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Unique Modern Barn House in Sag Harbor

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Outdoor pool, a heated pool - Unique Modern Barn House in Sag Harbor (Sag Harbor)
Outdoor pool, a heated pool - Unique Modern Barn House in Sag Harbor (Sag Harbor)
Exterior - Unique Modern Barn House in Sag Harbor (Sag Harbor)
6 bedrooms, desk, free WiFi, bed sheets - Unique Modern Barn House in Sag Harbor (Sag Harbor)
Dining - Unique Modern Barn House in Sag Harbor (Sag Harbor)
Escape to 74 Hillside Drive East, a luxurious retreat in Sag Harbor. This stylish modern barn house boasts expansive outdoor seating decks and is just steps from the exclusive bay-side community beach and historic Downtown Sag Harbor. With a welcoming living area, Poggenpohl kitchen, wine cooler, mini bar and gourmet coffee bar at your disposal you are sure to unwind in comfort.

Reviews

10 out of 10
Exceptional

Entire home

6 bedrooms6 bathroomsSleeps 10353 sq m

Popular amenities

  • Hot tub
  • Kitchen
  • Washer
  • Dryer

Add dates for prices

About this property

Unique Modern Barn House in Sag Harbor

  • Offering thoughtful design and impeccable details throughout, this retreat in Sag Harbor promises to be the sanctuary you’ve always dreamed of. From the stylish modern barn house construction to the expansive two-tiered outdoor seating decks, luxury and comfort spills out of every corner of this luxury residence.

    The 3800 square-foot home is extremely accommodating, living up to its barn house design by lending purpose in every detail. The home is just steps from the exclusive bay-side community beach and historic Downtown Sag Harbor, a former whaling and shipping port and long-standing destination of the elite. Between the quaint downtown, private beach access, and sheer opulence and practicality of the home itself, 74 Hillside Drive East presents the perfect trifecta. This truly is a destination worthy of the most discerning of travelers.

    Natural light and tranquility pours into this 5 bedroom, 7.5 bath home, with floor-to-ceiling windows covering almost every square foot of its living space. Entertaining has never been more simple, or more stylish, than on this first level - a pure definition of open-concept, effortless living. A welcoming living area with brick Rumford fireplace is exceptionally airy with its double-height ceiling, and option to flow seamlessly to the sweeping adjacent pool deck. The Poggenpohl kitchen is unassuming yet stunning in its polished modernity and provides everything even the most refined culinary artists would expect. Visitors will also enjoy the wine cooler, mini bar, and gourmet coffee bar.

    Dine indoors or out, warmed by a poolside wood-burning fireplace and built-in heat lamps, and surround yourself with lush lawns, mature trees, and a zero-edge heated pool and spa.

    The master suite has direct access to the expansive upper sun deck, is veiled by automated blackout curtains, and at the center of the room a sleek gas fireplace. Guests are guaranteed optimal comfort and privacy; their rooms are positioned within a designated suite, with three of the bedrooms offering en-suite baths.

    Tasteful and palatial decor throughout with an unmatched location central to beaches and charming Sag Harbor, this destination residence has potential to be the most memorable vacation experience yet.

    House has outside security cameras on all exteriors side including pool area

    Note: Pool/Hot tub is open from Memorial Day though Labor Day and closed thereafter for the winter

Property amenities

Pool/Spa

  • Heated pool
  • Hot tub
  • Outdoor pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop

Dining

  • Dining table

Bedrooms

  • 6 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 5.5 bathrooms
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room

Entertainment

  • Smart TV

Outdoor areas

  • Balcony
  • Barbecue grill
  • Garden

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • One pet total (up to 20 lbs per pet)

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Housekeeping (on request)

Things to do

  • Heated pool

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)

General

  • Garden
  • Housekeeping (on request)
  • Unit size: 3,800 square feet

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Garden
Canoe Place Waterfront Residences
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  • Pool
  • Kitchen
  • Washer
  • Dryer
10.0 out of 10, Exceptional, 1 review
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Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 35

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

Pets allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
1 total (up to 20 lbs per pet)
Restrictions apply; for more information contact the property at the number on the booking confirmation

Children and extra beds

Children are welcome

Events

No events allowed

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
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
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

Frequently asked questions

Does Unique Modern Barn House in Sag Harbor have a pool?

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

Is Unique Modern Barn House in Sag Harbor pet-friendly?

Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 20 lbs per pet. Some restrictions may apply, so please contact the property for more details.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Unique Modern Barn House in Sag Harbor?

Check-in begins at 4:00 PM.

What time is check-out at Unique Modern Barn House in Sag Harbor?

Check-out is at 11:00 AM.

Where is Unique Modern Barn House in Sag Harbor located?

