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

Sag Harbor, New York
$1566 avg/night
Minimum Stay 2 Nights
Bed 2

Bed

Bath 1

Bath

Home Cottage

Property Type

Sleep 5

Max Sleeps

Night 2 nights

Min Stay

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 offerscomplete 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!

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    4 Total Pets Pet Friendly Service Animals Exempt From Fees
  • BEACH

    Beach Sun Loungers Beach Towels Near The Beach
  • DINING

    Breakfast Available For A Fee Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    2 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 1000 Sq Ft (93 Sq M)
  • KITCHEN

    Blender Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi, With Speed Of 250+ Mbps (good For 3–5 People Or Up To 10 Devices)
  • OUTDOORS

    Barbecue Grill Fenced Yard Garden Outdoor Furniture Patio
  • POOL/SPA

    Outdoor Pool Private Pool
  • BATHROOMS

    1 Bathroom Hair Dryer Shampoo Shower Soap Toilet Paper Towels Provided
  • WORKSPACES

    Computer Monitor Office
  • THINGS TO DO

    Marina Nearby Tennis On Site Winery Tours Nearby
  • ENTERTAINMENT

    Games Smart TV With Cable/satellite Service
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Games Children's Toys Playground
  • LOCATION HIGHLIGHTS

    In A Village Near A Health Or Beauty Spa Near The Bay
  • SERVICES AND CONVENIENCES

    Housekeeping (on Request) Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Designated Smoking Areas Hardwood Flooring In Public Areas If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. Wheelchair Accessible

CheckIn Check-in : 03:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 5

Map Map

School District Availability

Review Review

  • Regina S.

    Submitted Oct 19, 2025

    Stayed Oct 9, 2025

    Incredible! Stayed in October Everything was clean and in great shape. This house surpassed our expectations. The pool was magnificent and sitting in the enclosed front porch every morning with a cup of coffee, listening to the beautiful sounds of nature was what we needed. My husband and our boys had the most wonderful stay! From the moment we walked in, we felt at home. The home was well-equipped with everything we needed. I highly recommend this place, especially if you are looking to relax and be surrounded by nature and privacy. The total fenced in property put me at ease with our boys, so they were allowed to roam the yard. The location was perfect, close to everything. The hosts who felt like family were extremely responsive and friendly, answering any questions and provided us with recommendations for dinner, beaches and anything local. Downtown Sag Harbor is a quaint and charming waterfront village; we loved the stores and the waterfront walk. We can’t wait to stay again next year!

  • Saira K.

    Submitted Aug 26, 2025

    Stayed Aug 21, 2025

    My two friends and I had a lovely stay at this cottage. The pool is divine and Evan communicates so well! We had a plumbing issue and he sent out people to fix it within the hour. It's a 7 minute drive to Main Street and plenty of taxis and Ubers abound if you don't feel like driving. It's very secluded and quiet. Thank you for a lovely weekend!

  • LIsa B.

    Submitted Aug 10, 2025

    Stayed Jul 3, 2025

    Great location with amazing pool! Evan was just a pleasure to work with. He was very kind and assisted us with getting some great reservations at 2 nice restaurants. Evan was very quick with all responses to a few issues and was great to help them to get resolved. I would definitely rent from Evan again.

  • G R.

    Submitted Nov 20, 2023

    Stayed Nov 5, 2023

    The owner was as helpful as possible. Communication and kindness was wonderful. Although we had some issues with accessibility, the owner followed through with solid communication and tried to resolve things. The cottage is so special and beautifully done. Nature is all around-- offering beauty and privacy. Dog friendly to boot! 5 stars !

  • Donna C.

    Submitted Jul 17, 2023

    Stayed Jul 10, 2023

    Our time in this cottage was absolute bliss! Beautiful pool, quiet neighborhood, even some visits from deer! Town is close by and the property is so secluded you have tons of privacy. Most relaxing vacation we have taken.

  • Madeline T.

    Submitted Jul 9, 2023

    Stayed Jun 30, 2023

    This property has an amazing location, and we enjoyed our stay. The pool is wonderful, but the home is very bare bones (we had to purchase paper towels, hand soap, etc). It definitely has a rustic, camp-like feel, but if you're ok with that, it's worth the stay. We also had a dog, so the fenced in yard was a treat!

  • Erich B.

    Submitted Sep 19, 2020

    Stayed Sep 1, 2020

    We had a great time in a lovely space. Evan was very hospitable and always within reach. We spent the majority of time enjoying the large pool and we loved the trampoline too. Sag Harbor is within walking distance and the walk is quite scenic as well. We barbecued twice a day on the expansive property. We hope to return.

  • Petek P.

    Submitted Sep 15, 2020

    Stayed Dec 31, 1969

    Evan is on of the nicest people anyone can interact with! I will be going back to his house for years. He is prompt, responsive, sweet, helpful and caring. The cottage is cute and practical, pool is fantastic and large, neighbors are lovely and its 30 min walking distance to village. We appreciated every minute we spent there!

  • Fiona L.

    Submitted Aug 4, 2019

    Stayed Dec 31, 1969

    This is an older property and like stepping back in time...postively rustic! Nice owners, responsive and available by text or phone. I was assisting an elderly author with his book, so for him the property was ideal.

  • William N.

    Submitted Jul 19, 2019

    Stayed Jul 3, 2019

    I stayed with a small group of friends for 4 nights over the 4th of July and we had a great time. The property is private and is in a great location close to Sag. Evan and Darlene were outstanding hosts. They were accommodating and communicative throughout. The house, pool, and yard were all clean and in great condition when we arrived. The highlight was the outdoor area and pool, where we were able to grill, swim, and enjoy the spacious yard. Would definitely stay again!

Your dates are Available!

Total

Includes taxes and fees
$1,566+
View details