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Modern Luxury w/ Private Pool. 5 min from Beach & Town of Sag Harbor

Holiday home in Sag Harbor with private pool and kitchen

Photo gallery for Modern Luxury w/ Private Pool. 5 min from Beach & Town of Sag Harbor

Exterior - complete with pool, loungers, basketball hoop and ping pong table
Entrance to home
Kitchen & Living Room area with skylights and fire place
Kitchen & Living Room area with wood-burning fire place, 75 inch flat screen TV
Exterior view - with outdoor tv, dining and BBQ grill

Reviews

9.4 out of 10
Exceptional
5 bedrooms3+ bathroomsSleeps 10

Popular amenities

  • Parking available
  • Dryer
  • Pet-friendly
  • Washer
  • Fireplace
  • Pool

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
    ‪25 min drive‬
  • Airport, New London, CT (GON-Groton - New London)
    ‪180 min drive‬

Rooms & beds

5 bedrooms (sleeps 10)

Bedroom 6

1 Crib

3 bathrooms, 1 half bathroom

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet · Shower only · Jetted bathtub

Bathroom 3

Toilet · Shower only

Bathroom 4

Toilet

Spaces

Deck or patio
Kitchen
Balcony
Separate dining area
Garden
Dining area

About this property

Modern Luxury w/ Private Pool. 5 min from Beach & Town of Sag Harbor

This multi-level home is located on a quiet cul-de-sac in Sag Harbor. Features 5 bedrooms, 3 1/2 baths. Custom kitchen and baths. Indoor/outdoor living with lush landscaping and pool. SONOS sound system throughout which can be controlled from any smartphone or tablet. Air conditioner, heat, alarm system, and lighting can also be controlled remotely. Some new upgrades include an outdoor TV, outdoor ping pong table and B-ball hoop. 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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Amenities

Pool
Kitchen
Washing machine
Dryer
Pet-friendly
Air conditioning

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House Rules

Check in after 4:00 PM
Minimum age to rent: 21
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)
Prior Approval. Pet Fee $300
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Smoking

Smoking is not permitted
Outside only

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 by the sea. St. David AME Zion Church and North Main Street Historic District are local landmarks, and some of the area's activities can be experienced at Channing Daughters Winery and Noyac Golf Club. Sag Harbor Whaling and Historical Museum and Off the Rocker are also worth visiting. Waterskiing and sailing offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and hiking/biking trails nearby.
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Map
Sag Harbor, NY

What's nearby

  • Foster Memorial Town Beach - 2 min drive - 1.8 km
  • The Hamptons Beaches - 2 min drive - 1.4 km
  • Wolffer Estates Vineyard - 10 min drive - 9.5 km
  • Cooper's Beach - 25 min drive - 21.0 km
  • Montauk Point - 46 min drive - 55.1 km

Getting around

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

Restaurants

  • ‪SagTown Coffee - ‬8 min drive
  • ‪Sing City - ‬8 min drive
  • ‪Sag Pizza - ‬8 min drive
  • ‪K Pasa - ‬8 min drive
  • ‪Lulu Kitchen & Bar - ‬8 min drive

Frequently asked questions

Does Modern Luxury w/ Private Pool. 5 min from Beach & Town of Sag Harbor have a pool?

Yes, this property has a pool.

Is Modern Luxury w/ Private Pool. 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. Some restrictions may apply, so please contact the property for more details.

How much is parking at Modern Luxury w/ Private Pool. 5 min from Beach & Town of Sag Harbor?

On-site parking is available at the property.

What time is check-in at Modern Luxury w/ Private Pool. 5 min from Beach & Town of Sag Harbor?

Check-in begins at 4:00 PM.

What time is check-out at Modern Luxury w/ Private Pool. 5 min from Beach & Town of Sag Harbor?

Checkout is at 10:00 AM.

Where is Modern Luxury w/ Private Pool. 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 Oakland Cemetery. Sag Harbor Whaling and Historical Museum and Channing Daughters Winery are also within 3 miles (5 km).

