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Kid-friendly vacation rentals in Jamaica

Find and book unique kid-friendly rentals on Airbnb

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Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Jamaica kid-friendly rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Kid-friendly house rentals

Superhost
The exterior of the house is shown, featuring a two-story structure with a metal roof and large windows. A spacious wooden deck extends from the main entrance, surrounded by bare trees and a lightly snow-covered yard. Natural scenery hints at a tranquil setting.
Home in Manchester
4.87 out of 5 average rating, 23 reviews

Charming Vacation Home in Manchester Center

Guest favorite
The classic two-story farmhouse features white siding with black shutters. A green door welcomes visitors, while lush greenery and blooming lilac bushes create a natural frame. The surrounding lawn is expansive, emphasizing the peaceful rural setting.
Home in Salem
4.98 out of 5 average rating, 191 reviews

Magical Farm Getaway - a must visit!

Superhost
A single-story ranch home is surrounded by a lush green lawn, featuring a welcoming front deck with white railings. Dark shutters frame the windows, and colorful flowers add a touch of vibrancy to the landscape. A patio area is visible in the background.
Home in Manchester
4.85 out of 5 average rating, 229 reviews

Keys to Vermont

Top guest favorite
A spacious deck extends from the house, equipped with an umbrella and several chairs, providing a view of the encompassing greenery and mountains. The home's exterior features warm brown siding and solar panels on the roof, set against a bright blue sky.
Home in Brattleboro
4.94 out of 5 average rating, 122 reviews

Spacious Brattleboro home on river, walk to town

Superhost
A spacious hot tub is positioned on a deck, surrounded by trees and offering a view of the distant mountains. Two red chairs accompany the hot tub, creating a relaxing outdoor space. A rustic storage building is visible in the background.
Home in Bridgewater
4.86 out of 5 average rating, 126 reviews

Blueberry Hill Escape Pet Friendly HotTub Fire pit

Superhost
A serene winter scene captures a two-story house blanketed in fresh snow. Flakes gently fall, creating a soft ambiance. The front yard features a large evergreen tree, while the warm glow of an interior light is visible through a window, hinting at a cozy atmosphere inside.
Home in Cavendish
4.83 out of 5 average rating, 151 reviews

Okemo-Ludlow, fireplace, hottub, sleeps 13

Guest favorite
The charming red brick exterior of the home is illuminated by the warm glow of lights from the windows, creating a welcoming presence against the snowy backdrop. The surrounding landscape features a blanket of snow, enhancing the serene nighttime atmosphere.
Home in Townshend
4.94 out of 5 average rating, 86 reviews

Cozy, Comfy Country Home in Southern VT Village

Guest favorite
A cozy living area features a dark gray sofa with decorative cushions, complemented by two wooden armchairs. A timber-framed window offers a view of the outdoors. A coffee table holds a small centerpiece, and vintage skis are mounted on the wall above the seating.
Home in Wilmington
4.88 out of 5 average rating, 106 reviews

MtSnow * HotTub * Pool * Air Hockey * PingPong * Darts

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Kid-friendly apartment rentals

Top guest favorite
The light-filled living room features a comfortable gray couch with decorative pillows, a vintage coffee table, and an eclectic mix of artwork on the walls. A television is positioned on a wooden stand, and diverse seating options are provided by antique chairs and a small dining table.
Apartment in North Adams
4.98 out of 5 average rating, 115 reviews

Charming Art Filled Apartment

Top guest favorite
An enclosed porch is furnished with a white rocking chair and various seating options adorned with colorful cushions. A woven storage box sits beside a patterned area rug that features large floral designs. Natural light filters through multiple windows, creating a bright atmosphere.
Apartment in Brattleboro
4.9 out of 5 average rating, 361 reviews

Quiet St in Town, gardens, terrace

Guest favorite
A cozy living area features a patterned futon couch adorned with decorative pillows. A light-colored wood coffee table sits in front, accompanied by a wooden chair and side table. Two windows allow natural light, with a floor lamp providing additional illumination. A landscape painting hangs on the wall.
Apartment in Ludlow
4.92 out of 5 average rating, 154 reviews

Great Downtown, walk to everything

Superhost
A two-story house with blue siding is set among lush greenery. The front porch features several columns, and multiple windows can be seen. A gravel path leads to the entrance, with trees and bushes framing the property.
Apartment in West Brattleboro
4.76 out of 5 average rating, 131 reviews

