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5 BR Newly Renovated. Entertainers Dream. 5 min from Beach & Town of Sag Harbor

Photo gallery for 5 BR Newly Renovated. Entertainers Dream. 5 min from Beach & Town of Sag Harbor

Pool
Exterior
Pool
Grand living room with real fireplace, open to dining room, kitchen, and deck
Living area

Reviews

9.4 out of 10
Exceptional
5 bedrooms5 bathroomsSleeps 9

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning

Explore the area

View map
Sag Harbor, NY
  • Place, Foster Memorial Town Beach
    ‪2 min drive‬
  • Place, The Hamptons Beaches
    ‪2 min drive‬
  • Place, Cooper's Beach
    ‪28 min drive‬
  • Airport, Montauk, NY (MTP)
    ‪51 min drive‬

Rooms & beds

5 bedrooms (sleeps 9)

2nd Master with ensuite Bathroom "Main Floor"

1 King Bed

Bedroom 3 "Main Floor"

1 King Bed

Bedroom 4 "Lower Level"

1 Queen Bed

Bedroom 5 "Lower Level"

1 Single Bed

Master Bedroom "Main Floor"

1 King Bed

5 bathrooms

2nd Master bath

Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shower only · Shampoo · Hair dryer

Lower Level bath

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Main Level Shared Bathroom

Soap · Towels provided · Shower only · Shampoo · Hair dryer

Master bath

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Upper level Bath

Soap · Toilet · Shower only · Shampoo · Hair dryer

Spaces

Deck or patio
Kitchen
Separate dining area
Garden
Dining area

About this property

5 BR Newly Renovated. Entertainers Dream. 5 min from Beach & Town of Sag Harbor

Just minutes from Main St in Sag Harbor, Long Beach, Wolffer Vinyard, and Sagg Main Beach - 16 Breezy Drive is a perfectly located, brand-new gut remodel, with over 3500sqft interior and an entertainer's dream yard - on a quiet cul-de-sac street. Great for all ages and families. The home is a relaxing retreat complete with 5 bedrooms (2 primaries), 5 bathrooms, and an open living room and kitchen (also has a 2nd living room). The home is equipped with amazing outdoor living features including a heated swimming pool, enclosed bar, fire pit, 70'' outdoor TV, 2 decks, Grill, 2 Outdoor dining areas, and great lawn space with lush landscaping throughout - completely private and quiet! The Garage has been converted into a gym and spa with Sauna. The Home is a 'smart home' so all lighting and entertainment can be controlled by a touch of a button. SONOS sound system throughout which can be controlled from any smartphone or tablet. Five minutes from ONE OF The Top Ten Main Streets in the U.S. and Waterfront Marinas & Beaches, where you can rent boats, kayaks and enjoy other water activities. The Ocean side beach (in East Hampton, South Hampton, Montauk and more are between 15-45 minutes away).

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House Rules

Check in after 4:00 PM
Minimum age to rent: 30
Check out before 10:00 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: dogs less than 23 kg per pet (limit one pet total)
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Smoking

Smoking is not permitted

Important information

You need to know

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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property

About the area

Sag Harbor

Located in Sag Harbor, this holiday home is near the beach. The area's natural beauty can be seen at The Hamptons Beaches and Cooper's Beach. Sag Harbor Whaling and Historical Museum and Bay Street Theatre are also worth visiting.
View more Holiday homes in Sag HarborOpens in a new window
Map
Sag Harbor, NY

What's nearby

  • Foster Memorial Town Beach - 2 min drive - 2.1 km
  • The Hamptons Beaches - 2 min drive - 2.1 km
  • Sag Harbor Marine Park - 6 min drive - 5.0 km
  • Shinnecock Hills Golf Course - 23 min drive - 21.7 km
  • Cooper's Beach - 28 min drive - 23.8 km

Getting around

  • Bridgehampton Station - 9 min drive
  • East Hampton, NY (HTO) - 15 min drive

Restaurants

  • ‪Harbor Market & Kitchen - ‬8 min drive
  • ‪Estia's Little Kitchen - ‬6 min drive
  • ‪Sag Pizza - ‬8 min drive
  • ‪Tutto il Giorno - ‬8 min drive
  • ‪LT Burger - ‬8 min drive

Frequently asked questions

Does 5 BR Newly Renovated. Entertainers Dream. 5 min from Beach & Town of Sag Harbor have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

How much does it cost to stay at 5 BR Newly Renovated. Entertainers Dream. 5 min from Beach & Town of Sag Harbor?