Reviews

9.4

Exceptional

9.4/10

Cleanliness

9.6/10

Check-in

9.4/10

Communication

9.8/10

Location

9.0/10

Listing accuracy
Rating 10 - Excellent. 52 out of 64 reviews
Rating 8 - Good. 7 out of 64 reviews
Rating 6 - Okay. 3 out of 64 reviews
Rating 4 - Poor. 1 out of 64 reviews
Rating 2 - Terrible. 1 out of 64 reviews

Reviews

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic home, and a great host! My family and I were more than pleased with our stay there over Labor Day weekend. The home accommodated all of our required needs for the weekend, close to the beach, 5 minutes from Main Street, and plenty of room for the family. Would definitely stay there again!
Stayed 3 nights in Aug 2025

10/10 Excellent

Mary Ellen G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful property !!!!! Spacious and clean
Stayed 2 nights in Sep 2025

6/10 Okay

Michele O.

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

Nice … but

Description did not highlight the multiple staircases at the property. Too many steps. Plumbing and insect issues.
Stayed 3 nights in Oct 2024

8/10 Good

Dulce D.

Liked: Cleanliness, check-in, communication, location

Nice property, but not great for all ages

Stayed a long weekend with my in-laws, mother, husband and 5 month old baby. The house is beautiful and located in a very quiet neighborhood, but the property description failed to mention the rooms are spread across 3 floors with steep staircases which we were not conducive for older parents and carrying a baby up and down. All the doors and stairs were quite creaky and loud, making nap time with our baby quite an adventure. Host was attentive although at times I didn't get answers to important questions. All the doors to the exterior are super tricky to lock and one of the doors was faulty and we had to sleep with it unlocked as we couldn't figure out what to do. Kitchen, living and dining area are beautiful and spacious. Beds are super comfy and outdoor spaces are also beautiful, however, just beware that given the lush greenery in the backyard and neighborhood there are lots of insects and critters in the summer. Pool is large but requires constant cleaning due to the amount of dead bugs and fallen leaves. Host mentioned that someone would come to clean the pool but we never saw anyone come during our 5 day stay so we ended up cleaning it ourselves every day. Also please note that as stated in the description, heating the pool is extra (could be hundreds of dollars per day according to the host). This could be a great option for a young and able bodied group looking for a quiet getaway. I wouldn't recommend for children or older relatives.
Stayed 4 nights in Jun 2025

6/10 Okay

DONNA M.

Liked: Cleanliness, communication

Nice House

There are no instructions at all in the home. The check in guy never showed to show us how to use anything. While the owner is very nice, he has not been AT the house for quite sometime. I took my time to let him know all the things that were out of place and needed repair. The top floor -where we spend all of our time-is ungodly hot; while the bottom floors are freezing cold. The air conditioning system is not throughout the house and does not work properly . You will be charged for the pool heater as we barely used it (never touched heater temp) and we were charged. The pool toys are dirty and old and cannot be used. You have to drive to downtown -you cannot walk anywhere from house. Must climb many steps to live here (should be pictured in listing). For what it costs to stay here -things should be PERFECT and there should not be additional fees (besides cleaning). I left the house immaculate and even started the laundry but did not receive a review.
Stayed 7 nights in Jul 2021

10/10 Excellent

Mary B.

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

Contemporary comfortable elegance

This is a gorgeous home in an idyllic setting. The height gives you beautiful summer breezes The decor is most attractive with contemporary art throughout andm the art is lighted as well as the columns as you enter. We were five ladies from Dallas - we like our own bedrooms, a comfortable gathering spot for wine and cards of which this is most appealing and a safe secure environment. The home is so well appointed and close enough to shop and dine in a different city each day in the Hamptons. We helped the economy and found so many shops we do not have in Texas. When we came back we felt secure and locked in. Fine Pella windows and doors are everywhere Very attractive bathrooms, an open air kitchen and family room with Viking Appliances, surround sound and large tv We go someplace each year and would definitely recommend this. Chris was a quick answer away if needed. Drawers in the kitchen are so organized and labeled as you pull them out. This home is near as a pin. As we stayed two weeks we paid for cleaning a week in. For over eight hours I saw them working. Itvwacs immaculate. We enjoyed wine on the upper deck but didn’t take advantage of the pool and grill by the pool or in the upper deck As it’s up slightly on a hill we enjoyed wine at an outdoor table at the top deck with the breeze through the treetops.Ate at home one night after going to Round Swamp Farm and had breakfast and coffee everyday there. What a great trip to the Hamptons. Thank you Chris.
Stayed 11 nights in May 2023

