Onsite parking is available at the property.

Renovated and Spacious Summer Home with Water View on Picturesque Island. Reviews, Deals & Photos 2025

Q: Is Renovated and Spacious Summer Home with Water View on Picturesque Island. pet-friendly?

Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 50 lbs per pet. Some restrictions may apply, so please contact the property for more details.

Q: Where is Renovated and Spacious Summer Home with Water View on Picturesque Island. located?

This family-friendly Shelter Island vacation home is located near the beach, within 2 mi (3 km) of Menhadden Lane Beach and Gardiner's Bay Country Club. Shelter Island Whale's Tail and Sylvester Manor are also within 3 mi (5 km).

10/10 Excellent

Michele F.

21 August 2022

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

Great spot and comfortable house

We enjoyed the proximity to Hay Beach and the comfort of the house. We had everything we needed to enjoy our week on the island. A great place to stay.

Stayed 6 nights in Jul 2022

4/10 Poor

Conor H.

4 August 2025

Liked: Cleanliness, check-in, communication, location

Not again

It was only okay, a few reasons. Down stairs was musty, the office chairs had some mold on them. There was something leaking from above the washer/dryer. I told Kate and she said it was the A/C so we could not use the A/C the final day. And also could not start the laundry. None of the bedrooms had window screens in them, so you could not get any fresh air. I would not rent this house again, I also think it is to expensive for what I got out of it.

Stayed 4 nights in Jul 2025

8/10 Good

Sioban T.

11 July 2023

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

Vacation

Overall we enjoyed our time in Kate home. The bathing beach is a 10 minute walk, but you can purchase a day permit. The area is beautiful!

Stayed 9 nights in Jun 2023

10/10 Excellent

Richard S.

21 June 2020

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

Excellent location

Our family, including our dog, thoroughly enjoyed our week at this home on beautiful Shelter Island. This very comfortable property has everything you need to enjoy your stay. Although there is plenty to do on the island, we had our boat in Southold for the month, and enjoyed excellent weather during the week. So on most days, after a long day of boating and fishing, it was a real pleasure coming back to this home for a BBQ in the backyard and a nice evening spent with the family. We highly recommend this property.

Stayed 7 nights in Jun 2020

10/10 Excellent

Jean B.

11 August 2019

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

Beautiful Setting

Surrounded by evergreens, this roomy house accommodates a multigenerational group comfortably. The bedrooms and bathrooms are spacious and comfortable. The two decks allowed us to enjoy the outdoors without being of top of each other. The beach across the street from the house is rocky and not conducive to swimming or sun bathing. However, a couple of sandy beaches are a short drive away. A parking pass for $50 is required. There are several good restaurants, but barbecuing and cooking is easy to do. We had six adults, two dogs, and a baby. All enjoyed our vacation!

Stayed 7 nights in Aug 2019

8/10 Good

Trish A.

3 August 2020

Liked: Cleanliness, check-in, communication, location

Haybeach House summer 2020

The house was large enough for my group and clean. I have some concerns about renting again with this owner. The home itself needs attention. The outside decking is very weak and unsafe in areas and needs to be replaced immediately. The top step on the back of the house is breaking away. The gutters are clogged.And the house needs a good power wash. We couldn’t use the outside the picnic umbrella because it was broken. On the interior, The stairwell needs a railing. Finally there is mold in the lower half of the house. The smell is over powering and is deemed uninhabitable.

Stayed 7 nights in Jul 2020

6/10 Okay

stephanie w.

30 June 2020

Liked: Cleanliness, location

Disliked: Communication

Better Upkeep

The house is lovely and has the potential to be an amazing vacation home on this magical island. However, during our stay we encountered many small challenges that could have been easily taken care of if someone was properly looking after the house. For instance, one of the bedroom doors locked if you closed it and could not be opened unless someone opened it from the outside. We tried to get this fixed during our two week stay but no one took care of this issue. Also a lot of the rooms did not have working lightbulbs, and there were no light bulbs in the house for us to replenish the dead bulbs. And lastly, a lot of the kitchen supplies were either outdated or just broken and did not work. Despite these "household" issues, we had a lovely stay in Shelter Island and were very happy to get some time in the sea.

Stayed 14 nights in Jun 2020

6/10 Okay

Morgann R.

