Photo by Seth Brumfield

Fairfield County ski-in/ski-out rentals

We found 0 ski-in/ski-out rentals — enter your dates for availability

Where to?

Dates

Calendar
Flexible dates

September 2025

October 2025

Find the best place to stay - Fairfield County

Premier Host

Pool, Hot tub, Sauna, sleeps 29!

Sleeps 29 · 10 bedrooms · 6 bathrooms

Premier Host

Private 90+ acres! Indoor Heated Saltwater Pool. Private Lodge With Amenities

Sleeps 20 · 4 bedrooms · 4 bathrooms

Premier Host

Valley View Villa: Indoor pool, Basketball court, and theater room

Sleeps 16 · 5 bedrooms · 3+ bathrooms

Premier Host

Cabin in the TreeTops! 4 Level a-frame cabin, with 5 levels of decks

Sleeps 18 · 6 bedrooms · 2 bathrooms

Top rated rentals - Fairfield County

Premier Host

Very Happy!!

There were six of us that came to stay at the Jacob’s Ladder House. We could not have been more pleased. The house is beautiful, spacious and well stocked with extras. (Coffee, spices, soap, shampoo, conditioner.). The one thing that could use some improvement is the driveway. All in all we were extremely happy with the house and are very likely to return. Thank you.

Ann M.

Stayed Aug 2024