House holiday rentals in Bailey

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Top-rated house rentals in Bailey

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Top Guest favourite
A spacious wooden home is nestled in a lush green landscape, surrounded by trees and hills. A large deck extends from the front, providing a welcoming entrance. The two-story structure features multiple windows, allowing natural light to fill the interiors.
Home in Bailey
4.98 out of 5 average rating, 212 reviews

Secluded 3BR lodge on beautiful mountain preserve

Immerse yourself in the natural wonder of gorgeous Colorado. Serenity, peace, relaxation, wildlife and adventure await! Surrounded by majestic mountains, valleys, and a picturesque stream that meanders through a protected preserve teaming with wildlife; our spacious 3BR and amenity-filled home is the perfect destination for creating memories w/family & friends. No matter the season, indoor or outdoor, this is the idyllic setting to experience the beauty of Colorado. No A/C, enjoy mountain cool.

Guest favourite
Home in Bailey
4.91 out of 5 average rating, 145 reviews

Cozy Bear Themed Cabin*Hot Tub* w/Free EV charging

Welcome to the Bear Bottom Cabin. Nestled at the foot of Mt Bailey, this peaceful getaway has all things your perfect mountain home would have. Hot tub available year round. An EV plug in to charge your vehicle over night. High speed internet so you can stay connected. TV with an abundance of streaming services at no additional charge. Low cleaning fee. Plenty of deck space. Espresso Machine and waffle maker. 35 minutes to Red Rocks. Only 50 mins to Downtown Denver. 80 mins to Breckenridge.

Superhost
A bright living room features large windows allowing natural light to fill the space. A comfortable blue sofa is positioned near a modern stone fireplace, which is complemented by wicker decor. A round rug adds texture to the wooden floor, enhancing the inviting atmosphere.
Home in Evergreen
4.83 out of 5 average rating, 119 reviews

NEW Dreamy Mountain House Retreat - 38min from DEN

Perched at 8,600 ft, our special getaway is tucked among the trees in Evergreen, CO. There is no shortage of epic hiking and mountain biking trails here. We are also a 15-minute drive from ice-skating/kayaking at Evergreen Lake and downtown. For summer concert goers, Red Rocks is a 35 min drive from the property. At night, relax with a book and a glass of wine by the fire. Cap the night off with a relaxing soak in the hot tub. We think this is the perfect place to disconnect and recharge.

Top Guest favourite
An inviting master bedroom features a spacious bed framed by a stylish metal headboard, complemented by a decorative bench at the foot. Soft blue curtains frame the windows, while rustic wooden beams enhance the cozy, warm atmosphere of the space.
Home in Castle Rock
4.98 out of 5 average rating, 451 reviews

Restored Homestead Barn - The Dyer Inn

Experience a luxurious and fully restored 1890s barn on the first homestead property in the heart of downtown Castle Rock. High-end finishes throughout ensure your complete comfort and relaxation. Coffee, antiques, restaurants, shopping, and Festival Park are only a two minute walk from your front door. Enjoy a taste of simple, country living as you walk past our garden, chickens, and wild rabbits. The large, 1/2 acre property is charming, spacious, and the perfect backdrop for your stay.

Top Guest favourite
Two orange armchairs are positioned on a light wood floor, facing a large black-and-white artwork of a Highland cow. A textured gray area rug lies beneath the chairs, complementing the seating arrangement. Natural light enters from nearby windows, enhancing the cozy atmosphere.
Home in Westminster
4.91 out of 5 average rating, 129 reviews

Stylish Getaway| Hot Tub | Close to Denver&Boulder

Stylish Mid-Century Modern inspired retreat seconds from Rt. 36 taking you anywhere you want in the area or out to the mountains! If your trip is for vacation or work, this is the perfect base camp for you. Why limit your itinerary when Denver, Boulder & Golden are all within 20 min or less! There are many hiking trails within 30 min & ski slopes within 1 hr. A fully stocked kitchen, ample amount of space, furnished outdoor area, and work spaces, make this an unbeatable home for your trip!