3 July 2020

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

Almost very good

The house is really as described, very well located and functional. Overall is good but we have been in bad luck with the cesspool that had problems. Kate sent plumber and reacted very quickly, which we did appreciate. The guys had to come back 2 times but the second time everything was in order and we have been able to enjoy the end of our stay. I say almost very good because the house is really nice, a lot has been done already in it, new bathrooms, doors, washing machines. The terrace outside needs some repair still and a deep cleaning and sorting of the closets has to be done. Also, needs more equipment to clean during the stay (broom, mop). We had to use the sleeping sofa and it hadn’t been open for a while and we had to deeply vacuum it. And under the sofa itself it needed also to be cleaned. Other than that, the overall cleaning was good (bathroom, rooms and kitchen) so if these little points were fixed we would be more than happy to come back !

Stayed 7 nights in May 2020

10/10 Excellent

Katlyn B.

2 July 2019

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

Amazing secluded getaway with 3 kids, would definitely love to come back...

My family consists of myself, husband and three children ages 7, 5 and 3.. this house was close to perfect for us. The only reason I say 'close' is because it could use a swing set in the backyard to send them out to play on for a few hours.. they didn't really miss it, I did more so for the peace and quiet of the downtime I can enjoy at home with them running around outside. I have never done a vacation like this with everyone and this was the perfect spot for us. Secluded in the very beautiful Hay Beach section of Shelter Island. An easy ride off the Greenport/Shelter Island ferry and 10 minutes from town where we were able to go food shopping for things we forgot to bring at the local IGA. There are tons of options for beaches and the pass to park at all of these beaches is very affordable for the week. The island is very easy to navigate and the ferry is accessible at all times of the day to head to the mainland if necessary. The house was very clean and had absolutely EVERYTHING we needed to cook and clean up after ourselves. There is an amazing open space downstairs, access to laundry, fridge, dishwasher, stove and microwave. My favorite part was the island in the kitchen were I was able to cook in the kitchen and serve my three kids right across the table. It was VERY convenient. The bedrooms had great storage, the house had great climate control and having three bathrooms, two with full sized bathtubs, made the evenings when we returned home easy for everyone. Kate was very responsive to all my questions and made sure we settled in well and knew where everything we needed was in the house, almost like she was there with us. I definitely recommend this house if you're looking for a quiet, worry-free vacation. We will definitely be back.

Stayed 6 nights in Jun 2019

10/10 Excellent

DIANA W.

30 October 2020

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

Fall Escape

Wonderful nature beautiful sky and moon. We loved Shelter Island - Kate’s house is roomy with a large backyard to see deer and nature Close walk to beach where we could walk along and enjoy Would highly recommend !

Stayed 7 nights in Sep 2020

10/10 Excellent

JAMES S.

4 October 2020

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

Excellent location, very comfortable home

Had a wonderful stay, house was comfortable and roomy, woke up every morning with coffee on deck with lovely views! Walk to beach! Would definitely return, owner was great to deal with and accommodating.....

Stayed 16 nights in Sep 2020

8/10 Good

karen E.

6 September 2020

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

lovely home

The pictures do not do it justice. It has new bathrooms and a new kitchen. there is no outside picture of the house on VRBO and it is very pretty and bigger than expected. The bathrooms were spotlessly clean when we arrived. Since it is a one block walk to the beach, we did not use the outdoor decks nor backyard. We hope to return again.

Stayed 4 nights in Aug 2020

10/10 Excellent

William M.

1 September 2020

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

We liked this quite house and its proximity to the beach

Perfect for family vacation and Kate is very responsive. You always have tons of questions when it is not your house. Kate had the patience to answer them. Thank you Kate!

Stayed 4 nights in Aug 2020

10/10 Excellent

Kaitlin A.

28 August 2020

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

Proximity to the beach was key

The location of this house is great. Hay Beach is the best beach on Shelter Island and it was a quick walk from the house. While there were a few maintenance issues that popped up during our stay, Kate was always easy to reach. Even when the power went out in a storm. There was enough room for our party and we spent a lot of time on the back deck.

Stayed 7 nights in Aug 2020

8/10 Good

Natalie S.

25 August 2020

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

Second Stay, Great location

Peaceful and quiet location. Kate is easy to communicate with. House has plenty of space and we enjoyed our stay.

Stayed 7 nights in Aug 2020

10/10 Excellent

Michael M.

2 August 2020

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

Can’t wait to go back!

My family and I enjoyed a relaxing 4 days at Kate’s place. For all of us it was not only our first time booking a home but also visiting Shelter Island. Both experiences exceeded our expectations. The house was great, open with great light, and extremely comfortable for our group of 8. The house is wonderfully located just mins from everything the IGA market, the town center and most importantly the beach. Kate was super prompt in her communications and We can’t wait to make another visit to this wonderful island and home. Kate thank you for a wonderful time.

