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 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

Top guest favourite
Cabin in Grant
5 out of 5 average rating, 118 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
A bright living area features large windows framing mountain views. A dark wood dining table with seating for four is positioned next to a comfortable red sofa. The room has wooden flooring and a warm wood ceiling, creating an inviting space with a television nearby.
Guest suite in Littleton
4.97 out of 5 average rating, 533 reviews

Mountain Chalet - Panoramic Views 45 Min to Denver

Serenity at 8,000 feet with Pine and Aspen trees. Address is Littleton, but it's part of the Conifer mountain community. The Chalet is a private quarters above our garage with a separate deck and entrance. We also host elopements and micro-weddings! Overlook mountains to the west and the Denver to the east. Hot tub is on the back deck of main house and overlooks city lights! Groceries, dining and hiking trails only 15 minutes away. There is no A/C. 4WD vehicles are required October - April.

Top guest favourite
A cozy queen bed is positioned against a triangular wall in the loft bedroom, framed by large windows offering views of the surrounding trees. Soft lighting is provided by wall sconces, while a patterned rug adds warmth to the wood flooring.
Place to stay in Bailey
4.99 out of 5 average rating, 151 reviews

A-Frame Cabin w/ Hot Tub & Breathtaking Views

Plan an escape to our 3 bedroom, 2 bath + game room spacious A-frame cabin with a Hot Tub, all designed to help you relax & recharge from the chaos of life or from all the nearby outdoor adventures. Located in Bailey, an easy one-hour drive from Denver, you'll be greeted with views that take your breath away. Plenty of hiking, biking, kayaking, and fly fishing nearby. 9 min to Meridian Trail, 10 min to Deer Creek Trailhead, 10 min to Deer Creek wedding venue -Easy to access -Strong WiFi

Top guest favourite
An A-frame cabin exterior is visible at dusk, with a sloping black facade contrasting against the colorful sunset. A neatly stacked pile of firewood is situated in a circular holder on the deck, alongside a potted plant for a touch of greenery.
Cabin in Woodland Park
4.98 out of 5 average rating, 353 reviews

Magic, Warm A-Frame: Nat'l Forest-Firepit+MtnViews

►Escape to a secluded a-frame amidst 1+ million acres of pristine national forest ►Hike a 1.5 mile private trail just out your back door ►Unwind by the crackling fire pit under a star-filled sky ►Designed by boutique NYC interior design firm ►Complimentary organic local coffee, beer, and healthy snacks ►Prepare gourmet meals in the chef's kitchen ►Stocked with: board games, puzzles, books, yoga mats, and more ►Cozy up next to the inviting wood-burning stove ►High-end mattress and bedding

Top guest favourite
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
5 out of 5 average rating, 163 reviews

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.

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 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, 682 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
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, 128 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
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 Escape - 1hr to Denver - VIEWS and VIBES

Do you NEED to get away? Like, yesterday? Are you looking for something different and not just another Airbnb? 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.

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, 263 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.

Popular amenities for Bailey holiday rentals

When is the best time to visit Bailey?

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Avg. price₹17,373₹17,022₹17,285₹16,583₹18,162₹20,180₹21,058₹20,180₹19,654₹18,776₹16,934₹20,180
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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 ₹4,387 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!

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