Unique Southold waterfront luxury home with heated pool on Long Creek

Photo gallery for Unique Southold waterfront luxury home with heated pool on Long Creek

A swimming pool with a hot tub area, a gazebo, and a basketball hoop.
A brick pathway leading to a house with a porch.
A two-story house with a covered porch, a small garden with yellow flowers, and a birdcage hanging from the porch.
A front porch with a green door, a bench, and a mailbox.
A kitchen with a granite countertop, white cabinets, a dining area with a glass table and chairs, and a black stove.

Reviews

9.6 out of 10
Exceptional

Highlights

  • Room to spread out
    Enjoy spacious layout that give everyone more room to relax.
  • Enjoy the heated pool
    A rare find in this area - swim in comfort or have a relaxing dip.
  • Centrally-located
    You're never far from where you need to be with this convenient location.

Popular amenities

  • Balcony
  • Swimming pool
  • Toys
  • Barbecue
  • Electric vehicle charging point
  • Air-conditioning

Explore the area

View map
Southold, NY
  • Place, Hashamomuck Pond
    ‪1 min walk‬
  • Place, The Old Field Vineyards
    ‪16 min walk‬
  • Place, The Hamptons Beaches
    ‪42 min drive‬
  • Airport, New London, CT (GON-Groton - New London)
    ‪145 min drive‬

Rooms & beds

4 bedrooms (sleeps 10)

Bedroom #3

1 Queen Bed

Bedroom #4

1 Queen Bed and 1 Crib

Master bedroom #1

1 King Bed and 1 Double Futon

Master bedroom #2

1 Queen Bed

4 bathrooms

Guest bathroom

Bathtub or shower · Toilet

Jack and Jill bathroom

Toilet · Shower only

Master bedroom 1

Toilet · Shower only

Master bedroom 2

Bathtub or shower · Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Office
Balcony
Outdoor play area
Garden
Dining area

Add dates for prices

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About the area

Southold

Located in Southold, this holiday home is on the waterfront. The Old Field Vineyards and Sparkling Pointe are worth checking out if an activity is on the agenda, while those looking for area attractions can visit Custer Institute and Observatory and Railroad Museum of Long Island. Travelling with kids? Consider Greenport Carousel and East End Seaport Maritime Museum. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and horse riding nearby.
View more Holiday homes in SoutholdOpens in a new window
Map
Southold, NY

What's nearby

  • Hashamomuck Pond - 1 min walk - 0.1 km
  • The Old Field Vineyards - 16 min walk - 1.4 km
  • The Hamptons Beaches - 42 min drive - 52.0 km
  • Shinnecock Hills Golf Course - 48 min drive - 58.1 km
  • Cooper's Beach - 57 min drive - 64.3 km

Getting around

  • Southold Station - 5 min drive
  • East Hampton, NY (HTO) - 77 min drive

Restaurants

  • ‪Dunkin' - ‬3 min drive
  • ‪Goldberg’s Famous Bagels - ‬7 min drive
  • ‪Pridwin Hotel - ‬31 min drive
  • ‪North Fork Roasting Co. - ‬2 min drive
  • ‪Michelangelo's - ‬3 min drive

Frequently asked questions

Does Unique Southold waterfront luxury home with heated pool on Long Creek have a pool?

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

Is Unique Southold waterfront luxury home with heated pool on Long Creek pet-friendly?

No, pets are not allowed at this property.

How much is parking at Unique Southold waterfront luxury home with heated pool on Long Creek?

On-site parking is available at the property.

What time is check-in at Unique Southold waterfront luxury home with heated pool on Long Creek?

Check-in begins at 12:00 PM.

What time is check-out at Unique Southold waterfront luxury home with heated pool on Long Creek?

Checkout is at 12:00 PM.

Where is Unique Southold waterfront luxury home with heated pool on Long Creek located?

This family-friendly Southold holiday home is located on the waterfront, within 3 mi (5 km) of The Old Field Vineyards, Custer Institute and Observatory and Sparkling Pointe. Horton Point Park and McCabe's Beach are also within 3 miles (5 km). Southold Station is 27 minutes by foot.

