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Family-friendly vacation rentals in Bailey

Find and book unique family-friendly homes on Airbnb

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Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Bailey family-friendly rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Family-friendly home rentals with a hot tub

Guest favorite
A spacious living area features a high ceiling with large windows, allowing natural light to illuminate the space. A comfortable sofa faces a stone fireplace and a mounted television. Cozy seating options include two armchairs. A wooden coffee table is centered in the room, complemented by a dining table nearby.
Townhouse in Keystone
4.85 out of 5 average rating, 190 reviews

2 BR, 2 BA Mountain View Family Friendly BCA-45499

Guest favorite
Cabin in Fairplay
4.98 out of 5 average rating, 193 reviews

Beautiful Log Home -4 Master Suites! Fishing! Ski!

Guest favorite
Home in Fraser
4.89 out of 5 average rating, 133 reviews

Big Views, Big House, Hot Tub, Close to town

Guest favorite
The exterior of a two-story red chalet is surrounded by tall pine trees and natural landscaping. A spacious deck with railings extends from the side of the house, providing outdoor access. The home features varied rooflines and large windows allowing for natural light.
Home in Breckenridge
4.92 out of 5 average rating, 101 reviews

Slalom Chalet - Luxury Mountain Home

Guest favorite
A spacious living area features a red seating arrangement with a comfortable sofa and armchair, complemented by light streaming through multiple windows. A kitchen island with a sink is visible, alongside a dining area that includes four chairs. A stone fireplace adds a touch of warmth to the space.
Condo in Granby
4.85 out of 5 average rating, 405 reviews

Cozy 1 bedroom Granby Ranch condo

Top guest favorite
A cozy living area features a comfortable, light-colored sofa with decorative pillows. Natural light enters through two windows, illuminating the space. A ceiling fan and a mounted television provide functionality, while a wooden coffee table with small coasters adds a warm touch.
Guesthouse in Colorado Springs
4.99 out of 5 average rating, 269 reviews

Guesthouse 420 patio, romantic setting.

Guest favorite
An outdoor seating area features a circular table surrounded by four chairs, set against a backdrop of tall trees and expansive mountain views. The stone floor is adorned with a patterned rug, and string lights add a soft glow to the space.
Home in Evergreen
4.98 out of 5 average rating, 202 reviews

Mountain retreat with hot tub, views

Guest favorite
A comfortable living area features a leather sofa with patterned cushions and a wooden coffee table. Floor-to-ceiling windows allow natural light to illuminate the space, while a stone fireplace offers a cozy focal point. Glass doors provide access to an outdoor seating area.
Townhouse in Frisco
4.94 out of 5 average rating, 107 reviews

Deck with Private Hot Tub and Aspen filled yard

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Family- and pet-friendly home rentals

Guest favorite
A living area is highlighted by a red sofa and a coffee table, creating an inviting space. Natural light enters through nearby windows, illuminating the wood flooring. A flat-screen TV is mounted on the wall, with an open view to the kitchen area beyond a doorway.
Home in Stapleton
4.89 out of 5 average rating, 320 reviews

The Poplar Queen: Quiet-Parking-Private-420

Guest favorite
A spacious living area features a large window allowing natural light to brighten the room. A dining table with four wooden chairs is positioned in the foreground, while a couch and armchair provide additional seating. A TV and bookshelf are visible in the background.
Guest suite in Stapleton
4.98 out of 5 average rating, 265 reviews

Lovely Carriage House in Central Park

Superhost
A cozy, rustic dog bed crafted from natural wood logs is shown. A dog rests comfortably on a soft green and blue striped fleece blanket, its body curled up in a relaxed position. The setting reflects a warm and inviting atmosphere.
Cabin in Evergreen
4.91 out of 5 average rating, 202 reviews

Hummingbird Cabin - Pet Friendly

Guest favorite
A well-maintained front yard features a stone flower bed with vibrant yellow and orange lilies, complemented by lush green foliage. A decorative round planter sits near the entrance, and a welcoming door with a glass panel is highlighted by soft exterior lighting.
Home in Colorado Springs
4.86 out of 5 average rating, 116 reviews

