Family-friendly holiday rentals in Bailey

Find and book unique family-friendly homes on Airbnb

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 $129 SGD per night before taxes and fees

  • Verified guest reviews

    Over 12,830 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 110 rentals that welcome pets

  • Rentals with dedicated workspaces

    120 properties have a dedicated workspace

  • Wifi availability

    170 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!

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 exterior of the mountain retreat is highlighted, showcasing a spacious deck surrounded by snow. Illuminated by soft lighting, a fire pit sits nearby with seating arrangements. The Cuddle Cabin is visible in the background, adding to the welcoming atmosphere of the outdoor space.
Cabin in Bailey
4.91 out of 5 average rating, 111 reviews

Mtn Paradise: Cuddle Cabin, HotTub, Sauna & VIEWS

Escape to Chateau Summit for a serene mountain paradise with breathtaking views. ★Heated Cuddle Cabin–Ideal for stargazing ★Giant deck with 270-deg views, outdoor dining, pizza oven ★Fantastic Amenities: Hot tub, fire pit, sauna, game room, weight+yoga room, grill, pizza oven & MORE ★Adventure awaits: World-class mountain biking, fishing, & skiing close ★Ultra-fast WiFi (452 MB DL) for remote work ★ Red Rocks (35m), Buffalo Creek (15m), DIA (75m), Pike National Forest (30m), Breckenridge (90m)

Top guest favourite
Cabin in Grant
5 out of 5 average rating, 154 reviews

Hygge Chalet w Private Trail, Sauna and 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.

Guest favourite
Shipping container in Jefferson
4.94 out of 5 average rating, 117 reviews

The Nook - Shipping Container w/ Hot Tub & Sauna

Nestled in the stunning Colorado mountains, our uniquely designed shipping container home offers an unparalleled escape from the everyday. This luxurious two-bedroom, one-bath retreat is a destination in itself, perfect for couples or small families seeking a getaway to unplug and rejuvenate. Enjoy a fully stocked kitchen, a firepit for cozy evenings, and breathtaking mountain views. Leave the hustle and bustle behind and immerse yourself in the serenity and beauty of this exceptional retreat.

Top guest favourite
Cabin in Bailey
4.98 out of 5 average rating, 127 reviews

Waterfront, Mountains, Romance, Red Rocks retreat

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.

Top guest favourite
A cozy queen bed is positioned against a triangular wall in the loft bedroom, framed by large windows offering views of the surrounding trees. Soft lighting is provided by wall sconces, while a patterned rug adds warmth to the wood flooring.
Place to stay in Bailey
4.98 out of 5 average rating, 175 reviews

A-Frame Cabin w/ Hot Tub & Breathtaking Views

Plan an escape to our 3 bedroom, 2 bath + game room spacious A-frame cabin with a Hot Tub, all designed to help you relax & recharge from the chaos of life or from all the nearby outdoor adventures. Located in Bailey, an easy one-hour drive from Denver, you'll be greeted with views that take your breath away. Plenty of hiking, biking, kayaking, and fly fishing nearby. 9 min to Meridian Trail, 10 min to Deer Creek Trailhead, 10 min to Deer Creek wedding venue -Easy to access -Strong WiFi

Top guest favourite
Home in Bailey
4.94 out of 5 average rating, 194 reviews

Geo Dome Theater & Hot Tub | Panoramic Views

There is nowhere else in Colorado quite like this. A climate-controlled Geo Dome Theater & Yoga Studio, a Stargazing Hot Tub, and a Hammock Terrace with fire table under the open sky and summit views. All on a quiet private road, just 15 minutes from food and coffee. Guests have spotted the Milky Way from the hot tub and said the views have to be seen to be believed. Featured in Colorado Explores and Denver Food Scene. Nightly price includes Airbnb's service fee + cleaning fee combined.

Luxe
Treehouse in Bailey
4.99 out of 5 average rating, 189 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.

Top 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, 123 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, 132 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, 156 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
Cabin in Bailey
4.97 out of 5 average rating, 145 reviews

Stargazing Net | Hot Tub | Air Conditioning

Welcome to The Tiny A-Frame, a BRAND NEW cozy getaway in Bailey, Colorado! This beautiful custom A-Frame sits just an hour west of Denver and makes for the perfect romantic getaway or relaxing trip for a small group of friends. Kick back underneath the stars in our star gazing net or soak it up in the wood barrel tub with scenic views of the mountains. Your peaceful getaway awaits! Park County Short Term Rental License: 23STR-00298

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, 375 reviews

A-Frame w/ Cedar Hot Tub + Stargazing Net

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.

Popular amenities for Bailey family-friendly rentals

When is the best time to visit Bailey?

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Avg. price$291 SGD$285 SGD$289 SGD$253 SGD$293 SGD$316 SGD$335 SGD$318 SGD$313 SGD$304 SGD$300 SGD$333 SGD
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