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Kid-friendly vacation rentals in Shaftsbury

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Top-rated kid-friendly rentals in Shaftsbury

Guests agree: these kid-friendly rentals are highly rated for location, cleanliness, and more.

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Top guest favorite

A spacious two-story home is nestled among lush greenery, featuring a light pink exterior complemented by maroon shutters. A paved driveway leads to a double garage, while a well-maintained lawn and garden enhance the inviting atmosphere of the property.

Home in Whitingham

5 out of 5 average rating, 58 reviews

2.5mi from the lake! Fire pit, arcade, yard games!

Escape to our tranquil countryside retreat, where relaxation meets adventure. Nestled amidst nature, our cozy home offers a haven of tranquility. Breathe in crisp air as you unwind in the peace & quiet. Indulge in outdoor pursuits with skiing, hiking, and foliage just moments away. After a day of exploration, find solace in the inviting warmth of our home. Whether you're curling up with a book or stargazing by the fire pit, every moment becomes a cherished memory. Your idyllic VT retreat awaits.

An elevated view of a wooden house is set amidst a sprawling green landscape. The spacious back deck features a sturdy railing, with outdoor seating below on a stone patio. Lush trees and rolling hills are visible in the background, contributing to the natural surroundings.

Home in Warrensburg

4.85 out of 5 average rating, 233 reviews

INCREDIBLE Adirondack Home (Lake George/Gore Mtn.)

AMAZING Adirondack home set on a private and remote 130-acre mountainous property in Warrensburg, NY with INCREDIBLE views; 5 miles to Lake George, 11 miles to Bolton Landing & 17 miles to Gore Mountain. The charming town, only 2 miles away, includes antique shops, great restaurants, golf and plenty of family fun! This home is ideal for a group of friends or family wanting to explore the Adirondack region & enjoy outdoor entertainment/activities. There truly is something for everyone to enjoy!

A welcoming entrance features wooden steps leading up to a porch, flanked by sturdy railing. A rocking chair is positioned beside the door, while surrounding greenery adds a natural touch. Decorative stones line the pathway, enhancing the approachable atmosphere.

Home in Hoosick Falls

4.87 out of 5 average rating, 15 reviews

Enjoy Fall & Experience Beautiful Changing Colors

Nestled on a private 5 acres lot on the border of NY and Vermont this home is just perfect. Just 30-60 minutes from several ski areas. This charming home has everything you need to relax and enjoy . The night sky perfect for stargazing. Have morning coffee on the deck and watch as deer wander in the fields or the cows across the meadow. Enjoy a quiet evening by the fire after a long day on the slopes or soak in the oversize soaking tub! Stroller, changing table and a pack-n-play included.

A cozy seating area is featured, highlighted by a vintage rocking chair and a wooden lounge chair with striped cushions. A small side table sits next to the seating. Natural light filters through two windows, while a vibrant area rug and greenery add warmth to the space.

4.88 out of 5 average rating, 26 reviews

The Bumble Bear Inn, Bolton Ldg

Welcome to a uniquely Adirondack and freshly updated playground for family and friends! From the cozy fireplace to an inviting dining sunroom, to the pool table room and bar, the stage is set for great gatherings. With hot tub, fire-pit & woodland pathway, the private backyard boasts outdoor kitchen, fit for a professional chef & team of prep cooks! Alfresco is at its best with grill, smoker, fridge, wet bar, stadium seating. Bumble your bear family in and make this enchanting experience yours!

Top guest favorite

The two-story house features a white exterior with contrasting green landscaping. A red front door leads to the entrance, complemented by a pathway adorned with flowering plants. A driveway runs alongside the house, providing access to the garage situated in the background.

Home in Saratoga Springs

4.94 out of 5 average rating, 101 reviews

Private house, walking distance to downtown

This centrally-located house has the best of both worlds— you can stay busy with a walk to the shops and restaurants on Broadway (12 min walk), stroll over to the art district on Beekman (8 min walk), take a short drive or bike ride to the State Park/SPAC (6 min) or enjoy the vibrancy of the Saratoga Race Track (7 min drive). When you need a quiet place to relax, you can return home to sit on the patio while your children play in the yard or cozy up on the couch to watch a movie on the 65” TV.

The exterior of a gray house is shown, featuring a metal roof and multiple windows. A patio area with outdoor seating is visible, surrounded by lush greenery. A colorful sunset casts a warm glow in the background, enhancing the serene setting.

