Shelter Island House was a huge disappointment. The place is rundown, the restaurant had yet to…read moreopen up despite it being Memorial Day weekend, the pool is not heated so you could not go in, they had nothing to eat for guests all day, the staff is not there 24/7 if you need something or have a question, the room was filthy and multiple lightbulbs were burned out and not replaced before arriving, there was no indoor space to read a book, play games, etc. (it was raining and cold all weekend so you could not sit outside) and the trash can outside the Inn was overflowing with dog poop bags that had not been emptied. Please save your money and stay somewhere else as this place needs to be shut down and refurbished ASAP. There here are many other great options to stay on Shelter Island.

Surprised to see so many positive reviews- and I booked based on those reviews. This property is…read morenot well maintained. The bathroom was outdated, moldy and needed basic repairs. The bed needs to be replaced. Everything feels like it needs a deep clean. The bikes and pool chairs are just thrown in a shed and are worn out. Not even a drinking glass in the room. One woman working front desk who was not incredibly helpful. The restaurant was not open so cannot comment on that. Good location however not remotely worth $395 per night.

Amazing waterfront hotel right on the Peconic Bay. Fully equipped apartments with kitchens all…read morewith water views. Love, love love this place!

Beautiful picturesque spot. We had a quick trip out East and we couldn't be happier with our…read morechoice. Spacious suite, and unbelievable view. Early AM sunrise coffee with a killer view. Jamesport is such a sweet spot.

Diane and Jack treat guests like family or friends…read more 10 Guest rooms are tastefully decorated, small with private bath, individual window A/C, and queen-size bed. Other rooms may be larger. Comfortable outdoor furniture on wrap-around front and side porch (pic uploaded) Breakfast is European-style buffet with assorted breads, juices, yogurt, lox, ham, and fresh fruit. Served 8:30-10:00. Many coffee places within walking distance if you want your coffee at other hours. Tasty quiche was made from scratch by Diane and ingredients changed the next day. $450 for 2 nites with breakfast, June weekend, including tax. WiFi included. Fun and easy town to walk around. Ideal choice if interested in the local wineries. Unsuitable for young children due to some fragile items in the open areas. Tip: you can also get to Greenport from NYC via bus or LIRR train (three trains a day from Penn Station, $25 one-way, peak fare, 3 hour trip) or take the Cross Sound Ferry from New London CT, which we used to avoid bridge and LIE congestion, for about $67 with car and two adults.

I had high expectations for staying here and our stay was above and beyond!!!! Joan is so warm,…read morewelcoming, and friendly, just lovely! She wants you to feel as if you are at home and that's exactly how you feel, be comfortable relax everything you need is right there, use it!!! The place is spotless, so clean. The place has the perfect mix of that old world charm but yet spacious and open. There are a few porch areas, a couple of dining areas, a very large living room area with a fireplace. Decorated perfectly everything is in soothing, serene, calming colors. Each room has it's own bathroom, she has many more rooms than other B&B's in the area and she doesn't require a 2 night minimum.The location is perfect too, a few blocks away from the main part of town, a 5 minute walk but in a quiet area.Prices in line with everyone else. I spent a lot of time searching online and kept narrowing it down between this and others, her website is also the best, very clear photos, online reservation. I wouldn't even consider staying anywhere else, neither should you. In a word....perfect! Thank you again Joan, you and your home that you share with is are just lovely!!!!

Wonderful, wonderful stay here by my wife and I. Beautiful home, comfy accommodations and a…read moredelicious breakfast. Alane and Danielle are wonderful hosts, and Oliver does an excellent job of being a most adorable dog! Looking forward to seeing them again in the near future! Thank you Alane and Daniel. Oliver too!