Situated in Sag Harbor, this vacation home is within a 5-minute walk of Sag Harbor State Golf Course and The Hamptons Beaches. Havens Beach and Sag Harbor Old Burying Ground are also within 2 mi (3 km).

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Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 21 out of 21 reviews
Rating 8 - Good. 0 out of 21 reviews
Rating 6 - Okay. 0 out of 21 reviews
Rating 4 - Poor. 0 out of 21 reviews
Rating 2 - Terrible. 0 out of 21 reviews

10

Cleanliness

9.8

Location

Reviews

Verified

10/10 Excellent

Tom W.

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

Great Stay

My family and I rented the house over the holidays and had an amazing stay. The house has great amenities and George was very attentive and helpful. Would definitely recommend and stay again
Stayed 7 nights in Dec 2024
Verified

10/10 Excellent

jess w.

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

Perfect property all around

Living space was large enough for multiple families and each room offered en suite bathroom. Location was perfect as it offered easy beach access and was close to town.
Stayed 9 nights in Jun 2024
Verified

10/10 Excellent

Allison F.

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

Great stay!

House is beautiful. It perfectly equipped with a well stocked kitchen, comfortable bedrooms and beautiful furnishings. Owner was very easy to communicate with and open to help with anything.
Stayed 7 nights in Jul 2024
Verified

10/10 Excellent

Linda L.

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

Amazing house!

I cannot say enough positive things about this house. The house was bright, spacious, with lots of common places to gather while having enough spaces for privacy. The pool was great and very easy for adjusting temperature settings. The location was terrific as well, being very close to the beach and easily accessible to town. We can’t wait to return!
Stayed 11 nights in Jun 2023
Verified

10/10 Excellent

Ilyse L.

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

Sag harbor vacation

We had a great week at george and iris’s lovely home in sag. The proximity of the home to sag harbor shopping and restaurant district as well as haven beach (block away) was great! House was clean, organized and uncluttered. There was space for everyone and my family particularly enjoyed the back porch area which was completely shaded with options lighting and fans and plenty of seating. George was very pleasant and quick to respond.
Stayed 7 nights in Aug 2024
Verified

10/10 Excellent

Brett M.

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

Family Gathering

I've stayed in a few houses in the neighborhood and I've returned to this one. It's in a great location, a block-and-half to the private beach and a five minute drive or 35 minute walk to the village. The house is well designed and beautiful. It feels new, clean and spacious, like a five-star hotel. The two-story windows in the back provide tremendous light and great views of the bird-filled trees. All the bedrooms are en suite which makes a real difference. The large covered deck off the back of the house functions like an additional entertaining space which was great when having guests rain or shine. The pool and spa are perfect. Robert, the property manager, responded to all my questions and needs quickly and efficiently. Couple of suggestions - because the house has most everything you need, the owners might want to stock the kitchen with salt, pepper, cooking oils, coffee and tea and possibly a couple of beach chairs. And I'd like to see privacy shades on the primary bathroom windows. That said - I love this house and I'll be back.
Stayed 7 nights in Jul 2024
Verified

10/10 Excellent

Gary G.

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

What a Place!

I was looking for a quiet luxury home between Boston and New York where our children could meet up with their parents and spend Thanksgiving week. Never been to Long Island/Sag Harbor so I was looking forward to seeing the area. This is a beautiful home with everything, literally. Kitchen and supplied cooking tools and appliances were beyond awesome. A Miele in wall coffee maker. Wed are all foodies so did pretty much all of our own cooking. 3 ovens, one of which is a steam oven. Silverware, plates, glasses; plenty of everything and labels everywhere to put everything back where it belonged. Every room with a private bath. Nice quality linens. Quite neighborhood complete with wild turkeys. The pool and spa were closed for the season. Every sliding door to the patio/pool has an alarm that works and can't be disabled. No children in our group so it was occasionally annoying when went off but I get why they are there. Our children had a chance to relax and unwind from stressful jobs. A few even did some remote work. Good Wifi here too. Short walk to the beach. In short, a perfect home for a family retreat with all adults and still plenty of room for children.
Stayed 7 nights in Nov 2024
Verified

10/10 Excellent

kim V.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Loved the stocked kitchen for cooking. Wish they had spices. Everything clean.
Stayed 7 nights in Sep 2025
Verified

10/10 Excellent

John B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Incredible property!! A perfect place if you want to stay in Sag Harbor. Everything is modern and updated. The hosts were very responsive. Everyone in our group absolutely loved the house- will definitely be back!
Stayed 6 nights in Jun 2025
Verified

10/10 Excellent

Justin B.

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

Great house!

