
Wander Inn
6 guests
2 bedrooms
Southold, New York
Wander Inn is an architect-renovated ranch in a beautiful setting. Built in the sixties, this home is made for relaxation and indulgence.

Wander Inn
6 guests
2 bedrooms
Southold, New York
Wander Inn is an architect-renovated ranch in a beautiful setting. Built in the sixties, this home is made for relaxation and indulgence.

Ahoy There
8 guests
4 bedrooms
Shelter Island, The Hamptons
This Hamptons home does island life the modern way. In the mornings, hit up the local farmers’ markets and seafood shops.

Long Island Haven
12 guests
5 bedrooms
Brookhaven, The Hamptons
This home once served as a farmhouse in the Long Island countryside, but today it provides a rustic escape just an hour away from the city. Originally built in 1815, you’ll see vestiges of its original features – multiple wood-burning fireplaces, grand staircases and herringbone brick floors give the home its traditional charm.
Explore the 49 most perfect homes in our collection
Are you hoping for a stay in one of the best holiday homes with staff in Suffolk County, New York, United States? 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 Suffolk County, New York, United States 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.