Holiday houses 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 nestled among tall pine trees, featuring a warm wooden exterior and a welcoming front porch. A stone border surrounds the landscaped yard, with a paved driveway leading to an attached garage. The natural surroundings offer a peaceful atmosphere.
Cabin in Bailey
5 out of 5 average rating, 110 reviews

Rustic & Cozy | Dog friendly | BRAND NEW GAME room

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 favourite
A spacious outdoor deck features seating areas with dark wicker chairs and a decorative rug. Large glass doors provide views into the cozy interior, while a fenced yard enhances privacy. Surrounding pine trees and patches of snow create a natural forest setting.
Cabin in Bailey
4.98 out of 5 average rating, 119 reviews

Abundant Hiking - Perfect for 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 favourite
Cabin in Grant
5 out of 5 average rating, 119 reviews

Hygge Chalet & Sauna w/ Private Trail + EV Charger

Recharge at the Hygge Chalet & Sauna 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, Level 2 EV charger, large wraparound deck, amazing views, luxury beds, & Norwegian fireplace create a perfect cozy vibe. Explore a private hiking trail that goes from our property for miles into National Forest. Relax, unplug, & reconnect in this uniquely curated experience.

Top Guest favourite
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.
Cabin in Bailey
5 out of 5 average rating, 209 reviews

Romantic Getaway-HOT TUB w/VIEWS-60 min to Denver

Do you NEED to get away? Like, yesterday? Are you looking for something different and not just another Airbnb? A quick getaway from Denver? Welcome to Twilight Bliss Cabin, your dreamy mountain escape made for late-night laughs, starlit soaks, and fireside cuddles. Cozy, stylish, and a little bit magic. You’re going to love the vibes here. There are 3 patios, loft, outdoor propane firepit, an indoor pellet stove, hot tub, pull through driveway, 2 swings, dog run, and so much more!

Guest favourite
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
4.92 out of 5 average rating, 324 reviews

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.

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, 164 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.

Top Guest favourite
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
4.95 out of 5 average rating, 684 reviews

Creekside Como cabin, offgrid, with amazing views!

Secluded, well-appointed cabin right on Tarryall Creek, with wifi, more than 5 acres of solitude, and 360-degree mountain views. This is our dream place to escape, unwind, and listen to the creek. It's remote and quiet, but accessible year-round: 2 hours from DIA, 1.5 hours from downtown Denver, and 50-mins from Breckenridge. Large kitchen (w/ fridge and antique stove), barnwood accents, huge 400sf deck, and historic decor from Como's gold rush. Dogs welcome, too.

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, 134 reviews

Cozy mountain escape

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
An outdoor patio area features comfortable sectional seating, surrounded by ambient string lighting. A fire pit is centrally located on the deck, which offers sweeping views of the mountains and a sunset sky that transitions from golden to deep blue.
Home in Bailey
4.98 out of 5 average rating, 130 reviews

​2mi to Town | 3 Acres | 3 Fireplaces | Yard+Grill

*We will be decorating for the holidays!* 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 sports, this professionally designed mountain home is ready to meet your vacation dreams!

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, 266 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, 222 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 favourite
Cabin in Bailey
4.96 out of 5 average rating, 106 reviews

Stargazing Net | Hot Tub | Air Conditioning

Park County Short Term Rental License: 23STR-00298 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!

Popular amenities for Bailey holiday rentals

When is the best time to visit Bailey?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$342 NZD$336 NZD$341 NZD$327 NZD$358 NZD$398 NZD$415 NZD$398 NZD$387 NZD$370 NZD$334 NZD$398 NZD
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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 $86 NZD 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 and kid-friendly amenities

  • Pet-friendly accommodation

    Find 110 rentals that welcome pets

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

  • Wi-Fi availability

    170 of Bailey holiday 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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