Family Home for Your Family

Guest favorite
A welcoming living area features a cozy dark sofa and a small white coffee table. A flat-screen television is placed on a white unit. Light enters through a window, illuminating the warm tones of the walls and hardwood flooring. A doorway leads to a bedroom, and a rich wooden front door adds charm.
Home in Old Colorado City
4.91 out of 5 average rating, 234 reviews

Spacious home walkable to Old Colorado City

Guest favorite
The exterior of a well-maintained house features a charming front porch with two chairs and a small table. A vibrant front door in shades of orange complements the neutral siding, while a manicured lawn and landscaped garden create an inviting entrance.
Home in Colorado Springs
4.88 out of 5 average rating, 384 reviews

Rockrimmon Retreat Hottub - FirePit - Dog Friendly

Superhost
A newly built house is showcased, featuring a light exterior with stone accents. A spacious driveway leads to a two-car garage. The front steps are framed by a small porch, with well-maintained grass and wooden fencing providing privacy.
Home in Golden
4.86 out of 5 average rating, 216 reviews

Great Hiking Out the Door, Skiing Just Up the Road

Guest favorite
An open living area is designed with light-colored walls and a high ceiling. A yellow couch and an armchair face a glass coffee table on a patterned rug. A vibrant array of potted plants lines a low wall, with a dining area featuring wooden chairs in the background.
Loft in Buena Vista
4.96 out of 5 average rating, 151 reviews

Downtown Modern Apartment with Great Views

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Family-friendly home rentals with a pool

Top guest favorite
A well-appointed bathroom features a dual-sink vanity with modern fixtures. A small refrigerator and stacked washer/dryer are positioned near the doorway. Light-colored cabinetry complements the dark tile flooring, while a spacious shower is visible through a frosted glass door.
Condo in Breckenridge
4.99 out of 5 average rating, 274 reviews

GORGEOUS REMODELED CONDO..Walk to Lift/Town/Trails

Top guest favorite
Cabin in Granby
5 out of 5 average rating, 118 reviews

Ski Cabin! | 5 mi to Granby Ranch | 25 mi to WP

Top guest favorite
A heated swimming pool is surrounded by a spacious patio adorned with lounge chairs. The clear blue water reflects the cloudless sky, while trees provide gentle shade nearby. The pool area is enclosed with a fence, allowing for a private and relaxing environment.
Apartment in Winter Park
4.97 out of 5 average rating, 259 reviews

Beautifully Furnished Modern Condo In Downtown WP

Guest favorite
An aerial view showcases the Club Meadowridge complex, highlighting a centrally located clubhouse with a heated outdoor pool and two tennis courts. Surrounding mountains and lush greenery create a scenic backdrop, while nearby lodgings are visible in the distance.
Condo in Fraser
4.86 out of 5 average rating, 229 reviews

Beautiful Condo with Hot Tub on Ski Bus Route

Guest favorite
Townhouse in Frisco
4.91 out of 5 average rating, 220 reviews

Frisco townhome getaway with fantastic views

Guest favorite
A spacious dining area features a large wooden table set for dinner, adorned with plates and glasses. A rustic fireplace and a decorative antler mount enhance the ambiance. A spiral staircase leads to an upper level, adding architectural interest to the warm, inviting space.
Townhouse in Breckenridge
4.9 out of 5 average rating, 195 reviews

Deer Lodge - Penthouse Ski Condo in Breckenridge

Guest favorite
Condo in Keystone
4.91 out of 5 average rating, 188 reviews

Bright, spacious, extra clean condo in Keystone!

Guest favorite
The dining area features a wooden table surrounded by matching chairs, providing seating for six. The kitchen is equipped with stainless steel appliances and custom cabinets, with a window allowing natural light to brighten the space.
Townhouse in Frisco
4.94 out of 5 average rating, 161 reviews

Remodeled Townhome in Excellent Location.Pool &Gym

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

  • Total rentals

    140 properties

  • Nightly prices starting at

    ﺩ.ﺇ367 before taxes and fees

  • Total number of reviews

    10K reviews

  • Pet-friendly rentals

    80 properties allow pets

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wifi availability

    130 properties include access to wifi

Destinations to explore

  1. Airbnb
  2. United States
  3. Colorado
  4. Park County
  5. Bailey
  6. Family-friendly rentals