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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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
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, 113 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 modern hilltop retreat is highlighted, showcasing a mix of natural materials and contemporary design. The exterior features a combination of stone and wood finishes, surrounded by tall pine trees, with expansive views of the surrounding mountains in the background.
Home in Bailey
4.99 out of 5 average rating, 156 reviews

Summit Solace | LUXE 360° Views • Hot Tub • Games

Welcome to The Summit Solace—a luxury hilltop escape with panoramic views that truly take your breath away. Perched at 9,157 feet, this elegant retreat offers nearly 3,400 square feet of beautiful, thoughtfully designed living space. Enjoy sweeping vistas, two primary suites, vaulted ceilings, a private hot tub, a game room, and more! Just one hour from Denver, Summit Solace has already played host to countless memory-making moments— Come experience your own story at the top of the world!

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, 140 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
An aerial view of the cabin reveals a spacious wood deck surrounded by trees, with multiple seating areas and a propane fire pit visible. The structure features a green roof and large glass doors that open to the outdoors, creating a connection to the natural surroundings.
Cabin in Bailey
5 out of 5 average rating, 209 reviews

Romantic Escape-60 min to Denver-VIEWS and VIBES

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, 314 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.

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, 683 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, 133 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
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, 265 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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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 £37 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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