Cute, Convenient with Big Backyard

Superhost
A bedroom features green walls, with large windows dressed in light curtains allowing natural light to filter through. A wooden bed with white bedding is positioned near a yellow dresser. Two comfortable armchairs are provided, complemented by a floor lamp for additional lighting.
Apartment in Town of Rockingham
4.83 out of 5 average rating, 184 reviews

Apartment on Main Street

Guest favorite
A one-story cabin is partially enveloped by a blanket of snow, featuring a covered porch with orange railings. The entrance is accessible via a gentle ramp, while trees in the background provide a natural setting. Soft evening light gently illuminates the cabin.
Apartment in Ludlow
4.92 out of 5 average rating, 279 reviews

Okemo Vermont Getaway

Guest favorite
The kitchen area features modern black appliances, including a stove and refrigerator. A contrasting white backsplash adds brightness. In the background, a dining area with a large table and red chairs is visible, accompanied by contemporary wall art that enhances the eclectic style.
Apartment in Keene
4.94 out of 5 average rating, 219 reviews

The Carriage House Loft: Seasonal Stays

Guest favorite
The exterior of a modern home is showcased, featuring a blend of wood and dark siding. Soft light emanates from several windows, highlighting the structural lines. A private entrance is visible at ground level, along with a grassy area leading to surrounding trees.
Apartment in Woodstock
4.87 out of 5 average rating, 127 reviews

New Modern Apartment - Woodstock Village on Mt Peg

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Kid-friendly condo rentals

Top guest favorite
Condo in Dover
4.99 out of 5 average rating, 120 reviews

Summer Dream! The Handle Lodge at Snowtree Condos

Guest favorite
A living room features a large stone fireplace with a wood storage basket beside it. A comfortable sofa with decorative pillows faces a wooden coffee table. Natural light floods the space through a large window, complemented by a nearby area rug.
Condo in Dover
4.87 out of 5 average rating, 239 reviews

Mt Snow Ski In/Out at Seasons

Top guest favorite
The living area features a spacious sectional sofa arranged around a coffee table, complemented by a cozy wood-burning fireplace. Natural light fills the room through large windows, which overlook the snowy landscape. A dining table for six and a media console housing a Smart TV are also present.
Condo in Stratton
4.98 out of 5 average rating, 41 reviews

Ski In/Out, Cozy 3BR Condo steps to Village

Top guest favorite
The living area features a cozy seating arrangement with a brown couch and recliners, complemented by a decorative area rug. A coffee table sits in front of the seating, and a dining table with wooden chairs is positioned nearby. Soft lighting enhances the welcoming ambiance.
Condo in Killington
4.95 out of 5 average rating, 230 reviews

Walk/Bike to Snowshed Lift 2BR @ Mt. Green Resort!

Superhost
A spacious sleeping area features a large bed with a textured gray coverlet, complemented by two decorative pillows. Flanking the bed are wooden nightstands with lamps. A wall art piece consisting of circular shapes adds visual interest, while natural light filters in through the nearby window.
Condo in Ludlow
4.84 out of 5 average rating, 130 reviews

Okemo Clock Tower Base Ski-in/Ski-out Condo

Guest favorite
The exterior of the condominium building is showcased, featuring three levels with large windows that allow natural light in. A central staircase leads to the entrance, flanked by green grass and small shrubs, creating a welcoming appearance.
Condo in Stratton
4.94 out of 5 average rating, 103 reviews

Great 2 bedroom condo at Stratton Mountain

Superhost
The cozy living area features a stone fireplace and a 42" flat-screen TV mounted on the wall. Comfortable sofas are arranged around a wooden coffee table, with decorative pillows adding warmth to the space. Soft natural light enters through the nearby window, enhancing the inviting atmosphere.
Condo in Killington
4.8 out of 5 average rating, 107 reviews

*Killington Summer Rental: 3 Bdrm, 2 Bth*

Guest favorite
A cozy living area features a pair of brown sofas with decorative cushions. A wooden coffee table is centered in front of the seating. Artwork is displayed on the light green walls, and a lamp provides soft illumination, complementing the natural light from the window.
Condo in Stratton
4.95 out of 5 average rating, 147 reviews

Cozy condo within walking distance to the slopes.

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Quick stats about vacation rentals that are kid-friendly in Jamaica

  • Total rentals

    70 properties

  • Nightly prices starting at

    R1,281 ZAR before taxes and fees

  • Total number of reviews

    7.4K reviews

  • Family-friendly rentals

    60 properties are a good fit for families

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. Vermont
  4. Windham County
  5. Jamaica
  6. Kid-friendly rentals