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The Apple Picker's Perch

  • 16 guests

  • 8 bedrooms

  • 5 bathrooms

    +1 extra toilet

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Whether you're eight or eighty, this Colonial-style home has got something to keep you entertained. Gather the group together in the cream-toned downstairs living room – with an electric fireplace to keep warm – for debriefs of the day, before peeling off into the myriads of rooms. Big kids can organise competitions in the games room, with hours of fun on the pool table, air hockey table, retro arcade machines and more. And if you've still got energy to burn, hit up the home's gym to pump some iron. Rest and relaxation comes in equal measure – pour yourself a drink in the upstairs living room's bar, or head out to the decking to nab the double sun lounger. Nightfall doesn't mean the end of activity, with a seven-person hot tub and an outdoor firepit to keep you toasty as your gang congregates under the stars. Everything you need is here, but if you want to venture out, Southampton Village is nearby and a hive of upmarket boutiques and restaurants.

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  • No time for average – We reject thousands of homes worldwide, so you don't have to.
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  • Rated ‘Excellent’ on Trustpilot – Exceptional service before, during and after your stay.

Ask the host anything

Do you have a question about this home or the local area?

What to expect


Cool off in the private pool

Cool off in the private pool

Soak in the seven-person hot tub

Soak in the seven-person hot tub

Warm up by the firepit

Warm up by the firepit

Have a bash on the retro arcade machines

Have a bash on the retro arcade machines

Work up a sweat in the home's gym

Work up a sweat in the home's gym

Organise a tournament in the games room

Organise a tournament in the games room

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Home truths

    The pool is not covered so keep an eye on smaller children when outdoors

    The main dining table does not seat all sixteen people at once, so you may need to rejig for big meals if the home is at full occupancy

    The pool and hot tub might not be in use in the colder months, check ahead if you want them included in your stay

    If you plan to stay for longer than a week, you'll need to cover the cost of a professional clean for each week of your stay

    Due to the number of stairs in the home, we don't recommend this home for guests with reduced mobility

About this stay




Air conditioning

Pets allowed

Parking available


Bedrooms & bathrooms

8 bedrooms, 9 beds

5 bathrooms, 1 additional toilet


VIP services

Airport pick up

Daily cleaning

Fridge fills

Additional fees

  • There may be some extra fees to pay here, such as charges for utilities, final cleaning fees, city tax and security deposits – all of which you may need to pay in cash to the homeowner. Please reach out during the booking process to confirm.

Additional fees subject to a 3.5% handling charge.

Extras are subject to availability. Please enquire with your host.

Local guide

About North Sea

Take the Long Island Rail Road from Penn Station and it won't be long before you've left the city behind. There's a reason so many Manhattanites have second homes on the Suffolk County coast. If you've seen a TV show set in New York, you’ve most likely heard of the Hamptons. This stretch of coast is the summer retreat par excellence – each little town, village or hamlet has its...

Get around


Francis S. Gabreski

22 min

Montauk (KMTP)

1 hr 0 min

Groton - New London

2 hr 53 min

Train station


6 min

Bus stop

CR 39/Sandy Hollow Rd

24 min

Local shops & services


8 min


29 min


8 min

Points of interest


North Sea Beach

20 min

Booking policies

House Rules

Children welcome (1-12 years)

Infants welcome (under 12 months)

Pets welcome

No smoking

No parties or events

Good to know

Arrival from 16:00

Departure before 10:00

Air con


Cancellation policy

  • Up until



    Cancel at least 60 days before your check-in date for a 50% refund.

  • Not eligible for a refund once your check-in date is under 60 days away.


This home is managed by Bryan

This home is managed directly by a business. A member of their staff will be your point of contact before and during your stay. Bryan and his team are vacation experts, especially when it comes to The Hamptons and surrounding towns. With years of experience, they’re with you every step of the vacation rental process – and they take pride in giving their guests a personalised experience to remember.

Property classified as:

This home is a Plum Guide Award winner.

  • Great hosts, not just great homes – We reject homes managed by hosts who don’t meet our standards of excellence.

The Plum Promise

  • Every home scrutinised by experts, they have to meet our standards.
  • Hosts we knowHigh-quality hosting, with track records of high-quality hosting.
  • Impeccably clean, well maintained homes.
  • Peace of mind in the rare event your host cancels.
  • Rated ‘Excellent’ on Trustpilot, delivering exceptional service before, during and after your stay.