Holiday rentals in Bailey

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Top-rated holiday rentals in Bailey

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
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, 111 reviews

Rustic & Cozy, Decorated 4 holidays, 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

Top guest favourite
Cabin in Grant
5 out of 5 average rating, 130 reviews

Hygge Chalet & Sauna w Private Trail + 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.

Top guest favourite
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, 116 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 favourite
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
4.99 out of 5 average rating, 150 reviews

Honeydome Hideaway

This is the most charming Dome w/ all the amenities, full kitchen & accessories, full bath, table & chairs, work station, Wi-Fi, Roku, etc. Inside you will find the dome to be spacious & very comfortable. It is great for couples, (Smart Queen bed & (2) 73" cots provided in case friends come), solo adventurers, and business travelers. The dome sits on 2 acres. It is 1 mile from fishing pond & 1 ½ miles from national forest w/ATV trails. Beautiful 360 degree views from wrap around deck.

Top guest favourite
The exterior of the cottage features blue siding with contrasting red shutters framing large windows. A wooden fence lines the front, surrounded by natural grasses and landscaping. A clear sky is visible above, enhancing the peaceful rural setting.
Cottage in Pine
4.9 out of 5 average rating, 292 reviews

Cozy cottage in the center of historic Pine Grove

This historic house in Pine Grove is close to hiking, mountain biking, fishing, a great restaurant (Zokas), and an antique store. Perfect for monthly stays: remote work, relocation, extended mountain getaway. Want to work remotely in our beautiful valley? Our internet speeds are 90 mbps. The cottage is a great mix of cozy (from 1890) and new (kitchen and bathroom.) It's a great place for couples, solo adventurers, families, and pets. The house has 2 bedrooms, both with queen beds.

Top guest favourite
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, 170 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.

Guest favourite
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
4.98 out of 5 average rating, 133 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.

Top guest favourite
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.
Home in Bailey
4.99 out of 5 average rating, 136 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!

Top guest favourite
A spacious living room features a stone fireplace surrounded by large windows showcasing mountain views. Comfortable seating is provided by a light green sofa and a tan couch, while a decorative rug adds warmth. A wooden door leads to an outdoor area with additional scenery.
Guest suite in Evergreen
4.97 out of 5 average rating, 271 reviews

Come smell the pines from your exclusive suite!!

Jaw-dropping mountain views at 8600' high! That is what you will experience in this paradise from your exclusive suite. Enjoy, relax and chill on these 3+ acres overlooking the Rockies. Breathtaking place to sip an adult beverage, escape the city and recharge. Your suite includes a bedroom, bath, separate sitting/ dinning room and private entrance. Wildlife abounds from your window or go hiking and explore on your own. We look forward to meeting you!

Top guest favourite
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, 228 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.

Guest favourite
Cabin in Bailey
4.96 out of 5 average rating, 113 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 favourite
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, 348 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.

Popular amenities for Bailey holiday rentals

When is the best time to visit Bailey?

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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 holiday rentals in Bailey

  • Total holiday rentals

    Explore 200 holiday rentals in Bailey

  • Nightly prices starting at

    Bailey holiday rentals start at € 42 per night before taxes and fees

  • Verified guest reviews

    Over 13,760 verified reviews to help you choose

  • Family-friendly holiday rentals

    150 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 110 rentals that welcome pets

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

  • Wifi availability

    170 of Bailey holiday rentals include wifi 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!

  1. Airbnb
  2. United States
  3. Colorado
  4. Park County
  5. Bailey