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Private wooded summer house 5 minute walk to Wades Beach

Holiday home in Shelter Island with kitchen and patio

Photo gallery for Private wooded summer house 5 minute walk to Wades Beach

Exterior detail
Exterior detail
Terrace/patio
Terrace/patio
Living room.

Reviews

10 out of 10, Loved by Guests
3 bedrooms2 bathroomsSleeps 6167.2 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning
  • Outdoor space
  • Parking available

Explore the area

View map
Shelter Island, NY
  • Place, Wades Beach
    ‪14 min walk‬
  • Place, Shelter Island Historical Society
    ‪16 min walk‬
  • Place, Havens House
    ‪16 min walk‬
  • Airport, Montauk, NY (MTP)
    ‪54 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Guestroom 1

1 Queen Bed

Guestroom 2

1 Queen Bed

Master

1 King Bed

2 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Bathtub · Toilet · Shower only

Spaces

Deck or patio
Kitchen
Garden
Dining area

About this property

Private wooded summer house 5 minute walk to Wades Beach

Privately located on a wooded hill near Wades Beach (5 minute walk) and Fresh Pond (1 minute walk). Open concept floor plan. Clean lines and modern furniture. Chef's kitchen with Viking appliances.

Spacious deck off the living room perfect for lounging and cocktails and a second deck off the kitchen with outdoor grill.

55 in. TV in living room and 40 in. TV in master–both with cable. High-speed WiFi + Sonos sound system.

Beach chairs, towels and gear provided.

A 5 minute boat ride on South Ferry leads you to Sag Harbor and the Hamptons. A 10 minute boat ride on North Ferry takes you to Greenport and dozens of vineyards on the North Fork.

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Air conditioning
Outdoor space
Parking available

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House Rules

Check in after 1:00 PM
Check out before 11:00 AM
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Children

Adults only
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Events

No events allowed
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Pets

No pets allowed
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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
Safety features at this property include a fire extinguisher
Property # 553290vb

We should mention

A car is recommended for transport to and from this property

About the area

Shelter Island

Located in Shelter Island, this holiday home is near the beach. Havens House and East End Seaport Maritime Museum are cultural highlights, and some of the area's attractions include Shelter Island Whale's Tail and Greenport Carousel. Railroad Museum of Long Island and Off the Rocker are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
View more Holiday homes in Shelter IslandOpens in a new window
Map
Shelter Island, NY

What's nearby

  • Wades Beach - 14 min walk - 1.2 km
  • Shelter Island Historical Society - 16 min walk - 1.4 km
  • Havens House - 16 min walk - 1.4 km
  • Mashomack Preserve - 2 min drive - 2.2 km
  • Shelter Island Whale's Tail - 2 min drive - 2.8 km

Getting around

  • Greenport Station - 26 min drive
  • East Hampton, NY (HTO) - 40 min drive

Restaurants

  • ‪Claudios Clam Bar - ‬26 min drive
  • ‪Sunset Beach Restaurant - ‬6 min drive
  • ‪Vine Street Cafe - ‬15 min walk
  • ‪Opties & Dinghies - ‬4 min drive
  • ‪Pridwin Hotel - ‬7 min drive

Frequently asked questions

Is Private wooded summer house 5 minute walk to Wades Beach pet-friendly?

No, pets are not allowed at this property.

How much is parking at Private wooded summer house 5 minute walk to Wades Beach?

On-site parking is available at the property.

What time is check-in at Private wooded summer house 5 minute walk to Wades Beach?

Check-in begins at 1:00 PM.

What time is check-out at Private wooded summer house 5 minute walk to Wades Beach?

Checkout is at 11:00 AM.

Where is Private wooded summer house 5 minute walk to Wades Beach located?

Situated by the sea, this holiday home is within 1 mile (2 km) of Wades Beach, Havens House and Shelter Island Historical Society. Mashomack Preserve and Shelter Island Whale's Tail are also within 2 miles (3 km).

Reviews

10

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. 27 out of 27 reviews
Rating 8 - Good. 0 out of 27 reviews
Rating 6 - Okay. 0 out of 27 reviews
Rating 4 - Poor. 0 out of 27 reviews
Rating 2 - Terrible. 0 out of 27 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

9.6/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Holly S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our stay at Jason’s property was perfect! He was such an amazing host. His home is spectacular, location is perfect. Every detail thought through, just awesome.
Stayed 7 nights in Aug 2025

10/10 Excellent

Gerry M.

