Family-friendly holiday rentals in Bailey

Find and book unique family-friendly homes on Airbnb

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 favourite
The cabin is surrounded by snow-covered pine trees, providing a serene winter landscape. The structure features a sloped roof and wooden exterior, blending harmoniously with the natural setting. A small deck and garage are visible on the property, emphasizing its secluded feel.
Cabin in Bailey
4.99 out of 5 average rating, 121 reviews

Rustic & Cozy cabin in the Pines - dog friendly

Looking for an airbnb that instantly feels like home? Relax beneath the pines! Escape everyday life & come enjoy the fresh mountain air with over an acre of forest surrounding you in every direction. Less than an hour from Denver but totally immersed in the foothills of Colorado. Adventures are everywhere in Bailey but you won't want to leave home- completely fenced yard for your doggos. Watch the wildlife while you relax next to the fire and gaze at the stars. Penny Pines is sure to be your fav

Guest favourite
Home in Bailey
4.98 out of 5 average rating, 102 reviews

Southwest Mtn Getaway w/ Hot tub, Game Room

Forget your worries in this spacious and serene home. Everything you need for a magical rocky mountain getaway right at your fingertips. Enjoy plenty of hiking, fishing, mountain biking and skiing nearby or nestle up at home with all the amenities you could ask for. The hot tub, game room, TV room, and outdoor dining/grill will keep everyone entertained. Surrounded by beautiful trees and plenty of wildlife, you'll feel miles away even though it's just 50 min from Denver and 30 min to Red Rocks!

Top guest favourite
Cabin in Bailey
4.98 out of 5 average rating, 117 reviews

A Water and Mountain retreat. Romance & Red Rocks

Welcome to Serenity Ponds Bailey, your private mountain & water escape in Bailey, Colorado. Set on 2 peaceful acres with 2 beautiful private trout ponds, this micro mountain resort is designed for couples or up to 4 people seeking connection, beauty, and an experiential stay. Soak in the hot tub, relax in the sauna, unwind in the dome, or take in the calming views of water. A truly unique stay where nature, intimacy, and experience come together. 35 min from Red Rocks and 45 min from Denver.

Guest favourite
A scenic view reveals a lush green field bordered by wooden fencing, with a backdrop of dense forests and distant mountain peaks. The landscape is dotted with various trees, creating a tranquil atmosphere under a partly cloudy sky.
Farm stay in Conifer
4.91 out of 5 average rating, 342 reviews

Cozy mountain ranch guest house with a view

Come stay at our ranch guesthouse and experience a peaceful mountain retreat with stunning views and easy access to outdoor adventure. Nestled in a picturesque valley, we offer breathtaking views of the highest Rocky Mountain peaks. Our ranch is home to a herd of friendly Scottish Highland cows (now offering tours!), adding a unique touch to your stay. Our ranch offers a secluded, peaceful retreat with plenty of parking and your own private entry—a perfect escape with rustic charm.

Luxe
Treehouse in Bailey
4.99 out of 5 average rating, 185 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 favourite
A welcoming outdoor space features a wooden swing under a pergola, overlooking a vast mountainous landscape. Adjoining seating arrangements are available around a stone fire pit, enhancing the connection with nature. Sunlight creates patterns through the slats of the pergola.
Home in Bailey
4.96 out of 5 average rating, 117 reviews

*Starry Mountain Manor* Infinity Swing, Decks, Spa

Enjoy the best views in Bailey, inside and out! With 2 levels of decks, abundant seating, high-end spa, & unique swing, you will LOVE the fresh air & natural beauty at this mountain retreat! At night, the stars steal the show! Inside, the HUGE windows showcase the extraordinary mountain landscape, while you stay warm, cozy & comfortable. Rare A/C, heated tile floor in master bath, & full-home generator are bonus amenities that take your comfort and safety to the next level.

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, 124 reviews

The Hideaway | Hot Tub + Theater Room + 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
Home in Bailey
4.99 out of 5 average rating, 151 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
The cabin exterior features warm wooden siding, complemented by a spacious front deck with wooden railings. Sturdy stairs lead up to the entrance, surrounded by tall pine trees that provide a natural backdrop.
Cabin in Bailey
4.96 out of 5 average rating, 215 reviews

Modern 2 bedroom cabin with indoor fireplace

Kick back and relax in this tranquil, stylish, brand new build. Brand new smart appliances with an open kitchen for hosting or head into town for some local and delicious food options. On a quiet road with wooded tall trees, mountain views, friendly deer visits, and hummingbirds that buzz on by. Take in the sunsets, sunrises, and the moonlight from the front or back balcony. Access the private back balcony from your rooms. Plenty of outdoor options year round.

Top guest favourite
Cabin in Bailey
4.99 out of 5 average rating, 116 reviews

Private + Modern Mountain Getaway | Hot Tub + 2BR

Welcome to your private modern mountain retreat, a stylish, family-friendly escape designed for comfort, relaxation, and easy entertaining. This thoughtfully finished 2-bedroom, 2-bath home sleeps up to 4 guests and offers the perfect mix of comfort and convenience. It has easy to access with plenty of parking. Easy access. About an hour from Denver, 1hr 15min from the airport, close to trails, parks, and lakes. No parties, no pets, no smoking.

Top guest favourite
A cozy outdoor seating area features a circular fire pit surrounded by comfortable seating. The backdrop showcases a colorful sky at dusk, with soft hues reflecting over the serene mountains and trees. This space offers a perfect setting for relaxation and gathering.
Chalet in Bailey
4.98 out of 5 average rating, 120 reviews

Modern Mountain Chalet | Walk to Town | Hot Tub

Escape the city w/ a stay at this centrally located mountain chalet! This rustic yet modern home offers majestic views of the surrounding peaks & valleys and is close enough to walk to the town of Bailey. We are minutes from Mountain View Ranch and Deer Creek Valley Ranch wedding venues and in the heart of all outdoor activities- hiking, biking, disc golf, horseback riding, fly fishing and ~30 minutes from Red Rocks if you want to catch a show!

Guest favourite
Home in Bailey
4.92 out of 5 average rating, 168 reviews

35 mins to Red Rocks* Bear Themed Cabin*Hot Tub*

Welcome to Bear Bottom Cabin, a peaceful mountain retreat at the foot of Mt. Bailey. Enjoy a private hot tub year-round, spacious decks, high-speed internet, and a TV with streaming services included. EV charging available overnight. The kitchen features an espresso machine and waffle maker. Low cleaning fee. Conveniently located: 35 min to Red Rocks, 50 min to downtown Denver, and 80 min to Breckenridge. ***New Bathroom as of 1/10/26***

Popular amenities for Bailey family-friendly rentals

When is the best time to visit Bailey?

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Avg. price$290 SGD$284 SGD$288 SGD$252 SGD$292 SGD$315 SGD$334 SGD$317 SGD$312 SGD$303 SGD$299 SGD$331 SGD
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Quick stats about holiday rentals that are family-friendly in Bailey

  • Total holiday rentals

    Explore 170 holiday rentals in Bailey

  • Nightly prices starting at

    Bailey holiday rentals start at $128 SGD per night before taxes and fees

  • Verified guest reviews

    Over 12,300 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 100 rentals that welcome pets

  • Rentals with dedicated workspaces

    120 properties have a dedicated workspace

  • Wifi availability

    160 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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