Prime location! Walk to Beach! Wainscott Family House & Cottage. Pool & Hot Tub! | House in Wainscott
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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 Pool, Oceanfront, Sports/Activities, among other amenities. This House features Pool, Oceanfront, Sports/Activities, 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.

This Property is OneKey Eligible
Earn OneKeyCash for every dollar spent on eligible vacation rentals, villas, cottages, cabins, and more when you book on Vrbo.
Amenities
Policies
Reviews
Reviews
FAQ's
Is this Wainscott house pet-friendly for guests?
Yes, pets are allowed at this property. Check the guest reviews to learn what guests had to share.
Does the Wainscott house have a swimming pool?
Yes, this Wainscott house has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.
How much does it cost per night to stay in Wainscott house?
Best-rates for the Wainscott house starts from $2,472 per night with includes Security/Safety, Hot Tub, Bedding/Linens, Wellness Facilities, Pet Friendly, TV, Ocean View, Balcony/Terrace, Entertainment, Barbecue/Outdoor Cooking, Parking, View, Private Pool, Guest Services, Child Friendly, Internet, Kitchen, Laundry, Air Conditioner, Pool, Oceanfront, Sports/Activities, Fireplace/Heating with all other facilities. RBO matches every traveler with their perfect accommodation, whether you are traveling with a group, friends, family, or pets.
Is Wainscott house a family-friendly place to stay?
Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this house Good or guests have recommended them suitable for families. As reported by the owner or manager, the house has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.
Is the Wainscott house wheelchair accessible or offer services for disabled guests?
Based on the information received from our partner, the Wainscott house has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.
What is the minimum night stay policy for the Wainscott house?
Based on the information reported by the owner or manager, the Wainscott house indicates 1 day stay policy at this house. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.
What cancellation policy is in place for Wainscott house?
Based on the information reported by the owner or manager, details for the cancellation policy for the Wainscott house are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.
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Why is Rent By Owner Wainscott Your Choice for Vacation Rentals
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