Charming, Renovated Island Cottage - Shelter Island License #: 012-2017

Photo gallery for Charming, Renovated Island Cottage - Shelter Island License #: 012-2017

A wooden outdoor structure with a slanted roof, possibly a sauna or a small shelter.
A kitchen with white cabinets, blue backsplash, and stainless steel appliances. There is a wooden island and a microwave oven.
A two-story house with a green exterior and a red door. There are two red Adirondack chairs in front.
A compact kitchen with a dining area, a refrigerator, a sink, and a television in the background.
A green single-story house with a front porch, a chimney, and a small deck.

Reviews

9.8 out of 10
Exceptional

Highlights

  • Games
    A rare find - enjoy a variety of games available on-site.

Popular amenities

  • Patio
  • Toys
  • Barbecue grill
  • Air conditioning
  • Refrigerator
  • Washer

Explore the area

View in a map
Shelter Island, NY
  • Place, Shelter Island Historical Society
    ‪5 min walk‬
  • Place, Havens House
    ‪5 min walk‬
  • Place, Mashomack Preserve
    ‪3 min drive‬
  • Airport, Montauk, NY (MTP)
    ‪65 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Convertible bed(s)

1 Double Futon

1 bathroom

Bathroom 1

Spaces

Deck or patio
Kitchen
Garden
Dining area

Add dates for prices

Similar properties

August 27-September 1 discont 2 night minimum stays stay
Cottage on Beach front Estate Walk to Village
Pipes Cove
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
9.8 out of 10, Exceptional, (86 reviews)
Cottage on Beach front Estate Walk to Village

About the neighborhood

Shelter Island

Shelter Island is home to this cottage. Havens House and Camera Obscura are local landmarks, and some of the area's activities can be experienced at Shelter Island Whale's Tail and Shelter Island Country Club. East End Seaport Maritime Museum and Greenport Carousel are also worth visiting. 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 Cottages in Shelter IslandOpens in a new window
Map
Shelter Island, NY

What's nearby

  • Shelter Island Historical Society - 5 min walk - 0.4 km
  • Havens House - 5 min walk - 0.4 km
  • Shelter Island Whale's Tail - 17 min walk - 1.5 km
  • Sylvester Manor - 2 min drive - 1.8 km
  • Mashomack Preserve - 3 min drive - 2.2 km

Getting around

  • Greenport Station - 24 min drive
  • East Hampton, NY (HTO) - 40 min drive

Restaurants

  • ‪Claudio’s Waterfront - ‬25 min drive
  • ‪Aldo's - ‬24 min drive
  • ‪Lucharitos - ‬25 min drive
  • ‪Pridwin Hotel - ‬6 min drive
  • ‪Sunset Beach Restaurant - ‬4 min drive

Frequently asked questions

Is Charming, Renovated Island Cottage - Shelter Island License #: 012-2017 pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Charming, Renovated Island Cottage - Shelter Island License #: 012-2017?

As of Nov 9, 2026, prices found for a 1-night stay for 2 adults at Charming, Renovated Island Cottage - Shelter Island License #: 012-2017 on Nov 10, 2026 start from $301, 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.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Charming, Renovated Island Cottage - Shelter Island License #: 012-2017?

Check-in begins at 4:00 PM.

What time is check-out at Charming, Renovated Island Cottage - Shelter Island License #: 012-2017?

Check-out is at 11:00 AM.

Where is Charming, Renovated Island Cottage - Shelter Island License #: 012-2017 located?

Situated in Shelter Island, this cottage is within a 10-minute walk of Havens House and Shelter Island Historical Society. Shelter Island Whale's Tail and Mashomack Preserve are also within 1 mi (2 km).

Reviews

9.8

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. 29 out of 33 reviews
Rating 8 - Good. 4 out of 33 reviews
Rating 6 - Okay. 0 out of 33 reviews
Rating 4 - Poor. 0 out of 33 reviews
Rating 2 - Terrible. 0 out of 33 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

8/10 Good

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

Shelter Island

This was a good entry to our first ever stay on Shelter Island.
Stayed 3 nights in May 2023
Verified review

10/10 Excellent

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

The cottage was perfect. It had everything we needed and more.

