Vacation rentals in Bailey

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Top-rated vacation rentals in Bailey

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Guest favorite
Cabin in Bailey
4.98 out of 5 average rating, 133 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.

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
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.
Cabin in Bailey
4.96 out of 5 average rating, 290 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!

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.

Top guest favorite
The cabin exterior features warm wooden siding, complemented by a spacious front deck with wooden railings. Sturdy stairs lead up to the entrance, surrounded by tall pine trees that provide a natural backdrop.
Cabin in Bailey
4.96 out of 5 average rating, 203 reviews

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.

Top guest favorite
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
5 out of 5 average rating, 231 reviews

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.

Top 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***

Guest favorite
Cabin in Bailey
4.96 out of 5 average rating, 123 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

Top guest favorite
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.
Cabin in Bailey
4.99 out of 5 average rating, 360 reviews

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.

Popular amenities for Bailey vacation rentals

When is the best time to visit Bailey?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$41,209 GYDG$40,377 GYDG$41,001 GYDG$39,336 GYDG$43,082 GYDG$47,869 GYDG$50,991 GYDG$48,702 GYDG$45,372 GYDG$47,245 GYDG$47,661 GYDG$50,991 GYD
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 G$18,731 GYD 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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