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, 213 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.

Top Guest favourite
A serene outdoor space features wooden seating that offers expansive mountain views. Sunlight filters through clouds, illuminating the surrounding greenery. A gravel path leads away from the deck, inviting exploration of the natural landscape.
Home in Littleton
5 out of 5 average rating, 102 reviews

View/Trails/Fireplace/Near Denver

A unique, peaceful mountain break close to Denver with sledding and trails on property! Perfect summer getaway with incredible view. -11 acres with trails/ninja course/zip line -Expansive views -2 living areas -Equipped kitchen/Large dining area for 8 -12 mins to Conifer/ 1hr 30 min to Breck/40 min to Denver/32min Red Rocks -.5 mile dirt drive 4WD Nov-May is ESSENTIAL -No A/C: Conifer NOT Littleton temps -Great free WIFI/WIFI calling may be needed! -Gas firepit that can be refilled locally

Guest favourite
Home in Bailey
4.91 out of 5 average rating, 150 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.

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, 461 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
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, 161 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
Home in Bailey
4.98 out of 5 average rating, 132 reviews

Mountain Views 2mi to Town | 3 Acres | Yard+Grill

*The home will be decorated for the holidays Nov 12th - Jan 12th!* 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 activities, this professionally designed mountain home is ready to meet your vacation dreams!

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, 220 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
Home in Jefferson
5 out of 5 average rating, 109 reviews

Cabin in the Clouds, A Colorado Mountain Retreat

Hot Tub 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! Explore why we love Colorado! 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 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!

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, 172 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. Finnish sauna in backyard! 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
An outdoor deck is featured, surrounded by towering pine trees and illuminated by warm string lights. A circular fire pit with a dancing flame sits at the center, accompanied by four Adirondack chairs. A grill is positioned in the background, ready for outdoor cooking.
Home in Bailey
4.95 out of 5 average rating, 103 reviews

EpicMTNViews|Hot Tub|MovieTheatre|GameRoom|Firepit

Looking for the perfect spot for a girls' trip, family vacation, or cozy getaway? 🤩 This modern mountain retreat is packed with stunning views, luxurious amenities, and endless entertainment—all just 40 minutes from Red Rocks & under an hour from Denver! 🏔️ 🌄 Breathtaking Mountain Views | 💦 8-Person Hot Tub | 🎥 80” Movie Theater w/ Reclining Sofas | 🎱 Game Room | 🍫 S’mores Bar | 🍷 Outdoor Cocktail Cabin | 🔥 Cozy Wood-Burning Fireplace + 🪵 Firewood Provided

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, 136 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 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, 108 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$381 NZD$391 NZD$422 NZD$339 NZD$431 NZD$455 NZD$489 NZD$472 NZD$443 NZD$388 NZD$370 NZD$443 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 $172 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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