Reviews

9.6

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. 19 out of 21 reviews
Rating 8 - Good. 1 out of 21 reviews
Rating 6 - Okay. 0 out of 21 reviews
Rating 4 - Poor. 0 out of 21 reviews
Rating 2 - Terrible. 1 out of 21 reviews

9.6/10

Cleanliness

9.8/10

Check-in

9.6/10

Communication

9.8/10

Location

9.6/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Had a wonderful stay at Phillip’s beautiful Southold property. The house was well appointed and very comfortable. The property is beautifully situated on Long Creek and has a great pool and bocce court. Phillip was a very accommodating host who was easy to communicate with. We would love to return!
Stayed 7 nights in Sep 2026
Response from VrboOwner on 19 Sept 2026
Carl, it was a pleasure to host you and your friends. So glad you had a good time. Looking forward to your visit next year. Be well! Philip
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely property, plenty of room inside and out. Great WiFi, beautiful pool and hot tub and plenty of outdoor seating. Good location-anything you need is 5 minutes away.
Stayed 7 nights in Aug 2025
Response from VrboOwner on 26 Aug 2025
Thank you for your outstanding review. Have a good year!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We loved this house from the moment we arrived. Beautiful common rooms and living areas, exceptional pool and shaded patio with lots of comfortable seating, outdoor dining table, gorgeous views of the pool and Long Creek from the entire back half of the house. The grandkids absolutely loved the twisting pool slide and the pool in general, which all three generations enjoyed. The kitchen is spacious, modern and extremely well stocked and we cooked family dinners every night except one, when we went to Little Fish Restaurant (highly recommended). We had great communication with Phil, who responded within minutes to every question. The house is full of special belongings, including distinctive furniture, art work, an electric train model of the historic Strasburg Railroad (a huge treat for our 5-1/2-year old grandson) and more. Yet it feels very comfortable and casual. We took full advantage of every room -- the dining room on the two nights it was too hot to eat outside, living room for family card games, den for watching TV and reading, game room, kitchen and the model train room, which is up a ladder, above the game room. All of the beds and bedrooms were very comfortable and the bathrooms are spacious and totally modern.
Stayed 8 nights in Aug 2026
Response from VrboOwner on 10 Aug 2026
Dale, it was real pleasure to host you and your extended family. Thanks for the great review. I'm so glad you all had a wonderful time and look forward to you returning. Have a great year! Philip
Verified review

10/10 Excellent

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

Great Vacation House

Had a great time with my family. House was clean and had great amenities. Pool was awesome. Kids had a great time putting on the green and feeding the koi. Location is great. House is very close to restaurants, beaches and other activities. Highly recommend.
Stayed 7 nights in Aug 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had the most amazing week staying at this beautiful Southold home! From the moment we arrived, we felt right at home. The house is incredibly spacious, spotless, and has such a warm, cozy feel that made it the perfect place for our family vacation.The backyard is honestly like having your own private resort! Between the heated saltwater pool, hot tub, slide, koi pond, and beautiful waterfront views, there was something for everyone to enjoy. The kids were entertained for hours, and the adults loved having a peaceful place to relax and unwind. The little thoughtful touches throughout the home really made a difference and showed how much care goes into this property.The location couldn’t have been better for us. We loved being just a short drive from Greenport (one of our favorite spots), while still being tucked away in such a quiet and peaceful setting. It was the perfect balance of being close to everything but still feeling like we could escape and truly relax.Philip was a wonderful host and made everything so easy. He was great with communication, quick to respond, and you can tell he takes a lot of pride in sharing his beautiful home with guests.We left with so many amazing family memories and honestly didn’t want the week to end. A part of us wants to keep this place a secret so we can have it all to ourselves next time , but it’s too special not to share. We would absolutely love to come back and make more memories here!
Stayed 7 nights in Jul 2026
Response from VrboOwner on 16 Jul 2026
Wow, what a review! Thank you for taking the time to be so thoughtful. I'm thrilled you had such a good time and welcome your family back with open arms! Have great year!
Verified review