The host Kirsten was so easy to communicate with and she made my first VRBO rental experience fantastic. I spent my summers on Shelter Island as a kid and staying at her cottage brought back some great childhood memories. Already planning a trip with my adult children for next summer.
Stayed 4 nights in Sep 2022
Verified review

10/10 Excellent

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

Perfect Location

It is a great central location on the island. Minutes from both ferries and the all-important IGA. Second time to stay at this property and we love it.
Stayed 5 nights in May 2022
Verified review

10/10 Excellent

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

Thanks.

Loved the house. Thank you!
Stayed 3 nights in Sep 2021
Verified review

10/10 Excellent

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

Wonderful

I enjoyed my 8 day stay.
Stayed 8 nights in Aug 2021
Verified review

10/10 Excellent

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

A lovely home base to enjoy the island.

From the moment we arrived we felt right at home. The central location allowed us to get around without a car. There are beaches, restaurants, and Farm stands, and Sylvester manor are all short bikes away. Kristen was a wonderful host, providing everything we needed for an extended working vacation. The WiFi accommodated three people online, the space layout provided both privacy and areas to relax together, and the outdoor shower was such a treat. All in all we loved our time at this home and are looking forward to returning.
Stayed 35 nights in Jun 2021
Verified review

10/10 Excellent

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

Great Location

The house is located just off of 114, the main road from north to south across the island and which takes you to the north and south ferries. It is also just a few minutes from the Mashomack Preserve, which is a great place for walking/hiking. We definitely would stay at this house again.
Stayed 6 nights in May 2021
Verified review

10/10 Excellent

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

Lovely stay on beautiful, relaxing Shelter Island

This past summer, we stayed on Shelter Island for a month and were incredibly excited for a return over a long weekend. Kirsten's cottage was just perfect. It was cute, comfortable, and well stocked for our family. With restaurants right nearby (we heartily recommend lobster takeout from Commander Cody's, less than a half mile away), and just about everything on the island a short drive away, we had everything we needed. We hope to return sometime soon.
Stayed 3 nights in Oct 2020
Verified review

10/10 Excellent

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

Great getaway!

Kirsten was very responsive and the place is really nice. I definitely recommend it!
Stayed 4 nights in Jun 2020
Verified review

10/10 Excellent

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

Ideal Shelter Island Cottage

Just spent a great week at Kirsten’s Cottage and it was the ideal base for a relaxing week on Shelter Island. The cottage was exactly as described. A beachy, cozy cottage - compact, but with plenty of space for four adults. The futon was comfortable, as were the two bedrooms. Each room is decorated with furniture that adds to the cottage’s welcoming atmosphere. The bonus beach towels, umbrella, and chairs were a thoughtful touch. And, a trip to the beach, ice cream shop, or local restaurant, was barely 5 minutes away. Check in and out was a breeze. Off street parking was convenient. We really enjoyed our time at the cottage!
Stayed 7 nights in Jul 2019
Verified review

10/10 Excellent

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

Fantastic Island Getaway

Shelter Island was an important place to me growing up, and being able to stay on the island in a place like this took me right back. Absolutely fantastic property and fantastic communication from the property owners. Seamless check in and immediate answers to any questions or concerns. Will definitely stay again!
Verified review

10/10 Excellent

Lovely cottage in the middle of the island

We had a perfect stay. Just the two of us, so we had lots of room to spread out in this tidy small cottage in the middle of Shelter Island. The owner was a pleasure to correspond with. The house is well appointed and comfortable. Kayak & bike rental, and the island's supermarket are nearby, as is nearly anything else you'd need to make a stay on Shelter Island perfect.
Stayed 3 nights in Sep 2018
Verified review

8/10 Good

Cozy, comfortable, clean with all amenities

Enjoyed our stay. Neighbors were very nice. Would definitely book again.
Stayed 3 nights in Jun 2018
Verified review

8/10 Good

Very nice

Nice but having 1 bathroom can be challenging with 3 or more people.
Stayed 3 nights in Jun 2018
Verified review

10/10 Excellent

Charming and cozy cottage in Shelter Island, with all the amenities you need!

