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, 57 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.

Superhost

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!

Superhost

Home in Hoosick Falls

4.85 out of 5 average rating, 13 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.

Guest favorite

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.

Home in Bolton

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, 100 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.

Superhost

The exterior of a contemporary A-frame house is set amidst a forest, featuring a new deck with outdoor space. A pathway made of stones leads to the entrance, while sunlight filters through the surrounding trees, casting soft light on the facade.

Home in Jamaica

4.75 out of 5 average rating, 57 reviews

Green Mountain A-Frame with HOT TUB near Stratton

Our cozy Green Mountain A-Frame is the perfect place for your Vermont getaway! A perfect combination of modern meets eclectic charm. Newly added deck with 7 person hot tub for your enjoyment. Nestled on a private road in town, you can’t go wrong! Hike from the house or head down the road to Jamaica State Park. High-demand ski resorts are just minutes away - only 6 minutes to the Stratton Mountain access road, 17 minutes to Magic Mountain, 20 minutes to Bromley and 30 minutes to Mt. Snow.

Superhost

A vintage-style kitchen features a classic stove with a kettle on top. A wooden dining table with chairs is positioned by a large window, allowing natural light to fill the space, while greenery is visible outside.

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.

Superhost

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.

Home in Athol

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.

Guest favorite

A private in-ground pool is surrounded by natural greenery, featuring multiple lounge chairs for relaxation. Tall trees provide shade, and a storage shed is visible in the background. The tranquil setting invites enjoyment of the outdoors in a serene atmosphere.

Home in Canaan

4.99 out of 5 average rating, 86 reviews

Berkshire Lake House, gunite pool, Chef's Kitchen

This newly updated Berkshire lake house with private in-ground pool, is the perfect place for a year-round vacation. Nestled within a small lakefront community where being on the lake is a pass-time in winter, spring, summer or fall. 6 light-filled bedrooms can accommodate a family retreat or 3 families. Enjoy the pool table, chefs kitchen, two living room areas, and wood burning fireplace inside and fire pit outside. All bedrooms and common areas have air conditioning.

Top guest favorite

A bright living area showcases a gray sofa against a backdrop of high wooden ceilings and natural light filtering through large glass doors. A spiral staircase leads to an upper level, complemented by decorative elements such as a wall clock and potted plants.

Home in Canaan

4.96 out of 5 average rating, 50 reviews

Private Retreat: Hot Tub! Movie Room! Pool Table!

SUMMER: Stay includes: Access to Queechy Lake’s private beach. Sprawl out in this charming home that’s both private and close to everything! Discover everything this ALL SEASON Berkshires/Hudson Valley home has to offer. From skiing to Tanglewood, local farms to wineries, you’re close to it all! Relax in the hot tub lakeside while watching the beavers, curl up by the wood-burning stove, or play a game of pool. You’ll never want to leave!