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Elegant 5-Bedroom Hamptons Home with Private Pool

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Exterior
Living room approx. 12’ x 14’ with stone fireplace and deck access.”
Vaulted living room with seating for 10 and open flow to main living areas.”
“Front entry foyer with access to dining room and main living areas.”
“Large recreation room with open layout and dining area.”

Reviews

9.4 out of 10
Exceptional
5 bedrooms2+ bathroomsSleeps 145500 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Air conditioning

Explore the area

View in a map
Hampton Bays, NY
  • Place, Good Ground Park
    ‪2 min drive‬
  • Place, The Hamptons Beaches
    ‪2 min drive‬
  • Place, Regal UA Hampton Bays
    ‪2 min drive‬
  • Airport, Islip, NY (ISP-MacArthur)
    ‪36 min drive‬

Rooms & beds

5 bedrooms (sleeps 14)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

1 Queen Bed

Bedroom 4

2 Double Beds

Bedroom 5

2 Double Beds

2 bathrooms, 1 half bathroom

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet · Shower only

Bathroom 3

Toilet

Bathroom 4

Toilet

Spaces

Deck or patio
Kitchen
Kitchenette
Separate dining area
Garden
Dining area

About this property

Elegant 5-Bedroom Hamptons Home with Private Pool

This beautiful home is located in the private Bay Woods area of Hampton Bays, just minutes from the ocean beaches and the bay. Perfectly positioned midway between Southampton and Westhampton, the property offers both convenience and privacy in a quiet, residential setting.

Set on a beautifully landscaped acre, the home features five spacious bedrooms, open and inviting living areas, and a private pool, creating an ideal setting for relaxation and quality time. Whether enjoying peaceful mornings outdoors, afternoons at the beach, or evenings by the pool, the home provides a true Hamptons retreat.

Designed for comfort and low-key enjoyment, this home is best suited for families and guests seeking a refined, tranquil getaway in one of the Hamptons’ most desirable enclaves.
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Pet friendly
Air conditioning

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House Rules

Check in after 3:00 PM
Minimum age to rent: 21
Check out before 11:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
No large parties allowed
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Pets

Pets allowed: dogs and cats (limit 2 total)
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Smoking

Smoking is not permitted
Don’t put Cigarettes out and garden
Only people included in 14 are allowed on property
No load music after 10pm Only 6 cars ar allowed in

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
Note from host: No large parties allowed
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
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

We should mention

A car is required for transportation to and from this property

About the neighborhood

Hampton Bays

Located in Hampton Bays, this vacation home is near theme parks and near the beach. Shinnecock Nation Cultural Center and Museum and Quogue Community Hall are cultural highlights, and some of the area's activities can be experienced at Regal UA Hampton Bays and Sebonack Golf Course. Southampton Cultural Center and Southampton Arts Center are also worth visiting. Discover the area's water adventures with jet skiing and scuba diving nearby, or enjoy the great outdoors with hiking and mountain climbing.
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Map
Hampton Bays, NY

What's nearby

  • Good Ground Park - 2 min drive - 1.4 km
  • The Hamptons Beaches - 2 min drive - 1.8 km
  • Regal UA Hampton Bays - 2 min drive - 2.1 km
  • Shinnecock Hills Golf Course - 7 min drive - 9.9 km
  • Cooper's Beach - 14 min drive - 14.8 km

Getting around

  • Hampton Bays Station - 3 min drive
  • Westhampton, NY (FOK-Francis S. Gabreski) - 14 min drive

Restaurants

  • ‪Rumba - ‬5 min drive
  • ‪McDonald's - ‬4 min drive
  • ‪Starbucks - ‬3 min drive
  • ‪Francesca's Pizza & Restaurant - ‬2 min drive
  • ‪Panera Bread - ‬4 min drive

Frequently asked questions

Does Elegant 5-Bedroom Hamptons Home with Private Pool have a pool?

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

How much does it cost to stay at Elegant 5-Bedroom Hamptons Home with Private Pool?

As of Mar 7, 2026, prices found for a 1-night stay for 2 adults at Elegant 5-Bedroom Hamptons Home with Private Pool on Jun 3, 2026 start from $1,825, 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 Elegant 5-Bedroom Hamptons Home with Private Pool pet-friendly?

Yes, this property allows cats and dogs (limit 2 total).

How much is parking?

Onsite parking is available at the property.

What time is check-in at Elegant 5-Bedroom Hamptons Home with Private Pool?

Check-in begins at 3:00 PM.

What time is check-out at Elegant 5-Bedroom Hamptons Home with Private Pool?

