The Rainbow Bird
8 guests
4 bedrooms
Woodbury, Litchfield County
This country home is located on 6 acres of private land, so there’s plenty of outdoor space to enjoy here. We love the scenic views from the terrace, where you’ll have a front row seat to watch the sun set behind the surrounding hills and a fire pit to keep you warm on chilly evenings.
The Golden Dawn
4 guests
2 bedrooms
Litchfield, Northwest Hills Planning Region
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.
A Little Love Note
6 guests
2 bedrooms
New Lebanon, New York
Surrounded by acres of forest, flowing streams, waterfalls and historic ruins, this little cottage welcomes you to experience the natural beauty of the Berkshire mountains. Located within a former Shaker settlement, there’s an abundance of charm and character here.
Explore the 0 most perfect homes in our collection
Thinking of glamping in Winter Hill? Take a look at our collection of luxury homes that can provide a similar experience. You don't have to worry about WiFi speed, water pressure, or anything else thanks to our team of Home Critics, who obsessively check each and every one of our properties. All of our Plum Guide homes come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Book your holiday today, and stay in one of the best homes that can offer the same experience as a glamping holiday in Winter Hill.
