House in Sagaponack, NY
14 guests · 5 bedrooms · 3 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
Top-tier experienceA high end property in this area
About this house rental
Welcome to Sayres Path, Wainscott — South of the Highway
Two separate, self-contained homes on a single lot — one of the last true family compounds in the Hamptons.
A fully independent main house and guest cottage on a single 1.5-acre estate — grandfathered-in, irreplaceable, and perfectly suited to families who want to be together without being on top of each other.
Once home to a founding Wainscott farmer, this historic shingle-style estate has been thoughtfully updated for modern living — reclaimed farm floorboards, a 2024 hot tub, heated lap pool, and designer finishes throughout — while retaining the soul of a true Hamptons retreat. 3,500 sq. ft. across both houses, sleeping up to 14.
Close to the beach. South of the highway. Unobstructed farmland views to the horizon.
The Property
Main House: 3 bedrooms, 3 bathrooms, gourmet kitchen, indoor fireplace, media room with pull-out couch, designer decks, hot tub
Guest Cottage: 2 bedrooms, 1 bathroom, full kitchen, private lounge, independent deck
Grounds: 1.5 acres, heated lap pool, BBQ, s'mores pit, multiple outdoor dining areas, westerly sunset views and total peace.
Bug and tick treated throughout
For Families
Pool fence with safety latches, enclosed courtyard, crib and high chair on request, dog-friendly with approval. The cottage offers genuine independence for in-laws, older children, or staff — without anyone feeling separated from the heart of the house. Walk to Wainscott Beach (permit parking), a celebrated local farm stand, and a short drive to The Clubhouse — Padel, bowling, arcade, and mini golf.
Luxury Amenities
2024 hot tub, indoor and outdoor fireplaces, Sonos surround sound throughout, high-speed Wi-Fi, reclaimed hardwood floors, keyless entry, monitored security system.
Practical Details:
Longer stay discounts available — enquire directly
Groups over 8 require prior approval ($200 additional cleaning fee)
Visa, Mastercard and Debit accepted — no AmEx
24/7 guest support throughout your stay
Two separate, self-contained homes on a single lot — one of the last true family compounds in the Hamptons.
A fully independent main house and guest cottage on a single 1.5-acre estate — grandfathered-in, irreplaceable, and perfectly suited to families who want to be together without being on top of each other.
Once home to a founding Wainscott farmer, this historic shingle-style estate has been thoughtfully updated for modern living — reclaimed farm floorboards, a 2024 hot tub, heated lap pool, and designer finishes throughout — while retaining the soul of a true Hamptons retreat. 3,500 sq. ft. across both houses, sleeping up to 14.
Close to the beach. South of the highway. Unobstructed farmland views to the horizon.
The Property
Main House: 3 bedrooms, 3 bathrooms, gourmet kitchen, indoor fireplace, media room with pull-out couch, designer decks, hot tub
Guest Cottage: 2 bedrooms, 1 bathroom, full kitchen, private lounge, independent deck
Grounds: 1.5 acres, heated lap pool, BBQ, s'mores pit, multiple outdoor dining areas, westerly sunset views and total peace.
Bug and tick treated throughout
For Families
Pool fence with safety latches, enclosed courtyard, crib and high chair on request, dog-friendly with approval. The cottage offers genuine independence for in-laws, older children, or staff — without anyone feeling separated from the heart of the house. Walk to Wainscott Beach (permit parking), a celebrated local farm stand, and a short drive to The Clubhouse — Padel, bowling, arcade, and mini golf.
Luxury Amenities
2024 hot tub, indoor and outdoor fireplaces, Sonos surround sound throughout, high-speed Wi-Fi, reclaimed hardwood floors, keyless entry, monitored security system.
Practical Details:
Longer stay discounts available — enquire directly
Groups over 8 require prior approval ($200 additional cleaning fee)
Visa, Mastercard and Debit accepted — no AmEx
24/7 guest support throughout your stay
Amenities at Rare 2-House Compound - Wainscott South of Hwy - Walk to Beach - Pool & Hot Tub!
Non-smoking
Pets allowed
Map of Sagaponack, NY
Ratings and reviews
10 / 10Outstanding·Sep 2025
This property is simply extraordinary—far beyond what we could have wished for. From the secluded house and expansive garden to the long pool and private hot tub, every detail feels thoughtful and refined. The tasteful interior, endless supply of fresh towels, and sweeping views in the heart of the Hamptons made our stay unforgettable. We cannot wait to return!
10 / 10Outstanding·Aug 2025
The whole process was seamless. The owner was accessible and responsive. A tremendous property with a luxurious location. Highly recommend!!
10 / 10Outstanding·May 2025
Very comfortable and lovely accomodations; wonderful property with amenities - close to beach and heart of Wainscott. Appreciated the host and property manager's responsiveness to small questions.
10 / 10Outstanding·Apr 2025
Thoroughly enjoyed our stay, property manager was incredibly helpful and responsive, highly recommend!
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Top rated by guests
10Outstanding
(29 Ratings)
"This property is simply extraordinary—far beyond what we could have wished for. From the secluded house and expansive garden to the long pool and private hot tub, every detail feels thoughtful and ref..."
Matthias K.Don't miss out! Price and availability may change