Check-out is at 11:00 AM.

Where is Elegant 5-Bedroom Hamptons Home with Private Pool located?

Situated near the bay, this vacation home is within 2 mi (3 km) of The Hamptons Beaches, Good Ground Park, and Regal UA Hampton Bays. Meschutt Beach and Ponquogue Beach are also within 6 mi (10 km). Hampton Bays Station is 27 minutes by foot.

Reviews

9.4

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 25 out of 34 reviews
Rating 8 - Good. 7 out of 34 reviews
Rating 6 - Okay. 1 out of 34 reviews
Rating 4 - Poor. 0 out of 34 reviews
Rating 2 - Terrible. 1 out of 34 reviews

9.6/10

Cleanliness

9.0/10

Check-in

9.4/10

Communication

9.8/10

Location

9.6/10

Listing accuracy

Reviews

10/10 Excellent

Sarah A.

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

Wonderful getaway!

My family and I really enjoyed this home. Everything you can think of is provided for you. We would definitely stay here again!
Stayed 5 nights in Jun 2020

10/10 Excellent

Lindsey S.

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

Weekend Getaway

Linda was the perfect host! Her home is amazing and everyone on the trip had the very BEST time! We can’t thank her enough for allowing us to stay in her home!
Stayed 2 nights in Aug 2024

10/10 Excellent

Traci H.

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

Summer Bachelorette

The house was great! Plenty of space and Linda had everything we needed (towels, floats etc).
Stayed 2 nights in Jul 2024

10/10 Excellent

Devin B.

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

AMAZING

Everything was in such great condition. The house was very clean the pool was very nice and a very nice little backyard. 10/10 recommend!
Stayed 2 nights in Jul 2020

10/10 Excellent

Matthew M.

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

Amazing Home

I stayed here with a large group (10) and found The home to be better and more beautiful than the pictures implied. Linda clearly goes above and beyond with amenities and once she gets you set up stays out of your hair. The pool and deck area were huge and a great place to relax. I would definitely recommend this place to anyone looking for a house in the Hamptons area.
Stayed 3 nights in Jul 2020

10/10 Excellent

Helena T.

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

BEAUTIFUL HOME AND GETAWAY!

Absolutely a beautiful home and highly recommend! the decor was stunning, the kitchen was fully stocked from spices to pans to kitchen appliances -eg there were 3 different types of coffee machines! the pool and deck is fabulous and a very cool grill. the owner was very helpful and was very responsive. HIGHLY RECOMMEND!
Stayed 3 nights in Aug 2020

8/10 Good

Sam D.

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

Weekend Trip

The house was really lovely! Very clean and spacious. Kitchen is extremely well stocked. Overall a really nice trip. As other comments mentioned, AC zone control is a bit off. We had some trouble turning on the grill but eventually figured it out. Additional fee for pool heating.
Stayed 2 nights in Jul 2024

8/10 Good

mieke b.

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

Good location to avoid Hamptons traffic

We enjoyed our stay here - 3 generations gathered and we loved having a pool! Linda was very responsive. Easy drive to beaches and Splish Splash (about 30 min). Two notes: Stairs are spiral stairs that might be tough for older folks or very young kids (the elderly person in our group slept in the one main bedroom on the ground floor). Setting the AC so that the top floor is OK makes the basement very cold (which was great for sleeping but fyi)
Stayed 6 nights in Jun 2024

10/10 Excellent

Tricia M.

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

Great house and great service

I stayed at Linda’s property with a group of friends and our husbands (13 people). We had a great stay, the house was clean and spacious - with multiple indoor and outdoor hang out areas and a great pool. The temperature was much warmer in the upstairs bedrooms and much colder in the basement (understandable), so plan accordingly with your group! Linda was very communicative and responsive when we had questions and was super helpful. We would definitely return and recommend to anyone! Thanks Linda.
Stayed 3 nights in Jul 2023

8/10 Good

Stu K.

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

Review

House worked well for our family group although I would be careful to closely watch small kids on circular stair case. House was well equipped. AC needs a zone control. Basement rooms were too cold and upstairs was too warm.
Stayed 3 nights in Jul 2023

8/10 Good

Matthew S.

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

Hampton bays

We stayed at the house for my father’s 75th birthday. We had 13 guests and the house was able to accommodate us all. The pool was wonderful. Everyone loved the floats. We did have to turn on the heater manually. We thought it would be on before we arrived. Also, the listing said there was a hot tub, but there wasn’t. The house was stocked with a lot of cooking supplies, which made making meals easy. The location was great. We visited the bay a few days while there. Linda was fast to reply to when I had questions. I would suggest making guests aware of any scheduled maintenance crews who may be coming to the house. That way guests can plan their stay accordingly. The temp in the house was tricky to manage and varied by floor. All that to say, the house was great and my family and I had a wonderful time.
Stayed 3 nights in Jun 2024

10/10 Excellent

Eric B.

