Vacation rentals in Bailey

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Top-rated vacation rentals in Bailey

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Guest favorite
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, 125 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 favorite
A custom A-frame cabin is surrounded by tall pines, featuring a sloped roof and large glass windows. A spacious deck with steps leads to outdoor seating and a hot tub, while natural stone landscaping adds to the serene setting.
Cabin in Monument
4.99 out of 5 average rating, 169 reviews

Cozy A-Frame Retreat “Hot Tub”w-Views, Monument CO

Experience a true Colorado getaway with this custom built Scandinavian inspired A-frame, nestled on the Palmer Divide, located only 15 min to Colorado Springs & 30 min to S Denver. You will feel secluded within the pines and views to die for. You might see wildlife walking by while enjoying a cup of coffee or glass of wine in the hot tub or cozied up in a blanket on the deck. First bottle of wine on us! Hiking trails are minutes drive from cabin. Make sure to relax & make lots of memories. 😊

Top guest favorite
Cabin in Grant
5 out of 5 average rating, 126 reviews

Hygge Chalet & Sauna w Private Trail + EV Charger

Recharge at the Hygge Chalet 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, Norwegian fireplace, hammocks, EV charger, large wraparound deck, warm beverage bar, and luxury beds create a perfect cozy vibe. Explore a private hiking trail that goes from our property for miles into National Forest. Relax, refocus, & reconnect in this uniquely curated experience.

Top guest favorite
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
4.97 out of 5 average rating, 115 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 favorite
A modern retreat is nestled among vibrant autumn leaves, surrounded by towering evergreens. A wooden deck invites guests to enjoy the outdoors, while a paved driveway provides clear access to the home. Natural beauty complements the welcoming exterior of the property.
Cabin in Bailey
4.99 out of 5 average rating, 109 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 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, 168 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.

Guest favorite
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, 102 reviews

EpicMTNViews|Hot Tub|MovieTheatre|GameRoom|Firepit

Looking for the perfect spot for a girls' trip, family vacation, or cozy getaway? đŸ€© 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! đŸ”ïž 🌄 Breathtaking Mountain Views | 💩 8-Person Hot Tub | đŸŽ„ 80” Movie Theater w/ Reclining Sofas | đŸŽ± Game Room | đŸ« S’mores Bar | đŸ· Outdoor Cocktail Cabin | đŸ”„ Cozy Wood-Burning Fireplace + đŸȘ” Firewood Provided

Top guest favorite
A private hot tub is nestled among tall pine trees, offering expansive views of the surrounding mountains. The clear water reflects the sky, inviting relaxation amidst nature. The serene setting emphasizes a tranquil atmosphere, perfect for unwinding after a day of adventure.
Cabin in Bailey
4.97 out of 5 average rating, 133 reviews

Red Rocks Luxe Retreat ‱ Soak with a View

RED ROCKS LUXE RETREAT | HOT TUB ‱ DESIGNER TOUCHES Perched at 9,000 feet, this private mountain hideaway seamlessly blends modern luxury with the serenity of nature. Soak in the hot tub with panoramic views, unwind by the fireplace, or cook in the chef’s kitchen. Surrounded by towering pines, 30 minutes to Red Rocks, nearby hiking & mountain biking trails, and ski spots. Whether it's romance or relaxation, this designer retreat delivers the perfect Colorado escape.

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, 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 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, 226 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.

Top guest favorite
The cozy A-frame cabin is nestled among tall pine trees, showcasing a spacious front deck that offers outdoor seating. Sunlight filters through the trees, casting soft shadows on the surrounding grass. A cedar hot tub is visible on the deck, enhancing the cabin's inviting atmosphere.
Cabin in Bailey
4.99 out of 5 average rating, 345 reviews

Renovated 60s A-Frame | Cedar Hot Tub | Stargazing

Welcome to Front Range A-Frame, a cozy cabin getaway in Bailey, Colorado! Our renovated cabin offers retro charm with modern upgrades. Located just 60 minutes from downtown Denver, Front Range A-Frame is perfect for romantic getaways, quick escapes from city life, and Colorado vacation experiences. Relax on the front deck under the pines while the deer roam past you, or soak in the cedar hot tub under the night stars.

Guest favorite
The exterior of a cabin features a mix of wood and green accents, with a sloped roof and a small porch. A front door is framed by a large window, surrounded by grass and natural landscaping, presenting a rustic and inviting appearance.
Cabin in Bailey
4.88 out of 5 average rating, 145 reviews

Cozy Mountain Cabin in Bailey, CO

Charming cabin on private setting with spectacular views. It is very likely you will see deer and it is almost certain you will hear no traffic. Want to get away from it all? Bailey offers every type of outdoor activity from disc golf to zip lines to world class fly fishing. Perfect for a romantic weekend or a small family getaway. Only a couple miles off Hwy 285, yet still serene.

