Skip to content

Sugarbush Seasonal Rentals

Long-term winter 2025–26 rentals in the Mad River Valley. December through April 2026.
A seasonal rental home in the Mad River Valley near Sugarbush Resort

Sugarbush Seasonal Rentals

Long Term Winter 2025-26 Rentals in the Mad River Valley

Seasonal rentals start at $20,000 and top out around $45,000 for December through April 2026. The properties below are open to either short-term or seasonal rentals, so we have pages for them here on our site. We may be aware of other properties that are available only for seasonal rentals that do not have a STR page. Please feel free to contact us to inquire or just to let us know what you are looking for in a Sugarbush seasonal rental.

What Guests Say

Guest Reviews

4.90

387 reviews

The condo was fantastic, just like in the pictures very nicely updated beautiful kitchen and bathroom. The heated floor, towel warmer and amazing toilet with the warm seat and bidet was like being in a spa. Kate provided all of the necessary info about the condo ahead of time, had great local info in the condo with a binder of useful instructions and tips on things to do and places to go in the area. Check in was easy, passcode provided for the door lock worked first time and every time. I was very impressed and will be back to check out other properties owned by Kate after the wonderful stay in Warren.

Tim

Stayed in November 2026

What was initially planned as our third dating anniversary getaway turned out to be the most beautiful proposal setting we could have ever imagined. We couldn’t be more in love with this place. The house itself, the breathtaking views, and the peaceful atmosphere made everything feel so magical. This home will forever hold a very special place in our hearts, as it was where we began our happily ever after as fiancées. We also absolutely loved the artwork throughout the house. My now-fiancée is an art lover, so seeing such beautiful and thoughtfully curated pieces made our stay even more meaningful and special. Everything about this home felt perfect for such an important moment in our lives. We are so grateful to have found this incredible place and would recommend it to anyone looking for a memorable and truly special getaway. Thank you so much for sharing your beautiful home with us! With love and gratitude, Carol and Gabi ❤️

Ana

Stayed in November 2026

Absolutely stunning place to stay, we woke up for the sunrise view every morning! Great area for a quiet hiking and cute local restaurant, plus easy access to other busier towns within an hour. Kate was responsive and helpful through out our stay.

Alicia

Stayed in October 2026

I love the house

Jonathan

Stayed in October 2026

Get more when you book direct

Lower Prices, Every Time

Pay less than you would anywhere else. No middlemen or platform fees.

Direct Line, Real Care

Book with the team that actually runs the property. Faster answers, better service, real accountability.

Not Just a Transaction

We go further for direct guests. We're building a relationship, not closing a booking.

Sugarbush Resort area in winter, Mad River Valley Vermont

Inquire About a Seasonal Rental

Contact Us