Lovely week in spacious house

My wife, myself and our 2 sons spent a lovely week at Linda's house in Hampton Bays. The deck is a great place to hang out. There are 2 sections - one with a table and 2 sitting areas, and the second with pool and lounge chairs. There is a system in place to keep gnats off the deck which makes it super pleasant to swim and hang out. There are many blow-up pool toys including several to lie on in the pool. The house has hard wood floors and comfy furniture in the living room. There is a dvd player and tons of movies. Linda is very responsive and sent over the maid to turn on the dishwasher when we couldn't figure out how to do it. There is a neighborhood across the street with a 2 miles loop which was great for walks and jogging. Hampton Bays is a very short ride by car (or medium walk) and beach is about a 10 minute ride by car ($25 per car for day pass). Southampton is under a 20 minute car ride. So, to summarize, it was a wonderful and relaxing week in very comfortable surroundings!!
Stayed 7 nights in Aug 2018

2/10 Terrible

Heidi Z.

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

Worst host I’ve ever met. Please be careful…

We booked this house listed as having 6 bedrooms. Before finalizing, we confirmed this with the host via chat (she confirmed there are 6 bedrooms). However, upon arrival, we found only 5 bedrooms. This was a major issue as we specifically needed 6 bedrooms for our group. When we called the host, she initially denied any mistake. After showing her the proof, she admitted it but refused to apologize or offer a solution. Instead, she got angry and threatened to kick us out when we asked for reasonable compensations, saying her brother, who lives nearby, would come over immediately to force us out. This was incredibly unprofessional and frightening. It’s in Long Island and during long weekend, we cannot find another place to host us as a large group. This is a very terrible experience and she is the worst host I’ve ever met.
Stayed 2 nights in May 2024

10/10 Excellent

Rebecca S.

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

Great stay

We had a great stay at Linda's house. Our two small children had a bit of trouble with the spiral staircase, but otherwise the house is very family friendly. Kitchen was well stocked with everything we needed and Linda was very responsive whenever we reached out.
Stayed 4 nights in Aug 2022

10/10 Excellent

Evelyn S.

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

Great Space for Families

Conveniently located home: close to town, minutes away from supermarket, drug store, and tons of restaurants. As mentioned in other reviews, the house was stocked thoughtfully with almost everything you need. We were pleasantly surprised to find cake stands and night lights in rooms/bathrooms! Lots of towels and supplies were provided to make the stay so easy. There was plenty of rooms and space both inside and outside. Outdoor area with gated pool was ideal with kids. Pool was surrounded by greenery that made you feel like you were in a separate space. Clean, finished basement, that appeared new, was definitely a plus! Only caution for families with younger children would be the spiral stairs for both upstairs and basement. Linda was responsive whenever we had questions/concerns. There was a storm the night prior to our arrival so the pool was not as expected but Linda quickly addressed our concerns and had it serviced the next morning. Had a wonderful time!
Stayed 5 nights in Jul 2021

10/10 Excellent

Patricia S.

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

Beautiful Home/Great Location/Lovely Owner

What a lovely stay we had at Linda's beautiful house!! The house exceeded our expectations! Linda has the home stocked with literally just about anything you could think of! Super clean and organized! Seamless checking/checkout. The pool was clean and heated as we requested. Very spacious and decorated just beautifully! The bonus was the gem of the newly finished basement! Loved the decor! Such a great space! Convenient location overall..we enjoyed the beaches, the wineries and some fabulous restaurants! Linda was very quick to respond to any question I had before our trip and even during. This was our first experience booking through VRBO and we were beyond pleased! Thank you Linda! Your home was a perfect getaway and just what we needed!!' 👍🏻👍🏻
Stayed 4 nights in Jun 2021

10/10 Excellent

Caitlin J.

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

Best weekend ever!

From the very beginning, Linda was unbelievably accommodating and responsive. The house was absolutely beautiful and had everything we could have needed for our weekend. It was really spacious and more than enough room for 10 people. As mentioned in other reviews, the photos do not do it justice. We spent a lot of our time outside on the deck and in the pool, and even had dinner outside with our private chef, who Linda recommended! The checkout process was a breeze, and allowed us to enjoy our last day without stress. It was a wonderful weekend and we can’t wait to come back! Thanks, Linda!
Stayed 2 nights in Jun 2021

10/10 Excellent

monica m.