Top Guest favourite
The exterior view of the home features a stone fire pit surrounded by seating, with flames flickering warmly in the evening. Soft lighting highlights the structure, while tall trees stand in silhouette against a night sky.
Home in Divide
5 out of 5 average rating, 206 reviews

Private Luxury Spa Retreat -Mtn View,Hot Tub,Sauna

Welcome to your luxurious mountain retreat at Eagle Ridge! The Living Room is a stunning 1400 sf newly renovated home situated in a gated 43-acre property with panoramic views of Pikes Peak that will take your breath away. With a magnificent 1200 sf patio and access to private walking trails, this space has everything you need for a peaceful and rejuvenating vacation or retreat -- a hotel penthouse experience on ground level. The hot tub is filled with fresh water for every guest.

Top Guest favourite
The exterior of a charming one-story house features a welcoming front porch with a small seating area. Lush green shrubs and light-colored stones border the entryway, while mature trees provide shade. The neighborhood showcases well-maintained red brick and stucco homes.
Home in Denver
5 out of 5 average rating, 214 reviews

Cozy 1-bedroom home in heart of Denver.

Cozy, centrally located and well-appointed one bedroom, one bathroom house located on a quiet street in Denver's hip Alamo Placita (Speer) neighborhood. Full dedicated office included with Wifi. Close to Wash Park, Cherry Creek, South Broadway and Downtown. This fully-appointed spot is a great launch pad for your trip to Denver. Enjoy the fully stocked kitchen, comfortable bed, Central AC, dedicated office, huge backyard, off-street parking, full laundry facilities and Peloton bike!

Guest favourite
A modern, single-story house is shown with a green exterior and snow-covered surroundings. Two lounge chairs are positioned on a wooden deck, and a circular firewood holder is visible. In the background, mountains rise against a clear blue sky.
Home in Silver Plume
4.97 out of 5 average rating, 165 reviews

Modern alpine basecamp

Your basecamp in the Rockies! Private setting in a small town. A perfect space for a couple or a single person looking to escape. Surrounded by Mtn views. Walkable to the Main St. Silver Plume, where you'll find Plume Coffee, Plume Provisions, Bread Bar + trails to wander. Stores are typically open Thur. thru Sun. Sauna coming this winter! 2 min to Georgetown, 10 min to Loveland Ski Area, 25 min to Summit Co. 7 miles to Mt. Bierstadt trailhead, 10 min. to Grays and Torreys

Top Guest favourite
Home in Jefferson
5 out of 5 average rating, 104 reviews

Cabin in the Clouds, A Colorado Mountain Retreat

Hot Tub now available year-round! As owners and managers of this property and folks who love Colorado, we can't wait to share our quiet, secluded cabin with you! Get away, unplug, and relax in the beautiful Rockies. This cabin has floor-to-ceiling windows that highlight picturesque views overlooking the mountains. Soak in the outdoor hot tub! Stay connected with Starlink high-speed internet. 2 full baths and 3 bedrooms each with a king bed! So much to do and see!

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 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
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, 130 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
A fire pit surrounded by five bright orange Adirondack chairs is visible in a snowy backyard. String lights hang overhead, enhancing the cozy ambiance. Rocky landscaping and snow-covered ground create a serene winter setting.
Home in Bailey
4.99 out of 5 average rating, 102 reviews

Hot Tub + Arcade + Fire Pit + Mtn Views + BBQ

Welcome to Sunset Haven, the Colorado mountain escape for families, friend groups or couples looking for a romantic retreat! This 3-bedroom vacation house boasts a hot tub + arcade + fire pit + foosball table + coffee/Yogi tea bar + and beautiful mountain views! Just a short 45-minute drive from downtown Denver (30-minutes from Red Rocks Amphitheater), you’ll feel like you're worlds away!

Popular amenities for Bailey house rentals

When is the best time to visit Bailey?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$382 NZD$393 NZD$424 NZD$341 NZD$432 NZD$457 NZD$427 NZD$405 NZD$412 NZD$389 NZD$372 NZD$444 NZD
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Quick stats about house rentals in Bailey

  • Total holiday rentals

    Explore 70 holiday rentals in Bailey

  • Nightly prices starting at

    Bailey holiday rentals start at $173 NZD per night before taxes and fees

  • Verified guest reviews

    Over 4,150 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Bailey holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Bailey rentals

  • 4.9 Average rating

    Bailey stays are highly rated by guests—averaging 4.9 out of 5!

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