We had a great stay and would definitely come back!
Stayed 11 nights in Aug 2024
Verified

10/10 Excellent

Melissa F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was perfect for our group. The 6 en-suite bedrooms allowed all 5 couples to have plenty of privacy. The common areas in the house were excellent and allowed us to spend time together. The hot tub was a huge hit with the entire group. The location was very good, especially the 5 min walk to a beautiful private beach. And the proximity to Sag Harbor was amazing. The street is transition, but the house and location made up for it. We had a fantastic time and would recommend this house very strongly.
Stayed 7 nights in Sep 2025
Verified

10/10 Excellent

Billie W.

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

A lovely stay!

This home is spacious and comfortable. We genuinely enjoyed our time!
Stayed 35 nights in May 2023
Verified

10/10 Excellent

Taryn M.

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

Wonderful Property!

Beautiful home with separate space for everyone and close to water and town!
Stayed 7 nights in May 2024
Verified

10/10 Excellent

Brian M.

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

Splendid Sag Harbor Stay!

Our family had the most amazing Thanksgiving week in this beautiful home where every aspect of it was well-cared for — it was spotless, spacious, well-stocked and a sublime experience for our entire family ages 1 to 60+. It had everything you would want and need in a vacation property and more. We can’t wait to return!
Stayed 6 nights in Nov 2021
Verified

10/10 Excellent

Brooke J.

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

Fabulous Home in Sag Harbor

This property was the perfect place for our stay in Sag Harbor this summer! It’s clean, modern, has every amenity at the home you could ask for. It’s in such a peaceful neighborhood near the Main part of town where we could enjoy a bike ride to the village or walk to the end of the street and enjoy the beach. The owner was quick to respond to any questions we had, which we few since they provided detailed instructions prior to our arrival. I highly recommend this property!!
Stayed 7 nights in Jul 2023
Verified

10/10 Excellent

Wendy K.

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

The Perfect Home (10/10)

We stayed at the home in late June 2025. The pictures on VRBO are very accurate, although it appears the house now has a longer table, which means more seating (8 chairs3 at island). Pool now has more seating around the pool (4 luxurious chairs.with 2 large high-end umbrellas). We stayed with eight people… Every bedroom has its own dedicated bathroom, which was very helpful. The pool and hot tub are amazing. I believe the pool and hot tub were saltwater so you can stay in the pool all day long and not have chemical slime on your skin. Both are heated and heat up rather quickly. There is a large weber grill also on the back deck, the back and front deck appears to be teak wood(very smooth/soft on the feet) no exposed screws the wood is attached from the underneath so no splinters or cut feet, etc.. The house is very well equipped with all utensils, pots/glasses,coffee maker, grill kit and one set of washer/dryer on bottom level and another set just off master bedroom making it very easy to wash clothes/towels for a large group(ton of towels provided) The private Bay Beach. Is about a football field down the street and it is a very nice clean beach. We had bicycles which was great, you can ride through the neighborhood almost all the way down to Sag Harbor, you only have to go out onto the main road for about 40 yards and then dive back into the neighborhood ..then you wind by the main marina/harbor in town ..about a 10 to 15 minute bike ride. Awesome stay, highly recommended.
Stayed 5 nights in Jun 2025
Verified

10/10 Excellent

Caroline K.

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

Spectacular stay

The house is very very organized, spacious, clean, beautiful and convenient. The locations is amazing, cute and calm neighborhood, pretty close to an amazing beach and bay. The owners were always easy to access and helpful. I will be back and also recommend to my friends.
Stayed 10 nights in Nov 2022
Verified

10/10 Excellent

Patricia B.

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

Very enjoyable stay!

We wanted to stay an extra day because the weather had been so terrible and we had the time.. George was very accommodating to help us make that happen. We would return for sure .
Stayed 8 nights in Oct 2022
Verified

10/10 Excellent

Dylan R.

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

Amazing stay!

My family and I had the best stay! George and Iris were super nice and easy to communicate with and the house was absolutely perfect! It was clean, well organized, and overall just beautiful! We look forward to coming back next summer! Thank you so much for everything!
Stayed 7 nights in Sep 2022
Verified

10/10 Excellent

Nonna P.

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

Beautiful Home

We had an amazing stay. The house is well equipped with everything that you can imagine. Everyone was very impressed with the home.
Stayed 14 nights in Aug 2022
Verified

10/10 Excellent

Dayna L.

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

Great home for a family!

We loved our stay in this meticulous rental! Just a short walk to a beautiful, private bay beach, this extremely well-equipped house has everything! We especially appreciated that each bedroom has a beautiful marble ensuite bathroom! The owner was very responsive and helpful and made every effort to be informative. We highly recommend this rental to any group, as it is well situated, well-equpped, a quick walk to the beach, and a quick drive to the heart of Sag Harbor.
Stayed 10 nights in Aug 2022