The Golden Dawn
4 guests
2 bedrooms
Litchfield, Litchfield County
There are some homes that simply capture your heart from the moment you arrive. And we won’t be surprised if it’s love at first sight when you see this charming Colonial saltbox house.
The Old Silo
4 guests
2 bedrooms
Litchfield, Litchfield County
Formerly a grain silo, this extraordinary house is as unique and beautiful as its surroundings. Set on 170 acres of rolling green New England countryside, there are breathtaking views from all sides.
Hitchbrook
6 guests
3 bedrooms
Sharon, Litchfield County
Built in 1800, Hitchbrook is a quintessential New England home. Surrounded by farmland and rolling hills, this home is a private getaway for those looking for a pastoral retreat.
A Summer's Eve
15 guests
7 bedrooms
Greenburgh, Westchester County
If you need a base for a friendly get-together or a family reunion, then look no further than this abode in the heart of Westchester County. Thanks to the games room, gym and cinema room, there’s never a dull moment here – and that’s just what’s inside the home.
Explore the 944 most perfect homes in our collection
Browse our remarkable collection of luxury Vacation Rentals for Winter in Litchfield. As only the top 3% of homes go on to become Plum Award winners, you can be certain that your chosen home will be ideal for you. Each home in our range must pass 3 rounds of testing, and comes fully furnished with a well-equipped kitchen, all linen, and essential bathroom toiletries included. Make the most of the chilly season, and wrap up warm in a comfortable Winter Holiday Rental in Litchfield. Reach out to our caring team of experts, who love nothing more than helping you discover the perfect home for your trip.
