Burnt Sienna
4 guests
2 bedrooms
Marbletown, New York
Nestled in the woodlands, this cabin provides cosy comfort and stylish charm. The outdoor area is the perfect place to keep toasty by the fire and eat delicious meals.
Southampton Holiday Homes with Staff
We selected the 934 homes worth renting in this location
Home spotlights in Southampton
Summer Fridays
10 guests
5 bedrooms
Northwest Harbor, East Hampton
A haven of tranquillity, this serene home is perfect for recharging your batteries. Step inside and be soothed by the classic Hamptons style – think ample-sized living spaces designed for entertaining, calm colours inspired by the coast and oodles of windows flooding each room with natural light.
Long Island Iced Tea
8 guests
3 bedrooms
Remsenburg, Remsenburg-Speonk
Not too far from the bright lights of New York City, this striking and stylish home sits near the beaches of Westhampton and among the protected marshlands of Long Island. The house itself is a modern twist on the traditional clapboard homes the area is famous for, with wraparound decks looking into the treetops to the rear and plenty of sliding doors allowing the indoors to seamlessly slip into the outdoor space.
Long Story Short
4 guests
2 bedrooms
Montauk, East Hampton
For the ultimate Montauk escape with style and character in abundance, this fisherman's cottage has you covered. Flamingo-pink shutters and the front door set the scene for a stay that's thoughtfully stylish, charming and quirky – a blend of boho and rustic that's sophisticated and easy to love.
We selected the top 3% holiday homes in Southampton Holiday Homes with Staff
Explore the 934 most perfect homes in our collection
View on map
Check upcoming rates & availability for Southampton Holiday Homes with Staff
Frequently asked questions
Similar destinations
Are you hoping for a stay in one of the best holiday homes with staff in Southampton, The Hamptons, 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 Southampton, The Hamptons, 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.
Search Our Collection