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

Wonderful relaxing retreat

Very welcoming hosts made this a great way to unplug and unwind. Clean stylish home surrounded by nature, a special place for sure! We will be back!
Stayed 13 nights in Aug 2023

10/10 Excellent

Philip C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a phenomenal stay at Jason's property. The house was beautiful, well kept, and very clean. It served as a perfect retreat for my wife and I. Jason was extremely responsive and went above and beyond to make sure we had an awesome stay. Probably the best host i've had in my 50 airbnbs. What was a pleasant surprise was how high quality all the finishings are - awesome bikes, great cookware, comfy beach furniture, great bedding, etc. Close by a great beach too. I'd go on longer but we want to come back and don't want it all booked up!!!
Stayed 12 nights in Jul 2025

10/10 Excellent

Mary H.

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

The best location. Period.

Jason is hands down the best owner in our experience. He goes above and beyond to make your stay 5 star. Pristine home, as advertised, sleek, modern and yet warm. He is responsive and kind. Highly recommend!
Stayed 22 nights in Aug 2024

10/10 Excellent

Dominique K.

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

Wade Beach Holiday

Just as Jason and Josh described. Beautifully designed jewel box of a house. Very modern and on trend. Incredibly well equipped kitchen for foodies. Great location near to Wade Beach. Attentive manager. I cannot think of anything to reproach this booking other than my remarks might make it more difficult for me to book with the millennials next year! D
Stayed 17 nights in Jul 2023

10/10 Excellent

Marc A.

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

Top notch experience

This was a great stay all around. Immaculate property, generous and responsive host and all the amenities you want or need. Very pleased with everything.
Stayed 12 nights in Jun 2022

10/10 Excellent

James P.

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

Shelter Island Getaway

We have stayed in homes all over the world and Jason is by far the most engaging and supportive host we have ever experienced. Hospitality, communication and openness was outstanding. If you are looking for a quiet and tasteful getaway this is truly wonderful experience.
Stayed 6 nights in Sep 2021

10/10 Excellent

David S.

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

Last Blast of Summer

We love this house so much that we have made 3 separate trips here this year. The owner will go out of his way to handle any situations that arise. Simply said, "we love this house".
Stayed 7 nights in Sep 2021

10/10 Excellent

David S.

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

Once Again, an Awesome Stay

No surprises. Just about as good as it can get. All the right touches. We'll be back again!
Stayed 7 nights in Jul 2021

10/10 Excellent

Larry A.

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

Great Vacation on shelter Island

The house was perfect--clean, well organized, well equipped with everything we needed, state of the art fixtures, close to the beach. Jason was readily available if we needed anything. We had a terrific time.
Stayed 9 nights in Jul 2021

10/10 Excellent

Suzanne E.

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

Wonderful

By far the best home rental I have ever stayed in - from cleanliness to available supplies (full kitchen, beach needs, speakers) to the generous and frequent communication from the hosts, we were blown away.
Stayed 5 nights in Jul 2021

10/10 Excellent

jackie k.

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

vibey beach retreat

All around amazing! Every aspect of the house! Owner very responsive and provided great intel for island fun! Get there!
Stayed 7 nights in Jun 2021

10/10 Excellent

David S.

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

Absolutely amazing. Down to every little detail.

We can't say enough about how much we love this house.
Stayed 3 nights in Jun 2021

10/10 Excellent

Josh S., Usa

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

Perfection

Stayed almost a full week and everything was perfect. We had a wonderful relaxing stay. I would highly recommend a stay.
Stayed 5 nights in May 2021

10/10 Excellent

alessandro f.

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

Third stay at this property

Exceptionally well furnished and equipped, ideally located only 5 minute walk from Wade beach, Jason and Josh are the perfect hosts. No need for us to consider any other property on Shelter Island, we will keep coming back whenever possible.
Stayed 8 nights in Aug 2020

10/10 Excellent

David S.

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

Loving it at Lakeview

The house is just as we remembered it LY. Welcoming, comfortable, with all the trimmings. During our stay we had a terrible storm and our host stuck with us thru thick and thin. We look forward to another return
Stayed 7 nights in Jul 2020

10/10 Excellent

Benji B., Briarcliff Manor

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

Best week

The home was perfect for a week away to relax and enjoy this special island. Immaculate and comfortable with the best chill vibe. Can’t wait to come back!
Stayed 7 nights in Jul 2020

10/10 Excellent

Margaret D.

