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Family-friendly holiday rentals in Westfield

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Westfield

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

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Top guest favourite
The exterior of a contemporary timber frame house is shown, featuring a covered porch with seating arrangements. Wood stacked neatly at the base adds to the rustic charm. A sloped roof peaks at the top, and large windows allow natural light to enter.
Flat in Jay
4.87 out of 5 average rating, 328 reviews

Jay Apartment

Only 10 minutes to Jay Peak Ski Resort. Secluded in the woods right next to Starr Brook, yet only a 2 min drive to the Jay Village Inn restaurant and bar and the Jay Country Store. Fire pit with cooking grate next to the brook you are welcome to use weather permitting. Great hiking, biking trails, snow showing and Nordic skiing minutes away. Some trails are accessible directly from the property. Very comfy bed, wonderful place to sleep. . Vermont Meals and Rooms Tax ID number is MRT-10126712

Guest favourite
The living room features tall windows that provide ample natural light and overlook the surrounding wooded area. A stone fireplace is flanked by a television and cozy seating options, including a leather sofa and lounge chairs. A patterned rug adds texture to the wooden floor.
Chalet in Westfield
4.96 out of 5 average rating, 112 reviews

Cozy Chalet at Jay Peak

The house is set up with everything to make your stay cozy, comfortable & fun. Gas Fireplace, 5br, 2.5 Bath, 2 separate Living Room areas. Large Deck with Gas Grill overlooks small brook. Private wooded setting with panoramic mountain views once leaves have fallen. Seasonal Pool, Disc Golf, Volleyball, Playground & Hiking Trails a short walk from the house. 3 mi to Jay Peak. Air Conditioning is in three bedrooms which are installed by the 2nd Sunday of June then removed the last Sunday of Sep.

Guest favourite
The exterior of a Swiss-style chalet is showcased, surrounded by tall trees and a gravel path. The A-frame structure features a peaked roof and a welcoming front porch, inviting guests to enjoy the natural setting. Ample green space is available around the chalet.
Chalet in Mansonville
4.95 out of 5 average rating, 249 reviews

A-Frame accès à la rivière

Ce chalet suisse est un endroit idéale pour décrocher de la ville, se reposer et profiter du plein air. Que ce soit pour faire de la lecture, dormir, du yoga, dessiner, prendre le thé ou jouer aux jeux de société; tout y est bien aménagé. Le terrain donne un accès direct à la rivière au sentier de marche ainsi qu'un accès privé pour un feu de joie. Là où les étoiles brillent encore plus, la belle région de Potton offre une panoplie de terrain de jeu en pleine nature. À vous de la découvrir!

Top guest favourite
A serene pasture is filled with various animals grazing on lush green grass. The expanse features brown and black livestock, along with sheep, peacefully interacting with the natural surroundings. Trees and a dirt road form a backdrop, contributing to the tranquil farm setting.
Farm stay in Irasburg
4.95 out of 5 average rating, 151 reviews

Private suite on farmette

Relax in the beautiful Northeast Kingdom on a small peaceful farmette & native plant sanctuary. We endeavor to make the space a cozy haven for you as well. Those efforts include reducing our environmental impact. We strive to be as plastic-free & organic as possible. We also compost & recycle and request that you do the same. We clean with Blueland products to create a healthy & welcoming space for all. Though the road crew takes good care, please note that the road is unpaved. Thank you!

Guest favourite
The front exterior of a historical cottage is framed by lush green trees and blooming lilac bushes, providing a vibrant contrast against the structure. A small porch is visible, offering a view of the surrounding nature.
Cottage in Westfield
4.9 out of 5 average rating, 174 reviews

Historic Schoolhouse Minutes From Jay Peak

After a long day of hiking, biking, or skiing, come take a swing at our charming historical cottage. Dating back to the mid 1800s it was one of the first schoolhouses in the area, today it is filled with all the modern luxuries one would need. Our quaint porch is perfect for bird watching or leaf peeping. The inside includes high ceilings, a bedroom and a cozy loft- both with queen beds. French culture is only a 10 min drive away; Vermont culture is abound with maple syrup and warm locals.

Guest favourite
The exterior of Alder Brook Cottage is shown, featuring rustic wooden siding and a metal roof. A wooden footbridge leads to the front door, surrounded by trees and patches of snow. Bright windows are visible, enhancing the cabin's inviting appearance.
Tiny home in Hardwick
4.95 out of 5 average rating, 226 reviews

Alder Brook Cottage: A Tiny House in the Woods

From the moment you cross the cedar footbridge over Alder Brook, you'll know you're somewhere special. Featured in Boston Magazine and CabinPorn, Alder Brook Cottage is an inspired, rustic dream cabin located in the woods of Vermont's Northeast Kingdom. Surrounded by a crystal clear stream and 1400 acres of rugged forest, it is the perfect getaway for glampers looking to experience the tiny house life. Minutes away from Caspian Lake, Hill Farmstead Brewery & Craftsbury Outdoor Center.

