Prime location! Walk to Beach! Wainscott Family House & Cottage. Pool & Hot Tub! | House in Wainscott
5 Bedroom House in Wainscott
Welcome to Wainscott!
Discover the authentic Hamptons at this 1.5-acre Wainscott vacation rental, a historic compound perfect for family reunions, friends sharing, or multi-generational getaways. Once home to a founding farmer, this shingle-style estate blends timeless charm with modern luxury across a main villa and guest villa (3,500 sq. ft., sleeps 14 with pull-out couches). Two independent houses on one lot is a rarity for the Hamptons.
Steps from Wainscott’s pristine beach, this south-of-the-highway haven offers a brand new Hot Tub Jacuzzi, lap pool, childproofed grounds, and unobstructed farmland views—ideal for extended families with in-laws, staff, or grandchildren.
Property Highlights
Main Villa: 3 bedrooms, 3 bathrooms, gourmet kitchen, indoor fireplace, deck with designer furniture, hot tub and lower floor media room.
Guest Villa: 2 bedrooms, 1 bathroom, kitchen, cozy lounge, private patio—perfect for privacy.
Family-Friendly: Childproofing, pool fence with safety latches, enclosed courtyard, crib/high chair (on request), and dog-friendly (with approval).
Luxury Amenities: 2024 Hot Tub, indoor/outdoor fireplaces, Sonos surround sound, high-speed Wi-Fi, reclaimed farm floorboards, s'mores pit, lap pool, multiple decks and outdoor dining opportunities.
Outdoor Oasis: Landscaped grounds (bug/tick-treated), BBQ area, and stunning westerly sunset views.
Why Families Love It
Walk to Wainscott’s exclusive beach (permit parking) or a renowned farm stand. Enjoy crashing waves, birdsong, and occasional opera serenades from our Viennese neighbor. Close to “The Clubhouse” where you can enjoy Padel, bowling, arcade games and mini golf.
With two homes for the price of one elite retreat, this compound offers unmatched value for groups, blending historic charm with modern comforts.
Security includes a monitored alarm, discreet cameras, and emergency systems.
Practical Details
Weekly discounts available—ask us!
Groups over 8 need approval ($200 extra cleaning fee).
(Visa/Mastercard/Debit, no AmEx).
24/7 support and keyless check-in.
Book Now
Secure this Wainscott family retreat for an unforgettable Hamptons escape! Contact us for exclusive off-season rates or instant book today.
Prime location! Walk to Beach! Wainscott Family House & Cottage Pool & Hot Tub! is located in Wainscott. Prime location! Walk to Beach! Wainscott Family House & Cottage Pool & Hot Tub! provides accommodation, featuring Pet Friendly, Pool, View, among other amenities. This House features Pet Friendly, Pool, View, to make your stay a comfortable one.
Prime location! Walk to Beach! Wainscott Family House & Cottage Pool & Hot Tub! has 5 Bedrooms , 3 Bathrooms, and max occupancy of 14 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Wainscott has interesting places to visit. If you want to learn more about the House in Wainscott, such as places to visit and things to do nearby, you can check below to learn more.
Amenities
Policies
Extra-person charges may apply and vary depending on property policy government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property long-term renters welcome note from host: with written approval, extra fee and no loud noise parties and events (including family gatherings and birthday parties) are allowed on site; maximum attendees: 30 property registration number 20-1775 safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property is managed through our partner, vrbo. you will receive an email from vrbo with a link to a vrbo account, where you can change or cancel your reservation