The Chestnut Cottage

4 guests 2 bedrooms 3 beds 1 bath

Managed by Johanna
  • Steps from Circle Beach A few blocks on foot. No driving required.
  • Private hot tub + backyard Grill, outdoor space, and your own hot tub under the trees.
  • Pets welcome Skip the platform fee. Book direct with Johanna.

A note from your host

From Johanna.

Recently renovated and designed for comfort, this Sag Harbor beach cottage has everything you need for an easy, restful stay. All-new beds, a modern fully equipped kitchen, and an expandable dining table perfect for long dinners or game nights. Step outside to a peaceful backyard with a grill, private hot tub, and plenty of space to unwind under the trees.

What this place offers

  • Beach access
  • Full kitchen
  • Wifi
  • Free parking on premises
  • Private hot tub
  • Pets allowed
  • TV
  • Washer + dryer in unit
  • Drip coffee maker
  • Outdoor grill

What's nearby

Walking distance

  • Circle Beachfew blocks
  • Bay Street Theater (on Long Wharf)nearby
  • Long Wharf + working marinanearby
  • Sag Harbor Cinemanearby
  • Sag Harbor Whaling Museumnearby
  • Old Whalers' Churchnearby
  • Havens Beachnearby

A short drive

  • Sag Harbor village center5 min
  • Shelter Island (via South Ferry)10 min + ferry
  • East Hampton Village18 min
  • Southampton Village20 min
  • Montauk Point Lighthouse40 min

Where you'll be

Sag Harbor, New York

Exact address shared after booking confirmation.

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The Chestnut Cottage

All 7 photos

Living room with queen bed
01 / 07 · Living room
Cottage exterior with mature trees
02 / 07 · Exterior
Fully equipped modern kitchen
03 / 07 · Kitchen
Bedroom 1 with queen bed
04 / 07 · Bedroom 1 (queen bed)
Private hot tub in peaceful backyard
05 / 07 · Private hot tub + backyard
Bedroom 2 with two twin beds
06 / 07 · Bedroom 2 (2 twin beds)
Bedroom 1 queen bed, second view
07 / 07 · Bedroom 1, second view

About this stay

The Chestnut Cottage

The Chestnut Cottage living room with queen bed and bright windows

Recently renovated and designed for comfort, this Sag Harbor beach cottage has everything you need for an easy, restful stay. All-new beds make for a great night's sleep, the modern kitchen is fully equipped for cooking at home, and the expandable dining table is perfect for long dinners or game nights.

Step outside to a peaceful backyard with a grill, private hot tub, and plenty of space to unwind under the trees. You'll be just a few blocks from Circle Beach and a quick five-minute drive to the village - the ideal Hamptons escape for slow mornings, beach days, and cozy nights in.

Guests have full access to the entire home: modern kitchen, living spaces, both bedrooms, the backyard, grill, and private hot tub. The cottage is yours throughout your stay with no shared areas or interruptions.

Sleeping: 1 queen bed and 2 twin beds. Sleeps up to 4 guests comfortably.

Check-in: After 3:00 PM. Checkout: Before 11:00 AM. 4 guests maximum.

65 amenities

What this place offers

Outdoor

  • Beach access
  • Private hot tub
  • Outdoor grill
  • Free parking on premises

Kitchen

  • Full kitchen
  • Drip coffee maker
  • Expandable dining table

Bedroom & laundry

  • All-new beds
  • Washer
  • Free dryer - in unit

Entertainment

  • TV
  • Wifi

Pets

  • Pets allowed

Safety

  • Exterior security cameras on property
  • Carbon monoxide alarm
  • Smoke alarm

65 total amenities on AirBnB. Ask Johanna for the full list.

DESTINATION GUIDES

Sag Harbor field notes.

Destination two of four

Sag Harbor, NY

A whaling-village turned weekend retreat on the eastern end of Long Island. Long Wharf marina, brick storefronts, the off-season Hamptons quiet NYC weekenders drive three hours for.

Field notes

  1. 01
    Long Wharf marina and Main Street. Brick storefronts, working boats, harbor lookout.
  2. 02
    Cedar Point Lighthouse trail. Forty-minute hike. Best in late afternoon.
  3. 03
    Off-season weekend windows. October through April reads like a different town.
  4. 04
    Whaling Museum. Best small-town museum on Long Island.

Stay in Sag Harbor

Sag Harbor moored boats sunset
Long Wharf marina, late September.
Sag Harbor lighthouse
Cedar Point lighthouse approach.
Sag Harbor sunset water
Bay at sunset, mid-October.
Sag Harbor pier shore
Pier and shore, off-season.
01 / 04