As of 30 April 2026, prices found for a 1-night stay for 2 adults at 5 BR Newly Renovated. Entertainers Dream. 5 min from Beach & Town of Sag Harbor on 19 May 2026 start from NZ$2,175, 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 5 BR Newly Renovated. Entertainers Dream. 5 min from Beach & Town of Sag Harbor pet-friendly?

Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 23 kg per pet.

How much is parking at 5 BR Newly Renovated. Entertainers Dream. 5 min from Beach & Town of Sag Harbor?

On-site parking is available at the property.

What time is check-in at 5 BR Newly Renovated. Entertainers Dream. 5 min from Beach & Town of Sag Harbor?

Check-in begins at 4:00 PM.

What time is check-out at 5 BR Newly Renovated. Entertainers Dream. 5 min from Beach & Town of Sag Harbor?

Checkout is at 10:00 AM.

Where is 5 BR Newly Renovated. Entertainers Dream. 5 min from Beach & Town of Sag Harbor located?

Situated by the sea, this holiday home is within 3 miles (5 km) of Foster Memorial Town Beach, The Hamptons Beaches and Sag Harbor Whaling and Historical Museum. Channing Daughters Winery and Elizabeth A. Morton National Wildlife Refuge are also within 3 miles (5 km).

Reviews

9.4

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. 22 out of 26 reviews
Rating 8 - Good. 1 out of 26 reviews
Rating 6 - Okay. 1 out of 26 reviews
Rating 4 - Poor. 1 out of 26 reviews
Rating 2 - Terrible. 1 out of 26 reviews

9.8/10

Cleanliness

10/10

Check-in

9.2/10

Communication

9.6/10

Location

9.6/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Kolleen Z.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We enjoyed our stay! Would definitely go there again.
Stayed 3 nights in Sep 2025
Verified

10/10 Excellent

Stephanie P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
House was perfect for our family! Clean and welcoming. Had everything we needed in kitchen for Christmas meal. Need to come back and enjoy the pool and outdoor amenities when it gets warmer! Thank you!
Stayed 3 nights in Dec 2025
Verified

2/10 Terrible

Lala K.

Disliked: Communication
The host was unable to help a Medical Emergency and I never was refunded or responded to.
Stayed 3 nights in Nov 2025
Verified

10/10 Excellent

Laura S.

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

Wonderful!

Great house and location! Very clean and comfortable. Our family thoroughly enjoyed our stay.
Stayed 3 nights in May 2025
Verified

10/10 Excellent

paul v.

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

Great stay

House and owner all tops .. very responsive to couple of inquires with TV and BBQ . 5 stars
Stayed 5 nights in Jun 2025
Verified

10/10 Excellent

Patricia W.

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

Enjoyable stay!

Very enjoyable stay in a great home!
Stayed 2 nights in Jan 2024
Verified

10/10 Excellent

Michael K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a most enjoyable time. The home is beautiful and very well equipped in the kitchen and certainly comfortable throughout. Rooms are spacious and roomy with an abundance of TV's throughout. The balcony is wonderful, the grills are great, and the outdoor pool area is fabulous. To note, there are a number of steps to get between levels, but it was great to share our mulit-generational gathering.
Stayed 7 nights in Jul 2025
Verified

10/10 Excellent

Antonella Z.

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

Great Getaway

Less than 10 minutes into town, this property was not only beautiful but a perfect location with privacy and convenience. The property owner/manager was very communicative when answering questions before during and after booking. The house was clean and well kept, and was the perfect setting for a girls weekend getaway.
Stayed 3 nights in May 2025
Verified

10/10 Excellent

John H.

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

Great place

Couldn’t have been happier with our stay at the house. Awesome location, and the house was just as described, which made for a great stay!
Stayed 14 nights in Aug 2020
Verified

10/10 Excellent

Katherine C.

