Wainscott Rentals USA New York Wainscott

Prime location! Walk to Beach! Wainscott Family House & Cottage. Pool & Hot Tub! | House in Wainscott

9.8 (29 Reviews) |   Pet Friendly   5 Bedrooms  3 Bathrooms  14 Guests  Stay&Play
Wainscott House | Prime location! Walk to Beach! Wainscott Family House & Cottage. Pool & Hot Tub!

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 Parking, Pet Friendly, View, among other amenities. This House features Parking, Pet Friendly, 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.

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Unique Amenities

  • Air Conditioner
  • Parking
  • Pet Friendly
  • Pool
  • TV
  • View
  • Private Pool
  • Ocean View
  • Balcony/Terrace
  • Oceanfront
  • Security/Safety
  • Sports/Activities
  • Bedding/Linens
  • Wellness Facilities
  • Fireplace/Heating
  • Guest Services
  • Entertainment
  • Barbecue/Outdoor Cooking
  • Child Friendly
  • Hot Tub
  • Internet
  • Kitchen
  • Laundry
 
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Policies

Check-in Check-in time starts at 3:00 pm contactless check-in available minimum check-in age: 25
Check-out Check-out before 11:00 am contactless check-out available
Child Policy Children are welcome. note from host: child proofed house but extra supervision a must
Pet Policy 2 total pets note from host: $500 pet fee for one and $750 for two-three pets. pets allowed restrictions apply; for more information contact the property at the number on the booking confirmation service animals are welcome, and are exempt from fees welcoming dogs and cats only
Other Policy 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
 
Wainscott, 11975, USA

What Our Guests say 500 + Reviews

May 12, 2025 01:53:40 AM
Summary: 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.
Janet D. Janet D.
Apr 28, 2025 09:27:24 PM
Summary: Thoroughly enjoyed our stay, property manager was incredibly helpful and responsive, highly recommend!
Leigh E. Leigh E.
Jul 22, 2024 08:28:39 AM
Summary: Accurate photos. Great property and location
Scott S. Scott S.
Jul 15, 2024 11:57:03 AM
Summary: Whole place is awesome.....nice piece of property with plenty of room for our toddler and dog to run around. Pool was great. House was super clean. Close to the beach....bikes were helpful. Also super convenient to seafood/steak shopping. Would def go back. Host was also super easy/responsive.
Weston F. Weston F.
Jun 21, 2023 10:02:11 AM
Summary: Wonderful all the way around!
Gia T. Gia T.
Oct 26, 2022 11:00:38 AM
Summary: Great location. House was just as advertised. Response time from owner and property manager was excellent. Definitely will return.
Hugh A. Hugh A.
Jun 30, 2022 03:05:31 AM
Summary: If you are looking for a nicely renovated Hamptons house that is centrally located to East Hampton, South Hampton, and Sag Harbor, this will be perfect for you! It can comfortably fit 8-10 people, has a beautifully landscaped yard with a pool that overlooks a lovely farm, and is a doable walk to the beach. We thoroughly enjoyed our stay here and would definitely come back again! Thank you from The Houstonians!
Lisa W. Lisa W.
May 31, 2022 12:28:45 PM
Summary: The home was beautiful and appointed with everything we needed. 1.2 mile walk to the beach, though off-season, was gorgeous. We can’t wait to go back!
Dana G. Dana G.
May 15, 2022 12:00:16 PM
Summary: We had a nice relaxing stay at this house. It’s centrally located and close to the ocean. The downstairs bed was incredibly comfortable. Beautiful yard with plenty of room for my pup to run around. Owner and property manager were both very helpful and responsive. Would happily come back!
Rachel P. Rachel P.
Jan 23, 2022 09:34:31 PM
Summary: We had a phenomenal experience at this property! We brought two small dogs that enjoyed the large backyard area. While the weather outside was quite cold, the house was cozy the entire time. We also managed to use the outdoor hot tub. Would highly recommend!
Aracelis T. Aracelis T.

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 $2,513 per night with includes Security/Safety, Fireplace/Heating, Private Pool, Ocean View, Oceanfront, Guest Services, Hot Tub, Internet, Kitchen, Parking, Pet Friendly, View, Balcony/Terrace, Sports/Activities, Bedding/Linens, Barbecue/Outdoor Cooking, Laundry, Pool, TV, Wellness Facilities, Entertainment, Child Friendly, Air Conditioner StayAndPlay offers fully equipped golf villas, golf hotels, golf resorts, luxury golf cabins, and exclusive golf retreats, making it easier than ever to find your perfect golf escape — ideal for families, peaceful getaways, or pet-friendly retreats with the whole crew.

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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