Entire home
Prime location! Walk to Beach! Wainscott Family House & Cottage. Pool & Hot Tub!
Family-friendly holiday home with water park and outdoor pool
Photo gallery for Prime location! Walk to Beach! Wainscott Family House & Cottage. Pool & Hot Tub!
Reviews
9.8 out of 10
Exceptional
5 bedrooms4+ bathroomsSleeps 14325.2 sq m
Popular amenities
Explore the area
- Place, East Hampton Main Beach
- Place, Wolffer Estates Vineyard
- Place, Georgica Beach
- Airport, East Hampton, NY (HTO)
Rooms & beds
5 bedrooms (sleeps 14)
Cottage: Guest Room #1
1 Double Bed
Cottage: Guest Room #2
1 Queen Bed
Cottage Living Room
1 Double Futon
Main House: Lower Level Master Bedroom
1 King Bed
Main House: Upper Level Guest Bedroom
1 King Bed
Main House: Upstairs Master
1 King Bed
Media Room: Large room with brand new pull out sofa and TV
1 Double Futon
4 bathrooms, 1 half bathroom
Cottage: Main Bathroom
Toilet · Shower only
Main House: Lower Level Master (En-Suite)
Toilet · Shower only
Main House: Powder Room
Toilet
Main House: Upstairs Bathroom
Toilet · Shower only
Outdoor Shower
Shower only · Outdoor shower
Spaces
Deck or patio
Porch or lanai
Outdoor shower
Kitchen
Kitchenette
Balcony
Separate dining area
Outdoor play area
Garden
Dining area
About this property
Prime location! Walk to Beach! Wainscott Family House & Cottage. Pool & Hot Tub!
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.
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.
Add dates for prices
Amenities
Pool
Hot tub
Kitchen
Washing machine
Dryer
Pet-friendly
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House Rules
Check in after 3:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
Children
Children allowed: ages 0–17
Child proofed house but extra supervision a must
Events
Events allowed: family gatherings and birthday parties
With written approval, extra fee and no loud noise
Pets
Pets allowed: dogs and cats (limit 2 total)
$500 pet fee for one and $750 for two-three pets.
Smoking
Smoking is not permitted
Important information
You need to know
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
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Parties and events (including family gatherings and birthday parties) are allowed on site. Maximum attendees: 30
Note from host: With written approval, extra fee and no loud noise
Long-term renters welcome
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
Property Registration Number 20-1775
We should mention
This property does not have any lifts
About the area
Wainscott
Located in Wainscott, this holiday home is in a rural area and near the beach. The area's natural beauty can be seen at The Hamptons Beaches and Cooper's Beach. Travelling with kids? Consider Madoo Conservancy and South Fork Natural History Museum and Nature Center. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Wainscott, NY
What's nearby
- Wolffer Estates Vineyard - 4 min drive - 3.9 km
- The Jewish Center of the Hamptons - 5 min drive - 5.4 km
- Guild Hall - 6 min drive - 6.4 km
- Georgica Beach - 7 min drive - 6.0 km
- LongHouse Reserve - 9 min drive - 8.8 km
Getting around
Restaurants
- Highway - 3 min drive
- La Capannina - 12 min walk
- Townline BBQ - 19 min walk
- The Wine Stand - 3 min drive
- Crazy Pizza - 5 min drive
Frequently asked questions
About the host
Hosted by Ben
We are New Yorkers and this is our family home.
Why they chose this property
This is as classic as Hamptons properties come - this particular property has been around for 100+ years. While we know that this property will rent quickly, we will only consider discerning and respectful families.
What makes this property unique
-Spectacular south of highway location
-Tonnes of light and open space
-Unobstructed farm views
-Sunsets
-Local farmstead is walking distance
-Extra Large 65 foot Lap Pool
-TWO homes on one piece of land which is ideal for larges families, those that like to host and/or those with domestic employees.
-Excellent beach in walking distance
-Brand furniture and decor
-All mod cons
-Organized and clean
-Enhanced security measures
-Tonnes of light and open space
-Unobstructed farm views
-Sunsets
-Local farmstead is walking distance
-Extra Large 65 foot Lap Pool
-TWO homes on one piece of land which is ideal for larges families, those that like to host and/or those with domestic employees.
-Excellent beach in walking distance
-Brand furniture and decor
-All mod cons
-Organized and clean
-Enhanced security measures
Languages:
English
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