10/10 Excellent

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

Beautiful home

Thank you for providing such a beautiful home for our family vacation. You were so accommodating for all our needs and questions before and during our week. The house is perfectly located between beautiful beaches and great golf courses. We golfed every morning and enjoyed the beautifully appointed back garden each evening. Such a lovely location. See you again next year.
Stayed 7 nights in Jul 2019
Response from VrboOwner on 18 Mar 2020
What a lovely review. Thank you so much for the kind words. Hope to see you next year.
Verified review

10/10 Excellent

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

50th wedding anniversary celebration

We rented Philip’s house to have a place for our extended family to stay as we celebrated my parent’s wedding anniversary. The house and its wonderful location really helped make our north folk time memorable. House and property are gorgeous with pictures and descriptions very accurate. Philip is great to coordinate with. My 8 year old loved the neighborhood spending a lot of time scootering and biking around as well as finding shells and rocks by the water on the property. Crib for my niece made travel easy and my son loved the toys in the library. Everyone commented that the beds were very comfortable. We took a day trip to orient point and went to greenport several times in addition to visiting the local wineries. The garden was in full bloom so we got to enjoy some tomatoes! Definitely highly recommend and look forward to visiting again!
Stayed 8 nights in Aug 2021
Response from VrboOwner on 28 Sept 2021
Thank, Karen. It was a pleasure hosting you and your family. You were lovely, respectful guests. We look forward to hosting you again. Have a great year!
Verified review

10/10 Excellent

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

Gorgeous house in a great location!

We stayed at this absolute gem of a house for a week in early August 2020. The check in and out process was very easy. The owner was very responsive, and extraordinarily pleasant in his communications. The house and property were wonderful. Our son thoroughly enjoyed feeding the fish in the koi pond, and watching for jumping fish in the lake. The view of the water from the house is fantastic - so picturesque and peaceful! The house had toys, which our toddler son was delighted to play with, and some kids' books. We also made use of the crib, which was a super helpful addition - we have used pack and plays at other rentals, but a crib is way more comfortable, so it is a great perk to this house!! The house is in an excellent location. We rented bikes during our stay, and biked to coffee shops, restaurants, and wineries. It's also an easy drive to Greenport. The house was very clean, and is very well maintained. The AC, dishwasher, and laundry all worked perfectly. We would rent this house again in the future.
Stayed 8 nights in Aug 2020
Response from VrboOwner on 10 Aug 2020
Tara, it was a pleasure hosting you and your family. You were wonderful guests. So glad you had a fabulous time. My wife and I do our best to insure the comfort of all of our guests. Hope to see you next year when we should have a new pool, hot tub and cabana. Be safe!
Verified review

10/10 Excellent

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

A True Gem

Our stay in Phil's beautiful home was amazing. Our family of 10, 5 adults and 5 children loved all the wonderful amenities. We have been renting in Southold for many years and this house was the best one yet. I actually hate to give it such a great review; I want to keep this secret hideaway to myself! The grandkids all agreed this was their favorite yet. With a beautiful pool with slide and basketball and hot tub, the putting green, cornhole, model trains and dollhouse for the kids, it had something for everyone. They also loved the koi pond and feeding the fish every day. The creek view was lovely and peaceful but the access was not easy for children. From the backyard we saw deer, egrets, herons and Osprey. The house is organized so well. Plenty of space for everyone to enjoy. Four full bathrooms was an extra bonus. My favorite place was the screened in gazebo; great for reading and relaxing in peace. The property was well maintained and very private; it could not have been better. We also loved the location of the property. Quick access to Greenport and Southold restaurants and entertainment. I would definitely try the scenic boat cruise in Greenport with Dave. Phil was a pleasure to deal with, always ready for any question or helpful advice. He even told us to pick the vegetables in his garden for our use. We could not have been more pleased; this was an exceptional vacation with a truly delightful host. Highly recommend this property!
Stayed 7 nights in Jul 2024
Response from VrboOwner on 29 Jul 2024
Wow, what a review! We're so glad you had a great stay. You and your family were the best guests we've every had - so appreciative, thoughtful, careful, neat, etc., etc. It was our pleasure to host you this year and hopefully again next year. Have a wonderful, safe and healthy year!!
Verified review