We loved our weekend trip to the North Fork, and our stay at the Guest House remains unparalleled…read more I'm not an avid reviewer by any means, but my positive experience here has compelled me to share. The owners, Dan and Alane, are gracious and warm, lovely and kind. As NYC transplants who have an appreciation for locals and visitors, they are informed about all things North Fork. They are wonderful hosts who made us feel very welcomed! The rates are competitive, but the stay is even more worthwhile than we had initially imagined. The Guest House is the epitome of a comfortable country home -- a beautiful dream, to say the least. I ran my hands along the different textural walls and refinished drawer chests. With modern yet rustic aesthetics, the house is bright and breezy and clean. Our queen-size bed is a cloud! We slept so well on both nights and woke up to wholesome and delicious country breakfasts each morning. It is the perfect stay for a weekend getaway. If we were to visit the Long Island wine region again, we will definitely return to the Guest House.

Definitely four stars for what it is, which is a motel with clean rooms in a great location. A…read morecouple specific things held it back from the perfect 5, see below. The room was sizable and clean. We loved the outdoor areas set up to sit and relax with a view of the marina. We walked down the dock and spent a few minutes speaking to a friendly fisherman. We enjoy both Southold and Greenport and found this location perfect for both. Just a few minutes drive to downtown Greenport, but with vineyards around the corner. Add two restaurants in walking distance, and it was perfect for our getaway. Really only two drawbacks for me. First, the walls are THIN. We came in low season where there was almost no one there, but I imagine this could be a problem. We could clearly hear our downstairs neighbor snoring as well as other, ahem, night time activities. Second, the bed seems comfortable to sit on but I found that I kept getting soreness in my hips. The pillows were a bit flat.

This place is exactly what I think of when I think 3 stars. It is a step up from your basic motel…read morebecause it is has some suites with bedrooms, kitchens and living room areas. It has a view of of the water which is really nice and it has cute little patio area for the guest to use. There is a pool but you have to walk over to the next lot to get to it. The place is pretty basic with no frills but has everything you would need. The one thing that was a little upsetting was when the kids were running around barefoot in our room, their little feet became covered in dirt. While the rooms looked spotless, it seems the carpets need a good cleaning.

We thoroughly enjoyed our time at The Farmhouse. Anne was very welcoming and shared a wealth of…read moreknowledge about the surrounding area's shops, wineries and restaurants. The breakfasts were excellent and truly farm-to-table.

A MUST STAY! Anne and Bruce welcomed us into their beautiful…read morehome (and gardens) with warmth and hospitality. Our farm-to-table breakfasts were delicious and a great jumpstart to our day. Their wealth of knowledge of the area provided us with many go-to destinations. We highly recommend the Farmhouse B n' B, and definitely plan to go back. The Proppers

This was a wonderful experience because the room and bathroom were clean and updated. They created…read morea bright , cozy island feel. Very quiet and convenient to beach! Excellent pillows on the bed. Great price! Easy booking. I highly recommend staying here!!!!

So after emailing the facility, the owner responded and was willing to give us full credit in…read moreexchange for our experience. They checked the mattress & realized we were being honest. I wasn't expecting full credit, honestly I just wanted to be charged for one night, not both. Either way, I genuinely appreciate the effort & the fact that they did that made me consider going back eventually.

Cute restaurant with relatively large venue. Classic American staples - good quality and quick…read moreservice. Atmosphere was cute as we enjoyed burgers, pasta, buratta, and salads. For dessert enjoyed cookies and dunk-a- Roos. Really enjoyed the apps and recommend

First- A shout out to our servers Steve and Ryan for their excellent service…read more And to the chef for the delicious entrees. I enjoyed the Duck Tagliatelle. An amazingly tasty entree in a Calabrian chili brown sauce that had an unexpected and tasty kick. My other half enjoyed the tasty blackened Mahi. Dessert - We had the brownie sundae with bananas and mascarpone. And of course we enjoyed dinner with our precious girl Sweet Sadie. And outdoors, Steve made sure we stayed toasty warm with all the space heaters. An enjoyable night!!