Home in Windham

4.87 out of 5 average rating, 113 reviews

Magic Creek

Come enjoy our brand new hot tub! Magic Creek is quintessential Vermont- an antique made modern. The cozy living room with fireplace is an ideal spot to gather at the end of your day. The house has 3 bedrooms and a play room that doubles as a guest room. The house is bordered by a creek with peaceful water falls. Centrally located in the heart of ski country, minutes to Magic Mountain, 20 minutes to Bromley, and 30 to Stratton or Mt Snow, and 40 minutes to Okemo. Come and enjoy it all.

A charming retreat is nestled among trees, showcasing a wooden deck and a stone pathway leading to the entrance. The home features a combination of light green and tan siding, with large windows allowing natural light to fill the space.

4.57 out of 5 average rating, 14 reviews

Welcome to Bear Retreat

Relax with the whole family and friend’s at this peaceful place to stay.Welcome to your serene getaway in the heart of the Adirondacks! This beautiful 3 bedroom ,2 baths retreat is the perfect escape for outdoor enthusiasts and those seeking nature.Nestled in a private setting ,you can enjoy peace and seclusion of the mountains while being close to Lake George and Gore Mountain. Your adventures start right outside the door.Explore the hiking trails,skiing and Lake George Adventures.

Top guest favorite

The spacious A-frame home is set against a backdrop of vibrant trees and lush greenery. A well-manicured hill leads to the house, which features large windows allowing natural light to fill the interior. The bright blue sky complements the tranquil outdoor scenery.

Chalet in Dover

4.97 out of 5 average rating, 113 reviews

Grey Wolf's Den: 5 miles to Mount Snow w/HOT TUB

Charming spacious A-frame with lots of natural light, beautiful scenery and wrap around deck. Property features a long rolling hill perfect for sleigh riding or 75' slip n slide, tennis court, firepit, and 5 acres of Green Mountain Nat'l forest and brook. Home has 3 bedrooms + loft area.. 5 miles to Mount Snow, and minutes to golf course, bars/restaurants and lakes. This house is action packed inside and out with hot tub, 200' zipline and "unlock the box" scavenger hunt.

Top guest favorite

A modern home is set amidst natural greenery, featuring a wood-paneled exterior. The structure showcases multiple oversized windows on each floor, allowing for ample light. Surrounding grass and trees create a serene environment, enhancing the sense of privacy and tranquility.

Home in Plymouth

5 out of 5 average rating, 16 reviews

Luxury Modern Cabin near Okemo & Killington

All-seasons fun for the whole family in this brand-new home with unparalleled privacy! Modern design elements, tranquil scenery, and 21st century comforts set the backdrop for the perfect getaway. Enjoy ski season in this mountainside abode that's 10 minutes from Okemo, 20 minutes from Killington, and close to downtown Ludlow & Camp Plymouth State Park. Golfer-friendly in spring, summer, and fall. In all seasons, enjoy hiking, leaf peeping, brewery hopping, and swimming.

An aerial view captures the spacious two-story vacation home surrounded by vibrant autumn foliage. The property features a generous backyard with a patio area and a children's playground, nestled among tall trees, offering a peaceful retreat in nature.

4.94 out of 5 average rating, 52 reviews

Ultimate Family Vacation Home

Looking for a kid-friendly vacation home that is also comfortable for working remotely? Yearning to find that perfect spot in nature to celebrate an anniversary, family reunion, or birthday, or have a girls' trip outside the city? Then this is the place for you. Welcome to the ultimate family vacation home. This sprawling two-story house on 1 acre of land includes an outdoor patio, a charming children's playground, and direct access to hiking trails.

A fire pit is surrounded by four adirondack chairs under a canopy of trees. Soft lighting strung between the trees casts a warm glow in the evening, creating an inviting space for socializing. The ground is covered in leaves, adding a natural texture to the setting.

Home in Clarendon

4.81 out of 5 average rating, 31 reviews

Peaceful Vermont Mountain Cottage -Pet Friendly!

Unwind and create lasting memories with family and friends at this peaceful country retreat. Nestled on a quiet acre just 15 minutes from town, it's the perfect escape from the everyday hustle. This spacious home features 4 bedrooms, 3 bathrooms, a cozy fireplace, and a backyard fire pit—ideal for chilly nights under the stars. Explore charming local towns, discover hidden gems, and enjoy the best of Vermont living.

A two-story house with a striking red front door and a welcoming porch swing is situated on a paved driveway. The neatly maintained yard features lush greenery, while a white garage stands beside the house, providing additional storage or parking options.

Home in Cavendish

4.96 out of 5 average rating, 26 reviews

3BR 1Bth New England Cape - Experience Vermont!

