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Vacation rentals in Westfield

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Top-rated vacation rentals in Westfield

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
An aerial view of a spacious mountain home surrounded by vibrant autumn foliage. The house features multiple levels, large windows, and is complemented by a grassy expanse. Nearby, a green shed and parked vehicle are visible, with rolling hills and colorful trees creating a picturesque backdrop.
Home in Westfield
4.96 out of 5 average rating, 253 reviews

Jay Peak 3 miles - secluded with spectacular view!

Mountains, streams & seclusion! • Hike the Long Trail • Road, gravel & mountain biking • Jay Peak Resort is three miles away! • Waterpark • Golf • Backcountry guiding - hiking, kayaking, gravel & mountain biking (15% discount) • Photography and videography (15% discount) This is the mountain getaway you dream about! Our only neighbors are animals in the surrounding mountains & forests. Note: There is also an apt in the main house that sleeps 8. Welcome to Vermont Mountain Experience!

Top guest favorite
Cabin in Morristown
5 out of 5 average rating, 276 reviews

Cady’s Falls Cabin

Welcome to our treehouse inspired, modern cabin overlooking The Kenfield Brook on Terrill Gorge. We are located 5 miles from Stowe and its attractions, and just a few minutes from downtown Morrrisville with all its amenities. Just upstream from the picturesque Cady’s Fall swimming hole and across the brook from the amazing Cady’s Falls bike trails, our cabin is perched atop the hillside. With its simple, minimalist design it’s easy to immerse yourselves in nature and feel at home in the trees.

Top guest favorite
A green two-story house is viewed from a snow-covered path leading to its entrance. Thick layers of snow blanket the yard, while tall trees stand in the background against a clear sky, indicating a serene winter setting.
Chalet in Montgomery
4.93 out of 5 average rating, 136 reviews

Montgomery Meadows Chalet near Jay Peak

Located on beautiful, historic Hazens Notch Road, Montgomery Center, Vermont. This “hidden gem” of a house sets back from the road in a private setting on 5 spectacular acres of cleared land, with views of Jay Peak Ski and Golf Resort. A perfect location for skiing, hiking, biking, golfing, etc. Only 15 minutes from the resort and all of the great amenities (water park, ice rink, movie theater, climbing wall, arcade). Only 3 miles from local amenities (grocery store, top rated restaurants).

Guest favorite
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
4.91 out of 5 average rating, 190 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.

Top guest favorite
Two unique chalet structures, designed with a modern aesthetic, are situated on a sloped landscape. The buildings feature angular shapes and large glass windows, which reflect the surrounding forest, inviting nature indoors. The ground is covered with natural foliage and rocks.
Chalet in West Bolton
4.99 out of 5 average rating, 233 reviews

The Binocular: Peaceful Architect Cottage

Cosy timeless chalet conceptualized by the architects of _naturehumaine. Nestled into the cliffside at an altitude of 490 meters (1600 feet), its unique design is distinguished by boldness and originality and fits with harmony in its environment. Surrounded by forest, the cottage offers breathtaking views of Mount Glen and the surrounding nature largely protected by the Appalachian Corridor. The perfect silent place to relax and unwind. Photo: Adrien Williams / S.A. CITQ #302449

Top guest favorite
Cabin in Montgomery
4.94 out of 5 average rating, 175 reviews

Jay Peak Retreat

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, 35 minutes to Sutton Quebec!!

Guest favorite
A dining area features a round table surrounded by six black chairs, with a view of snow-covered trees visible through large windows. A cozy sitting area is seen to one side, complemented by a fireplace and natural wooden accents in the ceiling and decor.
Tiny home in Mansonville
4.96 out of 5 average rating, 198 reviews

La Cabine Potton

The cabin is a mini Scandinavian-style chalet that will appeal to lovers of nature, calm and ski slopes in winter as well as cycling and hiking in summer. This chalet was designed in harmony with its environment. Moreover, its size allows you to enjoy nature while reducing its ecological footprint. With its two bedrooms, fireplace, large terrace and hot tub, it is fully equipped to meet your needs. Come and relax in this unique place! CITQ Certificate #311739

Top guest favorite
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, 295 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 favorite
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.
Apartment in Montgomery
4.91 out of 5 average rating, 199 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)!

Guest favorite
A spacious living area features large windows allowing natural light to fill the space. A wood stove is positioned beside a modern, blue sofa. A dining table with green chairs occupies the center, complemented by wooden cubes that serve as additional seating.
Chalet in Sutton
4.96 out of 5 average rating, 258 reviews

Le chalet des bois, Peace and calm in the woods

Monumental open concept, in the heart of nature. Access to trails directly behind the house. Wood stove, large modern bathroom, one bedroom + sofa bed. Another sofa bed in the living room. Ideal chalet for a couple with children or two couples. Wild birds, turkey, and deer lovers welcome! Wifi and EV charger included. Dogs Welcome! CITQ : #308038

Top guest favorite
An outdoor area features a hot tub under a wooden gazebo, surrounded by a stone patio. Relaxation spaces include two wooden chairs and a circular sauna, with a serene forest backdrop providing privacy and tranquility.
Chalet in Mansonville
4.96 out of 5 average rating, 200 reviews

Scandinavian chalet • Sauna spa • Quiet nature

A bright chalet in a modern Scandinavian style, perfect for a relaxing stay with friends and family. Enjoy the private hot tub, sauna, indoor fireplace and 4-season outdoor shower, surrounded by the forest. About 20 minutes from Owl's Head and Jay Peak, this is the perfect place for skiing, the outdoors and relaxation.

Top guest favorite
A serene exterior view showcases the apartment against a backdrop of a soft morning sky, where hues of pink and purple blend. Lush greenery and blooming flowers frame the yard, enhancing the peaceful rural setting.
Condo in Westfield
4.98 out of 5 average rating, 123 reviews

Northeast Kingdom Little Piece of Heaven

Clean, sunny and bright apartment that is close to Jay Peak Resort and all that the NEK has to offer. Snow machine and ATV trails are nearby and there is plenty of space to park your trailer. Large yard for walking, cross country skiing or snow shoeing.

Popular amenities for Westfield vacation rentals

  1. Airbnb
  2. United States
  3. Vermont
  4. Orleans County
  5. Westfield