illuminating the natural wood textures. A painting of mountain scenery hangs above the bed, complementing the warm, inviting atmosphere.
Cabin in Bailey
4.92 out of 5 average rating, 247 reviews

Cozy Cabin with Hot Tub, King Master, and Treenet

Welcome to our Cozy Pine Cabin! This adorable cabin is nestled among the ponderosas and junipers on it's own fenced in (dogs love it) acre of land near Bailey, CO. The two back decks offer private forest mountain views with a luxurious *HUGE* 6 person hot tub and a gas firepit essential to the cozy cabin experience! We also have a large treenet that is so cool to hangout out on with your group. Located just 40 minutes SW of Denver, come escape the city life at our relaxing mountain retreat!

Top guest favorite
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.
Cabin in Bailey
4.97 out of 5 average rating, 121 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

Top guest favorite
Cabin in Bailey
4.98 out of 5 average rating, 102 reviews

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.

Guest favorite
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.
Home in Bailey
4.96 out of 5 average rating, 100 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.

Guest favorite
Tiny home in Evergreen
4.99 out of 5 average rating, 140 reviews

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.

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.
Home in Bailey
4.91 out of 5 average rating, 113 reviews

EpicMTNViews|Hot Tub|MovieTheatre|GameRoom|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

Top guest favorite
Home in Bailey
4.99 out of 5 average rating, 139 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!

Guest favorite
Home in Bailey
4.91 out of 5 average rating, 158 reviews

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***

Popular amenities for Bailey vacation rentals

GymBBQ grillLaptop-friendly workspaceWifiAir conditioning

Other great vacation rentals in Bailey

Guest favorite
Home in Bailey
5 out of 5 average rating, 22 reviews

Secluded Hideaway w/ Hot Tub, Epic Views, Dogs Ok

Top guest favorite
A cozy cabin exterior displays a wooden deck with red railings, leading to a blue log-style facade. Pine trees surround the structure, providing a natural setting. Window boxes with flowers add a touch of greenery, while a picnic-style umbrella can be seen nearby.
Home in Bailey
4.95 out of 5 average rating, 65 reviews

Cozy, Quiet Mountain Cabin on 3+ acres Near Denver

Top guest favorite
The exterior of the cabin is showcased at dusk, highlighted by warm lights illuminating the entrance. The building features a dark exterior with simple window designs, surrounded by gently sloping terrain and tall pine trees. A colorful sunset sky is visible in the background.
Cabin in Bailey
4.96 out of 5 average rating, 91 reviews

Boho-chic Cabin w/ Mountain Peak Views + Hot Tub

Top guest favorite
The exterior of a modern log cabin is featured at dusk, showcasing large windows reflecting the warm ambient light. A spacious deck with wooden railings surrounds the upper floor, while natural surroundings include snow-dusted ground and aspen trees, contributing to a serene mountain setting.
Cabin in Bailey
4.97 out of 5 average rating, 35 reviews

Rosalie Ridge Cabin | HotTub & Views 1hr to Denver

Top guest favorite
A deer is seen through a large window, framed by wooden trim. The background features a wooded area with pine trees and a wooden gate. Natural light illuminates the space, highlighting a glimpse of cozy interior details in the lower portion of the image.
Guest suite in Bailey
4.96 out of 5 average rating, 83 reviews

Deer Haven in the Aspens

Guest favorite
The exterior of the cabin is shown, featuring dark wood siding and a green roof. A green door is visible, alongside a window with a screen. A dirt path leads to the entrance, bordered by grass and natural vegetation, under a clear blue sky.
Cabin in Bailey
4.92 out of 5 average rating, 76 reviews

Grandma's Cabin

Guest favorite
Cabin in Jefferson
5 out of 5 average rating, 6 reviews

Cozy Winter Retreat w/ Hot Tub, Sauna, & Fireplace

Top guest favorite
The exterior of the geodesic dome residence is viewed from a gravel driveway, featuring a turquoise facade and multiple structures. Surrounding trees provide a natural backdrop, while the front porch with steps invites entry into the home.
Dome in Bailey
4.96 out of 5 average rating, 27 reviews

River Dome Modern Escape

When is the best time to visit Bailey?

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Avg. priceﺩ.ﺇ727ﺩ.ﺇ712ﺩ.ﺇ723ﺩ.ﺇ694ﺩ.ﺇ760ﺩ.ﺇ845ﺩ.ﺇ900ﺩ.ﺇ859ﺩ.ﺇ801ﺩ.ﺇ834ﺩ.ﺇ841ﺩ.ﺇ900
Avg. temp0°C1°C5°C9°C14°C20°C24°C23°C18°C11°C5°C0°C

Frequently Asked Questions

  • What are the best places to stay in Bailey?