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

Long Weekend in the Hamptons

This beautiful home was spotless, well equipped and matched all the photos on the VRBO site. Detailed instructions and recommendations were provided in advance and at the site. The home was a short drive to a well-stocked market and the village of Sag Harbor filled with great restaurants and boutiques. Central to explore the other villages in the Hamptons and Montauk. A visit to the Hamptons has always been on my bucket list and we all had a wonderful time!
Stayed 3 nights in Apr 2025
Verified

10/10 Excellent

Stacy P.

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

Delivered

The property was great !!!
Stayed 4 nights in Aug 2024
Verified

10/10 Excellent

Karen S.

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

Birthday celebration

Great property - very comfortable and gorgeous renovation! Short drive to Sag Harbor and surrounding towns. We will be back!
Stayed 5 nights in May 2023
Verified

10/10 Excellent

Michael C.

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

Wedding weekend

Beautiful house with ample room. Spotlessly clean. Owner very accommodating, allowing an early arrival so we wouldn’t be rushed for the wedding rehearsal. Had to text the property manager with one question during the stay and got reply within minutes. Very comfortable house.
Stayed 3 nights in Nov 2024
Verified

10/10 Excellent

Verified traveller

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

Best Stay for Family, Friends & Celebrations

This property was incredible for entertaining the 7yr old to the 70yr old in our family. It is teenager approved which says a lot (in his words, the pool was awesome). Beautiful interior and exterior. And the pics match the reality. Great for groups of friends or family gatherings. We will be back!
Stayed 5 nights in Jun 2023
Verified

10/10 Excellent

Danielle K.

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

End of Summer Vacation

We spent the last week of summer here with our family. My husband and I were able to easily work from the home while our boys enjoyed the beautiful outdoor space and pool all week long. This is a great house for families. Everything was in impeccable order. We have a wonderful and fun stay.
Stayed 7 nights in Aug 2020
Verified

10/10 Excellent

Hollis C.

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

Absolutely wonderful

We did a little celebration with the girls and wanted to stay in a place that had everything you needed and this place had more! The place was just as it looked in the photos. There was enough space for everyone to sleep comfortably and to congregate. Our group especially liked the pool and sauna. The host was also really great at communicating. 10 out of 10!
Stayed 3 nights in Jun 2024
Verified

10/10 Excellent

Cathy L.

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

Happy Birthday Safta!

We were there to celebrate our mother, mother-in-law, grandmother’s 80th Birthday. The house was perfect! Wonderful kitchen and dining area! Very comfortable for relaxing and being with each other. Thank you so very much. The Lissacks
Stayed 3 nights in Dec 2023
Verified

10/10 Excellent

Javier E.

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

Christmas Weekend

My family and i enjoyed our stay at the house. We were there from December 22 - 26. The house was accuratly described and was vet syitable for our christmas celebration. The open floor plan made it easy for us to gather around the kitchen to prepare and enjoy our meals. The hiuse was fully sticked with all appliances abd house wares. The host was very accessibke and made the rental process very easy. Please note there are several flights of stairs from the garage to the top floor. Overall i highly recommended renting the property.
Stayed 4 nights in Dec 2023
Verified

4/10 Poor

Chana L.

Liked: Check-in, location
Disliked: Communication

Dishonest and Unhelpful Property Manager

The property has potential, but it was not guest-ready. Outdoor areas were cluttered with old furniture, toys, and broken items. The garage and fridge had personal belongings, and broken baby-proofing was left throughout.Inside, TVs and sound systems were unplugged or miswired. Help was minimal, we were told to check manuals or wait days for a technician. One issue wasn’t acknowledged for two days, by which point someone in our group had fixed it.We booked this home after careful research, confirming key details with the host beforehand, including that the pool would be open, heated, and fenced. He provided written confirmation.Upon arrival, the pool was closed, not heated, and had no fence, with no warning. When we asked, the host was rude and dismissive, claiming “all pools in the Hamptons are closed until May” and denying his previous messages before later backtracking.The 5th bedroom/office had no duvet, so we had to buy one. Also, large portable AC units in each room, not shown in the listing, taking up significant space. The home has good features and could be a great rental with better care, but our experience with the host was very disappointing.Additionally, after reporting our concerns to VRBO, Christian responded with false claims of mess. We left the home spotless - trash removed, dishes done, towel load started - but he refused to provide any evidence.We rarely leave negative reviews, but we hope this helps future renters make an informed choice.
Stayed 12 nights in Apr 2025
Verified

6/10 Okay

Nanette M.