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

Lovely stay

Incredibly well equipped, clean, lovely home. Hosts were very generous and helpful.
Stayed 5 nights in Jun 2020

10/10 Excellent

alessandro f.

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

Outstanding property

This was our second stay at the house for this summer and it was even better than the first time. The property is immaculate, the kitchen is exceptionally equipped, and the rest of the house impeccably furnished. The five-minute walk to the beach is also a plus. We will definitely come back and plan to become regular guests.
Stayed 6 nights in Aug 2019

10/10 Excellent

David S.

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

Wonderful, Well appointed Shelter Island house nestled in the Woods

Ample gathering spaces, inside and out. Outfitted with all the details. We loved it and highly recommend.
Stayed 7 nights in Jul 2019

10/10 Excellent

ALESSANDRO F.

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

Exceptional

Our stay was outstanding. The house is extremely well furnished and decorated. Jason has a remarkable eye for details and an impeccable taste, and made us feeling immediately at home. This property is truly a gem
This review was submitted before 2018 and has not been verified.

10/10 Excellent

Superbly Livable

My wife and I have rented many vacation houses over the years, and this one proved more painful than all the others for one reason: we hated to leave it! The house itself is superbly livable, and the owners have done a terrific job of making it handsome, as well: the mid-Century modern furniture is a pleasure to be around, as is the very striking--but never intrusive--artwork that brightens the walls. The second floor is truly a little apartment in itself, affording a measure of luxurious privacy if one should so desire. The beds are without exception supremely comfortable; all the kitchen is far beyond fully equipped, the appliances only the best. In short, this lovely property combines the best qualities of a charming home and a top-notch hotel, and we hope to return to it many times in the future.
This review was submitted before 2018 and has not been verified.

10/10 Excellent

Kara S.

A Gem of a Beach House on Shelter Island

Though we've lived in Manhattan for many years, my husband and I had never been to Shelter Island. After staying here for a week, we fell in love not only with the island, but also this house. Open, chic, and immaculate are a few words I would use to describe this special place. We adored the beautiful midcentury furnishings, the close (walkable) proximity to the beach, the cross breeze that came through the sliding doors on each side of the house and the location that was private yet close to both ferries and the best restaurants on the island. The owners have truly thought of everything. From bikes, to hotel-style bathroom amenities (fresh shampoos, soaps) beach gear (towels, umbrellas, chairs, coolers) to the stocked, perfectly organized kitchen with every appliance or tool you could ever need. Jason is as gracious as they come. He genuinely wants you to feel the love for Shelter Island. His recommendations for activities and restaurants are spot on. We created such special memories at this house and plan to rent it year after year.
This review was submitted before 2018 and has not been verified.

10/10 Excellent

liz a.

Great Week!

We (myself, sister, niece and my mother) rented this beautiful house at the end of July. First, working with Jason is a breeze. He is extremely detailed in his emails about the house and consistently offers his availability to answer any questions. He also makes great suggestions for dinner and shopping. Secondly, the house is BEAUTIFUL. A simply designed home, yet elegant with importantly placed art around. Everything in the home is immaculate, clean and mostly white (not a house for kids). They have bikes and rafts for use as well as a grill. Basically everything you need for vacation home. We had a great time and very much enjoyed the house and Shelter Island. Shelter Island is quiet and relaxed and minutes from Sag Harbor and Greenport. We loved the house so much I might even rent again next year...
This review was submitted before 2018 and has not been verified.

10/10 Excellent

David H.

Beautiful home, great getaway

We stayed at this property in August and couldn't have been happier with our choice. The home was immaculate on our arrival, and was just as described and as shown in the pictures. It had been recently redone and in great condition. The look and feel is contemporary, very light and bright, and also very comfortable. The house has an open feel, but the wooded grounds keep things secluded. Everything on Shelter Island was easy to get to, and the location is minutes from the South Ferry, which makes it convenient to drive to Sag Harbor or The Hamptons. The owner was fantastic. Easy to work with and extremely helpful, assisting with recommendations of things to do and see...he really cared about making sure that we had a great stay, which we did. We would certainly recommend this property without hesitation!

About the host

Hosted by Jason Losser

Host profile image
We are NYC professionals working in the fashion industry. We enjoy splitting our time between the urban pace of Manhattan and the tranquility of Shelter Island.

Languages:

English
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