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

9.8 (30 Reviews) |   Pet Friendly   5 Bedrooms  3 Bathrooms  14 Guests
Wainscott House | Prime location! Walk to Beach! Wainscott Family House & Cottage. Pool & Hot Tub!

5 Bedroom House in Wainscott

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

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 Air Conditioner, Parking, Pet Friendly, among other amenities. This House features Air Conditioner, Parking, Pet Friendly, 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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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

Facility Overview

Air Conditioner
  • Air conditioning
  • Heating
Bathrooms
  • Outdoor shower
  • Soap
  • Shower
  • Toilet paper
  • 3+ bathrooms
  • Hair dryer
  • Towels provided
Bedroom
  • Sofa bed
  • 5 bedrooms
  • Bed sheets provided
  • Dining table
  • Living room
  • Fireplace
  • Dining room
Kitchen
  • Toaster
  • Spices
  • Blender
  • Stovetop
  • Oven
  • Microwave
  • Cookware/dishes/utensils
  • Refrigerator
  • Dishwasher
Laundry
  • Washing machine and dryer
  • Laundry facilities
  • Near laundromat
Ocean view
  • Beach sun loungers
  • Near the beach
  • Beach towels
Parking
  • Onsite parking
  • Onsite parking options include a garage
Pet Friendly
  • Welcoming cats and dogs only
  • 2 total pets
  • Pet friendly
Accessibility
  • Hardwood flooring in public areas
  • 3 stairs to reach property
  • No elevators
  • Smoke-free property
  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Area rugs in public areas
  • Well-lit path to entrance
  • Wheelchair-accessible path of travel
  • Upper floors accessible by stairs only
Activities
  • Tennis on site
  • Windsurfing nearby
  • Winery tours nearby
  • Water park nearby
  • Golf privileges
  • Snorkeling nearby
  • Surfing/body boarding nearby
  • Fitness facilities nearby
  • Bicycle on site
  • Cycling nearby
  • Golfing on site
  • Farming classes
  • Hiking/biking trails nearby
  • Power boating nearby
  • Wildlife and game walks nearby
Entertainment
  • Video library
  • DVD player
  • Books
  • Music library
  • Arcade/game room
  • Games
  • Smart TV with cable/satellite service
  • Stereo
General
  • Humane treatment of captive wild animals
  • Locally-owned & organized tours & activities
  • Unit size: 3500 sq ft (325 sq m)
  • Recycling
  • Local artist showcase
  • Eco-friendly cleaning products provided
  • English
  • Near a hospital
  • In a village
  • In a rural location
  • Near the sea
  • Next to a golf course
  • Near a health or beauty spa
  • Near the bay
  • Near outlet shopping
  • Desk chair
  • Desk
Guest Services
  • Highchair
  • Stair gate
  • Children's games
  • Playground
  • Children's dinnerware
  • Travel crib
  • Housekeeping (on request)
  • Iron/ironing board
  • Phone
Internet
  • Free WiFi
Outdoors
  • Outdoor furniture
  • Balcony
  • Fenced yard
  • Garden
  • Firepit
  • Barbecue grill
Security/Safety
  • Smoke detector installed (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
  • Fire extinguisher
  • Deadbolt lock
Spa
  • Fence around the pool
  • Outdoor pool
  • Hot tub
  • Private pool
  • Heated pool

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
Event Policy
Events allowed: family gatherings and birthday parties;maximum event attendees: 30;with written approval, extra fee and no loud noise
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
Smoking Policy
Smoking is not permitted

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

License number: 20-1775

Reviews

Matthias K.
Sep 18, 2025 05:32:36 AM
Review Score:   10
Summary: 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!
See All 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 $3,882 per night with includes Air Conditioner, Parking, Pet Friendly, Pool, View, Ocean View, Sports/Activities, Hot Tub, Private Pool, Balcony/Terrace, Security/Safety, Fireplace/Heating, Entertainment, Child Friendly, Kitchen, Laundry, Oceanfront, Wellness Facilities, Barbecue/Outdoor Cooking, Internet, TV, Bedding/Linens, Guest Services with all other facilities. 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?

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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