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Secluded Sag Harbor Cottage - HUGE pool and separate bungalow/pool house

Photo gallery for Secluded Sag Harbor Cottage - HUGE pool and separate bungalow/pool house

A room with a white door, a large potted plant, a woven chair, and a mirror on the wall.
A spacious loft with high ceilings, skylights, a dining area with white chairs, a sofa, and a TV.
A room with a skylight, a window with a life preserver hanging, and a door with a floral curtain.
A swimming pool with two swans, surrounded by trees and a potted plant.
A small wooden cabin with a glass door leading to an interior with a visible lamp.

Reviews

9.6 out of 10
Exceptional
Just off the beach, this cottage offers a relaxing retreat. It accommodates 5 guests with 2 bedrooms and 1 bathroom. Enjoy 1 outdoor pool and a patio for outdoor relaxation. Engage in water activities at the nearby marina, and explore Mashashimuet Park and the Sag Harbor Whaling and Historical Museum. The property is pet-friendly.

Highlights

  • Even better in person

    Guests say this property exceeds expectations.

  • Outdoor pool

    The outdoor pool is a refreshing retreat under the open sky - a rare gem in this area.

  • Centrally-located

    You're never far from where you need to be with this convenient location.
2 bedrooms1 bathroomSleeps 5

Popular amenities

  • Private pool
  • Onsite parking available
  • Pet-friendly
  • Kitchen
  • Washer
  • Air conditioning

Explore the area

View in a map
Sag Harbor, NY
  • Place, Mashashimuet Park
    ‪1 min drive‬
  • Place, Oakland Cemetery
    ‪2 min drive‬
  • Place, The Hamptons Beaches
    ‪3 min drive‬
  • Airport, Montauk, NY (MTP)
    ‪49 min drive‬

Rooms & beds

2 bedrooms (sleeps 5)

Bedroom 1

1 Queen Bed

Bedroom 2

2 Twin Beds

Bedroom 3

1 Double Bed

1 bathroom

Bathroom 1

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Office
Outdoor play area
Garden
Dining area

About this property

Secluded Sag Harbor Cottage - HUGE pool and separate bungalow/pool house

The rental is for the entire property.

This is a real country cottage - renovated with cathedral-style ceilings with finished exposed beams, clean all white interior, hardwood floors, with large skylights and screened-in porch!

The huge 30'+ x 40'+ L-shaped pool has a 10-foot deep end, diving board, and water slide.

Located just a mile from Main Street Sag Harbor and at the end of a private driveway the fenced-in 200 x 100 foot property is far from any roads and offers complete privacy.

Two bedrooms, one bath, a large kitchen/dining/living area, and a screened-in porch.

A separate a guest "bungalow" with sliding glass door, four double-hung windows, a ceiling fan, and full size futon bed is a third "bedroom" or can double as a pool house or office or studio (shown in last three photos). The bungalow provides a quiet and beautifully private space for teleworking or to hold online meetings.

Huge yard - an over-sized hammock and picnic table, Weber grill, lawn/pool furniture and a lot of room to play complement the large swimming pool.

Walking/biking distance to Sag Harbor Village (1 mile) and Long Beach, 10-minute drive (5 miles) to ocean beaches.

W/D, DW, WIFI, Cottage is also handicap accessible. Please feel free to reach out with any questions!
Our prices include all fees. No hidden fees.

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House Rules

Check in after 3:00 PM

Check out before 11:00 AM

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Children

Children allowed: ages 0-17

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Events

No events allowed

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Pets

Pets allowed: limit 4 total

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Smoking

Smoking allowed: in designated areas

Check-out instructions

The host requires you complete the following before checking out:

Load and start the dishwasher

Strip any used beds and gather used towels

Remove personal items and remove leftover food and drinks

Turn off the lights

Leave furniture as it was, thank you for staying with us!

Failure to complete these may result in a negative review from the host.

Important information

You need to know

Property # 1550788
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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room

About the neighborhood

Sag Harbor

Located in Sag Harbor, this cottage is near the beach. The area's natural beauty can be seen at The Hamptons Beaches and Cooper's Beach. Ready for a night out? Consider The Watermill Center and The Stephen Talkhouse. Spend some time exploring the area's activities, including winery tours.
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Map
Sag Harbor, NY

What's nearby

  • Mashashimuet Park - 1 min drive - 1.1 km
  • Oakland Cemetery - 2 min drive - 1.8 km
  • The Hamptons Beaches - 3 min drive - 2.9 km
  • Sag Harbor Marine Park - 4 min drive - 2.9 km
  • Wolffer Estates Vineyard - 9 min drive - 8.8 km

Getting around

  • Bridgehampton Station - 8 min drive
  • East Hampton, NY (HTO) - 12 min drive

Restaurants

  • ‪Sag Harbor Tavern - ‬5 min drive
  • ‪Sag Pizza - ‬4 min drive
  • ‪Harbor Market & Kitchen - ‬4 min drive
  • ‪Tutto il Giorno - ‬4 min drive
  • ‪Sen - ‬4 min drive

Frequently asked questions

Does Secluded Sag Harbor Cottage - HUGE pool and separate bungalow/pool house have a pool?

Yes, this property has an outdoor pool.

How much does it cost to stay at Secluded Sag Harbor Cottage - HUGE pool and separate bungalow/pool house?

As of Sep 12, 2026, prices found for a 1-night stay for 2 adults at Secluded Sag Harbor Cottage - HUGE pool and separate bungalow/pool house on Sep 13, 2026 start from $958, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Secluded Sag Harbor Cottage - HUGE pool and separate bungalow/pool house pet-friendly?

Yes, this property allows pets (limit 4 total).

How much is parking?

Onsite parking is available at the property.

What time is check-in at Secluded Sag Harbor Cottage - HUGE pool and separate bungalow/pool house?

Check-in begins at 3:00 PM.

What time is check-out at Secluded Sag Harbor Cottage - HUGE pool and separate bungalow/pool house?

Check-out is at 11:00 AM.

Where is Secluded Sag Harbor Cottage - HUGE pool and separate bungalow/pool house located?

Situated near the beach, this cottage is within 2 mi (3 km) of Sag Harbor Whaling and Historical Museum, Sag Harbor Old Burying Ground, and The Hamptons Beaches. Bay Street Theatre and Sag Harbor Marine Park are also within 2 mi (3 km).

About the host

Hosted by Evan Lemonides

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