Monthly Rentals in Westfield

Discover long-term rentals that feel like home for stays of a month or longer.

Nearby monthly rentals

Guest favourite
Cottage in Westfield
4.9 out of 5 average rating, 158 reviews

Historic Schoolhouse Minutes From Jay Peak

JessicaRating, 5 stars1 week ago
We had a wonderful stay. Thank you! We absolutely loved the accommodation. The swing, record player, and pool table were such nice, thoughtful touches that made it feel extra special. The location was also perfect. Being so close to the main road made our trips to Jay Peak quick and easy. Thanks again for the great experience!
Guest favourite
Chalet in Westfield
4.91 out of 5 average rating, 86 reviews

The Shangri-la House

GregRating, 5 stars1 month ago
Stayed at Mike’s place for 3 nights while skiing at Jay Peak. Ideal location and was just the perfect layout and space for my party of 6. Even with 3 adults and 3 kids there was still plenty of extra space for additional guests. Some nice restaurants just down the street towards Montgomery. The space was also ideal for cooking in and enjoying time with everyone. Have been to Jay Peak often and would certainly be interested in renting again.
Top guest favourite
Chalet in Westfield
4.96 out of 5 average rating, 97 reviews

Cozy Chalet at Jay Peak

MarkRating, 5 stars4 days ago
What a great spot! Located perfectly between Montgomery and Jay Peak. Tucked back off the main road in a lovely private community. Such a great place for family’s and dog friendly which is huge! Rich was great to work with as well. Very quick to respond. Thanks again Rich!
Top guest favourite
Guest house in Westfield
4.99 out of 5 average rating, 141 reviews

Beautiful Chalet minutes to Jay Peak Resort

JackRating, 5 stars1 month ago
House is even better in person: high quality furnishings, beds, etc. Florence was very easy to communicate with and even helped us get some lift tickets. Highly recommend.

Amenities and perks for longer stays

Furnished rentals

Fully furnished rentals include a kitchen and the amenities you need to live comfortably for a month or longer. It’s the perfect alternative to a sublet.

Flexibility you need

Choose your exact move-in and move-out dates and easily book online, without any additional commitment or paperwork.*

Simple monthly prices

Special rates for long-term holiday rentals and a single monthly payment without additional charges.*

Book with confidence

Reviewed by our trusted community of guests and 24/7 support during your extended stay.

Work-friendly spaces for digital nomads

Travelling professional? Find a long-term stay with high-speed wifi and dedicated working spaces.

Looking for corporate housing?

Airbnb has fully furnished apartment homes ideal for staffing, corporate housing and relocation needs.

Stay near Westfield's top sights

Jay Peak Resort231 locals recommend
Big Jay Tavern28 locals recommend
Clip & Reels9 locals recommend
The Junction Restaurant9 locals recommend
Troy General Store7 locals recommend
Westfield's General Store6 locals recommend
*Some exclusions may apply in certain geographies and for some properties.
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