10/10 Excellent

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

Great family trip to Southold

I rented this house with my spouse and two small children. The house was clean, well stocked with all sorts of supplies for us like napkins and paper towels, the backyard was beautiful, there were toys for kids, and it was comfortable to sit in their family room at night and watch television as well as eat outside on the deck. The beds were also very comfortable and there were lots of extra linens if needed. We had a great stay. Note to the families with small children, it’s probably not the perfect house for you in that the backyard has no fence and opens up onto a waterway, and if you have more than one child there are two bedrooms downstairs and two bedrooms upstairs . However, We did travel with a four-year-old and one-year-old and made it work for us, we just needed to be on guard the whole time in the yard as our kids were intrigued by the water. Our kids really thought the house was a lot of fun we made it work to have one child sleep downstairs and one child sleep upstairs. There also would have been ample room for kids to share a bedroom if that was the preference. Addition to the crib which I knew was coming with the house, there was also a pack and play which would’ve been nice if you were traveling with a larger group or two kids who still use some sort of a crib at night. The washing machine and dryer were brand new and worked fabulously and were a real treat for us New Yorkers. The location of the house was very convenient to the town of Southold and many activities on the North Fork. We did not use the train, but it was also relatively close to the train station from what I could see on the map. We never had a chance to visit The local beach because we had other activities going on for the weekend, but for those traveling with families we thought Harbes family Farm in Mattituck was fantastic. Overall we had a lot of fun and we would return. We appreciated Phillips responsiveness before our arrival.
Stayed 3 nights in May 2019
Response from VrboOwner on 18 Mar 2020
Thank you for the lovely review and glad you had a good time. We look forward to your next visit!
Verified review

10/10 Excellent

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

Perfect home for annual family trip

We vacation to Southold every summer to visit our grandparents. We outgrew the family home with the addition of three babies in the last couple years and needed a new home base. We planned on still spending our days at our grandparents home but the Chasen house was so amazing that we ended up spending majority of our 10 days there! The house was perfect, clean and comfortable with everything we needed for fun and to cook delicious dinners every night. The babies LOVED the back yard. The lawn, swing, garden and koi pond kept them highly entertained. There was plenty of room for 3 couples and 3 kids to comfortably spread out. The house was perfectly located and we loved being on the creek. We are already talking about going back next year. I think we found our new Southold home base!
Stayed 10 nights in Jul 2021
Response from VrboOwner on 5 Aug 2021
What a lovely review, Sierra. Thank you. You and your family were a pleasure to host. We hope to see you next year with the addition of a fantastic swimming pool. Have a great year!
Verified review

10/10 Excellent

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

Rejuvenating time on the North Fork

We spent two weeks at Philip's house. Everything is as-advertised in the posting. The house is in a very quiet neighborhood - just what we wanted. The waterfront location is excellent for those who enjoy canoeing or kayaking (like us). Plenty of great places for walking, too. Philip has invested in a lot of upgrades in the house. The bedrooms are spacious and the Kitchen/Deck area is great to hang out on. All-in-all, just what we were looking for.
Stayed 13 nights in Sep 2020
Response from VrboOwner on 10 Oct 2020
Mendel, thanks for the very nice review. So glad you had an enjoyable, relaxing time. Hope to see you next year when we hope to have a swimming pool, hot tub and cabana. Our minimum stay will be two weeks.
Verified review

10/10 Excellent

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

First time on North Fork

We had a good stay at Philip’s home. The creek was good for kayaking and canoeing. Close to town and lots of farms. Greenport was very charming with lots of good dining options.
Stayed 6 nights in Aug 2020
Response from VrboOwner on 28 Aug 2020
Thanks, JoAnn. Glad you had a good time.
Verified review