Relax with the whole family, or friends at this peaceful place to stay. Close to many local ski resorts, hiking trails, trophy fishing in the Black River off Route 131! Close to Ludlow And Historic Windsor and Woodstock VT! Only a 10 minute drive to Okemo Mountain and Jackson Gore! 30 Minutes to Killington Mountain and Magic Mountain 40 Minutes to Bromley Mountain Accessible to the natural beauty of Vermont!

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Popular amenities for Shaftsbury kid-friendly rentals

Free parking on premises

Air conditioning

Kid-friendly house rentals

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

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.

4.98 out of 5 average rating, 191 reviews

Magical Farm Getaway - a must visit!

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, 230 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

A spacious bedroom features a large bed with a soft white comforter and dark accent pillows. Natural light enters through multiple windows, which are dressed with sheer curtains and dark-patterned drapes. A ceiling fan enhances airflow, while wall decor includes subtle nautical themes.

4.81 out of 5 average rating, 52 reviews

Airy 5Br-2Ba,Kids Rm, 6TVs,Pvt Fence-yard&Parking!

Top guest favorite

A light-filled living room features a spacious sectional sofa adorned with decorative pillows. A wooden coffee table rests on a patterned rug, while a flat-screen TV is mounted on the wall. Natural light enters through multiple windows, enhancing the airy feel.

4.99 out of 5 average rating, 122 reviews

Cheerful, quiet 3 bedroom home

Top guest favorite

A bright living area features a yellow couch and two accent chairs, inviting relaxation. A patterned area rug centers the space, while natural light filters through large windows. A staircase is visible in the background, along with decorative plants and artwork adorning the walls.

Home in Pittsfield

4.95 out of 5 average rating, 170 reviews

Cantabile life in the Berkshires

A wooden hot tub is nestled on a gravel surface, surrounded by a fence for privacy. Steps lead up to the hot tub, set against a backdrop of trees and a sunset sky, creating a serene outdoor atmosphere.

Home in Colrain

4.95 out of 5 average rating, 190 reviews

Western Mass Getaway |AirHockey |HotTub |Firepit

Kid-friendly apartment rentals

A charming entrance to the garden apartment is presented, featuring a black door flanked by windows and adorned with flower boxes. A set of black wrought-iron stairs leads to the entrance, while a flower planter with vibrant blooms adds color to the pathway.

Apartment in Albany

4.95 out of 5 average rating, 116 reviews

Empire Plaza Apartment

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

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

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

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

A cozy bedroom features a queen bed with a decorative white quilt and matching pillows. Wooden paneling creates a warm ambiance, complemented by soft natural light filtering through a window adorned with cream curtains.

Apartment in Corinth

4.8 out of 5 average rating, 131 reviews

Adirondack Penthouse, Sleeps 10. Steps from Beach.

The spacious sleeping area features a large bed covered with a textured gray blanket. Flanking the bed are two nightstands with lamps, and large windows dressed with light curtains allow natural light to illuminate the room. A decorative fireplace adds character to the space.

Apartment in Albany

4.79 out of 5 average rating, 619 reviews

Studio in The heart of Center SQ, in Albany NY

The Victorian Inn is set on a gently sloping green lawn, framed by vibrant fall foliage. The three-story structure features a wide front porch with white railings, large windows, and a well-maintained exterior, contributing to its historical charm.

Apartment in Town of Rockingham

4.9 out of 5 average rating, 100 reviews

Victorian Inn Apartment

Kid-friendly condo rentals

A cozy living room features a dark leather sofa adorned with decorative pillows. Above the couch, three framed nature-themed art pieces display serene mountain landscapes. A dog rests comfortably on the carpet, with soft lighting from two side lamps enhancing the peaceful ambiance.

Condo in Killington

4.96 out of 5 average rating, 130 reviews

Dog-Friendly Mountainside Escape/Pool/AC

A spacious living area features two patterned sofas and a wooden coffee table, complemented by a textured area rug. A dining table is positioned nearby, with a large window allowing natural light to illuminate the room. Subtle artwork decorates the walls.

4.91 out of 5 average rating, 110 reviews

Seasons on Mt Snow Condo - Ski/Hike/Bike/Swim

Top guest favorite

A modern living room corner features a brown leather recliner with high backrest beside a window. A small table holds a potted plant, while a wood stack is positioned against the wall for a rustic touch. Natural light filters through brown curtains.

4.99 out of 5 average rating, 120 reviews

Summer Dream! The Handle Lodge at Snowtree Condos

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.

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

A cozy dining area is highlighted by a round wooden table surrounded by black chairs. The open living room features a comfortable sofa and a decorative area rug. Soft lighting is provided by a stylish chandelier, enhancing the homey atmosphere.

Condo in Stratton

4.94 out of 5 average rating, 170 reviews

Updated Ski in/Ski out Stratton Condo!

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

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

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