Entire home
Unique Modern Barn House in Sag Harbor
Holiday home in Sag Harbor with private pool and kitchen
Photo gallery for Unique Modern Barn House in Sag Harbor





Reviews
10 out of 10
Exceptional
5 bedrooms 5+ bathrooms Sleeps 10 3800 sq ft
Popular amenities
Explore the area

Sag Harbor, NY
- Place, Havens Beach2 min drive
- Place, Bay Street Theatre3 min drive
- Place, Sag Harbor Marine Park4 min drive
- Airport, New London, CT (GON-Groton - New London)
Rooms & beds
5 bedrooms (sleeps 10)
1st Floor Bedroom
1 Queen Bed
2nd Floor Bedroom
1 Queen Bed
2nd Floor Bedroom
1 Queen Bed
Lounge / TV Room
1 Double Futon
Main floor master bedroom
1 King Bed
Penthouse Master Bedroom
1 King Bed
5 bathrooms, 1 half bathroom
Bathroom 1
Bathroom 2
Bathroom 3
Bathroom 4
Bathroom 5
Bathroom 6
Spaces
Deck or patio
Porch or lanai
Kitchen
Balcony
Garden
Dining area
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 is closed after Labor Day week.
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 is closed after Labor Day week.
Add dates for prices
Amenities
Pool
Hot tub
Kitchen
Washing machine
Dryer
Pet-friendly
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10.0 out of 10, (38 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 35
Check out before 11:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets allowed: dogs less than 9 kg per pet (limit one pet total)
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 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
Sag Harbor is home to this holiday home. Home Sweet Home Museum and Osborn - Jackson House Museum are local landmarks, and some of the area's attractions include Sag Harbor Whaling and Historical Museum and South Fork Natural History Museum and Nature Center. Children's Museum of The East End and East Hampton Village Nature Trail and Wildlife Sanctuary are also worth visiting.

Sag Harbor, NY
What's nearby
- Havens Beach - 2 min drive - 1.1 km
- Sag Harbor Old Burying Ground - 3 min drive - 2.2 km
- Bay Street Theatre - 3 min drive - 2.5 km
- Sag Harbor Marine Park - 4 min drive - 2.5 km
- Wolffer Estates Vineyard - 10 min drive - 7.7 km
Getting around
Restaurants
- Sing City - 4 min drive
- SagTown Coffee - 4 min drive
- Sag Pizza - 4 min drive
- Harbor Market & Kitchen - 3 min drive
- Sag Harbor Tavern - 4 min drive
Frequently asked questions
Reviews
10
Exceptional
10/10
Cleanliness
10/10
Check-in
10/10
Communication
9.8/10
Location
10/10
Listing accuracy
Reviews
30 Sept, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 7 nights in Sep 2025
10/10 Excellent
John B.
3 Aug, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
John B.
Stayed 6 nights in Jun 2025
10/10 Excellent
Tom W.
12 Jan, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Stay
Tom W.
Stayed 7 nights in Dec 2024
10/10 Excellent
Justin B.
22 Aug, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house!
Justin B.
Stayed 11 nights in Aug 2024
10/10 Excellent
jess w.
14 Jul, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect property all around
jess w.
Stayed 9 nights in Jun 2024
10/10 Excellent
Allison F.
23 Aug, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay!
Allison F.
Stayed 7 nights in Jul 2024
10/10 Excellent
Taryn M.
18 May, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful Property!
Taryn M.
Stayed 7 nights in May 2024
10/10 Excellent
Billie W.
27 Jun, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
A lovely stay!
Billie W.
Stayed 35 nights in May 2023
10/10 Excellent
Brian M.
2 Dec, 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Splendid Sag Harbor Stay!
Brian M.
Stayed 6 nights in Nov 2021
10/10 Excellent
Ilyse L.
1 Sept, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Sag harbor vacation
Ilyse L.
Stayed 7 nights in Aug 2024
10/10 Excellent
Linda L.
24 Jul, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing house!
Linda L.
Stayed 11 nights in Jun 2023
10/10 Excellent
Wendy K.
30 Jun, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
The Perfect Home (10/10)
Wendy K.
Stayed 5 nights in Jun 2025
10/10 Excellent
Brett M.
30 Jul, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Family Gathering
Brett M.
Stayed 7 nights in Jul 2024
10/10 Excellent
Gary G.
7 Dec, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
What a Place!
Gary G.
Stayed 7 nights in Nov 2024
10/10 Excellent
kim V.
1 Oct, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
kim V.
Stayed 7 nights in Sep 2025
10/10 Excellent
Brooke J.
22 Jul, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fabulous Home in Sag Harbor
Brooke J.
Stayed 7 nights in Jul 2023
10/10 Excellent
Caroline K.
7 Dec, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Spectacular stay
Caroline K.
Stayed 10 nights in Nov 2022
10/10 Excellent
Patricia B.
9 Oct, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Very enjoyable stay!
Patricia B.
Stayed 8 nights in Oct 2022
10/10 Excellent
Dylan R.
20 Sept, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing stay!
Dylan R.
Stayed 7 nights in Sep 2022
10/10 Excellent
Nonna P.
6 Sept, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful Home
Nonna P.
Stayed 14 nights in Aug 2022
10/10 Excellent
Dayna L., New York, New York, United States
17 Aug, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great home for a family!
Dayna L.
Stayed 10 nights in Aug 2022
About the host
Hosted by Iris

Languages:
English, Chinese (Mandarin)
Premier Host
They consistently provide great experiences for their guests
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