2/10 Terrible

Disliked: Cleanliness, communication, listing accuracy

Water problems and dirty

When we arrived and washed our water bottles we immediately noticed water pouring out under the sink. Was like this till late in the evening day 2 when owner secured a plumber. Two nights cooking dinner with water pouring out from under the sink. Mopped it up with all the towels then had to do many loads of laundry so we had towels in the bath. Overall door jams, light switches were dirty. Fallen grout and mold in bathrooms. Dirty fake flowers. Owner was demanding and aggressive to deal with, did not apologize for the inconvenience caused by the water problem and did not offer any compensation until I filed a grievance. Then he offered 1/2 of one night but we were dealing with the water problem for two nights of our four night stay and when I brought that up plus dirt, he withdrew the credit.
Stayed 4 nights in Jul 2020
Response from VrboOwner on 7 Aug 2020
Hi Melissa, I’m sorry you didn’t have a great experience. We have many guests and unfortunately, sometimes things break. All of the plumbers were incredibly busy and we wanted to make sure it was fixed ASAP for you, which required paying double to get someone out the next day. Most people find our place spotless, but we’ve made a note with the cleaners to also check for hard to reach areas for future guests. Thank you for your feedback.
Verified review

10/10 Excellent

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

Home away from quarantine madness

We booked this lovely southold property to get away from the city after three months of quarantine madness. Two families including 2 children. The property was exactly as described and Phillip was responsive about all questions right from the very beginning. We loved the backyard (no issue with the lake and our two year old) and the rooms were all fully stocked. Would visit again!
Response from VrboOwner on 15 Jun 2020
Thanks, Udayan. It was a pleasure to host you and your family. Hope to see you again next year. Best. Philip
Verified review

10/10 Excellent

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

Serenity in Southold

Beautiful property and responsive owner. A lovely place for a restful break.
Stayed 12 nights in Aug 2019
Verified review

10/10 Excellent

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

Great Place for Family Gathering

My extended family of 9 (5 adults and 4 teens) had a wonderful stay at Phillip's property. We enjoyed mornings and evenings on the back porch, made a couple of big, nice dinners using Phillip's well-stocked kitchen and grill, gathered around the TV for movies, and slept great! Our favorite feature was the back porch and view of the water (which is exactly how pictured in the photos). The location is fantastic as well--with easy access to the beach, restaurants, wineries, and farm stands. Highly recommended!
Response from VrboOwner on 18 Mar 2020
Thank you for the wonderful review, Stephanie! So glad you and your family enjoyed your stay at our home.
Verified review

10/10 Excellent

Beautiful home in a very nice area close to the vineyards and ferry

We loved our stay at this beautiful home situated on a peaceful river despite the weather not cooperating for our weekend. The home was clean and well appointed with everything we needed and more. The neighborhood was very peaceful and seemed safe for children. We were only 5 mins from the first vineyard on our stop and 5 mins from quaint Greenport Center and about 20 mins from the Orient Point ferry. Philip, the owner of the home, was very responsive to our questions despite being in Europe at the time. He also had an electric plug-in port which was great for our plug-in hybrid. We would absolutely stay here again the next time we come to the North Fork of Long Island.
Stayed 3 nights in Apr 2019
Response from VrboOwner on 18 Mar 2020
Thanks, Dayne. Very kind of you. Your review will help with all future rentals. Glad you had a good time!
Verified review

10/10 Excellent

Great Northfork Getaway!

This house was perfect for a stay on the North Fork. Very clean, everything was as advertised! Location is perfect...close to Greenport and wineries, secluded enough for quiet nights on the back deck. Would love to spend time here again!
Stayed 3 nights in Oct 2018
Verified review

10/10 Excellent

Beautiful home. Great place for any kind of getaway

We loved our weekend at this home! Our family of 6 adults and 1 toddler had a wonderful weekend at this home. Plenty of bedrooms and bathrooms - we could have brought 4 lore easily. The house was clean and well maintained. The kitchen was well stocked, as was the library. My grandson enjoyed the toys and my son in law enjoyed the kayak. The view and backyard are beautiful and relaxing. While in the house it was quiet and serene. We saw a variety of birds ducks, geese, swan, egret, as well as a wild turkey and a hawk. And we weren't far from things to do! Philip was extremely helpful and patient with all of my questions. Highly recommended.
Stayed 3 nights in Aug 2018
Response from VrboOwner on 18 Mar 2020
Thank you, Rena. So glad you and your family had a good time!
Verified review

10/10 Excellent

Beautiful getaway

Lovely home with a large backyard overlooking water in a quiet area. Great setting for relaxation and outdoor lounging. The house is very clean and ideally located near the town of Southold.
Stayed 7 nights in Aug 2018
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