Sunflowers & Wisteria
11 guests
5 bedrooms
Springs, East Hampton
Look out for artists, poets and musicians in the area around this home – it’s located in Springs, arguably the coolest town in the Hamptons. In the past, it’s played host to visionaries like Jackson Pollock and Lee Krasner, Willem de Kooning, Kurt Vonnegut, Nora Ephron and John Steinbeck.
The Old Life-Saving Station
13 guests
6 bedrooms
East Marion, North Fork
Anyone with a subscription to HBO might recognise The Old Life-Saving Station. The home has featured in both Lena Dunham’s Girls, and more recently, The Undoing, starring Hugh Grant and Nicole Kidman.
Run to the Sea
6 guests
3 bedrooms
Montauk, East Hampton
At the eastern end of Long Island, 120 miles from New York and surrounded by more than 5,000 acres of parkland and beaches, there's little not to love about this warm and peaceful Montauk retreat. To fully enjoy everything this home is about, take some deep breaths, shut off your phone and quiet your mind in the serenity of the meditation room, tucked away just off the second bedroom.
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.
Explore the 43 most perfect homes in our collection
Are you hoping for a stay in one of the best holiday homes with staff in Connecticut? If so, you've definitely come to the right place. Reach out to our expert team who will happily arrange for staff to be present at your home in Connecticut as an addition to your booking. Our Plum Guide homes come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Book today and enjoy a short extended stay. Should you need anything, our friendly team is on hand 24/7, so just ask.
