Vacation rentals in Bailey

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Top-rated vacation rentals in Bailey

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
The cabin is nestled among trees, with expansive windows reflecting warm sunlight at sunset. The architectural design features a prominent stone chimney, enhancing the rustic charm. Surrounding hills add to the serene atmosphere, creating a sense of tranquility in nature.
Cabin in Florissant
5 out of 5 average rating, 202 reviews

Be Inspired! Luxe Cabin Retreat w/Hot Tub & Views

Relish your time in this one of a kind Luxury Cabin affectionately called, Peaceful Pines Ridge. Nestled between Colo Spgs (45 min) & Breckenridge (60 min), this fabulous mountain retreat feels lost in the Pines but is tucked away only a mile off Hwy 24 near Lake George while nestled on 40 private acres boasting grassy meadows, rock formations, timbered canyons and ridges with a rippling stream to boot. Enjoy thousands of acres of National Forest on 3 sides w/full Modern Tech at your fingertips!

Top guest favorite
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 favorite
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 favorite
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, 535 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 favorite
A silver deer head sculpture is mounted on a green wooden wall, adding a rustic touch to the living space. In the background, a cozy sofa is visible, accompanied by a lamp and a hint of the kitchen area with bar stools.
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 favorite
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 favorite
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.

Guest favorite
The living area showcases a rustic wooden interior with a high ceiling, featuring logs and a stone fireplace as focal points. A dark leather sofa is arranged in front of the fireplace, while a wooden dining table and kitchen appliances are visible in the background.
Cabin in Bailey
4.9 out of 5 average rating, 117 reviews

The river literally runs through it!

(Please Read This Entire Property Description and look at ALL the photos BEFORE booking so that there is no confusion. This is an awesome cabin experience that you will not soon forget, but not a Four seasons or Ritz Carlton ) My fantastic log cabin home is nestled right above an enchanting stream that sits on the edge of the Pike National Forest and minutes to the Trailhead. Enjoy all the comforts of home while being on the edge of civilization.. Sorry, no pets allowed..

Top guest favorite
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 favorite
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, 132 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 favorite
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 favorite
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 vacation rentals

When is the best time to visit Bailey?

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Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Bailey?

    Four-legged friends are welcome in Bailey. Choose from more than 100 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Bailey?

    Yes! Work meets play with ease at over 100 vacation rentals in Bailey featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Bailey have wifi?

    Absolutely! We offer over 60 house rentals with wifi in Bailey. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in house rentals in Bailey?

    Experience the best of Bailey with our house rentals, starting at about $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Bailey have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Bailey. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Bailey have a bbq area?

    Absolutely! We offer over 60 house rentals with a bbq area in Bailey. Enjoy a tailored experience with all the comforts you desire.

  • Do cabin rentals in Bailey have a gym?

    Absolutely! We offer over 10 cabin rentals with a gym in Bailey. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly cabin rentals in Bailey?

    Bailey has more than 70 family-friendly cabin rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Quick stats about vacation rentals in Bailey

  • Total vacation rentals

    Explore 200 vacation rentals in Bailey

  • Nightly prices starting at

    Bailey vacation rentals start at ﺩ.ﺇ184 per night before taxes and fees

  • Verified guest reviews

    Over 13,760 verified reviews to help you choose

  • Family-friendly vacation rentals

    150 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 110 rentals that welcome pets

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

  • Wi-Fi availability

    170 of Bailey vacation 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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