Stayed 4 nights in Jul 2020

8/10 Good

Natalie S.

29 July 2020

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

Peaceful and quiet location

Plenty of space, quiet surroundings. Great location for walks. Easy access by car and by foot to various beaches. Kate is responsive and easy to reach.

Stayed 7 nights in Jul 2020

8/10 Good

Laura O.

8 July 2020

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

Nice getaway house

The house was a welcome break from the city. The location of the house to the beach is terrific. The house was in good condition, had enough space for us and was a good place to spend time.

Stayed 9 nights in Jun 2020

10/10 Excellent

Joanie Y., West Point, NE

26 July 2019

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

Shelter Island wedding

We just returned from a wonderful weekend on Shelter Island for my nephew’s wedding. This home was in a great location and served 7 adults very well! Never ran out of hot water! Good location and beautiful setting!

Stayed 5 nights in Jul 2019

10/10 Excellent

Kathleen S.

19 July 2019

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

Roomy and comfortable.

My immediate family and extended family truly enjoyed their vacation here. Over the course of nine days, twelve people stayed here although not all at one time. The three bathrooms were tremendously helpful and the kitchen had everything we needed. Some renters have commented on the driveway. It is a challenge for typical sedans. The foot of the driveway is very uneven and not sloped like the rest of the driveway and after we scraped the bottom of those cars once we never went up again. Trucks and SUVs do fine. The location is lovely and the close by boat ramps make for a very nice beach walk or visit without having to take your car.

Stayed 9 nights in Jul 2019

10/10 Excellent

robert f.

17 July 2019

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

July dtay

Problems with bathroom and front door addressed and recertified quickly by owner

Stayed 4 nights in Jul 2019

10/10 Excellent

Lynnette S.

9 June 2019

Wonderful property!

This property was beautiful, spacious, well-appointed, with a delightful walk to the beach. It was ample room for our party of 8, and we took home many wonderful memories. The bathrooms were clean and large. The beds were comfortable. The kitchen was well-stocked and we prepared most meals at home. We loved it!

4/10 Poor

Sheila A.

10 October 2018

House size was great, but had a lot of deferred maintenance and was dirty.

Driveway is dangerously sloped, broken concrete and overgrown with trees. Could cause damage to lower profile cars. Both front & back doors were broken and difficult to lock. Porch lights were out. Master bath sinks need to be snaked - super slow to drain. House had not been cleaned even though I was charged a substantial cleaning fee. Sour laundry was left in washing machine, that we had to re-wash. Dust on all ceiling fans was half inch thick. No carafe for coffeemaker. There was an envelope with a check for owner from prior rental. Could never reach caretaker and her voicemail box was full. Spoke with owner regarding my concerns. She said she'd reach the caretaker. I never heard back from anyone. This could be a great rental, but it needs a better caretaker.

Stayed 7 nights in Sep 2018

10/10 Excellent

Barbara R.

1 September 2018

Roomy house, great location

We were a family group that included 4 generations, and this house worked perfectly for us. It's got 5 bedrooms and 3 full baths, a fully stocked kitchen, two big decks, and lots of amenities for visitors. There were 4 bikes with helmets in the garage, fishing rods, a barbecue with briquettes, lots of books and games, maps of the area and everything else you could want. The house is across the street from a walking beach, 10 minutes from a supermarket, 10 minutes from town.Highly recommended.

Stayed 4 nights in Aug 2018

8/10 Good

Carrie C.

24 August 2018

Great location in Hay Beach

We enjoyed our stay and the location was wonderful. Great neighborhood for biking, running and walking. Owner was responsive when we had questions. The interior of the home has been updated in last couple years and it was comfortable with plenty of room for the 5 of us. There is another unused room on lower level that could have blow up mattress (if owner doesn't put in another bed in future). The laundry is in another large room in basement that is calling for a ping pong table! The kitchen worked well and had a nice size peninsula. There was a mix of old pots and only two skillets. No spatulas for eggs/pancakes and we ended up buying and leaving a can opener there since we couldn't find one. Both blenders leaked so that was frustrating. If you cook alot may want to bring some of your favorite tools. Not much of a yard if you have kids, front yard on a slope with many trees and backyard is tiny. I might suggest the owner repave the driveway which is steep and torn up a bit especially at bottom and it is on a blind curve which can be tricky.

Stayed 14 nights in Jul 2018

Renovated and Spacious Summer Home with Water View on Picturesque Island.

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