
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.

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

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.

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.

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

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

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.

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.

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.

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!

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.

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!

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
Other great holiday rentals in Bailey

Modern Updated Cabin on 3+ acres

Alpine Meadows - Hot Tub - Sauna - Views

Grandma's Cabin

Rustic-luxury cabin | Fireplace + deck views

Riverside Tiny Home | Dynamite Views

Intimate Bungalow Cabin & Mountain Vistas

Luxe MTN Retreat | Pickleball | HotTub | FirePit

The Friendship Ranch | Mid-Century MTN A-Frame
When is the best time to visit Bailey?
Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
---|---|---|---|---|---|---|---|---|---|---|---|---|
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 |
Avg. temp | 0°C | 1°C | 5°C | 9°C | 14°C | 20°C | 24°C | 23°C | 18°C | 11°C | 5°C | 0°C |
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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- Breckenridge Ski Resort
- Coors Field
- Vail Ski Resort
- Red Rocks Park and Amphitheatre
- Winter Park Resort
- Keystone Resort
- Granby Ranch
- Arapahoe Basin Ski Area
- Denver Zoo
- Fillmore Auditorium
- Elitch Gardens
- City Park
- Pearl Street Mall
- Water World
- Denver Botanic Gardens
- Ogden Theatre
- Golden Gate Canyon State Park
- Loveland Ski Area
- Ski Cooper
- Arrowhead Golf Course
- Downtown Aquarium
- Carousel of Happiness
- Cave of the Winds Mountain Park
- Eldorado Canyon State Park