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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 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 spacious loft with high ceilings, skylights, a dining area with white chairs, a sofa, and a TV.
A small wooden cabin with a glass door leading to an interior with a visible lamp.

Reviews

9.8 out of 10, Loved by Guests
Top 10% of guest reviews in this area
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

  • Dive into relaxation
    Unwind in the top-rated pool, your perfect spot for relaxation.
  • 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
  • Patio
  • Toys
  • Barbecue grill
  • Breakfast available
  • Onsite parking available

Explore the area

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

Rooms & beds

2 bedrooms (sleeps 5)

Bedroom 1

1 Queen Bed

Bedroom 2

2 Single 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!

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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 to 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 # 1550788vb
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
On-site parties or group events are strictly prohibited
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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

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.
View more Cottages in Sag HarborOpens in a new window
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
  • Cooper's Beach - 28 min drive - 23.4 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.

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

On-site 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?

Checkout 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 miles (3 km) of Mashashimuet Park, Sag Harbor Whaling and Historical Museum and Sag Harbor Old Burying Ground. The Hamptons Beaches and Bay Street Theatre are also within 2 miles (3 km).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 9 out of 11 reviews
Rating 8 - Good. 2 out of 11 reviews
Rating 6 - Okay. 0 out of 11 reviews
Rating 4 - Poor. 0 out of 11 reviews
Rating 2 - Terrible. 0 out of 11 reviews

8.6/10

Cleanliness

9.8/10

Check-in

10/10

Communication

10/10

Location

9.2/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Relaxation!

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.
Stayed 3 nights in Jul 2023
Verified review

8/10 Good

Liked: Check-in, communication, location

Great pool, location

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!
Stayed 5 nights in Jun 2023
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location

Secluded and Quiet

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.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

4th of July

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.
Relaxing in the hammock.
Poppy loved the pool!
Poolside charcuterie!
Stayed 3 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Extremely Relaxing Escape from NYC

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.
Stayed 7 nights in Sep 2020
Response from VrboOwner on 8 Oct, 2020
We have been taking for granted the beauty of that walk from our cottage into the Village of Sag Harbor, particularly passing by the historic homes along Main Street, and the picture-perfect Mashashimuet Park and Otter Pond. Thanks for reinvigorating our appreciation of that beautiful walk! And thank you for taking such loving care of our little hideaway, we would love to have you and your family back next summer!
Verified review

10/10 Excellent

Liked: Check-in, communication, location, listing accuracy
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!
Stayed 3 nights in Aug 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Original, authentic cottage in lovely, private area

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 !
Stayed 15 nights in Nov 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!
The wonderful pool in October.
The beautiful view, sitting from the front enclosed porch.
Every morning, waiting patiently to play frisbee!
The pool at night in October.
Stayed 4 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Check-in, communication, location, listing accuracy

Best host that is out there and the best pool!

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!
Response from VrboOwner on 25 Oct, 2020
It was a such a pleasure renting our cottage hideaway to Petek! Petek is the kind of person that exemplifies the joy experienced when interacting with genuinely good people. Petek left the cottage spotlessly clean. We only rent our cottage for a limited portion of the summer season. We would welcome Petek back again anytime and recommend her highly to any potential home owner seeking to rent.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

July 4th Weekend

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!
Stayed 4 nights in Jul 2019
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 8 nights in Aug 2026

About the host

Hosted by Evan Lemonides

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