Liked: Check-in, communication, location

Top Floor Family, Kitchen and Dining in the treehouse

Property owner/manager responded quickly with information about the AC. We were able to use the house when we arrived early. There was an abundance of white towels. The washing machine and dryer were convenient. The location was close to Sag Harbor. The landscaping and pool area are well maintained. However, the sprinkler sytem came on after 4 every day and you couldn't sit near the tables or the lounge chairs. The alarm system beeped every morning and had to be silenced. The lower level (basement) with the two bedrooms(one, a study) was damp and hot without air circulation. Our family members were not comfortable. The stairway up to the top floor (eating, dining and living area) became a problem with groceries and taking out the garbage. The deck off of the top floor is nice, like being in a tree house. I hope that the owner considers replacing the umbrella, table and chairs. The dishwasher needs to be replaced. It doesn't clean the dishes or glassware. Some information could be left about the lighting on the top floor. It's strange to see power strips for small appliances on the counter in a newly "renovated" rental property The cookware is very old and should be replaced. At the end of the block there was construction/crews on two homes. The rental property is pet friendly, a big plus and allowed us to rent for a shorter period of time and not for the season. I wish that I had had a better understanding of the layout of the rooms and knew more about the stairway.
Stayed 17 nights in Aug 2024
Verified

10/10 Excellent

Kate W.

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

Sag Harbor Sanctuary

We thoroughly enjoyed our stay. The home is immaculately clean and even more inviting than the pictures depict. The 360 views on second floor living/entertaining space make you feel like you are staying in a treehouse—it’s magical. House is well-equipped, owners are responsive and check in/out was a breeze. We will be back!
Stayed 3 nights in Oct 2019
Verified

10/10 Excellent

Dan G.

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

Wonderful family rental

Stayed here with our family of four for five days through Labor Day. The house is newly renovated and everything is in pristine condition. The house is wired with the newest technology and we had music playing throughout the house during our stay. We also made great use of the electric fire pit which was a great way to spend family time. It's located on a quiet cul de sac, which was a great place to teach our kids how to bike ride away from car traffic. The owners were very accessible. We would definitely recommend this house.
Stayed 5 nights in Aug 2019
Verified

10/10 Excellent

Michelle D.

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

Beautiful home in Sag Harbor

Stayed here with friends and family and truly enjoyed our weekend. This beautiful 5 bedroom newly renovated home is perfect. Every detail is pristine with wonderful outdoor space. The pool and fire pit allowed us to enjoy the outdoors. There is a large deck off of the kitchen area with stunning furniture and a grill, making it easy to bbq and enjoy family time. Each bedroom and bathroom are brand new and perfectly decorated. The home is extremely clean with everything you can think of to make your weekend stay fun ! Thank you to the wonderful owners who are always accessible by phone / text to answer any question . Can’t wait to return in the fall!
Stayed 3 nights in Aug 2019
Verified

10/10 Excellent

Kerry B.

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

Gorgeous home, awesome amenities, I'd recommend over and over!

My family and I searched for a number of homes on HomeAway and other sites and decided upon this one initially because of its convenience to the town of Sag Harbor, beaches, etc. Upon arrival, we were very impressed by the home - the pics on this site do not do it justice. This place is a brand new gut renovated home with everything you would need for a family or for entertaining. Gorgeous kitchen/living area, the bedrooms were spotless (and the beds were soooo comfy!), and the pool area made for some amazing days! We stayed at the home more than we planned - cooked in, grilled out, lounged in the atrium area for shade, had breakfast in the mornings on the upper deck...really, it was all just lovely. It was minutes from town, so we got to enjoy several great restaurants - one of our faves was Tutto il Giorno. So many good ones tho! Sagg Main Beach was like a 15 minute drive and then Wolffer Estate was about 10 minutes. So easy to get to so many cool places! We did have questions on the security system and contacted the owner for it. He answered the call right away and helped us through it. The service was impeccable. I'd recommend for any family or group of friends to rent this home...and we will definitely be rebooking next year!
Stayed 3 nights in Aug 2019
Verified

10/10 Excellent

Betsy B.

Stayed 3 nights in Sep 2025

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