We had a lovely time staying in this wonderful cottage. Beautiful outdoor deck and shower, comfy beds, new amenities, and an open and spacious kitchen. It was a perfect homebase to explore Shelter Island and we would absolutely stay here again!
Stayed 3 nights in May 2018
Archival

10/10 Excellent

Loved our time!

We had an awesome time at Shelter Island. We'd love to come back and stay at the cotttage again soon!
Stayed 5 nights in May 2017
Response from VrboOwner on Mar 5, 2020
Happy to hear you enjoyed your stay! Thank you for staying and taking good care of our home:)
Archival

10/10 Excellent

Perfect

This was our 5th year at the house. Will be back again next year.
Stayed 16 nights in Aug 2016
Archival

10/10 Excellent

Also a lovely house for the off-season

My husband, young son and I spent a wonderful long weekend in this comfortable cottage after Thanksgiving. Cozy, clean and inviting, this cottage was the perfect home base from which to enjoy a more quiet time on the island. The owner was a pleasure to work with - a very easy process.
Archival

10/10 Excellent

Fabulous Stay

Had a great time in charming home on Shelter Island. It was perfect for my husband, and parents. We enjoyed all the amenities the house offered, including great backyard, deck and grill. Perfectly located on the island, with easy access to beaches and restaurants. Can't wait for next year!!!
Archival

10/10 Excellent

Lovely Little Cottage!

We travelled from California for a family member's wedding and had the pleasure of renting this sweet little cottage. It is centrally located on the island and was very easy to navigate. We had a rental car, but it's right around the corner from the Town Hall and several eating places were within walking distance. With 2 good-sized bedrooms, we had plenty of room for my husband and I, along with our 3 kids. The outdoor shower is heavenly, especially after days spent at the beach. The kitchen was well equipped and had everything we needed and the large yard was fun for the kids. The owner was a pleasure to deal with and very prompt in responding to any questions we had. Would definitely stay here again!
Archival

10/10 Excellent

Wonderful, Relaxing Vacation Spot

I stayed here for a few nights with my husband and two young children. It's a lovely, peaceful retreat...great for a getaway from the city. The home is sweet and very well maintained. The landlord was very helpful and easy to work with. I would stay here again and recommend it wholeheartedly to anyone else.
Archival

10/10 Excellent

Another wonderful stay

We traveled to Shelter Island for a short trip during our fall break. We stayed in our favorite island cottage again and had a fabulous time. It was an easy train ride into NYC to catch a play and nice and relaxing on Shelter Island!! We can't wait to return!
Archival

10/10 Excellent

Great cozy cottage

The house was exactly as described. Centrally located and convenient to all the events for the wedding we were attending. The back deck was great to hang out on during what may have been the last true summer weekend.
Archival

10/10 Excellent

Shelter Island cottage

Stayed at the property for 1 week in July with my husband and two teenage boys. The cottage was neat and clean. There is a fully equipped gourmet kitchen where we prepared many meals. In addition there is a deck with an outdoor shower that was very pleasant. Beaches are minutes away by car. The owner was happy to answer any questions we had.
Archival

10/10 Excellent

Perfect Summer Cottage

My husband and I and our 1 year old daughter loved our stay at this great Shelter Island bungalow. Very comfortable and well appointed, it has a great mix on new (appliances/deck/other) and old (decor/antiques). The comfortable/open space for cooking eating and hanging out and 2 bedrooms with comfy beds was perfect for our family and had a great beachy vibe. Well stocked with the necessities like towels, beach stuff and paper goods and very clean. The outdoor shower, grill and great deck were definite pluses as was the DVD and game selection. Really great central location as we walked to get coffee and breakfast at Schmidt's each morning and there are a few restaurants like 18 Bay also within walking distance, but at the same time the street itself is very quiet. All other parts of the island easily accessible by car. If you have young kids its especially great because there is also a playground and library within walking distance. Kristin was great to deal with as she was very professional, prompt and responsive in all our dealings. Great place for a great price, will definitely be back!
Response from VrboOwner on Mar 5, 2020
So happy to learn that you enjoyed your stay on Shelter Island at our cottage! We're looking forward to having you back!
Tell us how we can improve our siteShare feedback