10/10 Excellent

Abbey J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our host was amazing and very communicative to my questions throughout the weekend! The house and neighborhood was beautiful as well.
Stayed 3 nights in Sep 2025

8/10 Good

Abbe B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house had a great layout: bedrooms on the lower floors and an expansive living room, dining area, and kitchen on the top with bucolic views. The pool was in a sunny spot, at the right temperature and a joy to swim in. There was a terrific outdoor eating area by the pool that we took full advantage of. We loved that the three main bedrooms had comfortable king-size mattresses. The towels provided for the bathrooms and pool were plentiful and of very good quality. Last, you couldn’t ask for an easier check-out. The negatives were few, slightly annoying, but all easily fixable. In particular, the kitchen needs to be better appointed with sufficient flatware and plates for a house this size, higher-end small counter appliances, and quality cookware. I read in other reviews about the stairs in the house: we really didn’t mind them however, if you have small children, do think to bring a pressure gate for the top flight exiting the main room. Chris, the property manager, was responsive and extremely pleasant; because the house was so easy to live in, we didn’t need to reach out to him much.All in all, our family had an enjoyable and comfortable stay in this Sag Harbor house.
Stayed 7 nights in Aug 2025

2/10 Terrible

Alan H.

Liked: Check-in
Disliked: Cleanliness, communication, listing accuracy
This home does not resemble the pictures - it is smaller than it appears online with a strange layout on three levels. The furniture in the pictures is not the same as in the photos.We had challenges across the board, from a messy pool (which was quickly fixed) and mildew on the mostly broken inflatables. The pool gets very little sun. The refrigerator wouldn't cool lower than 50 degrees when fully loaded with food and there is no icemaker. The drawers fall out and are cracked and broken.The basement rooms were difficult to keep cool, and the bathrooms were a bit run down. If you have more than a few people taking showers in the morning around the same time, the hot water runs out. Strangely, most of the lamps and some of the chandeliers have only one bulb and one is not connected to or near an outlet.The grills were empty of propane and could not be used.The host, while helpful in responding to our first request to clean the pool, was later defensive.
Stayed 2 nights in Aug 2025

8/10 Good

Amber J.

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

Great location - lovely house

It’s a really good location, with a beautiful kitchen, tvs everywhere, bbqs in great locations, great pool with lots of toys, it felt like a rental as it had no cleaning suppliers (broom vacuum) kitchen could be better stocked no oil, no paper towels, no chopping boards and we had some issues to start with but the owner was super helpful - all in all it was a good stay. Lots of stairs so do not stay here if that is an issue for you.
Stayed 7 nights in Jul 2025

10/10 Excellent

Susan P.

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

Great place for a friends getaway

We had a wonderful weekend at this home. The house is beautifully decorated and close to so many things. We enjoyed great restaurants, wineries and museums. The one thing I caution other visitors about is that the living area is on the top floor and access requires climbing stairs.
Stayed 3 nights in Mar 2025

10/10 Excellent

Josiane L.

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

Great!

Great property!
Stayed 2 nights in Mar 2025

10/10 Excellent

Eric

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

Wonderful Spot and Host

Booked this place for the weekend and it did not disappoint! The place was exactly as described, clean, cozy, and well-equipped, making my stay very comfortable. Chris was incredibly friendly, welcoming, and went above and beyond to ensure I had everything I needed. I would definitely recommend this place to anyone looking for a great stay!
Stayed 2 nights in Feb 2025

10/10 Excellent

Resilience O.

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

5 star

Very beautiful home
Stayed 2 nights in Jan 2025

4/10 Poor

Debbie W.

Liked: Cleanliness, communication, location
Disliked: Listing accuracy

Mixed review

When we checked in there was no key to the house and we were told to go through the garage and no key was brought to us. The problem was that one of the bedrooms was in the basement and anyone entering the house would walk through the bedroom that our guest was staying. There was no shampoo or hairdryer in one of the bathrooms. Whoever stays here needs to have no physical needs because the living area was on the third floor. We were supposed to access to the pool, but it was clean and we were told we could heat it if we wanted to or not, but it would not be warm in time for us to use it
Stayed 2 nights in Sep 2024

10/10 Excellent

Elpi P.