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

Great house and pool area

Great spaces, everything is in good shape. Lots of pool toys and deck furniture. Only drawbacks for little kids is the spiral staircase to access the upstairs bedroom floor. Owner very quick to reply to any inquiry or issues.
Stayed 4 nights in Aug 2020

10/10 Excellent

anthony m.

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

Great weekend getaway

My friends and I had a blast staying at Linda’s home. We had 9 in our group and we had enough room to sleep and hangout. Also was a great location being near a shopping plaza and restaurants. Thanks Linda!
Stayed 2 nights in Aug 2020

8/10 Good

Kathy M.

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

Nice house and enjoyable stay

We stayed at Linda’s property with our kids and family. Overall it was a positive experience. Linda had a fully stocked pantry and linen closet which was nice. And the outdoor space is large with plenty of lounge furniture and pool floaties. The re was some confusion at check in, we arrived at 3pm and the cleaning crew was still there and only left at 3:45pm. In addition we had some issues with the pool however, Linda was responsive and called the pool company to stop by and fix the issues. Thank you for an enjoyable stay

6/10 Okay

Kimberly D.

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

Bad experience with owner

We arrived early to see if we could put some perishable items in the fridge. We were met by a very nice cleaning lady who said it would be okay if we did that. Around 215pm the owner came and said they were running behind schedule and the house is still being cleaned and check in was not til 3pm. We waited until 3pm and then entered, but the house was still not completely flipped from the previous renters. The owner said we could come in but would have to work around them. After putting away items, I put up some decorations for the weekend. The owner then raised her voice stating it was ‘the most disrespectful thing she has ever seen’ and ‘why would I put scotch tape on the walls of her million dollar home’. She then proceeded to ask me multiple questions about my weekend and my plans and told us ‘she could shut this down right now’ and she has ‘cameras everywhere and will be monitoring us.’ At about 3:40pm she finally decided to exit the house while our group was already there feeling uncomfortable after spending a TON of money to rent this house from 3pm Friday to 11am Sunday. She continued to sit in her car in the driveway for an additional 15-20mins. She messaged me multiple times about people needing to come to this house to check/repair things which is completely inappropriate when you have renters for 2 days. She also said we needed to move 2 cars into the garage, but there was only room for 1. All the garbages were filled to the brim when we got there, and one of the garage spaces was filled with trash and cardboard. I had to personally move this so we could fit another car. All in all, it was a horrible experience with the owner, but the house itself is great for a large group. I have rented multiple houses and have never experienced this sort of treatment. My suggestion is not to rent your home out if you are not comfortable doing so. For the record, we left the house spotless.
Stayed 2 nights in Jul 2020

10/10 Excellent

Zoe G.

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

Beautiful home in a great spot

My family and I really enjoyed our stay. The home was beautiful, close to nearby beaches and town. My son really enjoyed the pool and ping pong table. Linda was very quick to respond to any questions. All in all a wonderful experience.
Stayed 5 nights in Jul 2020

10/10 Excellent

JENNIFER D.

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

Great house and stay

The house is as described and we have a lovely visit. The host was super responsive.
Stayed 3 nights in Jun 2020

10/10 Excellent

Terry S.

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

Loved our stay at this beautiful Hampton Bays house. This is our second year at this rental.

Perfect home for a family vacation.
Stayed 4 nights in Jul 2019

8/10 Good

Michelle S.

nice

5 mile from the ocean
Stayed 4 nights in Jul 2018

About the host

Hosted by Linda Flanagan

Host profile image
We are a family who has spent many years enjoying the Hamptons and sharing our home with guests who value comfort, privacy, and respect for the space. Hosting allows us to welcome people who are looking for a relaxing, well-maintained home where they can truly unwind. We are attentive hosts, available when needed, and committed to providing a smooth, enjoyable stay.

Why they chose this property

We chose the Bay Woods area of Hampton Bays for its peaceful, private setting while still being close to everything the Hamptons has to offer. The neighborhood is quiet and residential, surrounded by nature, yet just minutes from ocean beaches, the bay, and local restaurants. It offers the perfect balance of seclusion and convenience

What makes this property unique


What sets our home apart is the combination of space, privacy, and location. Set on a beautifully landscaped acre, the property offers a rare sense of calm and openness, along with a private pool and generous living areas. It’s designed for relaxed gatherings, quality time, and quiet enjoyment — a true Hamptons retreat rather than a rental house.

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