Vacation rentals in Westfield

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Top-rated vacation rentals in Westfield

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Guest favourite

Apartment in Jay

4.86 out of 5 average rating, 298 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

Aug. 29 – Sep. 5

$173 CAD per night

Guest favourite

Home in Westfield, Vermont, US

4.94 out of 5 average rating, 139 reviews

Jay Peak 3 miles - ski home via Big Jay!

Best backcountry skiing in New England - entire home with stunning mountain views is yours! • Jay Peak Resort is three miles away! • Ski home from Jay Peak via Big Jay! • Backcountry ski 4 mountains from your door! • Backcountry guiding available! • Tour Long Trail, Catamount Trail, Big Jay & Little Jay from here! This is the mountain getaway you dream about! Our only neighbors are animals in the surrounding mountains & forests. Note: There is an apt in the main house that also sleeps 8.

Jun. 17 – 24

$334 CAD per night

Guest favourite

Treehouse in Newport

4.97 out of 5 average rating, 154 reviews

Secluded Luxury Treehouse - Hot Tub + Projector

Our treehouse is a haven of well-being, peace, and elegance. In our stunning modern treehouse we have brought relaxation to a whole new level. Surrounded amongst us is nothing but woods & wildlife. An experience not to be missed. Put your favorite movie on the projector, get Zen in the cozy sun room, jam out to music on the record player, or grab a towel, and head for the custom cedar hot tub. It is time to create core memories that will never be forgotten. Welcome to a little slice of heaven.

Oct. 15 – 22

$968 CAD per night

Guest favourite

Cottage in Westfield, Vermont, US

4.92 out of 5 average rating, 108 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.

Apr. 9 – 16

$189 CAD per night

Guest favourite

Home in Irasburg, Vermont, US

4.97 out of 5 average rating, 122 reviews

Lord’s Creek Private Haven

Take a break at this peaceful, private getaway. We are located on a quiet road just a mile from our small-town square. Only three quarters of an hour from three ski resorts, Jay Peak, Burke Mtn and Smugglers Notch, we’re the perfect place to stay for your skication. There’s also plenty of hiking and beautiful lakes (Memphremagog, Crystal and Willoughby) to explore close by. Craftsbury Outdoor Ctr, Creek Hill Barn and, snowmobile trails are nearby. We offer a full kitchen and coffee bar!

Sep. 25 – Oct. 2

$176 CAD per night

Guest favourite

Home in Montgomery

5.0 out of 5 average rating, 229 reviews

Trout River Lodge - Discount Jay Peak Lift Tix

Welcome to the Trout River Lodge! Check out the “Three Holes” swimming hole and waterfalls, just a few hundred yards up the river. We are located right in the heart of Montgomery Center, VT. Live music at the Snowshoe Pub, breakfast at Bernies, and groceries from Sylvester’s are all just steps away. You can also enjoy the mountain biking and hiking trails just minutes away! ***Discount vouchers for Jay Peak Ski/Golf Round/Water Park. Price info can be found in the Photos section***

Jan. 21 – 28

$544 CAD per night

Guest favourite

Guesthouse in Westfield, Vermont, US

4.99 out of 5 average rating, 130 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.

Sep. 8 – 15

$408 CAD per night

Guest favourite

Cabin in Montgomery, Vermont, US

4.92 out of 5 average rating, 190 reviews

Remote yet convenient cabin

Escape to a remote yet convenient spot in the mountains. This cabin is an open space with a kitchen, bathroom, and loft bedroom. 1000 square feet of rustic coziness inside with all the conveniences. It is located on 15 acres with amazing views, walking/ hiking/ X country Skiing/ biking/ ATV/ snowmobiling options, foliage season, and a pond in the summer. While this cabin is situated outside of town, it is close to all the local restaurants and 20 minutes from Jay Peak Resort.

Jul. 8 – 15

$147 CAD per night

Guest favourite

Cabin in Newport

4.98 out of 5 average rating, 296 reviews

Sugar Hill

Come and embrace the majestic beauty of Vermont from Sugar Hill, a quaint log cabin nestled on 24 acres of beautiful countryside. Enjoy the views of the Canadian mountains from the front porch with a cup of coffee or a glass of wine; or wander around the pasture or woods behind the cabin. Close to both Jay Peak and downtown Newport, you can enjoy all those locations have to offer, or simply relax. Please note that the stairs to the 2nd floor are steeper than usual.

Oct. 22 – 29

$265 CAD per night

Guest favourite

Chalet in Mansonville, Canada

4.95 out of 5 average rating, 169 reviews

A-Frame river access

This Swiss chalet is an ideal place to get out of the city, rest and enjoy the outdoors. Whether it is reading, sleeping, yoga, drawing, tea or playing board games; everything is well arranged. The land gives direct access to the river to the walking trail as well as private access for a bonfire. Where the stars shine even brighter, the beautiful area of Potton offers a panoply of playground in the middle of nature. It's up to you to discover it!

Aug. 23 – 30

$188 CAD per night

Guest favourite

Chalet in Westfield

4.95 out of 5 average rating, 244 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.

May 9 – 16

$418 CAD per night

Guest favourite

Apartment in Montgomery, Vermont, US

4.91 out of 5 average rating, 129 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)!

Jun. 9 – 16

$184 CAD per night