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

Great spot near Sag Harbor

This is a great little gem of a place near all that Sag Harbor has to offer. We spent our weekend poolside relaxing and catching up with old friends. Linens and towels were very clean and fresh, beds were perfect. Chris was very communicative throughout our stay!
Stayed 2 nights in Aug 2024

10/10 Excellent

Secontina G.

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

Ultimate Sag Harbor Experience

This house is perfection. Stayed here with my family of ten. House has everything you need and is extremely clean. Communication with host was always quick and easy. Location can’t be beat. Highly recommend!
Stayed 14 nights in Jul 2024

10/10 Excellent

Karen B.

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

Home out of a Movie

The property is the most clean, updated and beautiful we have ever stayed at. The pool is private and surrounded by the most pretty landscape. The kitchen, dining, common area is like a movie set. The balcony, trees and birds is a very relaxing experience. The town and the beach are just five minutes away. The host is very accommodating and very easy to reach. The stay is a true Sag Harbor experience.
Stayed 5 nights in May 2024

10/10 Excellent

Scott M.

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

Winter getaway

The house was just what we were looking for in a winter getaway! Location was perfect about 10 min drive from Sag and about 1 mi from nearest beach to walk (Long Beach). Chris was responsive and easy to contact before and during the trip.
Stayed 4 nights in Dec 2023

8/10 Good

Stephanie S.

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

Fall long weekend

Our group of 9 (plus dogs) enjoyed our stay here for our annual Friendsgiving. The house is a short drive to town and we loved the big kitchen/dining area for group meals. There were a few minor issues with the wifi and heating but the owner responded promptly and was able to resolve them. Note that the listing says there is a hot tub but there is not (there is a pool). Overall, I'd recommend this place for a group trip to Sag Harbor!
Stayed 3 nights in Nov 2023

10/10 Excellent

Lisa B.

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

Beautiful home in great location

Loved our stay in Sag! Proximity to town, the beach and relaxing ambiance at the home made for a fantastic stay.
Stayed 6 nights in Aug 2023

10/10 Excellent

Susan G., Westchester County

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

A week away

The house is lovely. We were very comfortable. We enjoyed the outdoor areas, the living areas. Drive to town was under 10 minutes. Very convenient. The owner is an absolute doll!
Stayed 6 nights in Aug 2023

10/10 Excellent

Willie D.

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

ABSOLUTELY WONDERFUL!

Beautiful property. Chris, the owner, is responsive, knowledgeable and takes pride in his home. Everything you will need for an UPSCALE vacation is at your fingertips. We stay at a lot of VRBO properties, this was by far the best. We booked this 6 mos. in advance and would recommend booking early so as not to loose out on this home. Close to all Hamptons, secluded but SAFE.
Stayed 5 nights in Jun 2023

10/10 Excellent

Kirstin J.

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

Great stay!

We had a great stay at this property, the open plan upper living area and terrace was perfect for a larger group.
Stayed 5 nights in May 2023

10/10 Excellent

Roger M., Chicago

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

Stairway to heaven

Nice home with lots of room for up to 10ppl, beautiful pool and landscaping. Only thing to note is that the the living room, dining room and kitchen are up a flight of stairs; and 2.5 additional bedrooms are down a flight of stairs. At times, those stairs were annoying like when bringing many bags of groceries in. Chris was responsive to our needs or questions.
Stayed 8 nights in Jun 2023

About the host

Hosted by Chris Skowlund

Host profile image
Chris and Kerry are both from the midwest and have been married for about a year. They live and work in New York City and own several investment properties - always in areas where they personally enjoy traveling, so they can enjoy their investments!

Why they chose this property

Sag Harbor is the most charming town in the Hamptons, so we knew this was where we wanted to be. The home is a quick drive away from the town and is also 10 minutes from Bridgehampton and several local wineries, awesome restaurants and of course the beach! The home itself is also awesome just to cozy up in for the day - winter, spring, summer or fall. With spacious bedrooms, entertaining areas, gorgeous kitchen and a lovely outdoor pool, there is no where else you really need to go!

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