    Bailey has a mix of rustic cabins, mountain homes, and vacation rentals set among the trees. Many stays feature views of nearby forests or streams, allowing guests to relax in a scenic, locally rooted setting.

  • What are the best things to do in Bailey with kids?

    Families can explore nature trails, picnic at local parks, or visit a wildlife sanctuary near Bailey. Gathering around the creek for fishing or spotting local birds is often suggested for children.

  • What are some of the best things to do in Bailey?

    Bailey has hiking, fishing, art galleries, and scenic drives through the foothills. Guests often explore nearby state parks or discover local shops featuring handcrafted goods.

  • How is the weather in Bailey?

    Bailey experiences cold winters with temperatures ranging from 18–46°F (-8–8°C), and warm summers reaching 59–90°F (15–32°C). Rain showers are more common from late spring through summer, while winters bring crisp, dry air and occasional snow.

  • When is the best time to visit Bailey?

    Late spring through early fall is often recommended for milder temperatures and outdoor activities, with wildflowers blooming and festivals around the warmer months. Winter draws those interested in snow and quiet mountain scenery.

  • What are the best places to visit in Bailey?

    Guests frequently explore nearby state parks, local art studios, and the historic main street. The area around the creek is also known for peaceful picnic spots and chances to spot wildlife.

  • What are some hiking trails in Bailey?

    Bailey has forested trails that provide access to mountain views and gentle creekside paths suitable for varied experience levels. Many trails wind through pine groves and offer a quiet setting for walkers and hikers.

  • What are some family activities we can do in Bailey?

    Families can enjoy creekside picnics, hike beginner-friendly trails, or stop by local art studios for creative activities. Exploring nature and searching for local wildlife are experiences often shared across generations.

  • What are some of the best day trip ideas from Bailey?

    Many visitors take day trips to explore mountain parks, historic small towns, or scenic byways in the region. Nearby lakes or forests are also popular for fishing, boating, or peaceful walks.

  • Are there any pet friendly accommodations available in Bailey?

    Many local cabins and vacation rentals in Bailey are pet friendly, welcoming guests who travel with dogs or other pets. Trails and outdoor spaces around the community make it convenient for pet owners.

  • What are some local tips for visiting Bailey?

    Locals recommend bringing layers for changing mountain weather and staying hydrated at higher elevations. Visiting a local bakery or cafe, and supporting artisan shops in the main area, is often suggested.

  • What is Bailey known for?

    Bailey is known for its picturesque mountain setting, welcoming community, and blend of outdoor recreation and local art. The area has a longstanding tradition of nature-focused activities and handmade crafts.

  • What are the best hidden gems to explore in Bailey?

    Travelers often seek out lesser-known art studios, tucked-away creekside trails, and quieter picnic spots along the water. Small cafes and independently owned shops add to the area's locally rooted charm.

  • What are the best foods to try in Bailey?

    Hearty American classics, homemade pies, and locally roasted coffee are frequently suggested in Bailey. Some cafes also feature mountain-inspired comfort foods and fresh-baked treats.

  • What should I bring for a trip to Bailey?

    Pack clothing you can layer for temperature shifts, sturdy walking shoes for trails, and sun protection for high elevation. A refillable water bottle and rain jacket are also suggested for outdoor adventures.

  • What is the nightlife in Bailey like?

    Bailey has a relaxed and casual nightlife centered around local bars, occasional live music, and friendly gathering spots. Many evenings are spent enjoying conversation in small venues or outdoor spaces.

  • What are the most popular events or festivals in Bailey?

    Bailey hosts community festivals featuring live music, local crafts, and seasonal celebrations throughout the year. Annual events are often anchored to holidays like Labor Day weekend or mark the arrival of summer.

  • Are there family friendly vacation rentals in Bailey?

    Many vacation rentals in Bailey are family friendly, with features like extra bedrooms, open living spaces, and outdoor areas for children to play. Some properties are located near parks or scenic walking paths.

Quick stats about vacation rentals in Bailey

  • Total vacation rentals

    Explore 200 vacation rentals in Bailey

  • Nightly prices starting at

    Bailey vacation rentals start at ﺩ.ﺇ331 per night before taxes and fees

  • Verified guest reviews

    Over 14,210 verified reviews to help you choose

  • Family-friendly vacation rentals

    170 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 120 rentals that welcome pets

  • Rentals with dedicated workspaces

    120 properties have a dedicated workspace

  • Wi-Fi availability

    180 of Bailey vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill, and Laptop-friendly workspace across Bailey rentals

  • 4.9 Average rating

    Bailey stays are highly rated by guests—averaging 4.9 out of 5!

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