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

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.

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
4.96 out of 5 average rating, 114 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
An inviting exterior lounge area includes comfortable seating arranged around a fire pit table, with soft lighting illuminating the space. Large windows provide a view into the interior, where a cozy seating arrangement and a warm fireplace can be seen, creating a relaxed atmosphere.
Cabin in Bailey
4.99 out of 5 average rating, 107 reviews

Private + Modern Mountain Retreat with Hot Tub

Modern mountain retreat with luxurious finishings, entertaining areas, + it's family-friendly. Sleeps up to 4 people with 3 beds, 2 bedrooms, + 2 baths. Includes a hot tub, steam shower, gas grill, fireplace, covered patio w/ a heater, chef's kitchen, parking, wildlife, + a private backyard forest oasis. Easy access. About an hour from Denver, 1hr 15min from the airport, close to trails, parks, and lakes. No parties, no pets, no smoking, and a limit of 8 people total (including visitors).

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
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!

Top guest favourite
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
4.98 out of 5 average rating, 317 reviews

Secluded cabin sauna hot tub fireplace k bed creek

Get away to our secluded luxury spa cabin, melt in the hot tub, gaze at the night sky, learn the ancient art of sauna! So calming the sound of the creek that greets you! Craft your latte on the Breville. Stretch out on the sofa and warm to the roaring fire. Snuggle down in a luxurious king sleep number bed with adjustable base and temperature balancing to get the best sleep of your life. Sit on the deck in the morning sipping coffee while you are introduced to Earl the squirrel.

Guest favourite
A newly constructed mountain home is nestled amidst towering pine trees, situated along a paved driveway that gently slopes downwards. The facade features a modern design with a dark exterior, creating a striking contrast against the surrounding greenery and distant mountain scenery.
Cabin in Bailey
4.97 out of 5 average rating, 129 reviews

Red Rocks Luxe Retreat • Soak with a View

RED ROCKS LUXE RETREAT | HOT TUB • DESIGNER TOUCHES Perched at 9,000 feet, this private mountain hideaway seamlessly blends modern luxury with the serenity of nature. Soak in the hot tub with panoramic views, unwind by the fireplace, or cook in the chef’s kitchen. Surrounded by towering pines, 30 minutes to Red Rocks, nearby hiking & mountain biking trails, and ski spots. Whether it's romance or relaxation, this designer retreat delivers the perfect Colorado escape.

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 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 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.

Guest favourite
Cabin in Bailey
4.96 out of 5 average rating, 108 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?

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Avg. price$258 SGD$253 SGD$256 SGD$246 SGD$269 SGD$299 SGD$312 SGD$299 SGD$292 SGD$279 SGD$251 SGD$299 SGD
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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 $65 SGD 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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