Family-friendly holiday 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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Top guest favourite
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, 116 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 favourite
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.
Flat 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 favourite
Guest suite in Conifer
4.96 out of 5 average rating, 254 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 favourite
The exterior of the cottage features blue siding with contrasting red shutters framing large windows. A wooden fence lines the front, surrounded by natural grasses and landscaping. A clear sky is visible above, enhancing the peaceful rural setting.
Cottage in Pine
4.9 out of 5 average rating, 292 reviews

Cozy cottage in the center of historic Pine Grove

This historic house in Pine Grove is close to hiking, mountain biking, fishing, a great restaurant (Zokas), and an antique store. Perfect for monthly stays: remote work, relocation, extended mountain getaway. Want to work remotely in our beautiful valley? Our internet speeds are 90 mbps. The cottage is a great mix of cozy (from 1890) and new (kitchen and bathroom.) It's a great place for couples, solo adventurers, families, and pets. The house has 2 bedrooms, both with queen beds.

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
4.92 out of 5 average rating, 105 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, 137 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!

Guest favourite
An interior space is shown featuring a wooden ceiling with a ceiling fan. A comfortable sofa is positioned across from a compact kitchen area, equipped with a refrigerator and a countertop. A bunk bed is located against the wall, accompanied by an armchair and a television mounted above.
Cabin in Idaho Springs
4.92 out of 5 average rating, 251 reviews

Countryrock Modern Small Cabin near the creek

Petite and comfortable, this mountain cabin is perfect for a family getaway, a romantic haven for 2 or even just a cozy night for a lone traveler. While featuring gorgeous mountain views (easily seen through a multitude of windows), and a bustling creek (just off the front of the property), this cabin also has heated floors throughout as well as a small work space. Truly a tranquil escape at Water & Stone Retreat in Idaho Springs Colorado. No pets allowed.

Top guest favourite
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, 271 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 favourite
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, 228 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 favourite
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, 348 reviews

Renovated 60s A-Frame with Cedar Hot Tub

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 favourite
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, 333 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.

Guest favourite
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, 146 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 family-friendly rentals

When is the best time to visit Bailey?

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Quick stats about holiday rentals that are family-friendly in Bailey

  • Total holiday rentals

    Explore 150 holiday rentals in Bailey

  • Nightly prices starting at

    Bailey holiday rentals start at € 85 per night before taxes and fees

  • Verified guest reviews

    Over 11,750 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 90 rentals that welcome pets

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wifi availability

    150 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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