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House holiday rentals in Bailey

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Top-rated house rentals in Bailey

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

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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
Home in Colorado Springs
4.99 out of 5 average rating, 440 reviews

Romantic Nights at Pine Haven Mountain|Hot Tub

Escape to a tranquil, smoke-free romantic haven nestled in the serene CE mountainside area. Discover local dining, the AF Academy, concert venues, and the stunning Garden of the Gods. Picture yourself lounging beneath the dazzling night sky, relaxing in your private jacuzzi , and sinking into the plush comfort of a king-size bed. Enhance your experience with an exciting new cold plunge, promising a revitalizing sensory treat. Your idyllic, zen-romantic, and invigorating getaway begins here.

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.

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, 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
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, 129 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!

Guest favourite
A modern retreat is set among lush greenery and natural rock formations. The structure features large glass windows reflecting the surrounding landscape, while a wooden deck offers lounge chairs for outdoor relaxation. Dark storm clouds create a dramatic sky above the serene setting.
Home in Boulder
4.98 out of 5 average rating, 257 reviews

Secluded modern mountain home with stunning views

Welcome to The Mountain Lookout - a tranquil and luxurious retreat 25 minutes (10 miles) from downtown Boulder. Enjoy ultimate seclusion at the end of a mile long private gravel driveway surrounded by hundreds of acres of open space. Star gaze from the hot tub, cook gourmet meals in the spacious kitchen, or just sit on the sofa, sip on a cappuccino, and watch clouds form over the mountains through the 17 foot high glass wall.

Guest favourite
The exterior of a castle-style cabin is framed by lush trees, showcasing the unique architectural features at sunset. A cozy firepit area with chairs is arranged, inviting relaxation. A Finnish barrel sauna sits nearby, emphasizing the property's rustic charm and connection to nature.
Home in Evergreen
4.9 out of 5 average rating, 268 reviews

Ski & Sauna Getaway at Evergreen 20 min. to Slopes

Experience a whimsical escape at our castle-style cabin nestled in Evergreen's serene pines. Relish in the comfort of a private Finnish sauna, and let the ambiance of cozy reading nooks embrace you. This retreat, perfect for families, couples, or groups, offers tranquil forest views and modern luxuries. Whether relaxing or enjoying a meal together, create cherished memories here. Book your relaxing mountain retreat today!

Popular amenities for house rentals in Bailey

When is the best time to visit Bailey?

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Avg. price$286 SGD$294 SGD$318 SGD$255 SGD$324 SGD$342 SGD$320 SGD$303 SGD$308 SGD$292 SGD$279 SGD$333 SGD
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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 $130 SGD 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    60 of Bailey holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi 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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