Great shot of Sunset Beach on Shelter Island from our boat, before heading closer to anchor and swim in. A beautiful little slice of Southern France right here on Long Island Sound! If you get a chance, definitely check this place out.

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Cottages in Shelter Island

"We had a wonderful vacation at the Fairy Tale Guest Cottage. The location was awesome and we loved the accommodations, especially the fancy bathroom. Mark and Eunyoung are impeccable hosts. Would absolutely stay again!"

"Cute cottage, newly refurbished, quiet, nice neighborhood, well stocked."

"This is a great place to stay in Greenport. It has a private beach and is quiet and friendly. It's a 2-minute drive to town and shops, but you will want to spend your time enjoying the beautiful waterfront views."

"The lake house was a perfect retreat, perfectly located to town, train, trails and beach. We can’t wait to visit again !"

"What a beautiful cottage. Clean and bright. Would definitely stay again!"

"Perfect stay in Madison. Beautiful location. Clean and comfy house. Will be back!"

On the beach, sun loungers, beach towels

"We stayed at this property last year and again this year. You can’t beat the location and the house is perfect for a group of family or friends. We had a lovely time and look forward to another stay in the future!"

"Our family stayed at this quaint cottage in the North Fork. The cottage has a nice kitchen, gas fireplace, and well appointed bedrooms. I would love to visit in summer, it must be wonderful!"

"Lovely location very close to Harvey's Beach and local attractions . Home is very well kept in a quiet neighborhood "

"We had a wonderful stay here while visiting for a wedding. the bedrooms were both upstairs, FYI which I wasn't aware of from the listing but we made it work. The grounds were beautiful and lots of birds to enjoy. "

$1,074 nightly

Aug 14 - Aug 15

Total includes taxes and fees

Microwave, coffee/tea maker, toaster, cookware/dishes/utensils

"Had a great stay!"

"This rental was perfect. Super clean and comfy with the most amazing views. Loved that it’s right on the water with a private beach. We will definitely book this property again."

"Loved the overall stay and experience. The private beach access is a bonus"

$229 nightly

Sep 1 - Sep 2

Total includes taxes and fees

"We had such a nice stay, the house was clean and had everything we needed."

"Perfect little beachfront cottage right on the water ...a few steps across your own beach. We had a very relaxing, comfortable visit."

"Robin was a great resource about the area. Her property was amazing the cottage was fantastic. Very comfortable and clean. We had a relaxing stay and a great time. We would love to go back again and again!"