Family-friendly vacation rentals in Bailey

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Top-rated family-friendly rentals in Bailey

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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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, 123 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
Guest suite in Breckenridge
4.91 out of 5 average rating, 106 reviews

Breckenridge Wildlife Retreat/hot tub/dog friendly

Come ski Breckenridge! 5 minutes from down town & free skier parking for Breckenridge ski resort! Cute studio-like space in a house on 2 acres with incredible Rocky Mountain views from hot tub. Shared access to decks, hot tub & outdoor grill. Please look at pictures for details of space. Private bedroom & bathroom, double bed, sitting area, and hallway wet bar. Private parking and access. Enjoy 100+ restaurants & bars, dog sledding, snow mobiling, snow shoeing, x country. DOGS STAY FREE.

Top guest favorite
A rustic bedroom showcases a spacious log frame bed, adorned with a colorful quilt featuring forest motifs. Bedside tables with lamps flank either side, illuminating the natural wood textures. A painting of mountain scenery hangs above the bed, complementing the warm, inviting atmosphere.
Cabin in Bailey
4.93 out of 5 average rating, 234 reviews

Cozy 4-Bed Cabin w/ Hot Tub +King Master+Treenet

Welcome to our Cozy Pine Cabin! This adorable cabin is nestled among the ponderosas and junipers on it's own fenced in (dogs love it) acre of land near Bailey, CO. The two back decks offer private forest mountain views with a luxurious *HUGE* 6 person hot tub and a gas firepit essential to the cozy cabin experience! We also have a large treenet that is so cool to hangout out on with your group. Located just 40 minutes SW of Denver, come escape the city life at our relaxing mountain retreat!

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
The living room contains two dark leather sofas adorned with decorative pillows, positioned around a rustic coffee table. A potted plant adds a touch of greenery. Natural light filters in through a window, complementing the warm wood paneling on the walls.
Apartment in Pine
4.86 out of 5 average rating, 145 reviews

Private mountain suite.... PERFECT LOCATION

Welcome to our private mountain retreat. You have access to the entire suite, with a key code. This unit is beautifully decorated. Updated to make your stay in the mountains amazing. Entire lower level, 2 bedrooms, kitchen, bathroom (note there is no bathtub, only a shower), laundry room with washer and dryer, board and iron, plus a large living room. Due to the location and lack of transportation options, some type of vehicle is required and 4 wheel drive is recommended in the winter.

Guest favorite
Guest suite in Conifer
4.96 out of 5 average rating, 252 reviews

Aspen Park Mountain Retreat-Tranquil & Convenient

Come enjoy the beauty, serenity & adventure of the mountains while still having convenient access to nearby restaurants & shopping. Located a few minutes off HWY 285, the 600+ sf guest suite has a private entrance through the 1 car garage and a private deck. Our property has a park-like setting with a beautiful view and just minutes to hiking & biking trails. Close proximity to Red Rocks Amphitheater, Denver & Big Mountain skiing. Hosts on site, but you are allowed plenty of privacy.

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 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, 269 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, 224 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, 344 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
A rustic cabin with a wooden exterior features a green roof and large front porch. An umbrella provides shade over outdoor seating. The surrounding landscape includes pine trees and mountain views, with peaks visible in the background under a partly cloudy sky.
Cabin in Bailey
4.86 out of 5 average rating, 332 reviews

420 Okay Colorado: Mt. Rosalie Cabin

The Cabin on Hall Rd is in Harris Park Estates in the rural outskirt of Bailey, Colorado. We are 50 mins southwest of Denver off of Highway 285. There are 2 bedrooms with a queen bed in one room & two single beds in the other room. The bathroom has a shower/tub. The kitchen is fully equipped. There is deck facing west with a view of Mount Rosalie, Mount Bierstadt, and Mount Evans. We are pet friendly and 420 friendly.

Popular amenities for Bailey family-friendly rentals

When is the best time to visit Bailey?

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Avg. priceﺩ.ﺇ760ﺩ.ﺇ742ﺩ.ﺇ753ﺩ.ﺇ720ﺩ.ﺇ834ﺩ.ﺇ900ﺩ.ﺇ955ﺩ.ﺇ907ﺩ.ﺇ892ﺩ.ﺇ815ﺩ.ﺇ775ﺩ.ﺇ870
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Quick stats about vacation rentals that are family-friendly in Bailey

  • Total vacation rentals

    Explore 150 vacation rentals in Bailey

  • Nightly prices starting at

    Bailey vacation rentals start at ﺩ.ﺇ367 per night before taxes and fees

  • Verified guest reviews

    Over 11,750 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 90 rentals that welcome pets

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wi-Fi availability

    150 of Bailey vacation rentals include wi-fi 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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