Top guest favourite
A charming guest house with wooden walls and a red metal roof is surrounded by vibrant fall foliage. The porch features a decorative railing, and large windows allow natural light to fill the interior. The entrance is set back from a cobblestone path lined with grass.
Guest house in Westfield
4.99 out of 5 average rating, 142 reviews

Beautiful Chalet minutes to Jay Peak Resort

Our guest house "Le Petit Chalet" is only a few years old, has very beautiful wooden walls and floors, and is both elegant and warm. We love all dogs and your well behaved pet is welcome The house is very comfortable, with all utilities big and small including coffee machine, nespresso machine, food processor, etc Jay Peak is the best ski resort of the East, guaranteed the best snow no matter the conditions. Great for skiing and snowboarding, on the slopes and in the glades.

Top guest favourite
An aerial view captures the tiny house nestled within lush greenery, surrounded by a gently winding river. Canoes and kayaks are visible near a private access point, while a serene landscape of trees and water reflects the tranquility of the setting.
Tiny home in Mansonville
4.93 out of 5 average rating, 496 reviews

Charmante Tiny House bord de l'eau

Découvrez notre charmante Tiny House, idéale pour un séjour chaleureux au bord de la rivière. Profitez de sentiers sur le site et d’un accès privé à l’eau. Ce projet, conçu avec amour, reflète notre bonheur d’avoir un havre de paix où se ressourcer et pratiquer des activités de plein air. Nous souhaitons partager cette expérience avec ceux qui recherchent un doux moment de bien-être en campagne. Offrez-vous un moment de sérénité, seul ou en amoureux, dans notre petit cocon.

Top guest favourite
An aerial view captures a cabin surrounded by a vibrant forest, showcasing an array of fall colors from lush green to bright oranges and reds. The home features a green roof and a gravel area, with mountains visible in the background under a clear sky.
Home in Westfield
4.95 out of 5 average rating, 206 reviews

Jay Peak 3 miles - secluded with spectacular view!

Mountains, streams & seclusion with stunning views! • Hike the Long Trail • Road, gravel & mountain biking • Jay Peak Resort is three miles away! • Waterpark • Golf • Backcountry guiding available (15% discount!) This is the mountain getaway you dream about! Our only neighbors are animals in the surrounding mountains & forests. • Vermont Mountain Experience - 15% discount on photography & backcountry guiding! There is an apt in the main house that sleeps 8.

Top guest favourite
A modern living area features a comfortable brown sofa beside a wooden coffee table. Exposed wooden beams run across the ceiling, while a staircase leads to an upper level. Natural light fills the space through large windows, creating a warm and inviting environment.
Cabin in Montgomery
4.94 out of 5 average rating, 137 reviews

Mountain Retreat On The Creek

The Jay Peak Retreat – Experience the Northeast Kingdom’s premier destination at Jay Resort, known for record snowfall and Vermont’s largest indoor waterpark. This warm, stylish cabin offers an open-concept layout perfect for cozy gatherings and après-ski lounging. Blending upscale comfort with rustic charm, enjoy a creek out back, river across the street, patio, fire pit, and plush outdoor chairs. Just 1 hour from Burlington, 2 from Montreal, and 3.5 from Boston.

Top guest favourite
The living area features high ceilings with exposed beams, allowing natural light to fill the space. A comfortable sofa is paired with accent chairs and a wood coffee table. A gas fireplace adds warmth, while a wall-mounted TV enhances entertainment options.
Chalet in Westfield
4.96 out of 5 average rating, 276 reviews

Mountain View Chalet near Jay Peak!

Welcome to your mountain getaway! Come unwind at this recently renovated chalet. The main living area and kitchen are perfect for all types of groups; couples, families and adventurers, and your pets! There are 13 acres to play (snowshoe, cross country ski, sledding, hiking or just relaxing) and only 20 minutes to awesome skiing or riding at Jay Peak! The views/sunsets from the property are breathtaking. 3 bedrooms, 2 baths across 2 floors.

Guest favourite
The bedroom features a King-sized bed dressed in vibrant blue and yellow bedding. Framed art pieces adorn the walls, complemented by a mirror above a wooden dresser. Soft lighting is provided by a modern table lamp, creating a cozy atmosphere.
Flat in Montgomery
4.92 out of 5 average rating, 179 reviews

Dog Friendly Apartment near Jay Peak

Enjoy the beauty of Montgomery, Vermont while staying in a very spacious 1-bedroom apartment that is attached to an 1880s farmhouse with a large backyard, garden and and orchard. The apartment is a 15-20 minute drive to Jay Peak Resort and a 3 minute drive to a grocery store and restaurants. It is walking distance from the Hutchins covered bridge and there is private access to the river. Excellent walking for your dog(s)!

Popular amenities for Westfield family-friendly rentals