Popular amenities for Bailey vacation rentals

When is the best time to visit Bailey?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$41,424 GYDG$40,587 GYDG$41,215 GYDG$39,541 GYDG$43,307 GYDG$48,119 GYDG$51,257 GYDG$48,956 GYDG$45,608 GYDG$43,934 GYDG$40,378 GYDG$48,119 GYD
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Frequently Asked Questions

  • What are the best places to stay in Bailey?

    Bailey has a mix of rustic cabins, mountain homes, and vacation rentals set among the trees. Many stays feature views of nearby forests or streams, allowing guests to relax in a scenic, locally rooted setting.

  • What are the best things to do in Bailey with kids?

    Families can explore nature trails, picnic at local parks, or visit a wildlife sanctuary near Bailey. Gathering around the creek for fishing or spotting local birds is often suggested for children.

  • What are some of the best things to do in Bailey?

    Bailey has hiking, fishing, art galleries, and scenic drives through the foothills. Guests often explore nearby state parks or discover local shops featuring handcrafted goods.

  • How is the weather in Bailey?

    Bailey experiences cold winters with temperatures ranging from 18–46°F (-8–8°C), and warm summers reaching 59–90°F (15–32°C). Rain showers are more common from late spring through summer, while winters bring crisp, dry air and occasional snow.

  • When is the best time to visit Bailey?

    Late spring through early fall is often recommended for milder temperatures and outdoor activities, with wildflowers blooming and festivals around the warmer months. Winter draws those interested in snow and quiet mountain scenery.

  • What are the best places to visit in Bailey?

    Guests frequently explore nearby state parks, local art studios, and the historic main street. The area around the creek is also known for peaceful picnic spots and chances to spot wildlife.

  • What are some hiking trails in Bailey?

    Bailey has forested trails that provide access to mountain views and gentle creekside paths suitable for varied experience levels. Many trails wind through pine groves and offer a quiet setting for walkers and hikers.

  • What are some family activities we can do in Bailey?

    Families can enjoy creekside picnics, hike beginner-friendly trails, or stop by local art studios for creative activities. Exploring nature and searching for local wildlife are experiences often shared across generations.

  • What are some of the best day trip ideas from Bailey?

    Many visitors take day trips to explore mountain parks, historic small towns, or scenic byways in the region. Nearby lakes or forests are also popular for fishing, boating, or peaceful walks.

  • Are there any pet friendly accommodations available in Bailey?

    Many local cabins and vacation rentals in Bailey are pet friendly, welcoming guests who travel with dogs or other pets. Trails and outdoor spaces around the community make it convenient for pet owners.

  • What are some local tips for visiting Bailey?

    Locals recommend bringing layers for changing mountain weather and staying hydrated at higher elevations. Visiting a local bakery or cafe, and supporting artisan shops in the main area, is often suggested.

  • What is Bailey known for?

    Bailey is known for its picturesque mountain setting, welcoming community, and blend of outdoor recreation and local art. The area has a longstanding tradition of nature-focused activities and handmade crafts.

  • What are the best hidden gems to explore in Bailey?

    Travelers often seek out lesser-known art studios, tucked-away creekside trails, and quieter picnic spots along the water. Small cafes and independently owned shops add to the area's locally rooted charm.

  • What are the best foods to try in Bailey?

    Hearty American classics, homemade pies, and locally roasted coffee are frequently suggested in Bailey. Some cafes also feature mountain-inspired comfort foods and fresh-baked treats.

  • What should I bring for a trip to Bailey?

    Pack clothing you can layer for temperature shifts, sturdy walking shoes for trails, and sun protection for high elevation. A refillable water bottle and rain jacket are also suggested for outdoor adventures.

  • What is the nightlife in Bailey like?

    Bailey has a relaxed and casual nightlife centered around local bars, occasional live music, and friendly gathering spots. Many evenings are spent enjoying conversation in small venues or outdoor spaces.

  • What are the most popular events or festivals in Bailey?

    Bailey hosts community festivals featuring live music, local crafts, and seasonal celebrations throughout the year. Annual events are often anchored to holidays like Labor Day weekend or mark the arrival of summer.

  • Are there family friendly vacation rentals in Bailey?

    Many vacation rentals in Bailey are family friendly, with features like extra bedrooms, open living spaces, and outdoor areas for children to play. Some properties are located near parks or scenic walking paths.

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 G$10,461 GYD 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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